title: Toussaintines A-E: antimicrobial indolidinoids, a cinnamoylhydrobenzofuranoid and a cinnamoylcyclohexenoid from Toussaintia orientalis leaves.
abstract: Toussaintine A (N-cinnamoyl-5,6-dehydro-4-hydroxyindolidin-2,7-dione), toussaintine B (N-cinnamoyl-5,6-dehydro-4,7-dihydroxyindolidin-2-one), toussaintine C (N-cinnamoyl-5,6-dehydro-4-hydroxyindolidin-7-one), toussaintine D (N-cinnamoyl-2-amino-4-hydroxy-7-oxo-2,3,8,9-tetrahydrobenzofuran) and toussaintine E (N-cinnamoyl-1-acetoxymethyl-2-amino-1-hydroxycyclox-5-en-4-one) were isolated as antibacterial and antifungal constituents of the leaves of Toussaintia orientalis Verdc. (Annonaceae) and their structures established from analysis of spectroscopic data. The compounds belong to a series of variously cyclized aminocinnamoyl tetraketide derivatives, showing the importance of rarely occurring Annonaceae species as sources of structurally diverse natural products.
authors: Department of Chemistry, University of Dar es Salaam, P.O. Box 35061, Dar es Salaam, Tanzania.
authors: Stephen
authors: S
authors: Samwel
authors: Josiah O
authors: JO
authors: Odalo
authors: Mayunga H H
authors: MH
authors: Nkunya
authors: Cosam C
authors: CC
authors: Joseph
authors: Neil A
authors: NA
authors: Koorbanally
mesh_terms: D029061:Annonaceae / Q000737:chemistry*; D000890:Anti-Infective Agents / Q000494:pharmacology*; D001572:Benzofurans / Q000494:pharmacology; D002176:Candida albicans / Q000187:drug effects; D002934:Cinnamates / Q000494:pharmacology; D003512:Cyclohexanones / Q000494:pharmacology*; D004187:Disaccharides / Q000494:pharmacology*; D004926:Escherichia coli / Q000187:drug effects; D007211:Indoles / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010936:Plant Extracts / Q000737:chemistry*; D018515:Plant Leaves / Q000737:chemistry; D013211:Staphylococcus aureus / Q000187:drug effects
chemical_list: D000890:Anti-Infective Agents; D001572:Benzofurans; D002934:Cinnamates; D003512:Cyclohexanones; D004187:Disaccharides; D007211:Indoles; C582841:N-cinnamoyl-1-acetoxymethyl-2-amino-1-hydroxycyclohexx-5-en-4-one; C582840:N-cinnamoyl-2-amino-4-hydroxy-7-oxo-2,3,8,9-tetrahydrobenzofuran; C582838:N-cinnamoyl-5,6-dehydro-4,7-dihydroxyindolidin-2-one; C582837:N-cinnamoyl-5,6-dehydro-4-hydroxyindolidin-2,7-dione; C582839:N-cinnamoyl-5,6-dehydro-4-hydroxyindolidin-7-one; D010936:Plant Extracts; C413265:tetraketide