Amoenucles A-F, novel nucleoside derivatives with TNF-α inhibitory activities from Aspergillus amoenus TJ507.
10.1016/S1875-5364(25)60805-3
- Author:
Yeting ZHANG
1
;
Zhengyi SHI
1
;
Chunhua ZHAO
1
;
Lanqin LI
1
;
Ming CHEN
1
;
Yunfang CAO
1
;
Fengqing WANG
1
;
Bo TAO
1
;
Xinye HUANG
1
;
Jieru GUO
2
,
3
;
Changxing QI
4
;
Weiguang SUN
5
;
Yonghui ZHANG
6
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. Department of Pharmacy, Tongji Hospital, Tongji Medical college, Huazhong University of Science and Technology, Wuhan 430033, China. Electronic address: guojieru314@
3. com.
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; Institute of Organ Transplantation, Tongji Hospital, Tongji Medical College, Huazhong University of Science and Technology, Key Laboratory of Organ Transplantation, Ministry of Education, NHC Key Laboratory of Organ Transplantation, Chinese Academy of Medical Sciences, Wuhan 430030, China. Electronic address: qichangxing@hust.edu.cn.
5. 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: weiguang_sun@hust.edu.cn.
6. 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.
- Publication Type:Journal Article
- Keywords:
Aspergillus amoenus TJ507;
Intramolecular transesterification;
Nucleoside derivatives;
Tumor necrosis factor α (TNF-α)
- MeSH:
Aspergillus/chemistry*;
Tumor Necrosis Factor-alpha/antagonists & inhibitors*;
Molecular Structure;
Nucleosides/isolation & purification*;
Crystallography, X-Ray;
Animals;
Humans;
Mice;
Magnetic Resonance Spectroscopy
- From:
Chinese Journal of Natural Medicines (English Ed.)
2025;23(1):111-118
- CountryChina
- Language:English
-
Abstract:
Amoenucles A-F (1-6), six previously undescribed nucleoside derivatives, and two known analogs (7 and 8) were isolated from the culture of Aspergillus amoenus TJ507. Their structures were elucidated through spectroscopic analysis, single-crystal X-ray crystallography, and chemical reactions. Notably, 3 and 4 represent the first reported instances of nucleosides with an attached pyrrole moiety. Of particular significance, the absolute configuration of the sugar moiety of 1-4 was determined using nuclear magnetic resonance (NMR), electric circular dichroism (ECD) calculations, and a hydrolysis reaction, presenting a potentially valuable method for confirming nucleoside structures. Furthermore, 1, 2, and 5-8 exhibited potential tumor necrosis factor α (TNF-α) inhibitory activities, which may provide a novel chemical template for the development of agents targeting autoimmune and inflammatory diseases.