Diprenylated chalcones and other constituents from the twigs of Dorstenia barteri var. subtriangularis

The twigs of Dorstenia barteri var. subtriangularis yielded three diprenylated chalcones: (−)-3-(3,3-dimethylallyl)-5′-(2-hydroxy-3-methylbut-3-enyl)-4,2′,4′-trihydroxychalcone, (+)-3-(3,3-dimethylallyl)-4′,5′-[2‴-(1-hydroxy-1-methylethyl)-dihydrofurano]-4,2′-dihydroxychalcone and 3,4-(6″,6″-dimethy...

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Bibliographic Details
Published in:Phytochemistry (Oxford) 2004-02, Vol.65 (4), p.427-432
Main Authors: Ngameni, Barthelemy, Ngadjui, Bonaventure T., Folefoc, Gabriel N., Watchueng, Jean, Abegaz, Berhanu M.
Format: Article
Language:English
Subjects:
Bartericins A, B and C
Biological and medical sciences
Biological control
Chalcone - analogs & derivatives
Chalcone - isolation & purification
Chemical constitution
Control
Dorstenia barteri var. subtriangularis
Fundamental and applied biological sciences. Psychology
Isolation
Moraceae
Moraceae - chemistry
Nuclear Magnetic Resonance, Biomolecular
Phytopathology. Animal pests. Plant and forest protection
Plant physiology and development
Plant Stems - chemistry
Prenylated chalcones
Protozoa. Invertebrates
Terpenes - chemistry
Twigs
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Summary:The twigs of Dorstenia barteri var. subtriangularis yielded three diprenylated chalcones: (−)-3-(3,3-dimethylallyl)-5′-(2-hydroxy-3-methylbut-3-enyl)-4,2′,4′-trihydroxychalcone, (+)-3-(3,3-dimethylallyl)-4′,5′-[2‴-(1-hydroxy-1-methylethyl)-dihydrofurano]-4,2′-dihydroxychalcone and 3,4-(6″,6″-dimethyldihydropyrano)-4′,5′-[2‴,-(1-hydroxy-1-methylethyl)-dihydrofurano]-2′-hydroxychalcone for which the names bartericins A, B and C, respectively, are proposed. Stipulin, β-sitosterol and its 3-β-D-glucopyranosyl derivative were also isolated. The structures of these secondary metabolites were determined on the basis of spectroscopic analysis, especially, NMR spectra in conjunction with 2D experiments, COSY, HMQC and HMBC. The structural relationship of bartericins B and C was further established by the chemical cyclization of one to the other. The twigs of Dorstenia barteri var. subtriangularis yielded three new diprenylated chalcones, named: bartericins A ( 3), B ( 4) and C ( 5).
ISSN:0031-9422
1873-3700
DOI:10.1016/j.phytochem.2003.10.021