"Bioorg Chem"; +173 new citations
173 new pubmed citations were retrieved for your search. Click on the search hyperlink below to display the complete search results: "Bioorg Chem" These pubmed results were generated on 2020/09/23PubMed comprises more than millions of citations for biomedical literature from MEDLINE, life science journals, and online books. Citations may include links to full-text content from PubMed Central and publisher web sites. (Source: Bioorganic Chemistry)
Source: Bioorganic Chemistry - September 23, 2020 Category: Chemistry Tags: Report Source Type: research

Novel enantiopure isoxazolidine and C-alkyl imine oxide derivatives as potential hypoglycemic agents: Design, synthesis, dual inhibitors of α-amylase and α-glucosidase, ADMET and molecular docking study.
Novel enantiopure isoxazolidine and C-alkyl imine oxide derivatives as potential hypoglycemic agents: Design, synthesis, dual inhibitors of α-amylase and α-glucosidase, ADMET and molecular docking study. Bioorg Chem. 2020 Sep 08;104:104270 Authors: Ghannay S, Snoussi M, Messaoudi S, Kadri A, Aouadi K Abstract In an effort to explore a new class of antidiabetic inhibitors, a new series of isoxazolidine and C-alkyl imine oxide derivatives scaffolds were designed, synthesized and fully characterized. The newly synthesized analogues were evaluated for their human pancreatic α-amylase (HP...
Source: Bioorganic Chemistry - September 8, 2020 Category: Chemistry Authors: Ghannay S, Snoussi M, Messaoudi S, Kadri A, Aouadi K Tags: Bioorg Chem Source Type: research

Druggable targets of SARS-CoV-2 and treatment opportunities for COVID-19.
nan M Abstract COVID-19 caused by the novel SARS-CoV-2 has been declared a pandemic by the WHO is causing havoc across the entire world. As of May end, about 6 million people have been affected, and 367 166 have died from COVID-19. Recent studies suggest that the SARS-CoV-2 genome shares about 80% similarity with the SARS-CoV-1 while their protein RNA dependent RNA polymerase (RdRp) shares 96% sequence similarity. Remdesivir, an RdRp inhibitor, exhibited potent activity against SARS-CoV-2 in vitro. 3-Chymotrypsin like protease (also known as Mpro) and papain-like protease, have emerged as the potential therapeutic...
Source: Bioorganic Chemistry - September 8, 2020 Category: Chemistry Authors: Faheem, Kumar BK, Sekhar KVGC, Kunjiappan S, Jamalis J, Balaña-Fouce R, Tekwani BL, Sankaranarayanan M Tags: Bioorg Chem Source Type: research

Enantiomeric chromene derivatives with anticancer effects from Mallotus apelta.
Abstract Mallotusapelta(Lour.) Müll.Arg has been used in traditional medicine for the treatment of chronic hepatitis. Six new chromene derivatives, malloapeltas C-H (1-6) and one known compound, malloapelta B (7) were isolated and structured from the leaves of M.apelta. Two pairs of enantiomers (1a/1b and 2a/2b) were successfully separated by chiral high-pressure liquid chromatography (HPLC). The structures and absolute configurations of compounds were determined using spectroscopic methods, including 1D, 2D NMR, and MS and quantum chemical calculation methods. All compounds were evaluated for cytotoxic activ...
Source: Bioorganic Chemistry - September 8, 2020 Category: Chemistry Authors: Kiem PV, Nhiem NX, Anh NH, Yen DTH, Cuong NT, Tai BH, Yen PH, Nam NH, Minh CV, Chinh PT, Jeon YH, Park SJ, Kim SH, Kwon SH Tags: Bioorg Chem Source Type: research

Bioassay-guided isolation of cyclooxygenase-2 inhibitory and antioxidant phenylpropanoid derivatives from the roots of Dendropanax dentiger.
In this study, a bioassay-guided phytochemical investigation of D. dentiger led to the isolation of 19 phenylpropanoid derivatives including one new compound (1) and 18 known ones (2-19). Their structures were elucidated by NMR and HRMS as well as comparison with literature data. The ability of cyclooxygenase-2 (COX-2) inhibition and antioxidant of all isolated compounds were measured in vitro. Chlorogenic acid derivatives (14-19) exhibited outstanding COX-2 inhibitory (IC50 = 5.1-93.4 μM) and antioxidant (IC50 = 13.2-31.9 μM) activities. Moreover, the tight structure-activities relation...
Source: Bioorganic Chemistry - September 4, 2020 Category: Chemistry Authors: Yang L, Liu S, Liu R, He J Tags: Bioorg Chem Source Type: research

Design and synthesis of novel 2,3-dihydropyrazino[1,2-a]indole-1,4-dione derivatives as antiproliferative EGFR and BRAFV600E dual inhibitors.
Abstract Recent studies have shown additive and synergistic effects associated with the combination of kinase inhibitors. BRAFV600E and EGFR are attractive targets for many diseases treatments and have been studied extensively. In keeping with our interest in developing anticancer targeting EGFR and BRAFV600E, a novel series of 2,3-dihydropyrazino[1,2-a]indole-1,4-dione has been rationally designed, synthesized and evaluated for their antiproliferative activity against a panel of four human cancer cell lines. Compounds 20-23, 28-31, and 33 showed promising antiproliferative activities. These compounds were further...
Source: Bioorganic Chemistry - September 3, 2020 Category: Chemistry Authors: Al-Wahaibi LH, Gouda AM, Abou-Ghadir OF, Salem OIA, Ali AT, Farghaly HS, Abdelrahman MH, Trembleau L, Abdu-Allah HHM, Youssif BGM Tags: Bioorg Chem Source Type: research

Antiproliferative abietane quinone diterpenoids from the roots of Salvia deserta.
Abstract A total of twenty abietane quinone diterpenoids including ten new ones (1-10) were isolated from the roots extract of Salvia deserta. Their chemical structures were delineated by extensive spectrometric and spectroscopic techniques including HRESIMS, NMR, UV, IR, and single-crystal X-ray diffraction analysis, calculated 13C NMR-DP4+ analysis, calculated ECD, and Mo2(OAc)4-induced ECD. The absolute configurations of salvidesertone A (1), 8α,9α-epoxy-6-deoxycoleon U (18), and 7,20-epoxyroyleanone (19) were determined by single-crystal X-ray diffraction analysis. Salvidesertone A (1) represents t...
Source: Bioorganic Chemistry - September 3, 2020 Category: Chemistry Authors: Zheng X, Kadir A, Zheng G, Jin P, Qin D, Maiwulanjiang M, Aisa HA, Yao G Tags: Bioorg Chem Source Type: research

Highly oxygenated lanostane triterpenoids from Ganoderma applanatum as a class of agents for inhibiting lipid accumulation in adipocytes.
Abstract Ganoderma triterpenoids (GTs), a class of major active constituents in Ganoderma species, play an important role in the anti-obesity effect of Ganoderma fungi. In the study, seventeen new highly oxygenated lanostane triterpenoids, ganoapplanoids A-Q (1-17), together with five previously reported compounds (18-22), were isolated from the fruiting bodies of Ganoderma applanatum. Their structures were confirmed by comprehensive spectroscopic analyses, single-crystal X-ray diffraction and Mo2(OAc)4 induced CD cotton effect. Structurally, compound 6 represents the first example of 2-norlanostane triterpenoid p...
Source: Bioorganic Chemistry - September 3, 2020 Category: Chemistry Authors: Su HG, Wang Q, Zhou L, Peng XR, Xiong WY, Qiu MH Tags: Bioorg Chem Source Type: research

Drug-like biimidazole derivatives dually target c-MYC/BCL-2 G-quadruplexes and inhibit acute myeloid leukemia.
Abstract Chemotherapy is the main approach for treating acute myeloid leukemia (AML). However, this therapy can cause severe side effects as well as drug resistance, hence calling for new therapeutic strategies. As c-MYC and BCL-2 are often overexpressed in AML, and synergism between c-MYC and BCL-2 promotes tumorigenesis, therefore, dual targeting of c-MYC/BCL-2 promoter G-quadruplexes (G4s) and then inhibiting the targeted gene expression would be a potential strategy in ALM treatment. In this work, in the search of dual ligands, we performed a screening assay with an in-house, imidazole-based compound library. ...
Source: Bioorganic Chemistry - September 3, 2020 Category: Chemistry Authors: Hu MH, Yu BY, Wang X, Jin G Tags: Bioorg Chem Source Type: research

Design, synthesis, and anticancer evaluation of benzophenone derivatives bearing naphthalene moiety as novel tubulin polymerization inhibitors.
Abstract A series of benzophenone derivatives bearing naphthalene moiety were designed, synthesized, characterized by 1H NMR, 13C NMR, and HRMS and evaluated for their antiproliferative activity against human breast cancer cell line (MCF-7). Most of the tested derivatives showed good to moderate cytotoxicity against MCF-7 cell line. Among them, compound 4u (IC50 = 1.47 ± 0.14 μM) was found to be the most active compound, which is more active than the standard drug cisplatin (IC50 = 15.24 ± 1.27 μM). In vitro tubulin polymerization inhibition ass...
Source: Bioorganic Chemistry - September 3, 2020 Category: Chemistry Authors: Wang G, Liu W, Tang J, Ma X, Gong Z, Huang Y, Li Y, Peng Z Tags: Bioorg Chem Source Type: research

Aminotriazines with indole motif as novel, 5-HT7 receptor ligands with atypical binding mode.
Abstract Developing new and selective 5-HT7R ligands may have a key impact on the treatment of central nervous system diseases including depression. We have found that indoleaminotriazine core fused with alkyl aryl moiety exhibits high affinity and selectivity to 5-HT7R. SAR analysis demonstrated that the ethyl or ethoxy group (5c 5-HT7R Ki = 8 nM; 5d 5-HT7R Ki = 55 nM) is the optimal carbon linker between triazine and aryl moiety. The results of the molecular dynamics simulations show stable interaction with E7.34 upon binding to a 5-HT7R. Compounds 5c and 5d were tested for early AD...
Source: Bioorganic Chemistry - September 2, 2020 Category: Chemistry Authors: Kułaga D, Jaśkowska J, Satała G, Latacz G, Śliwa P Tags: Bioorg Chem Source Type: research

Targeting EGFR tyrosine kinase: Synthesis, in vitro antitumor evaluation, and molecular modeling studies of benzothiazole-based derivatives.
Abstract New benzothiazole-based derivatives were synthesized in the present work with the aim of evaluating their antitumor activity. They were in vitro tested against hepatocellular carcinoma (HepG2), colorectal carcinoma (HCT-116), mammary gland cancer (MCF-7), prostate cancer (PC-3), and epithelioid carcinoma (HeLa). The results of the in vitro antitumor evaluation revealed that the most active compounds were 39, 40, 51, 56, and 61 exhibiting IC50 values comparable to the reference drug lapatinib. The most active compounds were further subjected to EGFR inhibitory activity assay to rationalize their potency mo...
Source: Bioorganic Chemistry - September 2, 2020 Category: Chemistry Authors: Mokhtar AM, El-Messery SM, Ghaly MA, Hassan GS Tags: Bioorg Chem Source Type: research

Design, synthesis and structure-activity relationship studies of novel partial FXR agonists for the treatment of fatty liver.
Abstract Nonalcoholic fatty liver disease (NAFLD) is now the most common chronic liver disease, while there is still no medicine available. Farnesoid X receptor (FXR) is considered as a potential target for the treatment of NAFLD, and there are several FXR agonists reached in clinical trials. Based on better safety, industry and academia are pursuing development of the partial FXR agonists. To extend the chemical space of existing partial FXR agonists, we performed a structure-activity relationship study based on previously reported partial agonist 1 by using bioisosteric strategy. All of these efforts resulted in...
Source: Bioorganic Chemistry - September 2, 2020 Category: Chemistry Authors: Qiu Q, Wang W, Zhao X, Chen Y, Zhao S, Zhu J, Xu X, Geng R Tags: Bioorg Chem Source Type: research

Cadinane- and drimane-type sesquiterpenoids produced by Paecilomyces sp. TE-540, an endophyte from Nicotiana tabacum L., are acetylcholinesterase inhibitors.
Abstract Sesquiterpenoids with diverse skeleton types are regarded as potential lead compounds in pharmacological and other applications. Herein, we report the discovery of two new cadinane-type sesquiterpenoids, paecilacadinol A (1) and B (2); two new drimane-type sesquiterpenoids, ustusol D (3) and ustusol E (4); and six known analogs (5-10) from the endophytic fungus Paecilomyces sp. TE-540, enriching the structural diversity of naturally occurring sesquiterpenoids. Their planar structures were determined on the basis of detailed interpretation of 1D and 2D NMR spectroscopy and HRESIMS data, while their stereoc...
Source: Bioorganic Chemistry - September 2, 2020 Category: Chemistry Authors: Xu K, Zhou Q, Li XQ, Luo T, Yuan XL, Zhang ZF, Zhang P Tags: Bioorg Chem Source Type: research

The oxygenated products of cryptotanshinone by biotransformation with Cunninghamella elegans exerting anti-neuroinflammatory effects by inhibiting TLR 4-mediated MAPK signaling pathway.
Abstract Cryptotanshinone (1), a major bioactive constituent in the traditional Chinese medicinal herb Dan-Shen Salvia miltiorrhiza Bunge, has been reported to possess remarkable pharmacological activities. To improve its bioactivities and physicochemical properties, in the present study, cryptotanshinone (1) was biotransformed with the fungus Cunninghamella elegans AS3.2028. Three oxygenated products (2-4) at C-3 of cryptotanshinone (1) were obtained, among them 2 was a new compound. Their structures were elucidated by comprehensive spectroscopic analysis including HRESIMS, NMR and ECD data. All of the biotransfo...
Source: Bioorganic Chemistry - September 1, 2020 Category: Chemistry Authors: Wu JS, Meng QY, Shi XH, Liu LX, Zhang ZK, Guan HS, Shao CL, Wang CY Tags: Bioorg Chem Source Type: research

Discovery of dihydro- β-agarofurans from Tripterygium wilfordii with their H2O2-induced SH-SY5Y cell protective effects.
Discovery of dihydro-β-agarofurans from Tripterygium wilfordii with their H2O2-induced SH-SY5Y cell protective effects. Bioorg Chem. 2020 Sep 01;104:104247 Authors: Zhou L, He QJ, Hou ZL, Lu LW, Wang J, Huang XX, Lin B, Song SJ Abstract Chemical investigations of the 75% EtOH extract of the leaves of Tripterygium wilfordii obtained five undescribed naturally occurring sesquiterpenes with dihydro-β-agarofuran skeleton, tripteresters A-E (1-5), along with eight known analogues (6-13). Their chemical structures were elucidated by a combination of spectroscopic the comprehensive spectroscopic an...
Source: Bioorganic Chemistry - September 1, 2020 Category: Chemistry Authors: Zhou L, He QJ, Hou ZL, Lu LW, Wang J, Huang XX, Lin B, Song SJ Tags: Bioorg Chem Source Type: research

Synthesis, biological evaluation and molecular docking studies of novel thiopyrimidine analogue as apoptotic agent with potential anticancer activity.
This study synthesizes novel 6-amino-5-cyano-4-aryl-2-mercapto pyrimidines and condensed pyrimidines analogues in order to investigate their potential activity as anticancer agents. The compounds were synthesized via one-pot condensation of p-nitrobenzaldehyde or p-anisaldehyde with malononitrile and thiourea to prepare 6-amino-5-cyano-4-aryl-2-mercaptopyrimidines series (1-9a,b). The pyrimidine analogues were biologically screened In-vitro in HepG2 and MCF-7 compared to normal WI-38. Compound 8a showed higher antiproliferative activity to MCF-7 cells with sensitivity and minimal cytotoxic effect (IC50 53.3 µM- ...
Source: Bioorganic Chemistry - September 1, 2020 Category: Chemistry Authors: Haffez H, Taha H, Rabie MA, Awad SM, Zohny YM Tags: Bioorg Chem Source Type: research

Inhibition of zika virus infection by fused tricyclic derivatives of 1,2,4,5-tetrahydroimidazo[1,5-a]quinolin-3(3aH)-one.
In this study, we extended the exploration of our previously discovered scaffold of 1H-pyrrolo[1,2-c]imidazol-1-one and revealed that two trans isomers of compounds 2 and 7 and one mixture with major trans isomer of compound 3 as novel tetrahydroquinoline-fused imidazolone derivatives are active against ZIKV infection but they are not virucidal. Western Blot and ELISA analyses of ZIKV NS5 and NS1 further demonstrate that compounds of (±)-2, (±)-3 and (±)-7 act as effective agents against ZIKV infection. We show that the N10's basicity is not the basic requirement for these compounds' antiviral activity...
Source: Bioorganic Chemistry - September 1, 2020 Category: Chemistry Authors: Xu B, Lee EM, Medina A, Sun X, Wang D, Tang H, Zhou GC Tags: Bioorg Chem Source Type: research

Design, synthesis, and pharmacological evaluation of novel 1,2,4-triazol-3-amine derivatives as potential agonists of GABAA subtype receptors with anticonvulsant and hypnotic effects.
Abstract In the current study, a series of novel 1,2,4-triazol-3-amine derivatives were designed, synthesized, and biologically evaluated in vivo for their anticonvulsant and hypnotic effects in the pentylenetetrazole (PTZ)-induced seizures, maximal electroshock (MES)-induced seizures, and pentobarbital-induced sleeping tests. Furthermore, the possible side effects of the most potent compounds on the memory, motor coordination, and muscle strength were evaluated in passive avoidance, rotarod, and grip strength tests, respectively. The designed compounds with the main benzodiazepine pharmacophores including aromati...
Source: Bioorganic Chemistry - September 1, 2020 Category: Chemistry Authors: Jahani R, Reza Abtahi S, Nematpour M, Fasihi Dastjerdi H, Chamanara M, Hami Z, Paknejad B Tags: Bioorg Chem Source Type: research

New indole-7-aldehyde derivatives as melatonin analogues; synthesis and screening their antioxidant and anticancer potential.
In conclusion, MLT derivatives represent promising scaffolds for discovery of effective antioxidant agents. PMID: 32916391 [PubMed - as supplied by publisher] (Source: Bioorganic Chemistry)
Source: Bioorganic Chemistry - September 1, 2020 Category: Chemistry Authors: Shirinzadeh H, Neuhaus E, Ince Erguc E, Tascioglu Aliyev A, Gurer-Orhan H, Suzen S Tags: Bioorg Chem Source Type: research

Anticandidal formyl phloroglucinol meroterpenoids: Biomimetic synthesis and in vitro evaluation.
Abstract Inspired by the diversity-oriented synthesis, some novel formyl phloroglucinol meroterpenoids were synthesized via biomimetic synthesis using essential oils. Eight of them were demonstrated with good in vitro fungicidal activity against Candida albicans and C. glabrata. Compound c2 showed the best anticandidal ability that was powerfully comparable to fluconazole when testing against several strains in vitro. The antibiofilm activity was also found for the c2 treating group which was evidenced to block the hyphal elongation and filamentation of C. albicans. Therefore, compound c2 is a promising candidate ...
Source: Bioorganic Chemistry - September 1, 2020 Category: Chemistry Authors: Zhong LF, Shang ZC, Sun FJ, Zhu PH, Yin Y, Kong LY, Yang MH Tags: Bioorg Chem Source Type: research

Corrigendum to "The fatty acid amide hydrolase and cyclooxygenase-inhibitory properties of novel amide derivatives of carprofen" [Bioorg. Chem. 101 (2020) 104034].
Corrigendum to "The fatty acid amide hydrolase and cyclooxygenase-inhibitory properties of novel amide derivatives of carprofen" [Bioorg. Chem. 101 (2020) 104034]. Bioorg Chem. 2020 Aug 31;103:104241 Authors: Deplano A, Karlsson J, Fowler CJ, Onnis V PMID: 32889379 [PubMed - as supplied by publisher] (Source: Bioorganic Chemistry)
Source: Bioorganic Chemistry - August 31, 2020 Category: Chemistry Authors: Deplano A, Karlsson J, Fowler CJ, Onnis V Tags: Bioorg Chem Source Type: research

2-Aryl benzazole derived new class of anti-tubercular compounds: Endowed to eradicate mycobacterium tuberculosis in replicating and non-replicating forms.
Abstract The high mortality rate and the increasing prevalence of Mtb resistance are the major concerns for the Tuberculosis (TB) treatment in this century. To counteract the prevalence of Mtb resistance, we have synthesized 2-aryl benzazole based dual targeted molecules. Compound 9m and 9n were found to be equally active against replicating and non-replicating form of Mtb (MIC(MABA) 1.98 and 1.66 μg/ml; MIC(LORA) 2.06 and 1.59 μg/ml respectively). They arrested the cell division (replicating Mtb) by inhibiting the GTPase activity of FtsZ with IC50 values 45 and 64 μM respectively. They wer...
Source: Bioorganic Chemistry - August 27, 2020 Category: Chemistry Authors: Velappan AB, Datta D, Ma R, Rana S, Ghosh KS, Hari N, Franzblau SG, Debnath J Tags: Bioorg Chem Source Type: research

Direct inhibition of Keap1-Nrf2 Protein-Protein interaction as a potential therapeutic strategy for Alzheimer's disease.
This study aimed at determining the neuroprotective activity of 9 (NXPZ-2), a small-molecule compound that directly inhibits the Keap1-Nrf2 protein-protein interaction, in an amyloid beta 1-42 (Aβ1-42) oligomer intracerebroventricularly (i.c.v.) injected mouse model. Behavioral tests showed that NXPZ-2 treatment dose-relatedly ameliorated learning and memory dysfunction in Aβ1-42-treated mice. HE and Nissl staining showed that NXPZ-2 improved brain tissue pathological changes in AD mice by increasing neuron quantity and function. Western blot analysis of the hippocampus and cortex showed up-regulated Nrf2 in whol...
Source: Bioorganic Chemistry - August 27, 2020 Category: Chemistry Authors: Sun Y, Huang J, Chen Y, Shang H, Zhang W, Yu J, He L, Xing C, Zhuang C Tags: Bioorg Chem Source Type: research

Synthesis of 3,4-dihydroquinolin-2(1H)-one derivatives with anticonvulsant activity and their binding to the GABAA receptor.
In this study, a series of 3,4-dihydroquinolin-2(1H)-one derivatives were designed and synthesized using two experimental models, namely maximal electroshock (MES) and subcutaneous pentylenetetrazole (scPTZ), to test the anticonvulsant activity of the target compound in vivo (i.p. in Kunming mice). The neurotoxicity (NT) of the target compound was measured by the rotating rod method (i.p. in Kunming mice). Six compounds with potential activity were selected from the two experimental models to test the 50% effective dose (ED50). In vitro binding experiments with the GABAA receptor were also performed. The results of the pha...
Source: Bioorganic Chemistry - August 27, 2020 Category: Chemistry Authors: Wang S, Liu H, Lei K, Li G, Li J, Wei Y, Wang X, Liu R Tags: Bioorg Chem Source Type: research

Novel CoFe2O4@ZnO-CeO2 ternary nanocomposite: Sonochemical green synthesis using Crataegus microphylla extract, characterization and their application in catalytic and antibacterial activities.
In this study, CoFe2O4@ZnO-CeO2 magnetic nanocomposite (CoFe@Zn-Ce MNC) was successfully prepared by facile sonochemical method for the first time. CoFe@Zn-Ce MNC was obtained by green and cost-effective process in the presence of Crataegus microphylla (C. microphylla) fruit extract. Influence of some parameters like capping agents (C. microphylla, SDS and CTAB), sonication time (10, 30 and 60 min) and sonication power (40, 60 and 80 W) were studied to achieve optimum condition. The as-obtained products were characterized by FT-IR, FESEM, TEM, DRS, VSM, EDS, TGA and XRD analysis. Results showed that high magnetic...
Source: Bioorganic Chemistry - August 27, 2020 Category: Chemistry Authors: Naghizadeh A, Mohammadi-Aghdam S, Mortazavi-Derazkola S Tags: Bioorg Chem Source Type: research

Design, synthesis, molecular modeling, in vivo studies and anticancer activity evaluation of new phthalazine derivatives as potential DNA intercalators and topoisomerase II inhibitors.
Abstract Herein we report the design and synthesis of a new series of phthalazine derivatives as Topo II inhibitors and DNA intercalators. The synthesized compounds were in vitro evaluated for their cytotoxic activities against HepG-2, MCF-7 and HCT-116 cell lines. Additionally, Topo II inhibitory activity and DNA intercalating affinity were investigated for the most active compounds as a potential mechanism for the anticancer activity. Compounds 15h, 23c, 32a, 32b, and 33 exhibited the highest activities against Topo II with IC50 ranging from 5.44 to 8.90 µM, while compounds 27 and 32a were found to be...
Source: Bioorganic Chemistry - August 26, 2020 Category: Chemistry Authors: El-Helby AA, Sakr H, Ayyad RR, Mahdy HA, Khalifa MM, Belal A, Rashed M, El-Sharkawy A, Metwaly AM, Elhendawy MA, Radwan MM, ElSohly MA, Eissa IH Tags: Bioorg Chem Source Type: research

Unconventional amino acids in medicinal chemistry: First report on taurine merged within carbonic anhydrase inhibitors.
This study reports the design, synthesis of a series of taurine containing benzenesulfonamide derivatives which were all screened in vitro against the physiological relevant human (h) expressed Carbonic Anhydrase (CA; EC 4.2.1.1) I, II, IX, XII isozymes. Compound 2, 5, 11-16 displayed superior inhibitory activities against the tumor associated hCA IX over the reference drug Acetazolamide (AAZ). Both hCA IX and XII isoforms were selectively inhibited only by compound 3, whereas the chloro-containing compound 12 was showed as the most selective and effective inhibitor profile for the CA IX isoforms. To the best of our knowle...
Source: Bioorganic Chemistry - August 26, 2020 Category: Chemistry Authors: Akgül Ö, Angeli A, Vullo D, Carta F, Supuran CT Tags: Bioorg Chem Source Type: research

Preparation and optimization of ciprofloxacin encapsulated niosomes: A new approach for enhanced antibacterial activity, biofilm inhibition and reduced antibiotic resistance in ciprofloxacin-resistant methicillin-resistance Staphylococcus aureus.
The objective of this study was to optimization of niosomes encapsulated ciprofloxacin and evaluate their antibacterial and anti-biofilm efficacies against ciprofloxacin-resistant methicillin-resistant S. aureus (CR-MRSA) strains. Formulation of niosomes encapsulated ciprofloxacin were optimized by changing the proportions of Tween 60, Span 60, and cholesterol. The optimized ciprofloxacin encapsulated niosomal formulations based on Span 60 and Tween 60 were prepared and characterized using scanning electron microscopy (SEM), transmission electron microscopy (TEM) and dynamic light scattering (DLS). The SEM and TEM results ...
Source: Bioorganic Chemistry - August 26, 2020 Category: Chemistry Authors: Mirzaie A, Peirovi N, Akbarzadeh I, Moghtaderi M, Heidari F, Yeganeh FE, Noorbazargan H, Mirzazadeh S, Bakhtiari R Tags: Bioorg Chem Source Type: research

Rational design of a far-red fluorescent probe for endogenous biothiol imbalance induced by hydrogen peroxide in living cells and mice.
Abstract Intracellular biothiols are correlated with many diseases such as nerve disorder and Parkinson's disease likely due to a redox imbalance. In this work, we designed an ultrafast fluorescent probe (Cou-DNBS) for biothiols with a large Stokes shift (131 nm). The probe was constructed through linking the 2,4-dinitrobenzenesulfonyl moiety as the specially recognizing biothiols site to an iminocoumarin fluorophore Cou-NH obtained by fusing an additional benzene ring. The presence of biothiols could ultrafast perform a significant fluorescence emission at 617 nm upon the excitation of 480 with the low ...
Source: Bioorganic Chemistry - August 26, 2020 Category: Chemistry Authors: Lu Z, Sun X, Wang M, Wang H, Fan C, Lin W Tags: Bioorg Chem Source Type: research

Annular oxygenation and rearrangement products of cryptotanshinone by biotransformation with marine-derived fungi Cochliobolus lunatus and Aspergillus terreus.
Abstract Structural modification of natural products by biotransformation with fungi is an attractive tool to obtain novel bioactive derivatives. In the present study, cryptotanshinone (1), a quinoid abietane diterpene from traditional Chinese medicine Salvia miltiorrhiza (Danshen), was transformed by two marine-derived fungi. By using Cochliobolus lunatus TA26-46, one new oxygenated and rearranged product (2), containing a 5,6-dihydropyrano[4,3-b]chromene moiety, together with one known metabolite (10), were obtained from the converted broth of cryptotanshinone (1) with the isolated yields of 1.0% and 2.1%, respe...
Source: Bioorganic Chemistry - August 26, 2020 Category: Chemistry Authors: Wu JS, Meng QY, Zhang YH, Shi XH, Fu XM, Zhang P, Li X, Shao CL, Wang CY Tags: Bioorg Chem Source Type: research

Selective VEGFR-2 inhibitors: Synthesis of pyridine derivatives, cytotoxicity and apoptosis induction profiling.
Abstract VEGFR-2 is a key regulator in cancer angiogenesis. This research displays the design and synthesis of novel 3-cyano-6-naphthylpyridine scaffold-based derivatives as selective VEGFR-2 inhibitors and cytotoxic agents. In vitro percent kinase activity inhibition screening against a panel of 23 kinases at a single high dose (30 nM) affirmed that VEGFR-2 was selectively the most responsive to inhibition by the investigated chemotypes. IC50 values determination demonstrated kinase inhibitory activities of the test compounds at the sub-nanomolar level. In vitro testing of the new compounds against two prost...
Source: Bioorganic Chemistry - August 26, 2020 Category: Chemistry Authors: AbdelHaleem A, Mansour AO, AbdelKader M, Arafa RK Tags: Bioorg Chem Source Type: research

Recent advances in the development of ligands specifically targeting telomeric multimeric G-quadruplexes.
Abstract Long human telomeric DNA sequence could form higher-order G-quadruplex structures, namely telomeric multimeric G-quadruplexes. The formation of telomeric multimeric G-quadruplexes has been demonstrated. Several efforts have been devoted to the development of ligands targeting telomeric multimeric G-quadruplexes in recent years. The reported ligands specifically targeting telomeric multimeric G-quadruplexes exhibited either high anticancer activity with effective stabilization ability or distinct fluorescence responses to telomeric multimeric G-quadruplexes. In this review, the ligands including three type...
Source: Bioorganic Chemistry - August 26, 2020 Category: Chemistry Authors: Zhao J, Zhai Q Tags: Bioorg Chem Source Type: research

Recent advancements of coumarin-based anticancer agents: An up-to-date review.
Abstract Heading the list of the critical health-related issues worldwide, cancer continues to be a one of the most serious life-threatening diseases. The rate of cancer-related mortality is at alarming level globally because of poor ability of prevention, diagnosis and efficient treatment of cancers. Pertaining to its wide prevalence in many naturally occurring compounds, coumarin as a privileged scaffold is endowed with outstanding anticancer profile. Different classes of coumarin-based anticancer agents that act through diverse mechanisms of action have been comprehensively investigated by many researchers, suc...
Source: Bioorganic Chemistry - August 26, 2020 Category: Chemistry Authors: Al-Warhi T, Sabt A, Elkaeed EB, Eldehna WM Tags: Bioorg Chem Source Type: research

Design, synthesis, biological evaluation, and docking study of novel dual-acting thiazole-pyridiniums inhibiting acetylcholinesterase and β-amyloid aggregation for Alzheimer's disease.
Design, synthesis, biological evaluation, and docking study of novel dual-acting thiazole-pyridiniums inhibiting acetylcholinesterase and β-amyloid aggregation for Alzheimer's disease. Bioorg Chem. 2020 Aug 26;103:104186 Authors: Ghotbi G, Mahdavi M, Najafi Z, Moghadam FH, Hamzeh-Mivehroud M, Davaran S, Dastmalchi S Abstract New compounds containing thiazole and pyridinium moieties were designed and synthesized. The potency of the synthesized compounds as selective inhibitors of acetylcholinesterase (AChE), and β-amyloid aggregation (Aβ) was evaluated. Compounds 7d and 7j showed the bes...
Source: Bioorganic Chemistry - August 26, 2020 Category: Chemistry Authors: Ghotbi G, Mahdavi M, Najafi Z, Moghadam FH, Hamzeh-Mivehroud M, Davaran S, Dastmalchi S Tags: Bioorg Chem Source Type: research

Synthesis and antitumor effects of novel 18 β-glycyrrhetinic acid derivatives featuring an exocyclic α,β-unsaturated carbonyl moiety in ring A.
Synthesis and antitumor effects of novel 18β-glycyrrhetinic acid derivatives featuring an exocyclic α,β-unsaturated carbonyl moiety in ring A. Bioorg Chem. 2020 Aug 26;103:104187 Authors: Huang M, Gong P, Wang Y, Xie X, Ma Z, Xu Q, Liu D, Jing Y, Zhao L Abstract A series of novel 18β-glycyrrhetinic acid (GA) derivatives featuring an exocyclic α,β-unsaturated carbonyl moiety in ring A were synthesized and evaluated for their antitumor activities. Compounds 5c and 5l showed stronger cytotoxicity than other compounds and reported GA analogue CDODA-Me (methyl 2-cyano-3,11-d...
Source: Bioorganic Chemistry - August 26, 2020 Category: Chemistry Authors: Huang M, Gong P, Wang Y, Xie X, Ma Z, Xu Q, Liu D, Jing Y, Zhao L Tags: Bioorg Chem Source Type: research

Molecular modelling guided design, synthesis and QSAR analysis of new small molecule non-lipid autotaxin inhibitors.
Abstract The lysophospholipase D autotaxin (ATX) generates lysophosphatidic acid (LPA) that activates six cognate G-protein coupled receptors (GPCR) in cancerous cells, promoting their motility and invasion. Four novel compounds were generated aided by molecular docking guided design and synthesis techniques to obtain new dual inhibitors of ATX and the lysophosphatidic acid receptor subtype 1 (LPAR1). Biological evaluation of these compounds revealed two compounds, 10 and 11, as new ATX enzyme inhibitors with potencies in the range of 218-220 nM and water solubility (>100 µg/mL), but with no LPA...
Source: Bioorganic Chemistry - August 26, 2020 Category: Chemistry Authors: Banerjee S, Norman DD, Deng S, Fakayode SO, Lee SC, Parrill AL, Li W, Miller DD, Tigyi GJ Tags: Bioorg Chem Source Type: research

Design, synthesis and biological evaluation of novel (E)-N-phenyl-4-(pyridine-acylhydrazone) benzamide derivatives as potential antitumor agents for the treatment of multiple myeloma (MM).
Abstract A series of novel (E)-N-phenyl-4-(pyridine-acylhydrazone) benzamide derivatives were designed, synthesized, and evaluated for their anti-proliferative activity against two different human cancer cell lines and one human normal cell line. Compound 8b had the best anti-proliferative activity (IC50 = 0.12 ± 0.09 μM, RPMI8226 cells) than the other compounds. And compound 8b had lower toxicity than imatinib. Flow cytometry analysis showed that compound 8b could arrest the cell cycle at the G0/G1 phase, and induce apoptosis of RPMI8226 cells by promoting mitochondrial ROS rele...
Source: Bioorganic Chemistry - August 26, 2020 Category: Chemistry Authors: Li XY, Li S, Lu GQ, Wang DP, Liu KL, Qian XH, Xue WH, Meng FH Tags: Bioorg Chem Source Type: research

NQO1-selective activated prodrugs of combretastatin A-4: Synthesis and biological evaluation.
Abstract Tumor-specific prodrug treatment renders the exclusive delivery of antitumor agents with the lowest untoward effects. In this work, we reported the synthesis and biological assessment of four NQO1-activatable combretastatin A-4 prodrugs constituted by active drug CA-4, different self-immolating linkers, and NQO1-responsive trigger groups. The in vitro antiproliferative activities showed that prodrug 4 displayed greater selective toxicity toward the tumor cells that overexpressed NQO1, taxol-resistant A549 cells, hypoxia-exposed A549 and HepG2 cells, and incurred lower damage to normal cells in comparison ...
Source: Bioorganic Chemistry - August 26, 2020 Category: Chemistry Authors: Zhang C, Qu Y, Ma X, Li M, Li S, Li Y, Wu L Tags: Bioorg Chem Source Type: research

Synthesis and biological evaluation of 2'-Aminochalcone: A multi-target approach to find drug candidates to treat Alzheimer's disease.
da WP Abstract Alzheimer's disease (AD) is a neurodegenerative process that compromises cognitive functions. The physiopathology of AD is multifactorial and is mainly supported by the cholinergic and amyloid hypotheses, which allows the identification the fundamental role of some markers, such as the enzymes acetylcholinesterase (AChE) and β-secretase (BACE-1), and the β-amyloid peptide (Aβ). In this work, we prepared a series of chalcones and 2'-aminochalcones, which were tested against AChE and BACE-1 enzymes and on the aggregation of Aβ. All compounds inhibited AChE activity with different p...
Source: Bioorganic Chemistry - August 26, 2020 Category: Chemistry Authors: Sakata RP, Antoniolli G, Lancellotti M, Kawano DF, Guimarães Barbosa E, Almeida WP Tags: Bioorg Chem Source Type: research

Pyridinium derivatives of 3-aminobenzenesulfonamide are nanomolar-potent inhibitors of tumor-expressed carbonic anhydrase isozymes CA IX and CA XII.
lies MA Abstract Building on the conclusions of previous inhibition studies with pyridinium-benzenesulfonamides from our team and on the X-ray crystal structure of the lead compound identified, a series of 24 pyridinium derivatives of 3-aminobenzenesulfonamide was synthesized and investigated for carbonic anhydrase inhibition. The new pyridinium-sulfonamides were evaluated as inhibitors of four human carbonic anhydrase (CA, EC 4.2.1.1) isoforms, namely CA I, CA II (cytosolic), CA IX and XII (transmembrane, tumor-associated forms). Excellent inhibitory activity in the nanomolar range was observed against CA IX with...
Source: Bioorganic Chemistry - August 26, 2020 Category: Chemistry Authors: Akocak S, Güzel-Akdemir Ö, Kishore Kumar Sanku R, Russom SS, Iorga BI, Supuran CT, Ilies MA Tags: Bioorg Chem Source Type: research

Structurally diverse sesquiterpenoids from the aerial parts of Artemisia annua (Qinghao) and their striking systemically anti-inflammatory activities.
Abstract Thirteen new sesquiterpenoids, arteannoides F-R (1-13), along with 13 known analogues (14-26), were isolated from the dried aerial parts of Artemisia annua L. Their structures, including absolute configurations, were unambiguously determined by a combination of physical data analyses (HRESIMS, 1D and 2D NMR, and ECD) as well as the crystal structures of 1, 5, 6, 15, 19, and 23. Among the isolated compounds, 1 features an unusual 11-oxatricyclo[6.2.1.04,9]undecan-2-ene ring system, 5 possesses an uncommon 4,11-ether bridged tricyclic framework, whereas 6 is a new eudesmane-type sesquiterpenoid formed via r...
Source: Bioorganic Chemistry - August 26, 2020 Category: Chemistry Authors: Qin DP, Li HB, Pang QQ, Huang YX, Pan DB, Su ZZ, Yao XJ, Yao XS, Xiao W, Yu Y Tags: Bioorg Chem Source Type: research

Rare new bicyclic cembranoid ethers and a novel trihydroxy prenylated guaiane from the Xisha soft coral Lobophytum sp.
Abstract Seven new cembrane-type diterpenes, lobophytolins C-I (3-9), and one new prenylated-guiane-type diterpene, lobophytolin J (10), along with six known related ones (1, 2, 11-14), have been isolated from the soft coral Lobophytum sp. collected off the Xisha Island in the South China Sea. Their structures were elucidated by extensive spectroscopic analysis and quantum mechanical (QM)-NMR methods. The absolute configuration of lobophytolin H (8) was determined by the application of the modified Mosher's method and chemical transformation. Lobophytolin D (4) exhibited promising cytotoxicities in in vitro bioass...
Source: Bioorganic Chemistry - August 26, 2020 Category: Chemistry Authors: Li SW, Cuadrado C, Huan XJ, Yao LG, Miao ZH, Hernandez Daranas A, Guo YW Tags: Bioorg Chem Source Type: research

Diterpenoids from Cephalotaxus fortunei var. alpina and their cytotoxic activity.
Abstract Cephafortunoids A-D (1-4), four new compounds, together with ten known ones (5-14), were isolated from the branches and leaves of Cephalotaxus fortunei var. alpina. 1 and 2 represent the first examples of Cephalotaxus troponoid diterpenoids featured an intact C20 skeleton with CH3-17 migrating to C-15 and C-13 respectively. 3 and 4 are novel cephalotane-type diterpenoids with an epoxy ring between C-12 and C-13. The structures of isolated compounds were established by extensive spectroscopic methods, electronic circular dichroism (ECD) calculations, and comparison with reported data. In in vitro bioassays...
Source: Bioorganic Chemistry - August 26, 2020 Category: Chemistry Authors: Li Y, Wang Y, Shao Z, Zhao C, Jing Q, Li D, Lin B, Jing Y, Li Z, Hua H Tags: Bioorg Chem Source Type: research

Evaluation of anti rheumatic activity of Piper betle L. (Betelvine) extract using in silico, in vitro and in vivo approaches.
Abstract Rheumatoid Arthritis is a chronic, inflammatory, and systemic autoimmune disease, it affects elders worldwide. Herbal medicines have been used for the treatment of various ailments from ancient times. Betelvine (Piper betle L.) leaves have long been used in Asian countries as a medicine to relieve pain and some metabolic diseases. The present study of methanolic extract of phytochemical analysis confirms the presence of alkaloids, tannins, terpenoids, saponins, steroids, total flavonoids and total phenols. GC-MS analysis of MeOH extract of Piper betle (PBME) revealed the presence of 40 bioactive compounds...
Source: Bioorganic Chemistry - August 26, 2020 Category: Chemistry Authors: Murugesan S, Ravichandran D, Lakshmanan DK, Ravichandran G, Arumugam V, Raju K, Geetha K, Thilagar S Tags: Bioorg Chem Source Type: research

Novel 2'-alkoxymethyl substituted klavuzon derivatives as inhibitors of Topo I and CRM1.
il;ağır A Abstract In this work, 2'-alkoxymethyl substituted klavuzon derivatives were prepared starting from 2-methyl-1-naphthoic acid in eight steps. Anticancer potencies of the synthesized compounds were evaluated by performing MTT cell viability test over cancerous and healthy pancreatic cell lines, along with CRM1 inhibitory properties in HeLa cells by immunostaining and Topo I inhibition properties by supercoiled DNA relaxation assay. Their cytotoxic activities were also presented in hepatocellular carcinoma cells (HuH-7) derived 3D spheroids. Among the tested klavuzon derivatives, isobutoxymethyl substitu...
Source: Bioorganic Chemistry - August 25, 2020 Category: Chemistry Authors: Çetinkaya H, Yıldız MS, Kutluer M, Alkan A, Ozan Otaş H, Çağır A Tags: Bioorg Chem Source Type: research

Capsaicin: A "hot" KDM1A/LSD1 inhibitor from peppers.
Capsaicin: A "hot" KDM1A/LSD1 inhibitor from peppers. Bioorg Chem. 2020 Aug 21;103:104161 Authors: Jia G, Cang S, Ma P, Song Z Abstract Capsaicinoids are plant secondary metabolites, and capsaicin is the main principal that responsible to the pungency of chili peppers, with widely application as food additive. In our study, capsaicin was characterized as lysine specific demethylase 1A (KDM1A/LSD1) inhibitor with IC50 of 0.6 ± 0.0421 μM in biochemical level, and can bind KDM1A recombinant directly and reversibly. Further cellular study confirmed that capsaicin can bin...
Source: Bioorganic Chemistry - August 21, 2020 Category: Chemistry Authors: Jia G, Cang S, Ma P, Song Z Tags: Bioorg Chem Source Type: research

Design, synthesis and biological evaluation of triazole-oxadiazole conjugates for the management of cognitive dysfunction.
Abstract Acetylcholinesterase has been a promising target for the development of putative therapeutics against cognitive decline. The deleterious effect of oxidative stress on the learning and memory paradigms of an individual has also been well documented. In view of this, the present study demonstrates the design, synthesis and pharmacological evaluation of triazole-oxadiazole conjugates. Eighteen novel hybrids (6-23) have been synthesised by employing suitable synthetic procedures and characterized by various spectral and elemental techniques. Further these synthesised compounds were evaluated against behaviour...
Source: Bioorganic Chemistry - August 19, 2020 Category: Chemistry Authors: Jain A, Piplani P Tags: Bioorg Chem Source Type: research

Diapolycopenedioic-acid-diglucosyl ester and keto-myxocoxanthin glucoside ester: Novel carotenoids derived from Exiguobacterium acetylicum S01 and evaluation of their anticancer and anti-inflammatory activities.
In this study, six structurally different carotenoids were isolated and identified from the methanolic extract of Exiguobacterium acetylicum S01 namely lycopene (Car-I), diapolycopenedioic-acid-diglucosyl-ester (Car-II), β-carotene (Car-III), zeaxanthin (Car-IV), astaxanthin (Car-V), and keto-myxocoxanthin glucoside-ester (Car-VI). Further, their anti-cancer, anti-inflammatory, and antioxidant potentials were evaluated. The MTT assay was used to determine the effect of carotenoids on viability of colorectal cancer (HT-29) as well as peripheral blood mononuclear cells (PBMCs). Results revealed that all the six caroteno...
Source: Bioorganic Chemistry - August 18, 2020 Category: Chemistry Authors: Jinendiran S, Dahms HU, Dileep Kumar BS, Kumar Ponnusamy V, Sivakumar N Tags: Bioorg Chem Source Type: research

Hydroxynaphthalenecarboxamides and substituted piperazinylpropandiols, two new series of BRAF inhibitors. A theoretical and experimental study.
Abstract The oncogenic mutated kinase BRAFV600E is an attractive molecular target because it is expressed in several human cancers, including melanoma. To present, only three BRAF small inhibitors are approved by the FDA for the treatment of patients with metastatic melanoma: Vemurafenib, Dabrafenib and Encorafenib. Although many protocol treatments have been probed in clinical trials, BRAF inhibition has a limited effectiveness because patients invariably develop resistance and secondary toxic effects associated with the therapy. These limitations highlight the importance of designing new and better inhibitors wi...
Source: Bioorganic Chemistry - July 28, 2020 Category: Chemistry Authors: Campos LE, Garibotto F, Angelina E, Kos J, Gonec T, Marvanova P, Vettorazzi M, Oravec M, Jendrzejewska I, Jampilek J, Alvarez SE, Enriz RD Tags: Bioorg Chem Source Type: research