title: Biosynthesis of sespendole.
abstract: Sespendole is the first reported fungal metabolite having an indolosesquiterpene core structure. The biosynthesis of sespendole was studied here by feeding experiments with [13C]acetate, [15N]anthranilic acid and [13C]tryptophan. The data suggested that a farnesyl residue derived from the mevalonate pathway and an anthranilate-derived indole-3-glycerol phosphate residue are condensed, and then cyclization occurs along with rearrangement to form the indolosesquiterpene core.
authors.affiliation: School of Pharmaceutical Sciences, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo 108-8641, Japan.
authors.forename: Ryuji
authors.initials: R
authors.lastname: Uchida
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Tomoda
authors.forename: Satoshi
authors.initials: S
authors.lastname: Omura
mesh_terms: D000085:Acetates / Q000378:metabolism; D004224:Diterpenes / Q000378:metabolism*; D005658:Fungi / Q000378:metabolism*; D007211:Indoles / Q000378:metabolism*; D019906:Nuclear Magnetic Resonance, Biomolecular; D014364:Tryptophan / Q000378:metabolism; D062367:ortho-Aminobenzoates / Q000378:metabolism
chemical_list: D000085:Acetates; D004224:Diterpenes; D007211:Indoles; D062367:ortho-Aminobenzoates; C510263:sespendole; C031385:anthranilic acid; D014364:Tryptophan