Made available in DSpace on 2016-06-02T20:35:09Z (GMT). No. of bitstreams: 1 TeseMRA.pdf: 5275801 bytes, checksum: 8e03e586571c9a0adab0d1525691c66a (MD5) Previous issue date: 2003-11-18 / Universidade Federal de Sao Carlos / This work describes the phytochemical study of two plant species Galipea bracteata and Ravenia infelix belonging to the family Rutaceae, aiming the isolation and structure determination of componds from leaves and branches of these plants. This work is also directed to the search of trypanocidal and leishmanicidal compounds from these plants. The following models were used to check the biological activities of the isolated compounds: antiparasitc activity - trypomastigote form of Trypanosoma cruzi in vitro , enzymatic inhibitory activity on gGAPDH (Glyceraldeyde 3- phosphate dehidrogenase) of T. cruzi and enzymatic inhibitory activity on APRT (Adheninephosphoribosyl- transferase) of Leishmania tarentolae. The leaves extract of G. bracteata afforded tirtheen quinoline alkaloids. Among these compounds seven have been described for the first time: 2-(3 ,4 -methylenedioxyphenylethyl)quinoline, 4- methoxy-2-(propan-1 -ona)quinoline (inedit), 4-methoxy-2-(1 ,2 -transepoxypentyl) quinoline (inedit), 4-methoxy-2-n-heptylquinoline, 2-(1 ,2 -transepoxypentyl) quinoline (inedit), 4-methoxy-2-(3 ,4 - methylenedioxyphenylethyl)quinoline, 4-methoxy-2-(1 ,2 -trans-epoxypropyl)quinoline (inedit), 4-methoxy-2-n-propylquinoline, 2-n-pentylquinoline, 2-(propan-1 - one)quinoline (inedit), 4-methoxy-2-(pentan-1 -one)quinoline (inedit), 2-(pentan-1 - one)quinoline (inedit), a mixture of steroids campesterol, stigmasterol and sitosterol, one furoquinoline alkaloid evolitrine, a mixture of seco-furoquinoline alkaloids Edimethylrhoifolinate and Z-dimethylrhoifolinate, a pentacylclic triterpene arborinol and norsesquiterpene 3,5-dihydromegastigma-6,7-diene-9-one. From the branches of R. Infelix were isolated the carbazole alkaloids: 3-methylcarbazole and girinimbin, the steroids: 7-oxo-stigmasterol and 7-oxo-sitosterol, the indol 3-carboxaldeheide and mixtures of amides: N-trans and N-cis-feruloyltyramine, and N-trans and-cis-pcumaroyltyramine. The pure compounds had their trypanocidal and leishmanicidal activities determined. / O presente trabalho descreve o estudo fitoquímico de duas espécies de plantas pertencentes à família Rutaceae, no intuito de elucidar estruturas de micromoléculas presentes nas folhas e galhos. O estudo de Galipea bracteata e Ravenia infelix (Rutaceae) está também associado à busca de metabólitos com atividades tripanocida e leishmanicida, através dos seguintes modelos experimentais selecionados para verificação da atividade biológica: atividade antiparasitária forma tripomastigota de Trypanosoma cruzi in vitro , inibição enzimática in vitro (gGAPDH - Gliceraldeído- 3-fosfato-desidrogenase de T. cruzi) e inibição enzimática in vitro (APRT Adenina-fosforribosil-transferase de Leishmania tarantolae). Dos extratos das folhas de Galipea bracteata foram isolados treze alcalóides quinolínicos, dentre estas substâncias sete estão sendo descritas pela primeira vez: 2-(3 ,4 - metilenodioxifeniletil)quinolina, 4-metoxi-2-(propan-1 -ona)quinolina (inédita), 4- metoxi-2-(1 ,2 -trans-epoxipentil)quinolina (inédita), 4-metoxi-2-n-pentilquinolina, 4-metoxi-2-n-heptilquinolina, 2-(1 ,2 -trans-epoxipentil)quinolina (inédita), 4-metoxi-2- (3 ,4 -metilenodioxifeniletil)quinolina, 4-metoxi-2-(1 ,2 -trans-epoxipropil)quinolina (inédita), 4-metoxi-2-n-propilquinolina, 2-n-pentilquinolina, 2-(propan-1 - ona)quinolina (inédita), 4-metoxi-2-(pentan-1 -ona)quinolina (inédita), 2-(pentan-1 - ona)quinolina (inédita), mistura dos esteróides campesterol, estigmasterol e β- sitosterol, um alcalóide furoquinolínico evolitrina, uma mistura de alcalóides seco furoquinolínicos E e Z-rhoifolinato de dimetila, o triterpeno pentacíclico arborinol e o norsesquiterpeno 3,5-diidromegastigma-6,7-dieno-9-ona. Dos galhos de R. infelix foram isolados os alcalóides carbazóis: 3-metilcarbazol e girinimbina, os esteróides: 7-oxo-estigmasterol e 7-oxo-β-sitosterol, o indol: indol-3-carboxaldeído e misturas das amidas N-trans e N-cis-feruloiltiramina e N-trans-p e N-cis-p-cumaroiltiramina. Estas substâncias puras foram submetidas a testes para verificação das atividades tripanocida e leishmanicida.