Diarylheptanoids of Curcuma comosa with inhibitory effects on nitric oxide production in macrophage RAW 264.7 cells.
Eight new diarylheptanoids, a 1.2:1 mixture of (3S)- and (3R)-1-(4-hydroxyphenyl)-7-phenyl-(4E,6E)-4,6-heptadien-3-ol (1a and 1b), a racemic mixture of (3S)- and (3R)-1-(4-hydroxyphenyl)-3-methoxy-7-phenyl-(4E,6E)-4,6-heptadiene (2a and 2b), a ca. 1:1 mixture of (3S)- and (3R)-1-(4-hydroxy-3- methoxyphenyl)-3-methoxy-7-phenyl)-(4E,6E)-4,6-heptadiene (3a and 3b), 3-acetoxy-1-(3,4-dihydroxyphenyl)-7-phenylheptan-5-ol (4), (3R)-1-(4,5- dihydroxyphenyl)-7-phenyl-(6E)-6-hepten-3,2'-epoxide (5), and thirteen known diarylheptanoids, 6-12, a 3:1 mixture of 13a and 13b, and 14-17, were isolated from the rhizomes of Curcuma comosa from Sakon Nakhon, northeastern part of Thailand. The isolated compounds were evaluated for their anti- inflammatory activities on the inhibition of lipopolysaccharide-induced nitric oxide production in macrophage RAW 264.7 cells and the diarylheptanoids 1a and 1b mixture and 14 exhibited potent inhibitory activity.
Nilubon
N
Sornkaewa
Yuan
Y
Lin
Fei
F
Wang
Guolin
G
Zhang
Ratchanaporn
R
Chokchaisiri
Ailian
A
Zhang
Kanjana
K
Wongkrajang
Parichat
P
Suebsakwong
Pawinee
P
Piyachaturawat
Apichart
A
Suksamrarn
D000818:Animals; D000893:Anti-Inflammatory Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002460:Cell Line; D030024:Curcuma / Q000737:chemistry*; D036381:Diarylheptanoids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008264:Macrophages / Q000187:drug effects; D051379:Mice; D015394:Molecular Structure; D009569:Nitric Oxide / Q000037:antagonists & inhibitors* / Q000378:metabolism; D010946:Plants, Medicinal / Q000737:chemistry; D027343:Rhizome / Q000737:chemistry
D000893:Anti-Inflammatory Agents; D036381:Diarylheptanoids; D009569:Nitric Oxide