Azacoccones F-H, new flavipin-derived alkaloids from an endophytic fungus Epicoccum nigrum MK214079.
M, Liu Z, Proksch P Abstract Three new flavipin-derived alkaloids, azacoccones F-H (1-3), along with six known compounds (4-9) were isolated from the endophytic fungus Epicoccum nigrum MK214079 associated with leaves of Salix sp. The structures of the new compounds were established by analysis of their 1D/2D nuclear magnetic resonance (NMR) and high-resolution electrospray ionization mass spectroscopy (HRESIMS) data. The absolute configuration of azacoccones F-H (1-3) was determined by comparison of experimental electronic circular dichroism (ECD) data with reported ones and biogenetic considerations. Epicocconigr...
Source: Fitoterapia - July 31, 2020 Category: Biochemistry Authors: Harwoko H, Lee J, Hartmann R, Mándi A, Kurtán T, Müller WEG, Feldbrügge M, Kalscheuer R, Ancheeva E, Daletos G, Frank M, Liu Z, Proksch P Tags: Fitoterapia Source Type: research

Diverse alkaloids and biological activities of Fumaria (Papaveraceae): An ethnomedicinal group.
Abstract Fumaria species, commonly known as fumitory or earth smoke, are considered weeds in many regions. However, several Fumaria species have long been used in folk medicine, such as F. capreolata L., F. densiflora DC., F. indica (Hausskn.) Pugsley, F. officinalis L., F. parviflora Lam., and F. vaillantii Loisel. as well. The ethnobotany, phytochemistry, and pharmacology of 24 Fumaria species have been investigated. Phytochemical studies on Fumaria species revealed the presence of numerous alkaloids, flavonoids, saponins, and terpenoids. Phthalideisoquinolines (PTIs), protoberberines, and spirobenzylisoquinolin...
Source: Fitoterapia - July 30, 2020 Category: Biochemistry Authors: Zhang R, Guo Q, Kennelly EJ, Long C, Chai X Tags: Fitoterapia Source Type: research

Steroidal glycosides, homoisoflavanones and cinnamic acid derivatives from Polygonatum odoratum and their inhibitory effects against influenza A virus.
Abstract A phytochemical investigation of Polygonatum odoratum roots led to the isolation of fifteen steroidal glycosides (1-15), three homoisoflavanones (16-18) and four cinnamic acid derivatives (19-22). The structures of all isolated compounds were established mainly by spectroscopic analyses as well as necessary chemical evidence, of which 1-8 (polygodorasides A-G) were identified as new steroidal glycosides. Among the isolates, compounds 7 and 17 showed remarkable in vitro inhibitory effects against influenza A virus with IC50 values of 14.30 and 49.70 μM (positive control ribavirin 28.4 μM). P...
Source: Fitoterapia - July 26, 2020 Category: Biochemistry Authors: Pang X, Zhao JY, Wang YJ, Zheng W, Zhang J, Chen XJ, Cen S, Yu LY, Ma BP Tags: Fitoterapia Source Type: research

New anti-inflammatory withanolides from Physalis pubescens fruit.
This study supports P. pubescens fruit could be a valuable source of withanolides. Further studies to investigate anti-inflammatory activities of isolated withanolides using in vivo models are warranted. PMID: 32717293 [PubMed - as supplied by publisher] (Source: Fitoterapia)
Source: Fitoterapia - July 24, 2020 Category: Biochemistry Authors: Wang G, Xu L, Liu W, Xu W, Mu Y, Wang Z, Huang X, Li L Tags: Fitoterapia Source Type: research

Penitholabene, a rare 19-nor labdane-type diterpenoid from the deep-sea-derived fungus Penicillium thomii YPGA3.
Abstract Chemical examination of the fermented material of the deep-sea-derived fungus Penicillium thomii YPGA3 led to the identification of a rare 19-nor labdane-type diterpenoid, named penitholabene (1). The structure was elucidated based on extensive analyses of the spectroscopic data and quantum chemical calculations of the 13C NMR and ECD data. A synthetic compound from commercial sources with the same planar structure was recorded in SciFinder (CAS number: 1217878-75-5), but there was no related reference and the configurations of chiral centers and double bond were not depicted. Penitholabene was reported a...
Source: Fitoterapia - July 23, 2020 Category: Biochemistry Authors: Liu W, Li Y, Han S, Zhang J, Xu W, Li Q, Cheng Z Tags: Fitoterapia Source Type: research

Boswellia carteri extract and 3-O-acetyl-alpha-boswellic acid suppress T cell function.
This study was designed to provide evidence for the anti-inflammatory capacity and medicinal use of Boswellia carteri (Burseraceae). A dichloromethane (DCM) extract of B. carteri gum resin and isolated compounds thereof were immunologically characterized. Flow cytometric-based analysis was performed to investigate the impact of B. carteri extract on proliferation, viability, and function of anti-CD3 and anti-CD28 activated human primary T cells. The secretion level of IL-2 and IFN-γ was determined by a bead array-based flow cytometric technique. HPLC-based activity profiling of the B. carteri extract identified activ...
Source: Fitoterapia - July 23, 2020 Category: Biochemistry Authors: Zimmermann-Klemd AM, Reinhardt JK, Nilsu T, Morath A, Falanga CM, Schamel WW, Huber R, Hamburger M, Gründemann C Tags: Fitoterapia Source Type: research

Anti-inflammatory and antiproliferative prenylated sulphur-containing amides from the leaves of Glycosmis pentaphylla.
Abstract Glycosmis pentaphylla (Retz.) DC (Rutaceae) has been traditionally considered as anti-cancer and anti-inflammatory medicine. However, active compounds of sulphur-containing amides remain largely unknown. In the present work, eighteen previously undescribed sulphur-containing amides (1-18) and three known analogues (19-21) were isolated from the leaves of G. pentaphylla. Their structures were elucidated by NMR spectroscopy and mass spectrometry. All isolated prenylated sulphur-containing amides were evaluated for their anti-inflammatory properties together with antiproliferative activities in vivo. Prenyla...
Source: Fitoterapia - July 23, 2020 Category: Biochemistry Authors: Nian H, Xiong H, Zhong F, Teng H, Teng H, Chen Y, Yang G Tags: Fitoterapia Source Type: research

Anti-inflammatory norhopanes from the root bark of Fagaropsis angolensis (Engl.) H.M.Gardner.
Abstract Two new norhopane derivatives namely 3β,6β,22-trihydroxy-7β,11α-di[(4-hydroxybenzoyl)oxy]-21αH-24-norhopa-4(23)-ene (1) and 3β,6β,22-trihydroxy-7β-[(4-hydroxybenzoyl)oxy]-21αH-24-norhopa-4(23)-ene (2) together with two previously reported compounds, including a norhopane, 3β,6β,11α-trihydroxy-7β-[(4-hydroxybenzoyl)oxy]-24-norhopa-4(23),17(21)-diene (3) and a norneohopane, (21αH)-24-norneohopa-4(23), 22(29)-diene-3β,6β,7β-triol 7-caffeate (4) were isolated from the root bark of Fagaropsis angolensis. Elucidation of th...
Source: Fitoterapia - July 21, 2020 Category: Biochemistry Authors: Mukavi J, Omosa LK, Nchiozem-Ngnitedem VA, Nyaga J, Omole R, Bitchagno GTM, Spiteller M Tags: Fitoterapia Source Type: research

Acylphloroglucinol and tocotrienol derivatives from the fruits of Garcinia paucinervis.
Abstract Three undescribed polycyclic polyprenylated acylphloroglucinols (PPAPs) and three tocotrienols derivatives, named as paucinochymol A-F (1-3 and 10-12), together with six known PPAPs, were isolated from the fruits of Garcinia paucinervis. Their structures and absolute configurations were determined by extensive NMR analysis and electronic circular dichroism (ECD) calculation methods. Paucinochymol A (1) is the first compound of this type featuring a ω-isogeranyl with tetrahydrofuran unit at C-1. Paucinochymols D and E (4-5) belong to rare tocotrienol with one glorious macrocyclic and an ortho-quinone...
Source: Fitoterapia - July 20, 2020 Category: Biochemistry Authors: Tan X, Zhong F, Teng H, Li Q, Li Y, Mei Z, Chen Y, Yang G Tags: Fitoterapia Source Type: research

Insecticidal activity and mechanism of cinnamaldehyde in C. elegans.
Abstract Cinnamon is the dried bark of Cinnamomum cassia Presl, and its main component is cinnamaldehyde (CA). Decades of synthetic pesticide use to control parasitic nematodes that can harm plants has seriously polluted the environment and poses a risk to soil ecology, highlighting the need to develop natural biological pesticides. Some species classified under Nematoda are highly similar, therefore we used the model organism C. elegans to explore the effect of cinnamaldehyde, a plant-derived natural product, on C. elegans viability. We found that the lethal dose of cinnamaldehyde for C. elegans treatment for 4...
Source: Fitoterapia - July 15, 2020 Category: Biochemistry Authors: Lu L, Shu C, Chen L, Yang Y, Ma S, Zhu K, Shi B Tags: Fitoterapia Source Type: research

Differentiation of Actaea species by NMR metabolomics analysis.
GF Abstract The 1H NMR spectra of crude extracts from a total of 33 Actaea samples were acquired and analyzed for their species- and plant part-specific metabolomic characteristics by identifying fingerprint resonances via visual observation as well as a chemometric approach using principal component analysis (PCA). The main study subjects were the roots/rhizomes and aerial parts of three American species, Actaea racemosa (AR), Actaea podocarpa (AP) and Actaea cordifolia (AC). AP exhibited an already visually distinct chemical profile from those of the other two species. The species-characteristic resonances were...
Source: Fitoterapia - July 14, 2020 Category: Biochemistry Authors: Imai A, Lankin DC, Gödecke T, Chen SN, Pauli GF Tags: Fitoterapia Source Type: research

New cytotoxic secondary metabolites against human pancreatic cancer cells from the Hypericum perforatum endophytic fungus Aspergillus terreus.
Abstract Four new compounds, including two lovastatin analogues, terrstatins A and B (1 and 2), and a pair of butenolide derivatives, (±)-asperteretone F (3a/3b), along with eleven known compounds (4-14), were isolated from the Hypericum perforatum endophytic fungus Aspergillus terreus. Their structures and absolute configurations were determined based on extensive spectroscopic analysis, experimental and calculated electronic circular dichroism (ECD) analysis. All isolates were evaluated for cytotoxic activities against five human cancer cell lines, and compounds 3a/3b and 6 showed potential cytotoxic acti...
Source: Fitoterapia - July 13, 2020 Category: Biochemistry Authors: Deng M, Tao L, Qiao Y, Sun W, Xie S, Shi Z, Qi C, Zhang Y Tags: Fitoterapia Source Type: research

Transcriptome analysis of the medicinally significant plant Fontainea picrosperma (Euphorbiaceae) reveals conserved biosynthetic pathways.
This study provides a resource for future gene-related biodiscovery investigations in F. picrosperma and diterpene biosynthesis, in particular for tigilanol tiglate and related macrocyclic diterpenes. PMID: 32653491 [PubMed - as supplied by publisher] (Source: Fitoterapia)
Source: Fitoterapia - July 9, 2020 Category: Biochemistry Authors: Mitu SA, Cummins SF, Reddell PW, Ogbourne SM Tags: Fitoterapia Source Type: research

Constituents from Solidago virgaurea var. gigantea and their inhibitory effect on lipid accumulation.
In this study, the anti-adipogenic activities of compounds isolated from Solidago viraurea var. gigantea (SG) extracts were investigated using Oil Red O staining in the 3 T3-L1 cell line. Four known compounds including 3,5-di-O-caffeoylquinic acid (5), protocatechuic acid (6), chlorogenic acid (7), and kaempferol-3-O-rutinoside (8), and four undescribed compounds including (1R,2S,3S,5R,7S)-methyl 7-((cinnamoyloxy)methyl)-2,3-dihydroxy-6,8-dioxabicyclo[3.2.1]octane-5-carboxylate (1), (1R,2S,3S,5R,7S)-methyl 2,3-dihydroxy-7-((((Z)-3-phenylacryloyl)oxy)methyl)-6,8-dioxabicyclo[3.2.1]octane-5-carboxylate (2), (1R,2S,3S,5R,7S...
Source: Fitoterapia - July 4, 2020 Category: Biochemistry Authors: Jang YS, Kim HY, Zuo G, Lee EH, Kang SK, Lim SS Tags: Fitoterapia Source Type: research

Potential anti-diabetic isoprenoids and a long-chain δ-lactone from frangipani (Plumeria rubra).
Potential anti-diabetic isoprenoids and a long-chain δ-lactone from frangipani (Plumeria rubra). Fitoterapia. 2020 Jul 04;:104684 Authors: Zhang SN, Song HZ, Ma RJ, Liang CQ, Wang HS, Tan QG Abstract A decoction of Plumeria rubra flowers has been used traditionally for the treatment of diabetes in China and Mexico. Chemical investigations on the bioactive constituents of these flowers led to the isolation of 30 compounds, including the four new compounds, one iridoiod (1), two triterpenoids (4, 5), and a long-chain δ-lactone (16). In addition, 26 known compounds (2, 3, 6-15, 17-30) are als...
Source: Fitoterapia - July 4, 2020 Category: Biochemistry Authors: Zhang SN, Song HZ, Ma RJ, Liang CQ, Wang HS, Tan QG Tags: Fitoterapia Source Type: research

Eutyscoparols A-G, polyketide derivatives from endophytic fungus Eutypella scoparia SCBG-8.
Abstract The chemical investigation on Eutypella scoparia SCBG-8, an endophytic fungus isolated from the leaves of Leptospermum brachyandrum, has resulted in the isolation of six new phenolic compounds eutyscoparols A-F (1-6) and one new natural product eutyscoparol G (7). The structures and absolute configurations of compounds 1-7 were determined by extensive chemical and spectroscopic analyses such as single crystal X-ray diffractions. Moreover, all compounds were evaluated for their antibacterial and cytotoxic activities in vitro. PMID: 32628984 [PubMed - as supplied by publisher] (Source: Fitoterapia)
Source: Fitoterapia - July 3, 2020 Category: Biochemistry Authors: Zhang W, Wang M, Zhang S, Xu K, Tan G, Qiu S, Zou Z, Tan H Tags: Fitoterapia Source Type: research

Morusalisins A-F, six new Diels-Alder type adducts, as potential PTP1B inhibitors from cell cultures of Morus alba.
Abstract Six new Diels-Alder type adducts, morusalisins A-F (1-6), were isolated from Morus alba cell cultures. The structures of 1-6 were determined by extensive spectroscopic data analysis, including HRESIMS, NMR, and ECD experiments. Furthermore, compounds 1-6 exhibited potent protein tyrosine phosphatase 1B (PTP1B) inhibitory activity with IC50 values ranging from 1.14 to 2.24 μM, making them promising as bioactive compounds for anti-diabetic drug discovery. PMID: 32628985 [PubMed - as supplied by publisher] (Source: Fitoterapia)
Source: Fitoterapia - July 3, 2020 Category: Biochemistry Authors: Su C, Duan Y, Tian J, Liu J, Xie K, Chen D, Ye F, Chen R, Dai J Tags: Fitoterapia Source Type: research

Differential distribution of characteristic constituents in root, stem and leaf tissues of Salvia miltiorrhiza using MALDI mass spectrometry imaging.
Abstract Segmentation-quantification is the most commonly used method for studying the tissue distribution of bioactive constituents in plant, but this method would bring uncontrollable pollution, compound migration and denaturation. Mass spectrometry imaging (MSI), as a new method developed in the past 20 years, has high sensitivity, high spatial resolution, high degree of visualization, and low risk of contamination and degeneration when studying tissue distribution of compounds. For the first time we applied matrix-assisted laser desorption/ionization mass spectrometry imaging (MALDI-MSI) to tissue distribution...
Source: Fitoterapia - June 30, 2020 Category: Biochemistry Authors: Li S, Zhu N, Tang C, Duan H, Wang Y, Zhao G, Liu J, Ye Y Tags: Fitoterapia Source Type: research

Polyprenylated Acylphloroglucinols as Deubiquitinating protease USP7 inhibitors from Hypericum hookerianum.
Abstract Hookerianones A - E (1-5), five new polyprenylated acylphloroglucinols (PPAPs), along with six known ones, were isolated from the aerial parts of Hypericum hookerianum. Their structures were elucidated by analyses of MS, NMR, chiroptical properties, biogenetic pathway, and/or single crystal X-ray diffraction. A ubiquitin-rhodamine 110 assay showed that furohyperforin and hypercalin C, two representative PPAPs in this plant, inhibited more than 90% USP7 at the concentration of 10 μM. PMID: 32593692 [PubMed - as supplied by publisher] (Source: Fitoterapia)
Source: Fitoterapia - June 25, 2020 Category: Biochemistry Authors: Wang QQ, Wang XD, Wu LZ, Fang QQ, Liu YN, Jiang K, Qu SJ, Tan CH Tags: Fitoterapia Source Type: research

Corrigendum to '19-nor-pimaranes from Icacina trichantha' [Fitoterapia. 144 (2020) 104612].
PMID: 32591109 [PubMed - as supplied by publisher] (Source: Fitoterapia)
Source: Fitoterapia - June 23, 2020 Category: Biochemistry Authors: Guo B, Zhao M, Wu Z, Onakpa MM, Burdette JE, Che CT Tags: Fitoterapia Source Type: research

Bioactive phenylpropanoid esters of sucrose and anthraquinones from Polygonum cuspidatum.
Abstract Four new compounds including two new phenylpropanoid esters of sucrose, polygonusucroside A (1) and B (2); two new anthraquinones, 8-O-β-d-(6'-galloyl)-glucopyranoside (3) and polyanthraquinoside A (4), together with six known compounds were isolated from Polygonum cuspidatum. Their structures were established using UV, IR, HRESIMS, and NMR data. All compounds were evaluated for their α-glucosidase inhibitory activities and neuroprotective effects. Compounds 5, 7 and 9 showed significant α-glucosidase inhibitory activities with IC50 values of 27.30, 5.51, and 1.09 μmol/L, respectivel...
Source: Fitoterapia - June 19, 2020 Category: Biochemistry Authors: Zhang X, Liu F, Feng ZM, Yang YN, Jiang JS, Zhang PC Tags: Fitoterapia Source Type: research

New antifungal tetrahydrofuran derivatives from a marine sponge-associated fungus Aspergillus sp. LS78.
Abstract Two new tetrahydrofuran derivatives named aspericacids A and B (1 and 2) were isolated from the metabolites produced by the sponge-associated Aspergillus sp. LS78. They represented an unusual type of tetrahydrofuran derivatives, possessing 2,5-disubstituted tetrahydrofuran ring coupled with a chain unsaturated fatty acid. The planar structures of 1 and 2 were determined by HRESIMS, 1D and 2D NMR spectroscopy. The absolute configuration of 1 was assigned using both experimental and computational electronic circular dichroism (ECD). In addition, aspericacid A (1) exhibited in vitro antifungal activity (MIC...
Source: Fitoterapia - June 19, 2020 Category: Biochemistry Authors: Liu Y, Ding L, Zhang Z, Yan X, He S Tags: Fitoterapia Source Type: research

Basidiosins A and B: Cyclopentapeptides from the entomophthoralean fungus Basidiobolus meristosporus.
Abstract Two new cyclopentapeptides, basidiosins A and B (1 and 2) were isolated from the mycelia extracts of entomophthoralean fungus Basidiobolus meristosporus RCEF 4516. The structures were determined based on spectroscopic methods, and the absolute config urations were assigned by Marfey's method on their acid hydrolyzates. Compounds 1 and 2 were identified as cyclo(L-Thr-L-Leu- L-Ile-D-Tyr-D-Thr) and cyclo(L-Thr-L-Leu-L-Val-D-Val-D-Ser), respectively. They were evaluated for the biological activities including antibacterial, antifungal and antioxidative activities. Furthermore, the biosynthetic pathway of 1 w...
Source: Fitoterapia - June 18, 2020 Category: Biochemistry Authors: Luo F, He Y, Wei J, Zhao C, Zhou X, Hu F, Lu R, Bao G, Huang B Tags: Fitoterapia Source Type: research

Traditional uses, phytochemistry and pharmacological activities of the genus Cinnamomum (Lauraceae): A review.
This article highlights the traditional uses, phytochemistry and pharmacological properties of the few studied taxa of Cinnamomum through searching for the pieces of literature both at home and abroad, which would provide a reference for the pharmaceutical research and clinical application of this genus. PMID: 32561421 [PubMed - as supplied by publisher] (Source: Fitoterapia)
Source: Fitoterapia - June 16, 2020 Category: Biochemistry Authors: Wang J, Su B, Jiang H, Cui N, Yu Z, Yang Y, Sun Y Tags: Fitoterapia Source Type: research

Pectins as a universal medicine.
Abstract The review outlines the main aspects of the use of pectin polysaccharides in medicine, both as independent medicinal substances and as a material for creating systems for targeted delivery of drugs, as well as for regenerative medicine and biomedical engineering. A number of studies demonstrate that pectin polysaccharides are physiologically active substances with immunomodulating properties, including anti-inflammatory activity, they lower cholesterol and triglyceride in the blood serum, normalize glucose metabolism, bind and remove toxins and radionuclides from the body, regulate work and provide protec...
Source: Fitoterapia - June 16, 2020 Category: Biochemistry Authors: Zaitseva O, Khudyakov A, Sergushkina M, Solomina O, Polezhaeva T Tags: Fitoterapia Source Type: research

Seven new chemical constituents from the underground parts of Eupatorium chinense.
Abstract Three new sesquiterpenoids (1-3) and four new benzofuran dimers (+)-4 and (-)-4, (+)-5 and (-)-5, and four known benzofuran dimers (+)-6 and (-)-6, (+)-7 and (-)-7 were isolated from the underground parts of Eupatorium chinense. The enantiomers of racemates (±)-4 ~ (±)-7 were separated by chiral HPLC columns, and their absolute configurations were determined by circular dichroism experiments. The structures of all new compounds were elucidated on the basis of their NMR, and MS data as well as by comparison with literature values. The all of the isolated compounds were tested in vitro for...
Source: Fitoterapia - June 16, 2020 Category: Biochemistry Authors: Zhang QQ, Zhou JH, Chen Y, Zhang ZM, Liu ZX, Guo ZY, Liu CX, Zou K Tags: Fitoterapia Source Type: research

Rearranged neoclerodane diterpenoids from the aerial parts of Salvia hispanica L.
Abstract Six new rearranged neoclerodane diterpenoids (1-6), as well as three known ones, were obtained from the aerial part of Salvia hispanica L. Their structures were elucidated by extensive analysis of spectroscopic data (1D, 2D NMR, and HRESIMS) and Mosher's method. The absolute configurations of 1, 2, and 4 were determined by single-crystal X-ray diffraction analysis. All isolated compounds were evaluated for their cardioprotective effects against H2O2-induced cardiomyocytes injury, and compound 5 showed statistically significant cardioprotective effect in vitro assays. PMID: 32553887 [PubMed - as suppl...
Source: Fitoterapia - June 15, 2020 Category: Biochemistry Authors: Fan M, Luo D, Peng LY, Wu XD, Ji X, Zhao QS Tags: Fitoterapia Source Type: research

Alkaloids from the nearly ripe fruits of Evodia rutaecarpa and their bioactivities.
Abstract Two novel quinolone alkaloids (1 and 2) and two novel indole alkaloids (5 and 8), together with eleven known analogues, were isolated from the nearly ripe fruits of Evodia rutaecarpa. Their structures were determined by extensive spectroscopic data, including NMR, HRESIMS, and ECD. Additionally, the anti-tumor, hypoglycemic, and anti-bacterial activities of the isolated alkaloids were evaluated in vitro. Compound 5 as a new alkaloid displayed moderate inhibitory effect against four human cancer cell lines (MCF-7 IC50 = 30.7 μM, Hepg-2 IC50 = 65.2 μM, A549 IC50 = 39.1 μM, and SHS...
Source: Fitoterapia - June 12, 2020 Category: Biochemistry Authors: Li DW, Zhang M, Feng L, Huang SS, Zhang BJ, Liu SS, Deng S, Wang C, Ma XC, Leng AJ Tags: Fitoterapia Source Type: research

Triterpenoid saponins from Calliandra calothyrsus Meisn. and their antiproliferative activity against two digestive carcinoma human cell lines.
dad M Abstract The chemical investigation of the flowers and twigs of Calliandra calothyrsus (Fabaceae) led to the isolation of three new oleanane-type triterpenoid saponins, named calothyrsusosides AC (13). Their structures were established by direct interpretation of their spectral data, mainly HRESIMS, 1D NMR and 2D NMR (1H, 1H NMR DOSY, 13C NMR, COSY, HSQC, HMBC, HSQC-TOCSY and NOESY) and by comparison with literature data. Compounds 1 and 2 were tested for their antiproliferative activity against two digestive carcinoma human cell lines: Hep3B (hepatocellular carcinoma) and Caco-2 (epithelial colorectal adeno...
Source: Fitoterapia - June 12, 2020 Category: Biochemistry Authors: Messi LM, Noté OP, Mbing JN, Lavedan P, Vedrenne M, Ouedraogo N, Carraz M, Bourgeade-Delmas S, Pegnyemb DE, Haddad M Tags: Fitoterapia Source Type: research

Toonasindiynes A-F, new polyacetylenes from Toona sinensis with cytotoxic and anti-inflammatory activities.
Abstract The plants of genus Toona are well known for diverse limonoid secondary metabolites, while polyacetylenes are rarely found from Toona species. In this work, six new polyacetylenes toonasindiynes A-F (1-6) and six known analogues (7-12) were isolated from the root bark of Toona sinensis. Their structures and absolute configurations were elucidated by HRESIMS, 1D and 2D NMR spectroscopic analysis, modified Mosher's method, and biosynthetic consideration. These polyacetylenes share the same 4,6-diyne moiety with different side chain length and different oxidation degree. Bioactivity screening revealed the cy...
Source: Fitoterapia - June 12, 2020 Category: Biochemistry Authors: Xu WJ, Li JH, Zhou MM, Luo J, Jian KL, Tian XM, Xia YZ, Yang L, Luo J, Kong LY Tags: Fitoterapia Source Type: research

Development of a novel truncated deguelin derivative possessing nitric oxide donor as a potential anti-lung cancer agent.
Abstract Lung cancer is the leading cause of cancer death in the world. Natural product deguelin and its truncated analogs have been reported to be potential therapeutic agents for lung cancer. In order to improve the potency, a novel truncated deguelin derivative (4) possessing nitric oxide (NO) donor was designed and synthesized. The biological evaluation showed that hybrid 4 exerted potent activity with an IC50 value of 0.41 μM in H1299 cells. Mechanism studies showed that it arrested the cell cycle at G2/M phase and suppressed Hsp90 function. In addition, hybrid 4 demonstrated potent inhibitory activity o...
Source: Fitoterapia - June 12, 2020 Category: Biochemistry Authors: Zhou H, Dong Y, Ma X, Xu J, Xu S Tags: Fitoterapia Source Type: research

Development and validation of a probe-based qPCR method to prevent parsley leaf material misidentification.
Abstract Parsley (Petroselinum crispum) leaf is an herb widely consumed for its health benefits. Due to similar morphological and chemical profiles, celery leaf may be a source of substitution in commercial parsley materials. In order to detect this substitution, the present work characterized parsley and celery leaf at the cultivar level by physical, chemical and DNA approaches. In contrast to the variations observed in physical appearances and chemical profiles that make verification of authenticity difficult, consistent differences observed between their DNA sequences are suitable for verifying parsley material...
Source: Fitoterapia - June 10, 2020 Category: Biochemistry Authors: Quan Z, Yang Z, Chua T, Li L, Zhang Y, Babajanian S, Chua T, Chang P, Swanson G, Lu Z Tags: Fitoterapia Source Type: research

Tetrahydrocurcumin ameliorates diabetes profiles of db/db mice by altering the composition of gut microbiota and up-regulating the expression of GLP-1 in the pancreas.
Abstract Diabetes is a worldwide healthy concern, which affects approximately 9% of the population. Tetrahydrocurcumin (THC) is the main metabolite of curcumin, which exerts the anti-diabetic activity. However, the underlying mechanism has not been clarified. In the research, we investigated whether THC could improve diabetes by regulating the gut microbiota and the expression of pancreatic glucagon-like peptide-1 (GLP-1) in the db/db mice. After 8-week THC administration (ig., once a day, THCH group: 200 mg/kg, THCL group: 100 mg/kg), the fasting blood glucose (FBG) was measured every two weeks. Serum insulin...
Source: Fitoterapia - June 9, 2020 Category: Biochemistry Authors: Yuan T, Yin Z, Yan Z, Hao Q, Zeng J, Li L, Zhao J Tags: Fitoterapia Source Type: research

Sesterterpenes and macrolide derivatives from the endophytic fungus Aplosporella javeedii.
h P Abstract Five sesterterpenes (1-5) including two new compounds (1 and 2), as well as a new (6) and a known macrolide (7) were isolated from the endophytic fungus Aplosporella javeedii. The structures of the new compounds were elucidated by analysis of their 1D and 2D NMR and HRMS data as well as by comparison with the literature. Compound 4 and its acetyl derivatives 4a, 4b, 4c which were prepared by acetylation of 4 exhibited moderate cytotoxicity against the mouse lymphoma cell line L5178Y with IC50 values ranging from 6.2 to 12.8 μM, respectively. Moreover, 4a and 4c exhibited also cytotoxicity against...
Source: Fitoterapia - June 5, 2020 Category: Biochemistry Authors: Gao Y, Stuhldreier F, Schmitt L, Wesselborg S, Wang L, Müller WEG, Kalscheuer R, Guo Z, Zou K, Liu Z, Proksch P Tags: Fitoterapia Source Type: research

Extract and the quassinoid ailanthone from Ailanthus altissima inhibit nematode reproduction by damaging germ cells and rachis in the model organism Caenorhabditis elegans.
Abstract Bark and leaves of Ailanthus altissima (Mill.) Swingle are widely used in European folk medicine to treat intestinal worm infections. The study aimed to rationalize a potential anthelmintic effect of A. altissima extract against the model organism Caenorhabditis elegans. A methanol-water (7:3, v/v) extract of the primary stem bark was tested on L4 larvae of C. elegans for induction of mortality and influence on reproduction. Bioactivity-guided fractionation was performed by chromatography on MCI-gel, preparative HPLC on RP18 stationary phase and fast-centrifugal-partition-chromatography. Structural elucid...
Source: Fitoterapia - June 3, 2020 Category: Biochemistry Authors: Lehmann S, Herrmann F, Kleemann K, Spiegler V, Liebau E, Hensel A Tags: Fitoterapia Source Type: research

Bisindole alkaloids with nitric oxide inhibitory activities from an alcohol extract of the Isatis indigotica roots.
Abstract Eight bisindole alkaloids including six undescribed ones (1a/1b-5) were isolated from an alcohol extract of the Isatis indigotica roots. Their structures and absolute configurations were supported by extensive spectroscopic data analysis, including 1D, 2D NMR, HRESIMS data, specific rotation data, and comparison of the experimental and calculated ECD data. Compounds 1a and 1b were determined to be a pair of enantiomers with a ratio of approximately 1:1 by chiral-phase chromatography while compound 4 was elucidated as a new type of bisindole alkaloid with the aglycone categorized as bis(indole-1'/3″-...
Source: Fitoterapia - June 2, 2020 Category: Biochemistry Authors: Zhang D, Sun Y, Chen Z, Jia Q, Zhu W, Chen K, Li Y, Wang R Tags: Fitoterapia Source Type: research

Chiral-phase resolution of sesquilignans from raspberries (Rubus idaeus L.) and their neuroprotective effects.
Abstract Two pairs of diastereoisomers (1/2 and 3/4) were isolated from the fruits of Rubus idaeus L. (Rosaceae). Their structures were elucidated on the basis of extensive spectroscopic analyses. Then chiral-phase HPLC resolution gave 1a/1b-4a/4b. Their absolute configurations were determined by comparison of the experimental ECD with the calculated data. Moreover, all isolated compounds were investigated for the neuroprotective effects against H2O2-induced neurotoxicity in human neuroblastoma SH-SY5Y cells, and 2a (66.04%) exhibited moderate neuroprotective effects, better than trolox (60.54%) at the concentrati...
Source: Fitoterapia - June 2, 2020 Category: Biochemistry Authors: Lu LW, Le-Zhou, Hou ZL, Jie-Wang, Yao GD, Lin B, Huang XX, Song SJ Tags: Fitoterapia Source Type: research

Isolation, in vitro evaluation and molecular docking of acetylcholinesterase inhibitors from South African Amaryllidaceae.
Abstract Inhibition of acetylcholinesterase (AChE) is considered a promising strategy for the treatment of Alzheimer's disease (AD) and dementia. Members of the Amaryllidaceae family are well known for their pharmacologically active alkaloids, including galanthamine, which is used to treat AD. The aim of this study was to evaluate the potential of South African Amaryllidaceae species to inhibit AChE, to isolate the active compounds, and probe their ability to bind the enzyme using molecular docking. The AChE inhibitory activity of extracts of 42 samples, representing 14 genera and 28 species, as well as isolated c...
Source: Fitoterapia - May 29, 2020 Category: Biochemistry Authors: Sibanyoni MN, Chaudhary SK, Chen W, Adhami HR, Combrinck S, Maharaj V, Schuster D, Viljoen A Tags: Fitoterapia Source Type: research

Plant natural products with anti-thyroid cancer activity.
ani R Abstract Thyroid cancer is the most frequent endocrine malignancy, with more than 500,000 cases per year worldwide. Differentiated thyroid cancers are the most common forms with best prognosis, while poorly/undifferentiated ones are rare (2% of all thyroid cancer), aggressive, frequently metastasize and have a worse prognosis. For aggressive, metastatic and advanced thyroid cancer novel antitumor molecules are urgently needed and phytochemical products can be a rational and extensive source, since secondary plant metabolites can guarantee the necessary biochemical variability for therapeutic purpose. Among b...
Source: Fitoterapia - May 28, 2020 Category: Biochemistry Authors: Sharifi-Rad J, Rajabi S, Martorell M, López MD, Toro MT, Barollo S, Armanini D, Fokou PVT, Zagotto G, Ribaudo G, Pezzani R Tags: Fitoterapia Source Type: research

Algicidal hydroxylated C18 unsaturated fatty acids from the red alga Tricleocarpa jejuensis: Identification, synthesis and biological activity.
Abstract Bioassay-guided separation of a methanol extract of Tricleocarpa jejuensis by monitoring algicidal activity against the red tide phytoplankton Chattonella antiqua led to the isolation of an active fraction consisting of a mixture of four isomeric compounds. The active compounds were identified as (E)-9-hydroxyoctadec-10-enoic acid (1), (E)-10-hydroxyoctadec-8-enoic acid (2), (E)-11-hydroxyoctadec-12-enoic acid (3) and (E)-12-hydroxyoctadec-10-enoic acid (4) by NMR, IR and mass spectral data. The structures were confirmed by comparison of the NMR and MS data with those of authentic samples of 1-4 obtained ...
Source: Fitoterapia - May 27, 2020 Category: Biochemistry Authors: Zha S, Kuwano K, Shibahara T, Ishibashi F Tags: Fitoterapia Source Type: research

Highly potent cholinesterase inhibition of geranylated xanthones from Garcinia fusca and molecular docking studies.
Abstract Three new oxygenated xanthones, fuscaxanthones L-N (1-3), and 14 known xanthones 4-17, together with the other known metabolites 18-20 were isolated from the stem barks of Garcinia fusca Pierre. Their chemical structures were determined based on NMR and MS spectroscopic data analysis, as well as single X-ray crystallography. The geranylated compounds, cowanin (13), cowagarcinone E (15), norcowanin (16) and cowanol (17) exhibited potent inhibitions against acetylcholinesterase (AChE) (IC50 0.33-1.09 μM) and butyrylcholinesterase (BChE) (IC50 0.048-1.84 μM), which were more active than the referen...
Source: Fitoterapia - May 26, 2020 Category: Biochemistry Authors: Saenkham A, Jaratrungtawee A, Siriwattanasathien Y, Boonsri P, Chainok K, Suksamrarn A, Namsa-Aid M, Pattanaprateeb P, Suksamrarn S Tags: Fitoterapia Source Type: research

Cycloartane triterpene glycosides from rhizomes of Cimicifuga foetida L. with lipid-lowering activity on 3T3-L1 adipocytes.
Abstract Six previously undescribed cycloartane triterpenes glycosides, cimimanols A-F (1-6), together with thirteen known analogues (7-19) were isolated from the rhizomes of Cimicifuga foetida. Among them, cimimanol A (1) was the first example of cycloartane triterpene glycoside featuring a unique cyclic carbonate, and cimimanol B (2) was a rare trinortriterpene glycoside. The chemical structures and absolute configurations of new compounds were determined on the basis of comprehensive spectroscopic analysis, chemical method, and X-ray crystal diffraction, as well as quantum chemistry calculations. Finally, all t...
Source: Fitoterapia - May 25, 2020 Category: Biochemistry Authors: Shi Q, Lu S, Li D, Lu J, Zhou L, Qiu M Tags: Fitoterapia Source Type: research

Kopetdaghinanes, pro-apoptotic hemiacetialic cyclomyrsinanes from Euphorbia kopetdaghi.
Abstract Euphorbia kopetdaghi grows wild in the Northeast parts of Iran. Phytochemical study of its aerial parts led to the isolation of two undescribed cyclomyrsinol macrocyclic diterpenes with a new tetrahydrofuran oxidation pattern containing a hemiacetal group named: kopetdaghinane A and B. The structure of the isolated compounds was elucidated by extensive spectroscopic methods. Cytotoxic activity of kopetdaghinane A was evaluated using standard MTT assay against MCF-7 breast cancer and OVCAR-3 ovary cells. HUVEC cells were used as a normal cell line for calculation of the selectivity index. The MTT showed cy...
Source: Fitoterapia - May 25, 2020 Category: Biochemistry Authors: Riahi F, Dashti N, Ghanadian M, Aghaei M, Faez F, Jafari SM, Zargar N Tags: Fitoterapia Source Type: research

Anti-melanogenic effects of epigallocatechin-3-gallate (EGCG), epicatechin-3-gallate (ECG) and gallocatechin-3-gallate (GCG) via down-regulation of cAMP/CREB /MITF signaling pathway in B16F10 melanoma cells.
In this study, we (i) evaluated and compared the inhibitory effects of the main tea catechins (GCG, EGCG, and ECG) on melanogenesis in B16F10 melanoma cells, and (ii) explain the underlying mechanisms. The results showed that the tea catechins significantly suppressed tyrosinase activity and melanin synthesis in B16F10 cells, where the effects of ECG > EGCG> GCG. Interestingly, the inhibitory effects of the catechins were stronger than those of arbutin (AT), a well-known depigmenting agent. Moreover, GCG, EGCG, and ECG regulated the melanogenesis of B16F10 cells through the cAMP/CREB/MITF pathway. These results r...
Source: Fitoterapia - May 23, 2020 Category: Biochemistry Authors: Zhang X, Li J, Li Y, Liu Z, Lin Y, Huang JA Tags: Fitoterapia Source Type: research

Five new C17/C15 sesquiterpene lactone dimers from Carpesium abrotanoides.
Abstract Five new unusual C17/C15 sesquiterpene lactone dimers, carabrodilactones A-E (1-5), along with four known common C15/C15 SLDs, carpedilactones A and B (6 and 7), faberidilactone A (8), and faberidilactone C (9), were isolated from the whole plants of Carpesium abrotanoides. The structures of 1-5 featured a flexible C-11/C-13' linked single bond between two sesquiterpene units and a tailed acetyl connected to the C-13 position. The preferential conformation of 1-5 was elucidated by the diagnostic NMR data of geminal proton of H-13. The biogenetic pathway of 1-5 was proposed to involve a Michael addition re...
Source: Fitoterapia - May 22, 2020 Category: Biochemistry Authors: Yang YX, Wang JX, Li HL, Mo Q, Huang HY, Tao M, Luo Q, Liu H Tags: Fitoterapia Source Type: research

Phenylpropanoids from Croton velutinus with cytotoxic, trypanocidal and anti-inflammatory activities.
es JF Abstract This current study presents the phytochemical analysis of Croton velutinus, describing phenylpropanoids obtained from this species. The fractionation of the roots hexane extract led to the isolation of four new phenylpropanoids derivatives, velutines A-D (1-4) and three known (5-7). Their structures were established based on spectroscopic (1D-2D NMR; HRMS and IR) analysis. Cytotoxic, trypanocidal and anti-inflammatory activities of compounds 1-7 were evaluated. Only compounds 2 and 5 showed cytotoxic activity against cancer cell lines (B16F10, HL-60, HCT116, MCF-7 and HepG2), with IC50 values rangin...
Source: Fitoterapia - May 21, 2020 Category: Biochemistry Authors: Abreu LS, do Nascimento YM, do Espirito-Santo RF, Meira CS, Santos IP, Brandão RB, Souto AL, Guedes MLS, Soares MBP, Villarreal CF, da Silva MS, da Silva Velozo E, Tavares JF Tags: Fitoterapia Source Type: research

Cryptotanshinone: A review of its pharmacology activities and molecular mechanisms.
Abstract As a natural quinone compound, the medicinal value of cryptotanshinone (CT) has received increasing attentions, but there is no systematic literature review that describes the pharmacological activity of CT. This paper reviewed the pharmacology research of CT, with a primary focus on its anti-tumor activity. We also discussed the underlying molecular mechanisms, and proposed future outlooks. In addition to anti-tumor activity, CT was found to have anti-inflammatory, neuroprotective, cardioprotective, visceral protective, anti-metabolic disorders and other abilities. Furthermore, the potential molecular me...
Source: Fitoterapia - May 20, 2020 Category: Biochemistry Authors: Wu YH, Wu YR, Li B, Yan ZY Tags: Fitoterapia Source Type: research

Identification of a natural compound, sesamin, as a novel TRPM8 antagonist with inhibitory effects on prostate adenocarcinoma.
Abstract Transient receptor potential melastatin 8 (TRPM8) is a calcium ion-permeable cation channel that is used as a prognostic marker and therapeutic target for different tumor types. To identify natural selective TRPM8 antagonists, we tested 158 traditional Chinese medicine (TCM) compounds for the ability to inhibit TRPM8. Calcium mobilization assays were used to evaluate the 158 TCM compound components in HEK293 cells stably expressing TRPM8. An identified putative TRPM8 antagonist, sesamin, was further evaluated. Publicly available cancer OMICS data were used to explore the expression of TRPM8, its gene regu...
Source: Fitoterapia - May 18, 2020 Category: Biochemistry Authors: Sui Y, Li S, Zhao Y, Liu Q, Qiao Y, Feng L, Li S Tags: Fitoterapia Source Type: research

Flavonoid, stilbene and diarylheptanoid constituents of Persicaria maculosa gray and cytotoxic activity of the isolated compounds.
, Hohmann J Abstract Persicaria maculosa (Polygonaceae) has been used as edible and as medicinal plant since ancient times. As a result of multistep chromatographic purifications, chalcones [2'-hydroxy-3',4',6'-trimethoxychalcone (1), pashanone (2), pinostrobin chalcone (3)], flavanones [6-hydroxy-5,7-dimethoxyflavanone (4), pinostrobin (5), onysilin (6), 5-hydroxy-7,8-dimethoxyflavanone (7)], flavonol [3-O-methylgalangin (8)], stilbene [persilben (9)], diarylheptanoids [1,7-diphenylhept-4-en-3-one (10), dihydroyashabushiketol (12), yashabushidiol B (13)] and 3-oxo-α-ionol-glucoside (11) were isolated from P...
Source: Fitoterapia - May 17, 2020 Category: Biochemistry Authors: Vasas A, Lajter I, Kúsz N, Forgó P, Jakab G, Fazekas C, Wilhelm I, Krizbai IA, Hohmann J Tags: Fitoterapia Source Type: research

Tunicyclin L, a cyclic peptide from Psammosilene tunicoides: Isolation, characterization, conformational studies and biological activity.
Abstract Tunicyclin L (1), cyclo (L-Pro1-Gly-L-Phe1-L-Ile-L-Pro2-L-Phe -L-Thr-L-Val), and 11 known compounds, including one cyclic peptide (2), eight carboline alkaloids (3-10), one lignan (11) and one flavone (12) were isolated from the roots of Psammosilene tunicoides. Their structures were elucidated on the basis of extensive UV, IR, MS, NMR spectroscopic data and comparison with literature. Single-crystal X-ray diffraction results revealed the stereochemistry of the 24-membered ring cyclic peptide (1). Among these known compounds, compound 6 was found to be a new natural product, and compounds 3, 4, and 11 wer...
Source: Fitoterapia - May 17, 2020 Category: Biochemistry Authors: Hou Y, Wang M, Sun C, Peng C, Zhang Y, Li X Tags: Fitoterapia Source Type: research