The Laboratory of Effective Substances of Jiangxi Genuine Medicinal Materials, College of Life Sciences, Jiangxi Normal University, Nanchang330022, China; The Key Laboratory of Plant Resources and Chemistry of Arid Zone, State Key Laboratory of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi 830011, China; Department of Medicinal Chemistry and Molecular Pharmacology, College of Pharmacy, Purdue University, West Lafayette, IN 47907, United States.
The Laboratory of Effective Substances of Jiangxi Genuine Medicinal Materials, College of Life Sciences, Jiangxi Normal University, Nanchang330022, China.
Bioorg Chem. 2020 Aug;101:104045. doi: 10.1016/j.bioorg.2020.104045. Epub 2020 Jun 25.
Two novel cucurbitane 3-nor-triterpenoids, named norcolocynthenins A (1) and B (2), were isolated from the fruits of Citrullus colocynthis. The structures including their absolute configurations were determined by extensive spectroscopic analyses and theoretical calculations. Compound 1 features an unprecedented 5/6/6/5-fused ring system while compound 2 possesses a rare lactone moiety at modified ring A. Compounds 1 and 2 showed significant cytotoxic activity against human cancer cell lines of HL-60 (IC = 8.32, 6.49 μM) and PC-3 (IC = 31.26, 13.42 μM). The plausible biosynthetic pathway of compounds 1 and 2 via a key enzymatic Baeyer-Villiger reaction is proposed.
从苦瓜果实中分离得到两种新型的葫芦烷 3-降三萜，命名为诺苦瓜素 A（1）和 B（2）。通过广泛的光谱分析和理论计算确定了它们的结构，包括绝对构型。化合物 1 具有前所未有的 5/6/6/5 稠合环系统，而化合物 2 在修饰的 A 环上具有罕见的内酯部分。化合物 1 和 2 对人白血病细胞系 HL-60（IC=8.32、6.49μM）和人前列腺癌细胞系 PC-3（IC=31.26、13.42μM）表现出显著的细胞毒性。通过关键酶 Baeyer-Villiger 反应提出了化合物 1 和 2 的可能生物合成途径。
