Highly Oxygenated Triterpenoids and Diterpenoids from Fructus Rubi (Rubus chingii Hu) and Their NF-kappa B Inhibitory Effects

doi:10.3390/molecules26071911

	Highly Oxygenated Triterpenoids and Diterpenoids from Fructus Rubi (Rubus chingii Hu) and Their NF-kappa B Inhibitory Effects
	Wan, Jiang 1,2; Wang, Xiao-Juan 1,2; Guo, Nan 1,2; Wu, Xi-Ying 1,2; Xiong, Juan 1,2; Zang, Yi 3; Jiang, Chun-Xiao 4; Han, Bing 1,2; Li, Jia 3; Hu, Jin-Feng 1,2,4
刊名	MOLECULES
	2021-04-01
卷号	26 期号:7 页码:12
关键词	Rubus chingii Hu Rosaceae triterpenoids rubusacids diterpenoids rubusone NF-κ B
DOI	10.3390/molecules26071911
通讯作者	Han, Bing(hbshcn@163.com) ; Li, Jia(jli@simm.ac.cn) ; Hu, Jin-Feng(jfhu@fudan.edu.cn)
英文摘要	During a phytochemical investigation of the unripe fruits of Rubus chingii Hu (i.e., Fructus Rubi, a traditional Chinese medicine named "Fu-Pen-Zi"), a number of highly oxygenated terpenoids were isolated and characterized. These included nine ursane-type (1, 2, and 4-10), five oleanane-type (3, 11-14), and six cucurbitane-type (15-20) triterpenoids, together with five ent-kaurane-type diterpenoids (21-25). Among them, (4R,5R,8R,9R,10R,14S,17S,18S,19R,20R)-2,19 alpha,23-trihydroxy-3-oxo-urs-1,12-dien-28-oic acid (rubusacid A, 1), (2R,4S,5R,8R,9R,10R,14S,17S, 18S,19R,20R*)-2 alpha,19 alpha,24-trihydroxy-3-oxo-urs-12-en-28-oic acid (rubusacid B, 2), (5R,8R,9R,10R, 14S,17R,18S,19S)-2,19 alpha-dihydroxy-olean-1,12-dien-28-oic acid (rubusacid C, 3), and (3S,5S,8S,9R, 10S,13R,16R)-3 alpha,16 alpha,17-trihydroxy-ent-kaur-2-one (rubusone, 21) were previously undescribed. Their chemical structures and absolute configurations were elucidated on the basis of spectroscopic data and electronic circular dichroism (ECD) analyses. Compounds 1 and 3 are rare naturally occurring pentacyclic triterpenoids featuring a special alpha,beta-unsaturated keto-enol (diosphenol) unit in ring A. Cucurbitacin B (15), cucurbitacin D (16), and 3 alpha,16 alpha,20(R),25-tetrahydroxy-cucurbita-5,23- dien-2,11,22-trione (17) were found to have remarkable inhibitory effects against NF-kappa B, with IC50 values of 0.08, 0.61, and 1.60 mu M, respectively.
资助项目	NSFC[21937002] ; NSFC[81773599] ; NSFC[21772025] ; National Mega-Project for Innovative Drugs from MOST[2019ZX09735-002] ; Youth Project Fund of Minhang Hospital[2018MHJC07] ; Shanghai Natural Science Fund[17ZR1425100] ; special fund for the talent development in Minhang District
WOS研究方向	Biochemistry & Molecular Biology ; Chemistry
语种	英语
出版者	MDPI
WOS记录号	WOS:000638739400001
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/295181]
专题	中国科学院上海药物研究所
通讯作者	Han, Bing; Li, Jia; Hu, Jin-Feng
作者单位	1.Fudan Univ, Minhang Hosp, Shanghai 201199, Peoples R China 2.Fudan Univ, Sch Pharm, Shanghai 201199, Peoples R China 3.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China 4.Taizhou Univ, Inst Nat Med & Hlth Prod, Sch Adv Study, Zhejiang Prov Key Lab Plant Ecol & Conservat, Taizhou 318000, Peoples R China
推荐引用方式 GB/T 7714	Wan, Jiang,Wang, Xiao-Juan,Guo, Nan,et al. Highly Oxygenated Triterpenoids and Diterpenoids from Fructus Rubi (Rubus chingii Hu) and Their NF-kappa B Inhibitory Effects[J]. MOLECULES,2021,26(7):12.
APA	Wan, Jiang.,Wang, Xiao-Juan.,Guo, Nan.,Wu, Xi-Ying.,Xiong, Juan.,...&Hu, Jin-Feng.(2021).Highly Oxygenated Triterpenoids and Diterpenoids from Fructus Rubi (Rubus chingii Hu) and Their NF-kappa B Inhibitory Effects.MOLECULES,26(7),12.
MLA	Wan, Jiang,et al."Highly Oxygenated Triterpenoids and Diterpenoids from Fructus Rubi (Rubus chingii Hu) and Their NF-kappa B Inhibitory Effects".MOLECULES 26.7(2021):12.