Uncarilic acid and secouncarilic acid, two new triterpenoids from Uucaria sessilifructus.
Two new compounds, the 6-oxo oleanane-type triterpenoid uncarilic acid, and its 5,6-secotriterpenoid derivative, secouncarilic acid, were isolated from the hooks and stems of Uucaria sessilifructus together with seven known ursane-type triterpenoids. Uncarilic acid is the second 6-oxo oleanane-type triterpenoid ever reported, while secouncarilic acid is the first oleanane-type 5,6-secotriterpenoid. A plausible biosynthetic pathway from uncarilic acid to secouncarilic acid was also postulated. The inhibitory activities of all the nine compounds against LPS-induced nitric oxide production in RAW264.7 macrophages were evaluated.
Key Laboratory of Tropical Plant Resource Science, Xishuangbanna Tropical Botanical Garden, Chinese Academy of Sciences, Mengla 666303, Yunnan, China.
Mao-Juan
MJ
Zhang
Bing
B
Liu
Shang-Gao
SG
Liao
You-Kai
YK
Xu
De-Qiang
DQ
Feng
Kai-Long
KL
Ji
Yan
Y
Li
D002460:Cell Line; D006801:Humans; D007249:Inflammation / Q000139:chemically induced / Q000188:drug therapy*; D008070:Lipopolysaccharides / Q000633:toxicity; D008264:Macrophages / Q000187:drug effects; D015394:Molecular Structure; D009569:Nitric Oxide / Q000378:metabolism*; D009828:Oleanolic Acid / Q000031:analogs & derivatives* / Q000737:chemistry; D012632:Secosteroids / Q000737:chemistry*; D013329:Structure-Activity Relationship; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification*; D032070:Uncaria / Q000737:chemistry*
D008070:Lipopolysaccharides; D012632:Secosteroids; D014315:Triterpenes; D009569:Nitric Oxide; D009828:Oleanolic Acid