Diterpenoids from the stem bark of Croton zambesicus

Three clerodane diterpenoids, crotozambefurans A, B and C were isolated from the stem bark of Croton zambesicus together with the known clerodane crotocorylifuran and two trachylobanes: 7β-acetoxytrachyloban-18-oic acid and trachyloban-7β, 18-diol. Betulinol, lupeol, sitosterol and its 3β-glucopyran...

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Bibliographic Details
Published in:Phytochemistry (Oxford) 2002-06, Vol.60 (4), p.345-349
Main Authors: Ngadjui, Bonaventure T, Abegaz, Berhanu M, Keumedjio, Felix, Folefoc, Gabriel N, Kapche, Gilbert W.F
Format: Article
Language:English
Subjects:
Biological and medical sciences
Cameroon
Chemical constitution
Chromatography - methods
Clerodane
Croton - chemistry
Croton zambesicus
Crotozambefurans A, B and C
Diterpenes - chemistry
Euphorbiaceae
Fundamental and applied biological sciences. Psychology
Furans - chemistry
Isolation
Mass Spectrometry - methods
Nuclear Magnetic Resonance, Biomolecular - methods
Plant Bark - chemistry
Plant Extracts - chemistry
Plant physiology and development
Plant Stems - chemistry
Plants, Medicinal - chemistry
Spectrometry, Mass, Electrospray Ionization
Spectrophotometry, Infrared
Stem bark
Stereoisomerism
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Summary:Three clerodane diterpenoids, crotozambefurans A, B and C were isolated from the stem bark of Croton zambesicus together with the known clerodane crotocorylifuran and two trachylobanes: 7β-acetoxytrachyloban-18-oic acid and trachyloban-7β, 18-diol. Betulinol, lupeol, sitosterol and its 3β-glucopyranosyl derivative were also obtained. The structures of crotozambefurans A, B and C were determined, respectively, as: 15,16-epoxy-1,3,13(16),14-clerodatetraen-20,12-olide-18,19-dioic acid dimethylester, 15,16-epoxy-1,3,13(16),14-clerodatetraen-18,19,20-trioic acid trimethylester and 15,16-epoxy-3,13(16),14-clerodatrien-19,1α:20,12-diolide-18-oic acid methylester, using spectroscopic analysis, especially, NMR spectra in conjunction with 2D experiments, COSY, HSQC, HMBC and TOCSY. Three clerodane diterpenoids, one known, and two trachylobanes were identified from the stem bark of Croton zambesicus.
ISSN:0031-9422
1873-3700
DOI:10.1016/S0031-9422(02)00034-1