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Naucline, a New Indole Alkaloid from the Bark of Nauclea officinalis†
Department of Chemistry, Faculty of Science, University of Malaya, 50603 Kuala Lumpur, Malaysia
Department of Pharmacology, Faculty of Medicine, University of Malaya, 50603 Kuala Lumpur, Malaysia
Faculty of Pharmaceutical Sciences, Hoshi University, Shinagawa-ku, Tokyo 142-8501, Japan
Institut de Chimie de la Substances Naturelles, Centre Nationale de la Recherches Scientifique, 91198, Gif-sur Yvette, Cedex, France
† We wish to dedicate this article to our dearest colleague, Dr. Mat Ropi bin Mukhtar who has been a great inspiration to natural product research in Malaysia and globally.
* Author to whom correspondence should be addressed.
Received: 9 February 2012; in revised form: 27 March 2012 / Accepted: 28 March 2012 / Published: 2 April 2012
Abstract: A new indole alkaloid, naucline (1) together with four known alkaloids, angustine (2), angustidine (3), nauclefine (4) and naucletine (5), were isolated from the bark of Nauclea officinalis. The structures of all isolated compounds were elucidated with various spectroscopic methods such as 1D- and 2D- NMR, IR, UV and LCMS-IT-TOF. In addition to that of alkaloid 1, the complete 13C-NMR data of naucletine (5) were also reported. Naucline (1) showed a moderate vasorelaxant activity (90% relaxation at 1 × 10−5 M) whereas, angustine (2), nauclefine (4), and naucletine (5) showed potent vasorelaxant activity (more than 90% relaxation at 1 × 10−5 M) on an isolated rat aorta.
Keywords: naucline; angustine; angustidine; nauclefine; naucletine; Rubiaceae; vasorelaxant activity
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Liew, S.Y.; Mukhtar, M.R.; Hadi, A.H.A.; Awang, K.; Mustafa, M.R.; Zaima, K.; Morita, H.; Litaudon, M. Naucline, a New Indole Alkaloid from the Bark of Nauclea officinalis. Molecules 2012, 17, 4028-4036.
Liew SY, Mukhtar MR, Hadi AHA, Awang K, Mustafa MR, Zaima K, Morita H, Litaudon M. Naucline, a New Indole Alkaloid from the Bark of Nauclea officinalis. Molecules. 2012; 17(4):4028-4036.
Liew, Sook Yee; Mukhtar, Mat Ropi; Hadi, A. Hamid A.; Awang, Khalijah; Mustafa, Mohd Rais; Zaima, Kazumasa; Morita, Hiroshi; Litaudon, Marc. 2012. "Naucline, a New Indole Alkaloid from the Bark of Nauclea officinalis." Molecules 17, no. 4: 4028-4036.