Novel synthetic oleanane triterpenoids: a series of highly active inhibitors of nitric oxide production in mouse macrophages.
Novel oleanane triterpenoids with modified rings A and C were designed and synthesized. Among them, methyl 2-carboxy-3,12-dioxooleana-1,9-dien-28-oate showed similar high inhibitory activity (IC50 = 0.8 nM) to 2-cyano-3,12-dioxooleana-1,9-dien-28-oic acid (CDDO), which we have synthesized previously, against production of nitric oxide induced by interferon-gamma in mouse macrophages.
Honda
T
T
Department of Chemistry, Dartmouth College, Hanover, NH 03755, USA.
Rounds
B V
BV
Bore
L
L
Favaloro
F G
FG
Gribble
G W
GW
Suh
N
N
Wang
Y
Y
Spor
M B
MB
D000818:Animals; D007371:Interferon-gamma / Q000494:pharmacology; D008264:Macrophages / Q000187:drug effects* / Q000378:metabolism; D051379:Mice; D009569:Nitric Oxide / Q000037:antagonists & inhibitors* / Q000096:biosynthesis; D012503:Saponins / Q000737:chemistry*; D013329:Structure-Activity Relationship; D014315:Triterpenes / Q000737:chemistry / Q000494:pharmacology*
D012503:Saponins; D014315:Triterpenes; D009569:Nitric Oxide; D007371:Interferon-gamma