title: Synthesis of a novel dicyano abietane analogue: a potential antiinflammatory agent.
abstract: From a structure-activity relationship perspective, the new abietane 5 having cyano groups at C-2 and C-13 and a phenolic ring C has been synthesized and evaluated biologically because the related compound 4 has high potency in inflammation models in vitro and in vivo. Compound 5 was synthesized from 8, which was obtained in five steps from the known compound 9, via an unexpected aromatization caused by the addition of PhSeCl and subsequent oxidation/elimination of the selenated intermediate 14 with H2O2.
authors.affiliation: Department of Chemistry, Dartmouth College, 6128 Burke Laboratory, Hanover, New Hampshire 03755, USA. th9@dartmouth.edu
authors.forename: Tadashi
authors.initials: T
authors.lastname: Honda
authors.forename: Hidenori
authors.initials: H
authors.lastname: Yoshizawa
authors.forename: Chitra
authors.initials: C
authors.lastname: Sundararajan
authors.forename: Gordon W
authors.initials: GW
authors.lastname: Gribble
mesh_terms: D045784:Abietanes / Q000138:chemical synthesis* / Q000737:chemistry; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009570:Nitriles / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction
chemical_list: D045784:Abietanes; D000893:Anti-Inflammatory Agents; D009570:Nitriles