The caulindoles: dimeric prenylindoles from Isolona cauliflora.
Four dimeric prenylindoles occurring in diastereomeric pairs, the caulindole A-D, 5-(3-methyl-2-butenyl)-1H-indole, and (E)-5-(3-methylbuta-1,3-dienyl)-1H-indole were isolated from the stem and root barks of Isolona cauliflora, an ecologically endangered Annonaceae species. Structural determination was achieved based on interpretation of spectroscopic data. Biogenetically, the caulindoles are considered as Diels-Alder-type cycloaddition products of mono- and/or bis-prenylindoles [e.g. 5-(3-methyl-2-butenyl)-1H-indole and (E)-5-(3-methylbuta-1,3-dienyl)-1H-indole] as the dienes and dienophiles.
Makangara
John J
JJ
Department of Chemistry, University of Dar es Salaam, PO Box 35061, Dar es Salaam, Tanzania.
Henry
Leonia
L
Jonker
Stephan A
SA
Nkunya
Mayunga H H
MH
D029061:Annonaceae / Q000737:chemistry*; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D019281:Dimerization; D005658:Fungi / Q000187:drug effects; D007211:Indoles / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D025282:Mycelium / Q000187:drug effects / Q000254:growth & development; D019906:Nuclear Magnetic Resonance, Biomolecular; D024301:Plant Bark / Q000737:chemistry; D018517:Plant Roots / Q000737:chemistry; D018547:Plant Stems / Q000737:chemistry; D013237:Stereoisomerism
D000935:Antifungal Agents; D007211:Indoles