title: Ursane-type nortriterpenes with a five-membered A-ring from Rubus innominatus.
abstract: Two nortriterpenes (rubuminatus A and B), which contain a distinctive contracted a five-membered A-ring ursane-type skeleton, and six triterpenes along with 17 known triterpenes were isolated from the roots of Rubus innominatus S. Moore. These structures were determined to be 19α-hydroxy-2-oxo-nor- A(3)-urs-12-en-28-oic acid, 1β,19α-dihydroxy-2-oxo-nor-A(3)-urs-12-en-28-oic acid, 1β,2α,3α,19α-tetrahy droxyurs-12-en-23-formyl-28-oic acid, 1β,2α,3α,19α,23- pentahydroxyurs-11-en-28-oic acid, 1-oxo-siaresinolic acid, 2α,3α-dihydroxyolean-11,13(18)-dien-19β,28-olide, 1β,2α,3α-trihydroxy-19-oxo- 18,19-seco-urs-11,13(18)-dien-28-oic acid, and 2-O-benzoyl alphitolic acid based on extensive spectroscopic analyses. In vitro anti-inflammatory abilities to modulate the production of TNF-α, IL-1β, and IL-6 in LPS-induced RAW 264.7 macrophages of the compounds were determined. Rubuminatus A and B, as well as 1-oxo-siaresinolic acid and 2α,3α-dihydroxyolean-11,13(18)-dien-19β,28-olide, exhibited significant inhibitory effects on these cytokines.
authors.affiliation: Tongji School of Pharmacy, Huazhong University of Science and Technology, Wuhan 430030, China.
authors.forename: Zhenzhong
authors.initials: Z
authors.lastname: Chen
authors.affiliation: Tongji School of Pharmacy, Huazhong University of Science and Technology, Wuhan 430030, China.
authors.forename: Ling
authors.initials: L
authors.lastname: Tong
authors.affiliation: Tongji School of Pharmacy, Huazhong University of Science and Technology, Wuhan 430030, China.
authors.forename: Yuanli
authors.initials: Y
authors.lastname: Feng
authors.affiliation: Tongji School of Pharmacy, Huazhong University of Science and Technology, Wuhan 430030, China.
authors.forename: Jizhou
authors.initials: J
authors.lastname: Wu
authors.affiliation: Hubei Entry-Exit Inspection and Quarantine Bureau, China.
authors.forename: Xiaoya
authors.initials: X
authors.lastname: Zhao
authors.affiliation: Tongji School of Pharmacy, Huazhong University of Science and Technology, Wuhan 430030, China.
authors.forename: Hanli
authors.initials: H
authors.lastname: Ruan
authors.affiliation: Tongji School of Pharmacy, Huazhong University of Science and Technology, Wuhan 430030, China.
authors.forename: Huifang
authors.initials: H
authors.lastname: Pi
authors.affiliation: Tongji School of Pharmacy, Huazhong University of Science and Technology, Wuhan 430030, China. Electronic address: zpeng023@gmail.com.
authors.forename: Peng
authors.initials: P
authors.lastname: Zhang
mesh_terms: D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D053583:Interleukin-1beta / Q000187:drug effects; D015850:Interleukin-6 / Q000378:metabolism; D008070:Lipopolysaccharides / Q000494:pharmacology; D008264:Macrophages / Q000187:drug effects; D051379:Mice; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010936:Plant Extracts / Q000737:chemistry; D018517:Plant Roots / Q000737:chemistry; D065856:Rubus / Q000737:chemistry*; D013237:Stereoisomerism; D014315:Triterpenes / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D014409:Tumor Necrosis Factor-alpha / Q000037:antagonists & inhibitors*
chemical_list: D000894:Anti-Inflammatory Agents, Non-Steroidal; D053583:Interleukin-1beta; D015850:Interleukin-6; D008070:Lipopolysaccharides; D010936:Plant Extracts; C439524:TNF protein, human; D014315:Triterpenes; D014409:Tumor Necrosis Factor-alpha; C000605019:rubuminatus A; C000605020:rubuminatus B
keywords: Anti-inflammatory activity; Rosaceae; Rubus innominatus; Triterpenes