title: Design, synthesis, and anti-inflammatory activity both in vitro and in vivo of new betulinic acid analogues having an enone functionality in ring A.
abstract: 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.
authors.affiliation: Department of Chemistry, Dartmouth College, Hanover, NH 03755, USA. th9@dartmouth.edu
authors.forename: Tadashi
authors.initials: T
authors.lastname: Honda
authors.forename: Karen T
authors.initials: KT
authors.lastname: Liby
authors.forename: Xiaobo
authors.initials: X
authors.lastname: Su
authors.forename: Chitra
authors.initials: C
authors.lastname: Sundararajan
authors.forename: Yukiko
authors.initials: Y
authors.lastname: Honda
authors.forename: Nanjoo
authors.initials: N
authors.lastname: Suh
authors.forename: Renee
authors.initials: R
authors.lastname: Risingsong
authors.forename: Charlotte R
authors.initials: CR
authors.lastname: Williams
authors.forename: Darlene B
authors.initials: DB
authors.lastname: Royce
authors.forename: Michael B
authors.initials: MB
authors.lastname: Sporn
authors.forename: Gordon W
authors.initials: GW
authors.lastname: Gribble
mesh_terms: 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
chemical_list: D000894:Anti-Inflammatory Agents, Non-Steroidal; D053978:Pentacyclic Triterpenes; D014315:Triterpenes; D009569:Nitric Oxide; D000094062:Betulinic Acid