Trypanocidal Activity of Limonoids and Triterpenes from Cedrela fissilis

Abstract

Chagas' disease is an illness that affects millions of people in Central and South America. The search for both a prophylactic drug to be added to human blood as well as a safe and reliable therapeutic drug are greatly needed to control such disease. Herein, we report the trypanocidal activity of 15 crude extracts and 14 compounds (limonoids and triterpenes) as well as the isolation of 25 known compounds (6 limonoids, 12 triterpenes, 1 sesquiterpene, 5 steroids, and 1 flavonoid) from Cedrela fissilis. The present study shows that this plant is a promising source of active compounds for the control of Chagas' disease. The inhibitory activity found for odoratol indicates that it is potentially useful as an alternative for the chemoprophylactic gentian violet.

Key words

trypanocidal activity - Cedrela fissilis - Meliaceae - limonoids - triterpenes

References

• 1 World Health Organization (WHO). Available at http://www.who.int/healthinfo/statistics. Accessed in May 04, 2008
• 2 Dias J CP. Transfusional Chagas disease in Brazil.  Mem Inst Oswaldo Cruz. 1993;  88 63-5
• 3 World Health Organization (WHO) Division of Control of Tropical Diseases. Available at http://www.who.int/tdr/diseases/chagas. Accessed in May 04, 2008
• 4 Phillipson J D, Wright C W. Medicinal plants in tropical medicine: medicinal plants against protozoal diseases.  Trans R Soc Trop Med Hyg. 1991;  85 155-65.
• 5 Phillipson J D, Wright C W. Antiprotozoal agents from plant sources.  Planta Med. 1991;  57 S53-9
• 6 Serrano S M, Nogal J J, Díaz R AM, Escario J A, Fernández A RM, Barrio A G. In vitro screening of American plant extracts on Trypanosoma cruzi and Trichomonas vaginalis. .  J Ethnopharmacol. 2000;  71 101-7
• 7 Coura J R, de Castro S L. A critical review on Chagas disease chemotherapy.  Mem Inst Oswaldo Cruz. 2002;  97 3-24
• 8 Fournet A, Munoz V. Natural products as trypanocidal, antileishmanial, and antimalarial drugs.  Curr Top Med Chem. 2002;  2 1215-37
• 9 Sepúlveda-Boza S, Cassels B K. Plant metabolites active against Trypanosoma cruzi. .  Planta Med. 1996;  62 98-105
• 10 Ambrozin A RP, Vieira P C, Fernandes J B, da Silva M FGF, de Albuquerque S. Trypanocidal activity of Meliaceae and Rutaceae plant extracts.  Mem Inst Oswaldo Cruz. 2004;  99 227-31
• 11 Ambrozin A RP, Mafezoli J, Vieira P C, Fernandes J B, da Silva M FGF, Ellena J A. et al . New pyrone and quinoline alkaloid from Almeidea rubra and their trypanocidal activity.  J Braz Chem Soc. 2005;  16 434-9
• 12 Bastos J K, de Albuquerque S, Silva M LA. Evaluation of the trypanocidal activity of lignans isolated from the leaves of Zanthoxylum naranjillo. .  Planta Med. 1999;  65 541-4
• 13 Fournet A, Barrios A A, Muñoz V, Hocquemiller R, Roblot F, Cavé A. et al . Antiprotozoal activity of quinoline alkaloids isolated from Galipea longiflora, a Bolivian plant used as a treatment for cutaneous leishmaniasis.  Phytother Res. 1994;  8 174-8
• 14 Leite A C. Estudo químico e atividades biológicas de Cedrela fissilis e Cipadessa fruticosa (Meliaceae) [dissertation]. São Carlos; Universidade Federal de São Carlos 2005
• 15 Mafezoli J, Vieira P C, Fernandes J B, da Silva M FGF, de Albuquerque S. In vitro activity of Rutaceae species against the trypomastigote form of Trypnanosoma cruzi. .  J Ethnopharmacol. 2000;  73 335-40
• 16 Vieira P C, Mafezoli J, Pupo M T, Fernandes J B, da Silva M FGF, de Albuquerque S. et al . Strategies for the isolation and identification of trypanocidal compounds from the Rutales.  Pure Appl Chem. 2001;  73 617-22
• 17 De Mesquita M L, Desrivot J, Bories C, Fournet A, de Paula J E, Grellier P. et al . Antileishmanial and trypanocidal activity of Brazilian Cerrado plants.  Mem Inst Oswaldo Cruz. 2005;  100 783-7
• 18 Weniger B, Robledo S, Arango J A, Deharo E, Aragón R, Munoz V. et al . Antiprotozoal activities of Colombian plants.  J Ethnopharmacol. 2001;  78 193-200
• 19 Leite A C, Bueno F C, Oliveira C G, Fernandes J B, Vieira P C, da Silva M FGF. et al . Limonoids from Cipadessa fruticosa and Cedrela fissilis and their insecticidal activity.  J Braz Chem Soc. 2005;  16 1391-5
• 20 Ambrozin A RP, Leite A C, Bueno F C, Vieira P C, Fernandes J B, Bueno O C. et al . Limonoids from Andiroba oil and Cedrela fissilis and their insecticidal activity.  J Braz Chem Soc. 2006;  17 542-7
• 21 Cunha W R, Martins C, Ferreira D S, Crotti A EM, Lopes N P, Albuquerque S. In vitro trypanocidal activity of triterpenes from Miconia species.  Planta Med. 2003;  69 470-2
• 22 Cunha W R, Crevelin E J, Arantes G M, Crotti A EM, Andrade e Silva M L, Furtado N AJC. et al . A study of the trypanocidal activity of triterpene acids isolated from Miconia species.  Phytother Res. 2006;  20 474-8
• 23 Choluj A, Janiszowska W. Oleanolic acid derivatives and their pharmacological activity.  Herba Pol. 2005;  51 66-76.
• 24 Abe F, Yamauchi T, Nagao T, Kinjo J, Okabe H, Higo H. et al . Ursolic acid as a trypanocidal constituent in rosemary.  Biol Pharm Bull. 2002;  25 1485-7
• 25 Leite J PV, Oliveira A B, Lombardi J A, Filho J DS, Chiari E. Trypanocidal activity of triterpenes from Arrabidaea triplinervia and derivatives.  Biol Pharm Bull. 2006;  29 2307-9
• 26 Saeidnia S, Gohari A R, Uchiyama N, Ito M, Honda G, Kiuchi F. Two new monoterpene glycosides and trypanocidal terpenoids from Dracocephalum kotschyi. .  Chem Pharm Bull. 2004;  52 1249-50