Qingqianliusus A-N, 3,4-seco-dammarane triterpenoids from the leaves of Cyclocarya paliurus and their biological activities

达玛烷 化学 三萜类 立体化学 差向异构体 IC50型 萜烯 天然产物 传统医学 三萜 体外 生物化学 医学 替代医学 病理
作者
Zhuliang Chen,Qian Wu,Jia Wu,Yong Yang,Yu-Pei Yang,Qiankun Xie,Leping Liu,Bin Wang,Yixing Qiu,Huang-He Yu,Wenbing Sheng,Yuqing Jian,Wei Wang
出处
期刊:Arabian Journal of Chemistry [Elsevier]
卷期号:16 (1): 104441-104441 被引量:2
标识
DOI:10.1016/j.arabjc.2022.104441
摘要

Fourteen previously unreported 3,4-seco-dammarane triterpenoids named Qingqianliusus A-N (1–14), along with four known 3,4-seco-dammarane triterpenoid derivatives (15–18) were isolated from the 95 % ethanol extract of the Cyclocarya paliurus leaves. Compounds 1 and 2 possess a rare 3,11-heptacyclic lactone as natural product, and several pairs of the 3,4-seco-dammarane triterpenoid epimers with R/S configuration at C-24 were investigated and determined in detail for the first time. Compounds 8, 11, and 14 showed good α-glucosidase inhibitory effects with IC50 values of 4.97 ± 0.63, 7.08 ± 0.53, and 3.76 ± 0.77 μM, respectively. Meanwhile, compound 11 was also found potent inhibition rate of 35.83 % against COX-2, as compared with the positive control celecoxib (70.28 %). In addition, compounds 3, 7, 10, and 13 exhibited outstanding cytotoxicities against human gastric cancer cell lines (BGC-823) with IC50 values of 7.69 ± 0.21, 8.47 ± 0.41, 9.04 ± 0.61, and 8.86 ± 0.38 μM, respectively. Compounds 13 and 3 had modest activities on human colon cancer cell lines (HCT-116) with IC50 values of 8.80 ± 0.36 and 9.45 ± 0.93 μM, respectively.
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