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希索鲨烯 A-E,五种新的环完整的利马素,来自暹罗柿果实中的呋喃环异构化。

Chisosiamens A-E, five new ring-intact limonoids with isomerized furan ring from the fruit of Chisocheton siamensis.

机构信息

State Key Laboratory of Natural Medicines, Department of Natural Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, People's Republic of China.

State Key Laboratory of Natural Medicines, Department of Natural Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, People's Republic of China.

出版信息

Fitoterapia. 2021 Jun;151:104873. doi: 10.1016/j.fitote.2021.104873. Epub 2021 Mar 1.

Abstract

Five new ring-intact limonoids with isomerized furan ring, chisosiamens A-E (1-5), along with four known compounds (6-9) were isolated from the fruit of Chisocheton siamensis Craib. Their structures were elucidated based on 1D and 2D NMR spectroscopic data, HRESIMS, circular dichroism, and exciton chirality method. The biological activities screening showed that new limonoid 5 exhibited significant NO inhibitory activity in LPS-activated RAW 264.7 macrophages (IC: 10.13 ± 1.40 μM) and 1, 2, 5, and 9 effectively reversed the resistance in MCF-7/DOX cells with the range IC values of 10.20-15.06 μM (RI: 4.05-5.98).

摘要

从暹罗柿果实中分离得到了五个新的具有呋喃环异构化的环内倍半萜,分别为chisosiamens A-E(1-5),以及四个已知化合物(6-9)。根据 1D 和 2D NMR 光谱数据、HRESIMS、圆二色性和外消旋手性方法确定了它们的结构。生物活性筛选表明,新的倍半萜 5 在 LPS 激活的 RAW 264.7 巨噬细胞中表现出显著的 NO 抑制活性(IC:10.13±1.40 μM),化合物 1、2、5 和 9 有效逆转了 MCF-7/DOX 细胞的耐药性,IC 值范围为 10.20-15.06 μM(RI:4.05-5.98)。

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