Structure Elucidation of a Dihydropyranone from Tapinanthus dodoneifolius

A new dihydropyranone, (R)-6-[(S)-2-hydroxy-4-(4-hydroxyphenyl)butyl]-5,6-dihydropyran-2-one (1), was isolated from Tapinanthus dodoneifolius. The structure was determined from spectroscopic and X-ray crystallographic analysis. Compound 1 (named dodoneine) showed a relaxing effect on preconstricted...

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Veröffentlicht in:	Journal of natural products (Washington, D.C.) D.C.), 2007-12, Vol.70 (12), p.2006-2009
Hauptverfasser:	Ouedraogo, Maurice, Carreyre, Hélène, Vandebrouck, Clarisse, Bescond, Jocelyn, Raymond, Guy, Guissou, Innocent-Pierre, Cognard, Christian, Becq, Frédéric, Potreau, Daniel, Cousson, Alain, Marrot, Jérôme, Coustard, Jean-Marie
Format:	Artikel
Sprache:	eng
Schlagworte:	Africa, Western Animals aorta Aorta - drug effects Biological and medical sciences camphorsulfonate Cardiology and cardiovascular system chemical structure Crystallography, X-Ray dihydropyranone dodoneine General pharmacology Human health and pathology Life Sciences Loranthaceae - chemistry Medical sciences medicinal plants Molecular Conformation Molecular Structure Pharmaceutical sciences Pharmacognosy. Homeopathy. Health food Pharmacology Pharmacology. Drug treatments Plants, Medicinal - chemistry pyrans Pyrones - chemistry Pyrones - isolation & purification Pyrones - pharmacology Rats spectral analysis stereochemistry Stereoisomerism Tapinanthus Tapinanthus dodoneifolius Tissues and Organs
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Beschreibung
Zusammenfassung:	A new dihydropyranone, (R)-6-[(S)-2-hydroxy-4-(4-hydroxyphenyl)butyl]-5,6-dihydropyran-2-one (1), was isolated from Tapinanthus dodoneifolius. The structure was determined from spectroscopic and X-ray crystallographic analysis. Compound 1 (named dodoneine) showed a relaxing effect on preconstricted rat aortic rings (IC50 of 81.4 ± 0.9 µM).
ISSN:	0163-3864 1520-6025
DOI:	10.1021/np070355x