New antimalarial hits from Dacryodes edulis (Burseraceae) - Part I: Isolation, in vitro activity, in silico "drug-likeness" and pharmacokinetic profiles

PLoS ONE

Volumn 8, Issue 11, 2013, Pages

  Zofou, Denis ^a   Tematio, Esther Laure ^b   Ntie Kang, Fidele ^a,c   Tene, Mathieu ^b   Ngemenya, Moses N ^a   Tane, Pierre ^b   Titanji, Vincent P K ^a  

^a UNIVERSITY OF BUEA   (Cameroon)

^b UNIVERSITY OF DSCHANG   (Cameroon)

^c UNIVERSITY OF DOUALA   (Cameroon)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIMALARIAL AGENT; ARTEMETHER; DACRYODES EDULIS EXTRACT; KAEMPFEROL 3 RHAMNOSIDE; METHYL 3,4,5 TRIHYDROXYBENZOATE; NATURAL PRODUCT; PLANT EXTRACT; QUERCETIN; QUERCITRIN; QUININE SULFATE; SITOSTEROL 3 O BETA DEXTRO GLUCOPYRANOSIDE STEROL; UNCLASSIFIED DRUG; ARTEMISININ DERIVATIVE; QUININE;

ANIMAL CELL; ANTIMALARIAL ACTIVITY; ARTICLE; BARK; BURSERACEAE; COMPUTER MODEL; COMPUTER PROGRAM; CONTROLLED STUDY; DACRYODES EDULIS; DRUG CYTOTOXICITY; DRUG EFFICACY; DRUG ISOLATION; DRUG POTENTIATION; DRUG SELECTIVITY; DRUG STRUCTURE; HAPLORHINI; IC 50; IN VITRO STUDY; KIDNEY EPITHELIUM; NONHUMAN; PLANT STEM; PLASMODIUM FALCIPARUM; ANIMAL; CELL LINE; CHEMICAL STRUCTURE; CHEMISTRY; DRUG EFFECTS; DRUG INTERACTION; EPITHELIUM CELL; ISOLATION AND PURIFICATION; MULTIDRUG RESISTANCE; TOXICITY; TOXICITY TESTING;

ANIMALS; ANTIMALARIALS; ARTEMISININS; BURSERACEAE; CELL LINE; DRUG INTERACTIONS; DRUG RESISTANCE, MULTIPLE; EPITHELIAL CELLS; HAPLORHINI; MODELS, MOLECULAR; PLANT EXTRACTS; PLASMODIUM FALCIPARUM; QUININE; TOXICITY TESTS;

EID: 84892513000     PISSN: None     EISSN: 19326203     Source Type: Journal    
DOI: 10.1371/journal.pone.0079544     Document Type: Article

References (48)

1. Zofou D, Ntie-Kang F, Sippl W, Efange SMN (2013) Bioactive natural products derived from the Central African flora against Neglected Tropical Diseases and HIV. Nat Prod Rep 30: 1098-1120. doi:10.1039/c3np70030e. PubMed: 23817666.
2. Willcox ML, Bodeker G (2004) Traditional herbal medicines for malaria. BMJ, 329: 2004: 1156-1159 PubMed: 15539672.
3. Ajibesin KK (2011) Dacryodesedulis (G Don) HJ Lam: A Review on its Medicinal, Phytochemical and Economical Properties. Res. J Med Plants 5 (5): 32-41.
4. Walker AR, Silans R (1961) Les plantes Utiles du Gabon. Paul Lechevalier, Paris ISBN-13: 978-2907888721. pp. 19-132.
5. Mpiana PT, Tshibangua DST, Shetonde OM, Ngbolua KN (2007) In vitro antidrepanocytaryactvity (anti-sickle cell anemia) of some Congolese plants. Phytomedicine 14: 192-195. doi:10.1016/j.phymed.2006.05.008. PubMed: 17113273.
6. Omonhinmin AC (2012) Ethnobotany of Dacryodes edulis (G Don) H.J. Lam in Southern Nigeria 1: Practices and applications among the Yoruba speaking people. Ethnobotany Res Applications 10: 175-184.
7. Zofou D, Tene M, Ngemenya MN, Tane P, Titanji VPK (2011) In vitro Antiplasmodial Activity and Cytotoxicity of Extracts of Selected Medicinal Plants Used by Traditional Healers of Western Cameroon. Malaria Research and Treatment two thousand and eleven ID 561342.
8. Okwu DE (2004) Phytochemicals and vitamin content of indigenous spices of South Eastern Nigeria. J Sustainable Agriculture and Environment 6 : 30-37
9. Okwu DE (2005) Phytochemicals. Vitamins and mineral contents of two Nigeria Medicinal Plants. Int J Mol Med Adv SC 1: 375-381.
10. Okwu DE, Emenike IN (2006) Evaluation of the phytonutritrients and vitamins contents of citrus fruits. Int J Mol Med Adv SC 2: 1-6.
11. Okwu DE, Nnamdi UF (2008) Evaluation of composition of Dacryodes edulis and Raphia hookeri mann and wendl exudates used in herbal medicine in south Eastern Nigeria. Afr J Trad Compl Altern Med 5: 194-200.
12. Tane P, Wabo H, Tchimene M, Okunji C, Iwu M et al. (2005) Lead antiplasmodial substances from some Cameroonian medicinal plants. Acta Trop 96S: S1-S506.
13. Tane P, Wabo HK, Connolly JD (2005) A new benzophenanthridine alkaloid from Zanthoxylum buesgenii. Fitoterapia. 6 (7-8): 656-660. PubMed: 16242267.
14. Zofou D, Kowa TK, Wabo HK, Ngemenya MN, Tane P et al. (2011) Hypericum lanceolatum (Hypericaceae) as a potential source of new anti-malarial agents: a bioassay-guided fractionation of the stem bark. Malar J 10: 167. doi:10.1186/1475-2875-10-167. PubMed: 21682873.
15. Zofou D, Kengne ABO, Tene M, Ngemenya MN, Tane P et al. (2011) In vitro anti-plasmodial activity and cytotoxicity of crude extracts and compounds from the stem bark of Kigelia africana (Lam.) Benth (Bignoniaceae). Parasitol Res 108 (6): 1383-1390. doi:10.1007/s00436-011-2363-y. PubMed: 21487780.
16. Trager W, Jensen JB (1976) Human malaria parasite in continuous culture. Science 193: 673-675. doi:10.1126/science.781840. PubMed: 781840.
17. Desjardins RET, Canfield CJ, Haynes JD, Chulay JD (1978) Quantitative assessment of anti-malarial activity in vitro by a Semiautomated Microdilution Technique. Antimicrob Agents Chemothezray 16 (6): 710-718.
18. Fivelman QL, Adagu IS, Warhurst DC (2004) Modified fixed-ratio isobologram method for studying in vitro interactions between atovaquone and Proguanil or dihydroartemisinin against drug-resistant strains of Plasmodium falciparum. Antimicrob Agents Chemother 48: 4097-40102. doi:10.1128/AAC.48.11. 4097-4102.2004. PubMed: 15504827.
19. Berenbaum MC (1978) A Method for testing for synergy with any number of Agents. J Infect Dis 137(2): 122-130. doi:10.1093/infdis/137.2.122. PubMed: 627734.
20. Vivas L, Rattray L, Stewart LB, Robinson BL, Fugmann Bet al (2007) Anti-malarial efficacy and drug-interactions of the novel semi-synthetic endoperoxides artesisone in vitro and in vivo. J Antimicrob Chemother 59: 658-665. doi:10.1093/jac/dkl563. PubMed: 17337512.
21. Bell A (2005) Antimalarial drug synergy and antagonism: mechanistic and clinical significance. FEMS Microbiol Lett 253: 171-184. doi: 10.1016/j.femsle.2005.09.035. PubMed: 16243458.
22. Malebo HM, Tanja W, Cal M, Swaleh SAM, Omolo MO et al. (2009) Anti-plasmodial, anti-trypanosomal, anti-leishmanial and cytotoxicity activity of selected Tanzanian medicinal plants. Tanzania J Health Res 11(4): 226-234.
23. Noedl H (2002) HN-NonLin V1.1; Armed Forces Research Institute for Medical Sciences, Bangkok Thailand. Available: http://www.meduniwien.ac.at/user/ harald.noedl/malaria/download.html. Accessed 10/04/2013.
24. Chemical Computing Group Inc. Molecular Operating Environment Software. Montreal (2010).
25. Press Schrödinger (2011): Qik Prop 3.4. New York, NY: User Manual, LLC.
26. Stewart JJP (1993) MOPAC Manual, 7th Edition.
27. de Sarr SO, Perrotey S, Fall I, Ennahar S, Zhao M et al. (2011) Icacina senegalensis (Icacinaceae), traditionally used for the treatment of malaria, inhibits in vitro growth without host cell toxicity. Malar J 10: 85. doi:10.1186/1475-2875-10-85. PubMed: 21481272.
28. Watermann PG, Mahamoud EN (1987) Unusual Flavonoids from Lonchocarpus orotinus seeds. Phytochemistry 26: 1189-1193. doi: 10.1016/S0031-9422(00)82376- 6.
29. Comalada M, Camuesco D, Sierra S, Ballester I, Xaus J et al. (2005) In vivo quercitrin anti-inflammatory effect involves release of quercetin, which inhibits inflammation through down-regulation of the NF-kappa B pathway. Eur J Immunol 35(2): 584-592. doi:10.1002/eji.200425778. PubMed: 15668926.
30. Lhuillier MA (2007) Contribution a l'étude phytochimique de quatre plantes malgaches: Agauria salicifolia hook.f ex oliver, Agauria polyphylla baker (Ericaceae), Tambourissa trichophylla baker (Monimiaceae) et Embelia concinna baker (Myrsinaceae). Thèse de doctorat. Institut national polytechnique de Toulouse.
31. Atawodi SE, Atawodi JC, Idakwo P, Pfundstein B, Haubner R et al. (2009) Evaluation of the polyphenol composition and antioxidant activity of African variety of Dacryodes edulis (GDon) HJ Lam Fruit. J Med Food 6: 1321-1325.
32. Ramiarantsoa H, Koffi AB, Assi KM, Djakoure LA (2008) Le O-β-D-glucoside du β-sitostérolisolé des feuilles de Ravenda madagascarensis. J Société Ouest Afr Chimie 26: 99-103.
33. Arhoghro EM, Ekpo KE, Anosike EO, Ibeh GO (2009) Effect of Aqueous Extract of Bitter Leaf (Vernonia amygdalina Del) on Carbon Tetrachloride (CCl4) Induced Liver Damage in Albino Wistar Rats. Eur J SC Res 226 (1): 122-130.
34. Hanson I (2009) Toxicants and physicochemical characteristics of the seeds of African Pear (Dacryodes edulis). Afr J Foods Agriculture Nutr Dev 9: 1561-1562.
35. Lipinski CA, Lombardo F, Dominy BW, Feeney PJ (1997) Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Adv Drug Deliv Rev 23: 3-25. doi:10.1016/S0169-409X(96)00423-1. PubMed: 11259830.
36. Quinn RJ, Carroll AR, Pham MB, Baron P, Palframan ME et al. (2008) Developing a drug-like natural product library. J Nat Prod 71: 464-468. doi:10.1021/np070526y. PubMed: 18257534.
37. Wetzel S, Schuffenhauer A, Roggo S, Ertl P et al. (2007) Cheminformatic analysis of natural products and their chemical space. ChimiaInt. J Chem 61: 355-360.
38. Grabowski K, Baringhaus K-H, Schneider G (2008) Scaffold diversity of natural products: inspiration for combinatorial library design. Nat Prod Rep 25: 892-904. doi:10.1039/b715668p. PubMed: 18820757.
39. Efange SMN (2002) Natural products: a continuing source of inspiration for the medicinal chemist. In MM IwuJC Wootton, Advances in Phytomedicine. Amsterdam: Elsevier Science. pp. 61-69.
40. Harvey AL (2008) Natural products in drug discovery. Drug Discov Today 13: 894-901. doi:10.1016/j.drudis.2008.07.004. PubMed: 18691670.
41. Newman DJ (2008) Natural products as leads to potential drugs: an old process or the new hope for drug discovery? J Med Chem 51: 2589-2599. doi:10.1021/jm0704090. PubMed: 18393402.
42. Teague SJ, Davis AM, Leeson PD, Opea TI (1999) The design of leadlike combinatorial libraries. Angew Chem Int Ed 38: 3743-3748 doi: 10.1002/(SICI)1521-3773(19991216)38:24. PubMed: 10649345.
43. Oprea TI (2002) Current trands in lead discovery. Are Looking Appropriate PropertieS? J Comput-Aided Mol Des 16: 325-334.
44. Schneider G (2002) Trends in virtual computational library design. Curr Med Chem 9: 2095-2102. doi:10.2174/0929867023368755. PubMed: 12470249.
45. Verdonk ML, Cole JC, Hartshorn ML, Murray CW, Taylor RD (2003) Improved protein-ligand docking using GOLD. Proteins 52: 609-623. doi:10.1002/prot.10465. PubMed: 12910460.
46. Darvas F, Keseru G, Papp A, Dormán G, Urge L et al. (2002) In Silico and Ex silico ADME approaches for drug discovery. Top Med Chem 2: 1287-1304. doi:10.2174/1568026023392841. PubMed: 12470281.
47. DeLano WL (2002) The PyMOL Molecular Graphics System DeLano. San Carlos, CA, USA: Scientific Publishing House.
48. Ntie-Kang F, Mbah JA, Mbaze LM, Lifongo LL, Scharfe M et al. (2013) CamMedNP: Building the Cameroonian 3D structural natural products database for virtual screening. BMC Comp Alt Med 13: 88