Diphenylemestrins A-E: diketopiperazine-diphenyl ether hybrids from Aspergillus nidulans.
10.1016/S1875-5364(25)60891-0
- Author:
Aimin FU
1
;
Qin LI
1
;
Yang XIAO
1
;
Jiaxin DONG
1
;
Yuanyang PENG
1
;
Yu CHEN
1
;
Qingyi TONG
1
;
Chunmei CHEN
2
;
Yonghui ZHANG
3
;
Hucheng ZHU
4
Author Information
1. Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China.
2. Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China. Electronic address: chenchunmei@hust.edu.cn.
3. Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China. Electronic address: zhangyh@mails.tjmu.edu.cn.
4. Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China. Electronic address: zhuhucheng@hust.edu.cn.
- Publication Type:Journal Article
- Keywords:
Aspergillus nidulans;
Biological activity;
Chemical constituents;
Dioxopiperazines;
Structure elucidation.
- MeSH:
Aspergillus nidulans/metabolism*;
Diketopiperazines/pharmacology*;
Molecular Structure;
Phenyl Ethers/pharmacology*;
Humans;
Apoptosis/drug effects*;
Cell Line, Tumor
- From:
Chinese Journal of Natural Medicines (English Ed.)
2025;23(6):727-732
- CountryChina
- Language:English
-
Abstract:
A chemical investigation of secondary metabolites (SMs) from Aspergillus nidulans resulted in the identification of five novel dioxopiperazine (DKP)-diphenyl ether hybrids, designated as diphenylemestrins A-E (1-5). These compounds 1-5 represent the first known dimers combining DKP and diphenyl ether structures, with compound 4 featuring an uncommon dibenzofuran as the diphenyl ether component. The structural elucidation and determination of absolute stereochemistry were accomplished through spectroscopic analysis and electronic circular dichroism (ECD) calculations. Notably, diphenylemestrin C (3) exhibited moderate cytostatic activity against NB4 cells, with a half maximal inhibitory concentration (IC50) value of 21.99 μmol·L-1, and induced apoptosis at higher concentrations.
