Synthesis, structural, multitargeted molecular docking analysis of anti-cancer, anti-tubercular, DNA interactions of benzotriazole based macrocyclic ligand
Bioorg Chem. 2024 Apr 9;147:107361. doi: 10.1016/j.bioorg.2024.107361. Online ahead of print.ABSTRACTBiologically important macromolecule 1, 1', 3, 3' Bis - [2,3,5,6-Tetramethyl-p-phenylenebis(methylene)] dibenzotriazlinium dibromide hydrate (BTD) was synthesized and characterized using FT-IR, NMR and single-crystal XRD (SCXRD). SCXRD revealed that the compound was crystallized as a monoclinic system and associated through weak intermolecular interactions like H-bonding and π- π stacking interactions. These weak intermolecular interactions in BTD were studied using Crystal Explorer and Gaussian. The calculated energies f...
Source: Bioorganic Chemistry - April 13, 2024 Category: Chemistry Authors: P Pon Matheswari J Ilavarasi Jeyamalar Ancy Iruthayaraj B Ravindran Durai Nayagam Source Type: research
Discovery of a new class of potent pyrrolo[3,4-c]quinoline-1,3-diones based inhibitors of human dihydroorotate dehydrogenase: Synthesis, pharmacological and toxicological evaluation
Bioorg Chem. 2024 Apr 9;147:107359. doi: 10.1016/j.bioorg.2024.107359. Online ahead of print.ABSTRACTTwenty N-substituted pyrrolo[3,4-c]quinoline-1,3-diones 3a-t were synthesized by a cyclization reaction of Pfitzinger's quinoline ester precursor with the selected aromatic, heteroaromatic and aliphatic amines. The structures of all derivatives were confirmed by IR, 1H NMR, 13C NMR and HRMS spectra, while their purity was determined using HPLC techniques. Almost all compounds were identified as a new class ofpotent inhibitors against hDHODH among which 3a and 3t were the most active ones with the same IC50 values of 0.11 μ...
Source: Bioorganic Chemistry - April 13, 2024 Category: Chemistry Authors: Marina G Dimitrijevi ć Cornelia Roschger Kevin Lang Andreas Zierer Milica G Paunovi ć Ana D Obradovi ć Milo š M Matić Marijana Pocrni ć Nives Gali ć Andrija Ćirić Milan D Joksovi ć Source Type: research
Chaetoxylariones A-G: undescribed chromone-derived polyketides from co-culture of Chaetomium virescens and Xylaria grammica enabled via the molecular networking strategy
Bioorg Chem. 2024 Apr 3;147:107329. doi: 10.1016/j.bioorg.2024.107329. Online ahead of print.ABSTRACTBy co-culturing two endophytic fungi (Chaetomium virescens and Xylaria grammica) collected from the medicinal and edible plant Smilax glabra Roxb. and analyzing them with MolNetEnhancer module on GNPS platform, seven undescribed chromone-derived polyketides (chaetoxylariones A-G), including three pairs of enantiomer ones (2a/2b, 4a/4b and 6a/6b) and four optical pure ones (1, 3, 5 and 7), as well as five known structural analogues (8-12), were obtained. The structures of these new compounds were characterized by NMR spectro...
Source: Bioorganic Chemistry - April 12, 2024 Category: Chemistry Authors: Sitian Zhang Lianghu Gu Yongtong Lin Hanxiao Zeng Nanjin Ding Jiangchun Wei Xiaoxia Gu Chang Liu Weiguang Sun Yuan Zhou Yonghui Zhang Zhengxi Hu Source Type: research
New meroterpenoids and polyketides from the endophytic fungus Paraphaeosphaeria sp. C-XB-J-1 and their anti-inflammatory and SARS-CoV-2 M < sup > pro < /sup > inhibitory activities
Bioorg Chem. 2024 Mar 27;147:107315. doi: 10.1016/j.bioorg.2024.107315. Online ahead of print.ABSTRACTSeven new meroterpenoids, paraphaeones A-G (1-7), and two new polyketides, paraphaeones H-I (8-9), along with eight known compounds (10-17), were isolated from the endophytic fungus Paraphaeosphaeria sp. C-XB-J-1. The structures of 1-9 were identified through the analysis of 1H, 13C, and 2D NMR spectra, assisted by HR-ESI-MS data. Compounds 1 and 7 exhibited a dose-dependent decrease in lactate dehydrogenase levels, with IC50 values of 1.78 μM and 1.54 μM, respectively. Moreover, they inhibited the secretion of IL-1β an...
Source: Bioorganic Chemistry - April 11, 2024 Category: Chemistry Authors: Qi Li Peng-Yun Yang Chao Peng Xing-Jie Zhang Yun-Tao Jiang Yan-Ping Li Lu Gao Source Type: research
Discovery of two non-UDP-mimic inhibitors of O-GlcNAc transferase by screening a DNA-encoded library
Bioorg Chem. 2024 Mar 29;147:107321. doi: 10.1016/j.bioorg.2024.107321. Online ahead of print.ABSTRACTFinding potent inhibitors of O-GlcNAc transferase (OGT) has proven to be a challenge, especially because the diversity of published inhibitors is low. The large majority of available OGT inhibitors are uridine-based or uridine-like compounds that mimic the main interactions of glycosyl donor UDP-GlcNAc with the enzyme. Until recently, screening of DNA-encoded libraries for discovering hits against protein targets was dedicated to a few laboratories around the world, but has become accessible to wider public with the recent...
Source: Bioorganic Chemistry - April 11, 2024 Category: Chemistry Authors: Cyril Balsollier Simon Bijkerk Arjan de Smit Kevin van Eekelen Kri štof Bozovičar Dirk Husstege Tihomir Toma šič Marko Anderluh Roland J Pieters Source Type: research
Development of D- π-A organic dyes for discriminating HSA from BSA and study on dye-HSA interaction
Bioorg Chem. 2024 Apr 9;147:107360. doi: 10.1016/j.bioorg.2024.107360. Online ahead of print.ABSTRACTHSA (human serum albumin), a most abundant protein in blood serum, plays a key role in maintaining human health. Abnormal HSA level is correlated with many diseases, and thus has been used as an essential biomarker for therapeutic monitoring and biomedical diagnosis. Development of small-molecule fluorescent probes allowing the selective and sensitive recognition of HSA in in vitro and in vivo is of fundamental importance in basic biological research as well as medical diagnosis. Herein, we reported a series of new synthesi...
Source: Bioorganic Chemistry - April 11, 2024 Category: Chemistry Authors: Hao-Wen Cao Yan-Song Chen Jing-Zhi Li Hai-Wen Chen Lu-Yu Li Ze-Kai Li Ming-Qi Wang Source Type: research
Rapid identifying of COX-2 inhibitors from turmeric (Curcuma longa) by bioaffinity ultrafiltration coupled with UPLC-Q Exactive-Orbitrap-MS and zebrafish-based in vivo validation
This study screened out and verified unreported COX-2 ligands, potentially accelerating the discovery of new bioactive compounds in other functional foods.PMID:38604020 | DOI:10.1016/j.bioorg.2024.107357 (Source: Bioorganic Chemistry)
Source: Bioorganic Chemistry - April 11, 2024 Category: Chemistry Authors: Zhenwei Lan Rui Yang Hu Wang Xingyang Xue Yue Sun Shumei Wang Ying Zhang Jiang Meng Source Type: research
d-type peptides based fluorescent probes for "turn on" sensing of heparin
In this study, seven TPE-1 derived fluorescent probes were rationally designed, efficiently synthesized and evaluated. The stability and water solubility were systematically estimated. Especially, to achieve real-time monitoring of proteolytic stability, the novel Abz/Dnp-based "turn on" probes that employ the internally quenched fluorescent (IQF) mechanism were designed and synthesized. Moreover, the detection ability of synthetic fluorescent probes for heparin were systematically evaluated. Importantly, the performance of d-type peptide fluorescent probe XH-6 indicated that d-type amino acid substitutions could significa...
Source: Bioorganic Chemistry - April 11, 2024 Category: Chemistry Authors: Huan Xu Xing-Yan Fu Yong-Xin Bao Shu-Ya Zhu Zi Xu Min Song Yun-Kun Qi Zhibo Li Shan-Shan Du Source Type: research
New meroterpenoids and polyketides from the endophytic fungus Paraphaeosphaeria sp. C-XB-J-1 and their anti-inflammatory and SARS-CoV-2 M < sup > pro < /sup > inhibitory activities
Bioorg Chem. 2024 Mar 27;147:107315. doi: 10.1016/j.bioorg.2024.107315. Online ahead of print.ABSTRACTSeven new meroterpenoids, paraphaeones A-G (1-7), and two new polyketides, paraphaeones H-I (8-9), along with eight known compounds (10-17), were isolated from the endophytic fungus Paraphaeosphaeria sp. C-XB-J-1. The structures of 1-9 were identified through the analysis of 1H, 13C, and 2D NMR spectra, assisted by HR-ESI-MS data. Compounds 1 and 7 exhibited a dose-dependent decrease in lactate dehydrogenase levels, with IC50 values of 1.78 μM and 1.54 μM, respectively. Moreover, they inhibited the secretion of IL-1β an...
Source: Bioorganic Chemistry - April 11, 2024 Category: Chemistry Authors: Qi Li Peng-Yun Yang Chao Peng Xing-Jie Zhang Yun-Tao Jiang Yan-Ping Li Lu Gao Source Type: research
Discovery of two non-UDP-mimic inhibitors of O-GlcNAc transferase by screening a DNA-encoded library
Bioorg Chem. 2024 Mar 29;147:107321. doi: 10.1016/j.bioorg.2024.107321. Online ahead of print.ABSTRACTFinding potent inhibitors of O-GlcNAc transferase (OGT) has proven to be a challenge, especially because the diversity of published inhibitors is low. The large majority of available OGT inhibitors are uridine-based or uridine-like compounds that mimic the main interactions of glycosyl donor UDP-GlcNAc with the enzyme. Until recently, screening of DNA-encoded libraries for discovering hits against protein targets was dedicated to a few laboratories around the world, but has become accessible to wider public with the recent...
Source: Bioorganic Chemistry - April 11, 2024 Category: Chemistry Authors: Cyril Balsollier Simon Bijkerk Arjan de Smit Kevin van Eekelen Kri štof Bozovičar Dirk Husstege Tihomir Toma šič Marko Anderluh Roland J Pieters Source Type: research
Development of D- π-A organic dyes for discriminating HSA from BSA and study on dye-HSA interaction
Bioorg Chem. 2024 Apr 9;147:107360. doi: 10.1016/j.bioorg.2024.107360. Online ahead of print.ABSTRACTHSA (human serum albumin), a most abundant protein in blood serum, plays a key role in maintaining human health. Abnormal HSA level is correlated with many diseases, and thus has been used as an essential biomarker for therapeutic monitoring and biomedical diagnosis. Development of small-molecule fluorescent probes allowing the selective and sensitive recognition of HSA in in vitro and in vivo is of fundamental importance in basic biological research as well as medical diagnosis. Herein, we reported a series of new synthesi...
Source: Bioorganic Chemistry - April 11, 2024 Category: Chemistry Authors: Hao-Wen Cao Yan-Song Chen Jing-Zhi Li Hai-Wen Chen Lu-Yu Li Ze-Kai Li Ming-Qi Wang Source Type: research
Rapid identifying of COX-2 inhibitors from turmeric (Curcuma longa) by bioaffinity ultrafiltration coupled with UPLC-Q Exactive-Orbitrap-MS and zebrafish-based in vivo validation
This study screened out and verified unreported COX-2 ligands, potentially accelerating the discovery of new bioactive compounds in other functional foods.PMID:38604020 | DOI:10.1016/j.bioorg.2024.107357 (Source: Bioorganic Chemistry)
Source: Bioorganic Chemistry - April 11, 2024 Category: Chemistry Authors: Zhenwei Lan Rui Yang Hu Wang Xingyang Xue Yue Sun Shumei Wang Ying Zhang Jiang Meng Source Type: research
d-type peptides based fluorescent probes for "turn on" sensing of heparin
In this study, seven TPE-1 derived fluorescent probes were rationally designed, efficiently synthesized and evaluated. The stability and water solubility were systematically estimated. Especially, to achieve real-time monitoring of proteolytic stability, the novel Abz/Dnp-based "turn on" probes that employ the internally quenched fluorescent (IQF) mechanism were designed and synthesized. Moreover, the detection ability of synthetic fluorescent probes for heparin were systematically evaluated. Importantly, the performance of d-type peptide fluorescent probe XH-6 indicated that d-type amino acid substitutions could significa...
Source: Bioorganic Chemistry - April 11, 2024 Category: Chemistry Authors: Huan Xu Xing-Yan Fu Yong-Xin Bao Shu-Ya Zhu Zi Xu Min Song Yun-Kun Qi Zhibo Li Shan-Shan Du Source Type: research
Synthesis, physicochemical characterization, and investigation of anti-inflammatory activity of water-soluble PEGylated 1,2,4-Triazoles
Bioorg Chem. 2024 Apr 3;147:107312. doi: 10.1016/j.bioorg.2024.107312. Online ahead of print.ABSTRACTA series of water-soluble PEGylated 1,2,4-triazoles 5-8 were successfully synthesized from methyl 5-(chloromethyl)-1-aryl-1H-1,2,4-triazole-3-carboxylates 1. All of the water-soluble PEGylated 1,2,4-triazoles were characterized by FT-IR and 1H NMR spectroscopy. The solubility, in vitro plasma stability, and anti-inflammatory activity were also determined and compared to original methyl 5-(halomethyl)-1-aryl-1H-1,2,4-triazole-3-carboxylates. For SAR study, all PEGylated 1,2,4-triazoles 5-8 performed potential anti-inflammato...
Source: Bioorganic Chemistry - April 10, 2024 Category: Chemistry Authors: Sin-Min Li Wei-Zheng Zeng Cheng-Yen Chung Naoto Uramaru Guan-Jhong Huang Fung Fuh Wong Source Type: research
Discovery of PXR agonists from Hypericum japonicum: A class of novel nonaromatic acylphloroglucinol-terpenoid adducts
Bioorg Chem. 2024 Apr 8;147:107354. doi: 10.1016/j.bioorg.2024.107354. Online ahead of print.ABSTRACTPregnane X receptor (PXR) has been considered as a promising therapeutic target for cholestasis due to its crucial regulation in bile acid biosynthesis and metabolism. To search promising natural PXR agonists, the PXR agonistic activities of five traditional Chinese medicines (TCMs) with hepatoprotective efficacy were assayed, and Hypericum japonicum as the most active one was selected for subsequent phytochemical investigation, which led to the isolation of eight nonaromatic acylphloroglucinol-terpenoid adducts including s...
Source: Bioorganic Chemistry - April 10, 2024 Category: Chemistry Authors: Haiguo Su Hangfei Liang Jianing Tian Lei Zheng Huilin Li Xiao Yang Sheng Yin Huichang Bi Source Type: research
