Bisnicalaterines B and C, Atropisomeric Bisindole Alkaloids from Hunteria zeylanica, Showing Vasorelaxant Activity

Two new bisindole alkaloids, bisnicalaterines B and C (1 and 2) consisting of an eburnane and a corynanthe type of skeletons, were isolated from the bark of Hunteria zeylanica. Their absolute structures were determined by combination of NMR, CD, and computational methods, and each of them was shown...

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Veröffentlicht in:	Journal of organic chemistry 2010-06, Vol.75 (12), p.4218-4223
Hauptverfasser:	Hirasawa, Yusuke, Hara, Mayumi, Nugroho, Alfarius E, Sugai, Masatomo, Zaima, Kazumasa, Kawahara, Nobuo, Goda, Yukihiro, Awang, Khalijah, Hadi, A. Hamid A, Litaudon, Marc, Morita, Hiroshi
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkaloids - chemistry Animals Aorta - cytology Aorta - drug effects Apocynaceae - chemistry Apocynaceae - classification Biological and medical sciences Cells, Cultured Cellular Biology Chemistry Circular Dichroism Exact sciences and technology General pharmacology Heterocyclic compounds Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings Indole Alkaloids - chemistry Indole Alkaloids - isolation & purification Indole Alkaloids - pharmacology Life Sciences Magnetic Resonance Spectroscopy Malaysia Male Medical sciences Models, Molecular Molecular Structure Organ Culture Techniques Organic chemistry Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Plant Bark - chemistry Plants, Medicinal - chemistry Preparations and properties Rats Rats, Wistar Stereoisomerism Vasodilator Agents - chemistry Vasodilator Agents - isolation & purification Vasodilator Agents - pharmacology
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Beschreibung
Zusammenfassung:	Two new bisindole alkaloids, bisnicalaterines B and C (1 and 2) consisting of an eburnane and a corynanthe type of skeletons, were isolated from the bark of Hunteria zeylanica. Their absolute structures were determined by combination of NMR, CD, and computational methods, and each of them was shown to be in an atropisomeric relationship. Bisnicalaterines B and C (1 and 2) showed potent vasorelaxant activity on isolated rat aorta.
ISSN:	0022-3263 1520-6904
DOI:	10.1021/jo1006762