Discovery of New Bohemamines and Synthesis of Methylene-Bridged Chimeric Derivatives through Natural Product Chimera Strategy

被引：5
|
作者：
Zhang, Rongxin [1 ]
Yan, Xiaotang [1 ]
Yin, Shupeng [1 ]
Wang, Weihong [1 ]
Zhu, Weiming [1 ,2 ]
Fu, Peng [1 ,2 ]
机构：
[1] Ocean Univ China, Sch Med & Pharm, Key Lab Marine Drugs, Minist Educ China, Qingdao 266003, Shandong, Peoples R China
[2] Pilot Natl Lab Marine Sci & Technol Qingdao, Lab Marine Drugs & Bioprod, Qingdao 266237, Shandong, Peoples R China
来源：
CHINESE JOURNAL OF CHEMISTRY | 2022年 / 40卷 / 12期
基金：
中国国家自然科学基金;
关键词：
Natural products; Structure elucidation; Dimerization; Pyrrolizidine alkaloids; Biological activity; PYRROLIZIDINE ALKALOIDS; STREPTOMYCES SP; JENAMIDINE-A; PHENYLACETALDEHYDE; ACTIVATION; ASSAY;
D O I：
10.1002/cjoc.202200034
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Comprehensive Summary Five new pyrrolizidine alkaloids, bohemamines J-N (1-5), were isolated from Streptomyces sp. CPCC 200497. Their structures were assigned based on detailed spectroscopic analysis and semisynthesis. Bohemamine J (1) possesses a new chimeric skeleton derived from bohemamine A (6) and phenylacetaldehyde. Inspired by the nonenzymatic formation mechanism of the methylene-bridged dimers isolated from this strain, we synthesized a series of chimeric derivatives (8, 9, and 12-23) through natural product chimera strategy. Compounds 13, 15, 19, and 21 showed significant antioxidant activity.
引用
收藏
页码：1413 / 1421
页数：9
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