Two new quinoline and tris(4-hydroxycinnamoyl)spermine derivatives from Microdesmis keayana roots.

Chem Pharm Bull (Tokyo)

Laboratoire de Pharmacognosie, EA 1043, Faculté des Sciences Pharmaceutiques et Biologiques, Université de Lille 2, France.

Published: April 2007

Purification of a Microdesmis keayana hydromethanolic root extract led to the isolation of two new natural compounds, xanthoquininamide (6-hydroxyquinoline-4-carboxamide) and tris(4-hydroxycinnamoyl)spermine (N(5)-(p-coumaroyl)-N(1),N(14)-diferuloylspermine) which was named keayanine. Their structures were determined using spectroscopic analyses (ESI-MS, 1D- and 2D-NMR).

Download full-text PDF

Source
http://dx.doi.org/10.1248/cpb.55.643DOI Listing

Publication Analysis

Top Keywords

microdesmis keayana
8
quinoline tris4-hydroxycinnamoylspermine
4
tris4-hydroxycinnamoylspermine derivatives
4
derivatives microdesmis
4
keayana roots
4
roots purification
4
purification microdesmis
4
keayana hydromethanolic
4
hydromethanolic root
4
root extract
4

Similar Publications

Microdesmis keayana (Pandaceae) is an African tropical plant whose roots are used in traditional medicine for erection impairment but the compounds responsible for its action are unknown. Two major alkaloids recently isolated from the roots of M. keayana, keayanidine B and keayanine, were tested for vasorelaxing properties using isolated rat aortic rings precontracted by phenylephrine to confirm its traditional use.

View Article and Find Full Text PDF

Three new N(1),N(5),N(14)-tris(4- hydroxycinnamoyl)spermines were identified in hydromethanolic root extracts of Microdesmis keayana J. Léonard and Microdesmis puberula Hook f. The electrospray ionisation tandem mass spectrometry (ESI-MS/MS) technique with specific nuclear magnetic resonance analysis of hydrolysed products made it possible to identify N(1),N(5),N(14)-tris(p-coumaroyl)spermine, N(1)-feruloyl,N(5),N(14)-di(p-coumaroyl)spermine and N(1),N(5),N(14)-tris(feruloyl)spermine, named keayanines B, C and D, respectively.

View Article and Find Full Text PDF

Effects of Microdesmis keayana roots on sexual behavior of male rats.

Phytomedicine

August 2008

Laboratoire de Pharmacognosie (E.A. 1043), Faculté de Pharmacie, Université de Lille 2, B.P. 83, 59006 Lille Cedex, France.

In the present study, the aphrodisiac properties of Microdesmis keayana J. Léonard root extract and major isolated alkaloids were evaluated by observing the sexual behavior of male rats. Aqueous extract (150mg/kg body weight) and pure alkaloids (3mg/kg body weight) were administered orally by gavage to male rats.

View Article and Find Full Text PDF

Two new quinoline and tris(4-hydroxycinnamoyl)spermine derivatives from Microdesmis keayana roots.

Chem Pharm Bull (Tokyo)

April 2007

Laboratoire de Pharmacognosie, EA 1043, Faculté des Sciences Pharmaceutiques et Biologiques, Université de Lille 2, France.

Purification of a Microdesmis keayana hydromethanolic root extract led to the isolation of two new natural compounds, xanthoquininamide (6-hydroxyquinoline-4-carboxamide) and tris(4-hydroxycinnamoyl)spermine (N(5)-(p-coumaroyl)-N(1),N(14)-diferuloylspermine) which was named keayanine. Their structures were determined using spectroscopic analyses (ESI-MS, 1D- and 2D-NMR).

View Article and Find Full Text PDF

N1,N5,N10-Tris(4-hydroxycinnamoyl)spermidines from Microdesmis keayana roots.

Chem Biodivers

September 2006

Laboratoire de Pharmacognosie, E.A. 1043, Faculté de Pharmacie, Université de Lille 2, B.P. 83, F-59006 Lille Cedex.

Three new N1,N5,N10-tris(4-hydroxycinnamoyl)spermidines were isolated from a methanolic root extract of Microdesmis keayana. They were identified as N5,N10-di(p-coumaroyl)-N1-feruloylspermidine,N5-(p-coumaroyl)-N1,N10-diferuloylspermidine, and N1,N5,N10-triferuloylspermidine, and were named keayanidines A, B, and C (1-3), respectively. Their structures were established by spectral techniques(electrospray mass spectrometry, one- and two-dimensional NMR).

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!