酸浆中前所未有的苦素类化合物。

Unprecedent aminophysalin from Physalis angulata.

作者信息

Men Rui-Zhi, Li Ning, Ding Wan-Jing, Hu Zhi-Juan, Ma Zhong-Jun, Cheng Lin

机构信息

Key Laboratory of Structure-Based Drug Design & Discovery of Ministry of Education, Shenyang Pharmaceutical University, No. 103 Wenhua Road, Shenyang 110016, China.

Institute of Marine Biology, Ocean College, Zhejiang University, Zijingang Campus, No. 866 Yuhangtang Road, Hangzhou 310058, PR China.

出版信息

Steroids. 2014 Oct;88:60-5. doi: 10.1016/j.steroids.2014.06.016. Epub 2014 Jun 25.

DOI:10.1016/j.steroids.2014.06.016

PMID:24973634

Abstract

The 95% ethanol extract of the whole plant of Physalis angulata Linn. afforded one new skeletal physalin named aminophysalin A (1) and one new naturally occurring 5β-hydroxy-6a-chloro-5,6-dihydrophysalin B (2), together with five known physalins (3-7). Their structures were elucidated through MS, IR, NMR spectroscopy analyses and X-ray crystallography. Aminophysalin A (1) had an absolutely unusual structural feature in the chemistry of physalins with a nitrogen atom. Compounds 1-7 were evaluated for quinone reductase activities in hepa 1c1c7 cells. Physalin H (6) showed strong quinone reductase induction activity with IR (Induction ratio, QR induction activity) value of 3.74±0.02, using 4-bromoflavone as a positive control substance (2.17±0.01, 10 μg/mL), while compounds 1, 2, 3, 5 showed weak quinone reductase induction activity.

摘要

酸浆全草的95%乙醇提取物得到了一种新的甾体酸浆苦素，命名为氨基酸浆苦素A（1）和一种新的天然存在的5β-羟基-6a-氯-5,6-二氢酸浆苦素B（2），以及五种已知的酸浆苦素（3 - 7）。通过质谱、红外光谱、核磁共振光谱分析和X射线晶体学对它们的结构进行了阐明。氨基酸浆苦素A（1）在含有氮原子的酸浆苦素化学中具有绝对不寻常的结构特征。对化合物1 - 7在hepa 1c1c7细胞中进行了醌还原酶活性评估。以4 - 溴黄酮作为阳性对照物质（2.17±0.01，10μg/mL）时，酸浆苦素H（6）表现出较强的醌还原酶诱导活性，诱导率（IR，醌还原酶诱导活性）值为3.74±0.02，而化合物1、2、3、5表现出较弱的醌还原酶诱导活性。