Joséphine Ngo Mbing1, Dieudonné Emmanuel Pegnyemb1, Eric Robert Tiam1, Dominique Serge Ngono Bikobo1, Ibrahim Mbouombouo Ndassa2,3, Norbert Mbabi Nyemeck Ii1, Auguste Abouem A Zintchem4,5, Lawrence Ayong6, Patrick Hervé Betote Diboué7, Bruno Lenta Ndjakou1,3. 1. Department of Organic Chemistry, Faculty of Science, University of Yaoundé I, P.O Box 812, Yaounde, Cameroon. 2. Department of Inorganic Chemistry, Faculty of Science, University of Yaoundé I, P.O Box 812, Yaounde, Cameroon. 3. Department of Chemistry, Higher Training College, University of Yaoundé I, P.O Box 47, Yaounde, Cameroon. 4. Department of Organic Chemistry, Faculty of Science, University of Yaoundé I, P.O Box 812, Yaounde, Cameroon. augabouem@yahoo.fr. 5. Department of Chemistry, Higher Training College, University of Yaoundé I, P.O Box 47, Yaounde, Cameroon. augabouem@yahoo.fr. 6. Centre Pasteur du Cameroun, Yaounde, Cameroon. 7. Centre for Research on Medicinal Plants and Traditional Medicine, Institute of Medical Research and Medicinal Plants Studies, Yaounde, Cameroon.
Abstract
BACKGROUND: Chemical and pharmacological investigations were performed on the stems of Cordia batesii (Boraginaeae); chemical studies included quantum calculations applied on a newly described compound. RESULTS: A new derivative of allantoin (1) named batesiin (2) was characterized. Thirteen other known compounds involving allantoin (1) were either isolated or identified. GC-MS enabled the identification of six compounds from a fraction containing essential oil. MeOH extract and some isolated compounds were tested in vitro against Pf7G8 CQS and Pf Dd2 CQR strains of Plasmodium falciparum; extract disclosed a moderate antiplasmodial activity (IC50 = 50 μg mL-1). Meantime, the CH2Cl2 extract and essential oil fraction were tested on a resistant mycobacterial strain of Mycobacterium tuberculosis; a potent antimycobacterial activity with a MIC = 9.52 μg mL-1 was deduced from essential oil. Density functional theory (DFT) calculations were carried on batesiin (2). Calculated chemical shifts at B3LYP/6-31G(d,p) and MPW1PW91/6-31G+(d,p) showed much better correlations with the experimental data. Time dependent DFT at B3LYP/6-31G+(d,p) displayed a major absorption band 3.01 nm higher than the experimental value. CONCLUSION: Cordia batesii can be considered as promising in search of compounds with antimalarial and antitubercular properties. DFT studies are very helpful when trying to learn more about the spectroscopic insights of a derivative of allantoin (1).
BACKGROUND:Chemical and pharmacological investigations were performed on the stems of Cordia batesii (Boraginaeae); chemical studies included quantum calculations applied on a newly described compound. RESULTS: A new derivative of allantoin (1) named batesiin (2) was characterized. Thirteen other known compounds involving allantoin (1) were either isolated or identified. GC-MS enabled the identification of six compounds from a fraction containing essential oil. MeOH extract and some isolated compounds were tested in vitro against Pf7G8CQS and Pf Dd2CQR strains of Plasmodium falciparum; extract disclosed a moderate antiplasmodial activity (IC50 = 50 μg mL-1). Meantime, the CH2Cl2 extract and essential oil fraction were tested on a resistant mycobacterial strain of Mycobacterium tuberculosis; a potent antimycobacterial activity with a MIC = 9.52 μg mL-1 was deduced from essential oil. Density functional theory (DFT) calculations were carried on batesiin (2). Calculated chemical shifts at B3LYP/6-31G(d,p) and MPW1PW91/6-31G+(d,p) showed much better correlations with the experimental data. Time dependent DFT at B3LYP/6-31G+(d,p) displayed a major absorption band 3.01 nm higher than the experimental value. CONCLUSION:Cordia batesii can be considered as promising in search of compounds with antimalarial and antitubercular properties. DFT studies are very helpful when trying to learn more about the spectroscopic insights of a derivative of allantoin (1).
Authors: J D McKinney; K Höner zu Bentrup; E J Muñoz-Elías; A Miczak; B Chen; W T Chan; D Swenson; J C Sacchettini; W R Jacobs; D G Russell Journal: Nature Date: 2000-08-17 Impact factor: 49.962