Withanolides from Physalis angulata var. villosa and the Relative Configurational Revision of Some Known Analogs,Journal of Natural Products

当前位置： X-MOL 学术 › J. Nat. Prod. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Withanolides from Physalis angulata var. villosa and the Relative Configurational Revision of Some Known Analogs
Journal of Natural Products ( IF 3.3 ) Pub Date : 2024-01-11 , DOI: 10.1021/acs.jnatprod.3c00725
Jian-Fei Zhang ₁ , Si-Fang Wu ₁ , Ling Zhu ₁ , Yu-Xing Cai ₁ , Zhan-Peng Yu ₁ , Ling-Yi Kong ₁ , Jian-Guang Luo ₁

Affiliation

Physalis angulata var. villosa is a plant possessing abundant withanolides, but in-depth research is lacking. In our ongoing study of P. angulata var. villosa, 15 previously undescribed withanolides (1–15), along with 21 known analogs (16–36), were isolated from the whole plant. The structures of the withanolides (1–15) were elucidated based on analysis of their 1D and 2D NMR, HRESIMS, and ECD data. Additionally, the application of γ-gauche effects with the help of ROESY correlations led to the formulation of empirical rules for withanolides with 14-OH/15-OAc to rapidly determine the 14-OH orientations, making it possible to propose configurational revisions of 19 previously reported analogs (1′–19′). Withanolides 1, 4–6, and 10 showed potent cytotoxic activities against three human cancer cell lines (HCT-116, MDA-MB-231, and A549).

中文翻译：

来自酸浆 (Physalis angulata var.) 的睡茄内酯 (Withanolides)。绒毛和一些已知类似物的相对构型修改

酸浆绒毛是一种含有丰富的茄内酯的植物，但缺乏深入的研究。在我们正在进行的P. angulata var. 的研究中。 villosa ，从整个植物中分离出 15 种先前未描述的醉茄内酯 ( 1 – 15 )，以及 21 种已知类似物 ( 16 – 36 )。基于对 1D 和 2D NMR、HRESIMS 和 ECD 数据的分析，阐明了茄内酯 ( 1 – 15 ) 的结构。此外，在 ROESY 相关性的帮助下应用 γ-gauche 效应导致制定了 withanolides 与 14-OH/15-OAc 的经验规则，以快速确定 14-OH 方向，从而可以提出 19 的构型修正先前报道的类似物（ 1′ – 19′ ）。 Withanolides 1、4-6和10对三种人类癌细胞系（HCT- 116 、MDA-MB-231和A549）显示出有效的细胞毒活性。

更新日期：2024-01-11

点击分享查看原文

点击收藏

阅读更多本刊新发论文本刊介绍/投稿指南