Cytotoxic clerodane diterpenoids from Croton crassifolius |
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| Authors: | Jin-Long Tian Guo-Dong Yao Yu-Xi Wang Pin-Yi Gao Di Wang Ling-Zhi Li Bin Lin Xiao-Xiao Huang Shao-Jiang Song |
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| Institution: | 1. Department of Natural Products Chemistry, Shenyang Pharmaceutical University, Shenyang 110016, PR China;2. Key Laboratory of Structure-Based Drug Design and Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, PR China;3. College of Pharmaceutical and Biotechnology Engineering, Shenyang University of Chemical Technology, Shenyang 110142, PR China;4. School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang 110016, PR China |
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| Abstract: | Hepatocellular carcinoma (HCC) is the most common type of liver cancer, and treatment options for HCC are limited. In addition, the discovery of new natural compounds with anti-hepatocarcinoma activity is attracting increasing attention. For this reason, phytochemical investigation of Croton crassifolius led to the isolation of 17 diterpenoids, including three new clerodane diterpenoids, named crassifolius A-C (1–3), along with 14 known ones (4–17). Their structures were established by 1D, 2D NMR, HR-ESI-MS, detailed calculated electronic circular dichroism (ECD) spectra and the assistance of quantum chemical predictions (QCP) of 13C NMR chemical shifts. The cytotoxicities of all these compounds against human liver cancer lines (HepG2 and Hep3B) were determined. Among them, compound 1 exhibited good cytotoxicity with IC50 value of 17.91 μM against human liver tumor cells Hep3B. Following further studies of the anti-tumor mechanism of compound 1-induced cell growth inhibition, we found that compound 1 caused apoptotic cell death in Hep3B cells by detecting morphologic changes and Western blotting analysis. |
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| Keywords: | Quantum-chemical predictions Hepatocellular carcinoma Cytotoxicity Apoptosis |
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