Biscaesalmins A and B from Caesalpinia minax, highly oxidized dimeric cassane diterpenoids as interleukin-1 beta inhibitors

doi:10.1016/j.cclet.2020.09.048

	Biscaesalmins A and B from Caesalpinia minax, highly oxidized dimeric cassane diterpenoids as interleukin-1 beta inhibitors
	Xu, Yunshao 1; Zhang, Tian 1; Feng, Lu 2,3; Feng, Zheling 1; Zhang, Qingwen 1; Ye, Yang 2,3,4; Gan, Lishe 5; Lin, Ligen 1
刊名	CHINESE CHEMICAL LETTERS
	2021-04-01
卷号	32 期号:4 页码:1475-1479
关键词	Caesalpinia minax IL-1 beta Dimeric cassane diterpenoids NLRP3 TD-DFT
ISSN号	1001-8417
DOI	10.1016/j.cclet.2020.09.048
通讯作者	Gan, Lishe(ganlishe@126.com) ; Lin, Ligen(ligenl@um.edu.mo)
英文摘要	To search naturally occurring interleukin-1 beta (IL-1 beta) inhibitors, biscaesalmins A (1) and B (2), two highly oxidized dimeric cassane diterpenoids with a newly formed alicyclic skeleton, have been isolated from the traditional Chinese medicine Kushilian (Caesalpinia minax). Their full structures were determined by comprehensive spectroscopic analysis and quantum chemical TD-DFT (time-dependent density functional theory) calculation. Biosynthetically, 1 and 2 were formed via an intermolecular [4 + 2] Diels-Alder cycloaddition of two monomers, affording an additional six-membered carbon ring linkage. Compounds 1 and 2 inhibited nitric oxide production on lipopolysaccharide-stimulated THP-1 macrophages, with IC50 values being at 1.20 +/- 0.23 and 2.30 +/- 0.15 mu mol/L, respectively. Furthermore, compound 1 inhibited NLRP3 (NOD-, LRR- and pyrin domain-containing protein 3) inflammasomemediated IL-1 beta production and blocked the migration of macrophages towards adipocyte conditioned medium. Biscaesalmins A and B might be candidates for treating inflammation-related metabolic diseases. (C) 2020 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
资助项目	Science and Technology Development Fund, Macau SAR[FDCT 0031/2019/A1] ; National Natural Science Foundation of China[81872754] ; National Natural Science Foundation of China[81872756] ; University of Macau, Macau SAR[MYRG2017-00109-ICMS] ; University of Macau, Macau SAR[MYRG2018-00037-ICMS]
WOS关键词	SEEDS
WOS研究方向	Chemistry
语种	英语
出版者	ELSEVIER SCIENCE INC
WOS记录号	WOS:000644727600006
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/297301]
专题	中国科学院上海药物研究所
通讯作者	Gan, Lishe; Lin, Ligen
作者单位	1.Univ Macau, Inst Chinese Med Sci, State Key Lab Qual Res Chinese Med, Ave Univ, Taipa 999078, Macau, Peoples R China 2.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China 3.Chinese Acad Sci, Shanghai Inst Mat Med, Nat Prod Chem Dept, Shanghai 201203, Peoples R China 4.Shanghai Tech Univ, Sch Life Sci & Technol, Shanghai 201203, Peoples R China 5.Wuyi Univ, Sch Biotechnol & Hlth Sci, Jiangmen 529020, Peoples R China
推荐引用方式 GB/T 7714	Xu, Yunshao,Zhang, Tian,Feng, Lu,et al. Biscaesalmins A and B from Caesalpinia minax, highly oxidized dimeric cassane diterpenoids as interleukin-1 beta inhibitors[J]. CHINESE CHEMICAL LETTERS,2021,32(4):1475-1479.
APA	Xu, Yunshao.,Zhang, Tian.,Feng, Lu.,Feng, Zheling.,Zhang, Qingwen.,...&Lin, Ligen.(2021).Biscaesalmins A and B from Caesalpinia minax, highly oxidized dimeric cassane diterpenoids as interleukin-1 beta inhibitors.CHINESE CHEMICAL LETTERS,32(4),1475-1479.
MLA	Xu, Yunshao,et al."Biscaesalmins A and B from Caesalpinia minax, highly oxidized dimeric cassane diterpenoids as interleukin-1 beta inhibitors".CHINESE CHEMICAL LETTERS 32.4(2021):1475-1479.