Dendrocyin: an isocucurbitacin with novel cyclic side chain from Dendrosicyos socotrana

From the chloroform extract of Dendrosicyos socotrana Balf.f. stems, A new isocucurbitacin (Dendrocyin) with unusual cyclization in the side chain; 24β-ethoxy-20-25-epoxy-3α,16α-dihydroxy-9-methyl-19-norlanost-5(6) ene-2,11,22-trione has been isolated alongside isocucurbitacin R. Dendrosicyos socotr...

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Bibliographic Details
Published in:Phytochemistry (Oxford) 2004-09, Vol.65 (18), p.2551-2556
Main Authors: Hussein, Hosny A., Abdel-Halim, Osama B., Marwan, El-Sayed M., El-Gamal, Ali A., Mosana, Ramazy
Format: Article
Language:English
Subjects:
chemical reactions
chemical structure
Cucurbitaceae
cucurbitacins
Cyclization
dendrocyin
Dendrosicyos socotrana
Dendrosicyos socotrana Balf.f
Isocucurbitacins
isomers
Magnetic Resonance Spectroscopy
Magnoliopsida - chemistry
Molecular Structure
spectral analysis
Stems
stereochemistry
Triterpenes - chemistry
Triterpenes - isolation & purification
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Summary:From the chloroform extract of Dendrosicyos socotrana Balf.f. stems, A new isocucurbitacin (Dendrocyin) with unusual cyclization in the side chain; 24β-ethoxy-20-25-epoxy-3α,16α-dihydroxy-9-methyl-19-norlanost-5(6) ene-2,11,22-trione has been isolated alongside isocucurbitacin R. Dendrosicyos socotrana Balf.f. is a unique species (Cucurbitaceae) native to Socotra island in the horn of Africa. From the chloroform extract of the stems, A new isocucurbitacin (Dendrocyin) with unusual cyclization in the side chain; 24β-ethoxy-20-25-epoxy-3α,16α-dihydroxy-9-methyl-19-norlanost-5(6) ene-2,11,22-trione has been isolated alongside isocucurbitacin R. Their structural configuration were established by usual spectroscopic ( 1H NMR, 13C NMR and DEPT) and two-dimensional NMR techniques ( 1H– 1H Cosy, HMBC and HMQC).
ISSN:0031-9422
1873-3700
DOI:10.1016/j.phytochem.2004.07.016