Secoiridoid dimers and their biogenetic precursors from the fruits of Cornus officinalis with potential therapeutic effects on type 2 diabetes

• Published in: Bioorganic chemistry 2021-12, Vol.117, p.105399-105399, Article 105399
• Main Authors: Peng, Zhong-Can, He, Jun, Pan, Xue-Ge, Zhang, Jia, Wang, Yu-Ming, Ye, Xian-Sheng, Xia, Cong-Yuan, Lian, Wen-Wen, Yan, Yu, He, Xiao-Li, Zhang, Wei-Ku, Xu, Jie-Kun
• Format: Article
• Language: English
• Subjects: alpha-Glucosidases - metabolism; Animals; Anti-inflammatory; Anti-Inflammatory Agents - chemistry; Anti-Inflammatory Agents - pharmacology; Antioxidant; Antioxidants - chemistry; Antioxidants - pharmacology; Biosynthetic pathway; Cornus - chemistry; Cornus officinalis; Diabetes Mellitus, Type 2 - drug therapy; Diabetes Mellitus, Type 2 - metabolism; Docking study; Drug Discovery; Fruit - chemistry; Glycoside Hydrolase Inhibitors - chemistry; Glycoside Hydrolase Inhibitors - pharmacology; Humans; Hypoglycemic Agents - chemistry; Hypoglycemic Agents - pharmacology; Iridoids - chemistry; Iridoids - pharmacology; Mice; Molecular Docking Simulation; Plant Extracts - chemistry; Plant Extracts - pharmacology; RAW 264.7 Cells; Secoiridoid dimers; Type 2 diabetes; α-glucosidase
• ISSN: 0045-2068; 1090-2120
• DOI: 10.1016/j.bioorg.2021.105399

[Display omitted] Cornusdiridoid A-F (1–6), six unusual cornuside-morroniside secoiridoid dimers, and their possible new biogenetic precursor, 3″,5″-dehydroxycornuside (7), together with four known secoiridoids (8–11), were obtained from the fruits of Cornus officinalis. Their structures were elucidated on the basis of various spectroscopic and chemical methods. A plausible biosynthetic pathway of compounds 1–11 was proposed. The α-glucosidase inhibitory, antioxidant and anti-inflammatory activities of these isolates were evaluated. Some of them emerged out as potent antidiabetic, anti-inflammatory and free radical scavenging agents. Molecular docking was also carried out for antidiabetic target α-glucosidase to investigate the possible binding modes of the most potent α-glucosidase inhibitor, vincosamide (9). These results revealed that the secoiridoids from C. officinalis fruits may be served as new potential antidiabetic agents to prevent and treat type 2 diabetes.