Chemical constituents of malagasy Liverworts. 6. A myltaylane caffeate with nitric oxide inhibitory activity from Bazzania nitida.
The phytochemical investigation of the Malagasy liverwort, Bazzania nitida, led to the isolation of (+)-(lS,4R)-7-hydroxycalamenene (1), together with a new myltayl-4(12)-ene-2-caffeate (2). Although cyclomyltaylane sesquiterpenoids have been known to be present in Bazzania species, this is the second isolation of myltaylane-type sesuiterpenoids from the genus. Biosynthetically, myltaylane sesquiterpenoids are proposed to be derived from chamigrene with a route different from those of cyclomyltaylanoids. The chemosystematics of Bazzania species is also discussed. Compound 2 showed potent inhibition of nitric oxide in LPS-induced RAW 264.7 cells (IC50 = 6.3 microM).
Harinantenaina
Liva
L
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima 770-8514, Japan. rakoliva@hotmail.com
Asakawa
Yoshinori
Y
D000818:Animals; D035926:Hepatophyta / Q000737:chemistry*; D008070:Lipopolysaccharides / Q000494:pharmacology; D008264:Macrophages / Q000187:drug effects; D008270:Madagascar; D051379:Mice; D009569:Nitric Oxide / Q000037:antagonists & inhibitors*; D012717:Sesquiterpenes / Q000737:chemistry* / Q000302:isolation & purification*
C520676:7-hydroxycalamenene; D008070:Lipopolysaccharides; D012717:Sesquiterpenes; D009569:Nitric Oxide