title: Synthesis and biological evaluation of bilobol and adipostatin A.
abstract: Concise total synthesis of bilobol 5-pentadecenylresorcinol (1), isolated from Gingko biloba fruits, has been achieved in 10 steps with 51% overall yield from 3,5-dihydroxybenzoic acid (3). Adipostatin A (2), isolated from the fruits as well as from Streptomyces cyaneus 2299-SV1, has also been synthesized in two steps from methylated bilobol (10). The structure-activity relationship study of synthetic products was described by means of cytotoxic assay against human KB carcinoma cell lines.
authors.affiliation: Department of Materials & Life Sciences, Faculty of Science & Technology, Sophia University, Tokyo, Japan.
authors.forename: Ayano
authors.initials: A
authors.lastname: Tanaka
authors.forename: Yasuhiro
authors.initials: Y
authors.lastname: Arai
authors.forename: Su-Nam
authors.initials: SN
authors.lastname: Kim
authors.forename: Jungyeob
authors.initials: J
authors.lastname: Ham
authors.forename: Toyonobu
authors.initials: T
authors.lastname: Usuki
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D020441:Ginkgo biloba / Q000737:chemistry; D006801:Humans; D007624:KB Cells; D019906:Nuclear Magnetic Resonance, Biomolecular; D012118:Resorcinols / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013302:Streptomyces / Q000737:chemistry; D013329:Structure-Activity Relationship
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D012118:Resorcinols; C064011:bilobol; C041328:adipostatin A