title: 2-Cyano-3,10-dioxooleana-1,9(11)-dien-28-oic acid anhydride. A novel and highly potent anti-inflammatory and cytoprotective agent.
abstract: 2-Cyano-3,10-dioxooleana-1,9(11)-dien-28-oic acid anhydride (CDDO anhydride) has been synthesized, which is the first example of an oleanane triterpenoid anhydride. CDDO anhydride shows potency similar to or higher than the corresponding acid (CDDO) in various in vitro and in vivo assays related to inflammation and carcinogenesis. Notably, preliminary phamacokinetics studies show that CDDO anhydride levels are higher than CDDO levels in mouse tissues and blood. Further evaluation of CDDO anhydride is in progress.
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: Eric M
authors.initials: EM
authors.lastname: Padegimas
authors.forename: Emilie
authors.initials: E
authors.lastname: David
authors.forename: Chitra
authors.initials: C
authors.lastname: Sundararajan
authors.forename: Karen T
authors.initials: KT
authors.lastname: Liby
authors.forename: Charlotte
authors.initials: C
authors.lastname: Williams
authors.forename: Michael B
authors.initials: MB
authors.lastname: Sporn
authors.forename: Melean
authors.initials: M
authors.lastname: Visnick
mesh_terms: D000812:Anhydrides / Q000737:chemistry / Q000493:pharmacokinetics / Q000494:pharmacology; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000737:chemistry* / Q000493:pharmacokinetics / Q000494:pharmacology*; D045744:Cell Line, Tumor; D019610:Cytoprotection / Q000187:drug effects; D051547:Heme Oxygenase-1 / Q000378:metabolism; D051379:Mice; D009569:Nitric Oxide / Q000037:antagonists & inhibitors* / Q000378:metabolism; D052247:Nitric Oxide Synthase Type II / Q000378:metabolism; D009828:Oleanolic Acid / Q000737:chemistry* / Q000493:pharmacokinetics / Q000494:pharmacology*; D014315:Triterpenes / Q000737:chemistry / Q000493:pharmacokinetics / Q000494:pharmacology
chemical_list: D000812:Anhydrides; D000893:Anti-Inflammatory Agents; D014315:Triterpenes; D009569:Nitric Oxide; D009828:Oleanolic Acid; D052247:Nitric Oxide Synthase Type II; C496317:Nos2 protein, mouse; D051547:Heme Oxygenase-1