Grandine A, a New Proaporphine Alkaloid from the Bark of Phoebe grandis

doi:10.3390/molecules14031227

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Molecules 2009, 14(3), 1227-1233; doi:10.3390/molecules14031227

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Grandine A, a New Proaporphine Alkaloid from the Bark of Phoebe grandis

Mat Ropi Mukhtar ¹ , Ahmad Nazif Aziz ³ , Noel F. Thomas ¹ , A. Hamid A. Hadi ¹ , Marc Litaudon ² and Khalijah Awang ¹^,*

¹ Centre for Natural Products and Drug Discovery, Block D, Department of Chemistry, Faculty of Science, University of Malaya, 50603 Kuala Lumpur, Malaysia ² Institut de Chimie des Substances Naturelles, Centre Nationale de la Recherche Scientifique, UPR2301, 91198, Gif-sur-Yvette, Cedex, France ³ Department of Chemical Sciences, Faculty of Science and Technology, Universiti Malaysia Terengganu, 21030 Kuala Terengganu, Terengganu, Malaysia

* Author to whom correspondence should be addressed.

Received: 23 December 2008; in revised form: 13 February 2009 / Accepted: 18 February 2009 / Published: 23 March 2009

(This article belongs to the Special Issue Aporphines and Oxoaporphines)

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Abstract: The stem bark of Phoebe grandis afforded one new oxoproaporphine; (–)-grandine A (1), along with six known isoquinoline alkaloids: (–)-8,9-dihydrolinearisine (2), boldine, norboldine, lauformine, scortechiniine A and scortechiniine B. In addition to that of the new compound, complete ¹H- and ¹³C-NMR data of the tetrahydroproaporphine (–)-8,9-dihydrolinearisine (2) is also reported. The alkaloids’ structures were elucidated primarily by means of high field 1D- and 2D-NMR and HRMS spectral data.

Keywords: Oxoproaporphine; NMR; Phoebe grandis; Aporphine; Dihydrolinearisine

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MDPI and ACS Style

Mukhtar, M.R.; Aziz, A.N.; Thomas, N.F.; Hadi, A.H.A.; Litaudon, M.; Awang, K. Grandine A, a New Proaporphine Alkaloid from the Bark of Phoebe grandis. Molecules 2009, 14, 1227-1233.

AMA Style

Mukhtar M.R., Aziz A.N., Thomas N.F., Hadi A.H.A., Litaudon M., Awang K. Grandine A, a New Proaporphine Alkaloid from the Bark of Phoebe grandis. Molecules. 2009; 14(3):1227-1233.

Chicago/Turabian Style

Mukhtar, Mat Ropi; Aziz, Ahmad Nazif; Thomas, Noel F.; Hadi, A. Hamid A.; Litaudon, Marc; Awang, Khalijah. 2009. "Grandine A, a New Proaporphine Alkaloid from the Bark of Phoebe grandis." Molecules 14, no. 3: 1227-1233.

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