Benzyl sulfide, sulfoxide and sulfinate metabolites from Gastrodia elata and their synthesis, derivatization and anti-inflammatory activity

IF 4.9 2区医学 Q1 INTEGRATIVE & COMPLEMENTARY MEDICINE

Chinese Journal of Natural Medicines Pub Date : 2026-03-01 Epub Date: 2026-03-02 DOI:10.1016/S1875-5364(26)61110-7

Chengbo Xu , Lei Wang , Xue Zhou, Shuai Shao, Chengjuan Chen, Xiaoqiang Lei, Tiantai Zhang, Jiachen Zi, Jiangong Shi, Qinglan Guo

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引用次数: 0

Abstract

Five novel sulfur-containing benzyl metabolites, designated as gastrabenzylsulfoxides A and B (1 and 2), gastrabenzylsulfinate A (3) and gastrabenzylsulfides A and B (4 and 5), along with four known compounds (6−9), were isolated from the aqueous extracts of Gastrodia elata. Compounds 1 and 4 are 4-hydroxy-3-(4′-hydroxybenzyl)benzyl-substituted sulfoxide and sulfide, respectively, which are unprecedented in natural products. Compound 3 represents a rare sulfinate. Several isolates and their sulfone and disulfide analogs (10−13) were synthesized to evaluate their anti-inflammatory activity. Notably, the synthesized sulfone 10 demonstrated significant alleviation of symptoms in multiple in vivo inflammatory models.

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天麻的苄基硫化物、亚砜和亚硫酸盐代谢物及其合成、衍生化和抗炎活性。

从天麻水提液中分离到5个新的含硫苄基代谢物，分别命名为胃芪甲酰基亚砜A和B(1和2)，胃芪甲酰基亚磺酸A(3)和胃芪甲酰基硫化物A和B(4和5)，以及4个已知化合物（6-9）。化合物1和4分别是4-羟基-3-（4′-羟基苄基）苄基取代亚砜和硫化物，这在天然产物中是前所未有的。化合物3是一种稀有的亚硫酸盐。合成了几种分离物及其砜和二硫类似物（10-13）以评价其抗炎活性。值得注意的是，合成的砜10在多种体内炎症模型中显示出明显的症状缓解。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Chinese Journal of Natural Medicines INTEGRATIVE & COMPLEMENTARY MEDICINE-PHARMACOLOGY & PHARMACY

CiteScore

7.50

自引率

4.30%

发文量

2235

期刊介绍： The Chinese Journal of Natural Medicines (CJNM), founded and sponsored in May 2003 by China Pharmaceutical University and the Chinese Pharmaceutical Association, is devoted to communication among pharmaceutical and medical scientists interested in the advancement of Traditional Chinese Medicines (TCM). CJNM publishes articles relating to a broad spectrum of bioactive natural products, leading compounds and medicines derived from Traditional Chinese Medicines (TCM). Topics covered by the journal are: Resources of Traditional Chinese Medicines; Interaction and complexity of prescription; Natural Products Chemistry (including structure modification, semi-and total synthesis, bio-transformation); Pharmacology of natural products and prescription (including pharmacokinetics and toxicology); Pharmaceutics and Analytical Methods of natural products.