Rare trisubstituted sesquiterpenes daucanes from the wild Daucus carota

Phytochemical and biological investigation of the roots of Daucus carota ssp. Carota afforded three new and four known compounds, including four sesquiterpenes daucane esters. The structures of the new compounds were determined by extensive NMR studies, including DEPT, COSY, NOESY, HMQC and HMBC ana...

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Bibliographic Details
Published in:	Phytochemistry (Oxford) Vol. 66; no. 14; pp. 1680 - 1684
Main Authors:	Ahmed, Ahmed A., Bishr, Mohktar M., El-Shanawany, Mohamed A., Attia, Eman Z., Ross, Samir A., Paré, Paul W.
Format:	Journal Article
Language:	English
Published:	Amsterdam Elsevier Ltd 01-07-2005 Elsevier
Subjects:	Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - isolation & purification Anti-Bacterial Agents - pharmacology Antibacterial antibacterial properties antifungal properties Apiaceae Aspergillus niger Bacillus Bacillus cereus Biological and medical sciences Chemical constitution chemical structure coumarins Daucane sesquiterpenes daucanes Daucus carota Daucus carota - chemistry Daucus carota ssp. carota Escherichia coli Fundamental and applied biological sciences. Psychology Fusarium oxysporum General pharmacology human health Medical sciences Molecular Structure Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments phytochemicals plant biochemistry Plant physiology and development Plant Roots - chemistry Polyacetylene Pseudomonas aeruginosa Sesquiterpene coumarin Sesquiterpenes - chemistry Sesquiterpenes - isolation & purification Sesquiterpenes - pharmacology sesquiterpenoids spectral analysis Staphylococcus aureus stereochemistry Streptomyces scabies Daucus carota ssp. carota Antibacterial Polyacetylene Apiaceae Daucane sesquiterpenes Sesquiterpene coumarin Daucus carota Molecular structure Pharmacognosy Pesticides Glucoside Biological activity Fungicide Ester Dicotyledones Sesquiterpenes Angiospermae Plant origin Isolation Spermatophyta Umbelliferae Antibacterial agent
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Summary:	Phytochemical and biological investigation of the roots of Daucus carota ssp. Carota afforded three new and four known compounds, including four sesquiterpenes daucane esters. The structures of the new compounds were determined by extensive NMR studies, including DEPT, COSY, NOESY, HMQC and HMBC analyses. Phytochemical and biological investigation of the roots of the wild Daucus carota ssp. carota afforded three new and four known compounds, including four sesquiterpenes daucane esters ( 1– 3 [new], and 4), one polyacetylene ( 5), one sesquiterpene coumarin ( 6), and sitosterol glucoside. The structures of the new compounds were determined by comprehensive NMR studies, including DEPT, COSY, NOESY, HMQC and HMBC analyses. Based on an agar diffusion assay, 1, 2 and 4– 6 were screened and found to contain a range of low antibacterial activities against four gram positive ( Staphylococcus aureus, Streptomyces scabies, Bacillus subtilus, Bacillus cereus) and two gram negative species ( Pseudomonas aeruginosa, Escherichia coli) as well as antifungal against Fusarium oxysporum and Aspergillus niger using cup agar diffusion assay.
Bibliography:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	0031-9422 1873-3700
DOI:	10.1016/j.phytochem.2005.05.010