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Leishmanicidal and Cholinesterase Inhibiting Activities of Phenolic Compounds from Allanblackia monticola and Symphonia globulifera
Department of Chemistry, Higher Teachers’ Training College, University of Yaoundé 1, P.O. Box 47, Yaoundé, Cameroon
Department of Chemistry, Organic and Bioorganic Chemistry, Bielefeld University, P.O.Box100131, 33501 Bieleleld, Germany
Laboratoire de Biologie et Biotechnologies Marines, UMR M IFREMER 100, Université de Caen Basse Normandie, 14032 Caen, France
Laboratoire de Pharmacognosie et de Molécules Naturelles Bioactives, LC01 UMR 7175, Faculté de Pharmacie, Université Louis Pasteur, Strasbourg, BP 60024-67401 Illkirch cedex, France
Department of Organic Chemistry, Faculty of Science, University of Yaoundé 1, BP 812, Yaoundé, Cameroon.
Swiss Tropical Institute, Medical parasitology and Infection Biology, Socinstrasse 57, CH-4002 Basel, Switzerland
H.E.J. Research Institute of Chemistry, International Center for Chemical Sciences, University of Karachi, Karachi-75270, Pakistan
* Authors to whom correspondence should be addressed.
Received: 15 May 2007; in revised form: 8 July 2007 / Accepted: 9 July 2007 / Published: 20 July 2007
Abstract: In a preliminary antiprotozoal screening of several Clusiaceae species, the methanolic extracts of Allanblackia monticola and Symphonia globulifera showed high in vitro leishmanicidal activity. Further bioguided phytochemical investigation led to the isolation of four benzophenones: guttiferone A (1), garcinol (2), cambogin (3) and guttiferone F (4), along with three xanthones: allanxanthone A (5), xanthone V1 (6) and globulixanthone C (7) as active constituents. Compounds 1 and 6 were isolated from S. globulifera leaves, while compounds 2-5 were obtained from A. monticola fruits. Guttiferone A (1) and F (4) showed particulary strong leishmanicidal activity in vitro, with IC50 values (0.2 μM and 0.16 μM, respectively) comparable to that of the reference compound, miltefosine (0.46 μM). Although the leishmanicidal activity is promising, the cytotoxicity profile of these compounds prevent at this state further in vivo biological evaluation. In addition, all the isolated compounds were tested in vitro for their anticholinesterase properties. The four benzophenones showed potent anticholinesterase properties towards acetylcholinesterase (AChE) and butylcholinesterase (AChE). For AChE, the IC50 value (0.66 μM) of garcinol (2) was almost equal to that of the reference compound galanthamine (0.50 μM). Furthermore, guttiferone A (1) and guttiferone F (4) (IC50 = 2.77 and 3.50 μM, respectively) were more active than galanthamine (IC50 = 8.5) against BChE.
Keywords: Allanblackia monticola; Symphonia globulifera; Phenolic compounds; Leishmanicidal; Anticholinesterase
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Lenta, B.N.; Vonthron-Sénécheau, C.; Weniger, B.; Devkota, K.P.; Ngoupayo, J.; Kaiser, M.; Naz, Q.; Choudhary, M.I.; Tsamo, E.; Sewald, N. Leishmanicidal and Cholinesterase Inhibiting Activities of Phenolic Compounds from Allanblackia monticola and Symphonia globulifera. Molecules 2007, 12, 1548-1557.
Lenta BN, Vonthron-Sénécheau C, Weniger B, Devkota KP, Ngoupayo J, Kaiser M, Naz Q, Choudhary MI, Tsamo E, Sewald N. Leishmanicidal and Cholinesterase Inhibiting Activities of Phenolic Compounds from Allanblackia monticola and Symphonia globulifera. Molecules. 2007; 12(8):1548-1557.
Lenta, Bruno N.; Vonthron-Sénécheau, Catherine; Weniger, Bernard; Devkota, Krishna P.; Ngoupayo, Joseph; Kaiser, Marcel; Naz, Qamar; Choudhary, Muhammad I.; Tsamo, Etienne; Sewald, Norbert. 2007. "Leishmanicidal and Cholinesterase Inhibiting Activities of Phenolic Compounds from Allanblackia monticola and Symphonia globulifera." Molecules 12, no. 8: 1548-1557.