Design, synthesis, and anti-inflammatory activity both in vitro and in vivo of new betulinic acid analogues having an enone functionality in ring A.
Fifteen new betulinic acid analogues were designed, synthesized, and tested for anti-inflammatory activity. Many of these analogues effectively suppress nitric oxide (NO) production in RAW cells stimulated with interferon-gamma. Analogue 10 is highly and orally active in vivo for induction of the anti-inflammatory and cytoprotective enzyme, heme oxygenase-1.
Honda
Tadashi
T
Department of Chemistry, Dartmouth College, Hanover, NH 03755, USA. th9@dartmouth.edu
Liby
Karen T
KT
Su
Xiaobo
X
Sundararajan
Chitra
C
Honda
Yukiko
Y
Suh
Nanjoo
N
Risingsong
Renee
R
Williams
Charlotte R
CR
Royce
Darlene B
DB
Sporn
Michael B
MB
Gribble
Gordon W
GW
D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002460:Cell Line; D015195:Drug Design; D008264:Macrophages / Q000187:drug effects; D051379:Mice; D008958:Models, Molecular; D008968:Molecular Conformation; D009569:Nitric Oxide / Q000037:antagonists & inhibitors; D053978:Pentacyclic Triterpenes; D013329:Structure-Activity Relationship; D014315:Triterpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D000094062:Betulinic Acid
D000894:Anti-Inflammatory Agents, Non-Steroidal; D053978:Pentacyclic Triterpenes; D014315:Triterpenes; D009569:Nitric Oxide; D000094062:Betulinic Acid