Diterpenoid glucosides with cystathionine γ-lyase inhibitory activity from Tinospora sinensis
| Autor: | Kongkai Zhu, Youtian Hu, De-Feng Xu, Jun-Sheng Zhang, Kun-Sheng Song, Fang Wu, Hua Zhang |
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| Rok vydání: | 2021 |
| Předmět: |
Tinospora
Circular dichroism Stereochemistry Cystathionine γ lyase Inhibitory postsynaptic potential Biochemistry Structure-Activity Relationship Glucosides Tinospora sinensis parasitic diseases Drug Discovery Humans Enzyme Inhibitors Molecular Biology Density Functional Theory chemistry.chemical_classification Dose-Response Relationship Drug Molecular Structure biology Organic Chemistry Cystathionine gamma-Lyase Absolute configuration Cystathionine beta synthase Terpenoid Enzyme chemistry biology.protein Diterpenes |
| Zdroj: | Bioorganic Chemistry. 116:105400 |
| ISSN: | 0045-2068 |
| DOI: | 10.1016/j.bioorg.2021.105400 |
| Popis: | Fifteen previously undescribed nor-clerodane diterpenoid glucosides tinosinesides C-Q (1-15), along with four known analogues (16-19), were isolated from the stems of Tinospora sinensis. The structures of the new compounds were elucidated by spectroscopic means, and their absolute configurations were established on the basis of time-dependent density functional theory (TD-DFT) based electronic circular dichroism (ECD) calculation and chemical methods. All the isolates were evaluated for their inhibitory effects on cystathionine γ-lyase (CSE), a natural enzyme responsible for the synthesis of H2S. Compounds 4 and 5 represent rare examples of natural CSE inhibitors and the possible binding mode to CSE was further probed by molecular docking experiment. |
| Databáze: | OpenAIRE |
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