RESUMO
Eight compounds were isolated from the CH (2)Cl (2) extracts of ERYTHRINA SENEGALENSIS to assess HIV-1 protease (PR) activity inhibition. The prenylated isoflavone structures, identified by spectroscopic analysis, were 8-prenylluteone ( 1), auriculatin ( 2), erysenegalensein O ( 3), erysenegalensein D ( 4), erysenegalensein N ( 5), derrone ( 6), alpinumisoflavone ( 7), and 6,8-diprenylgenistein ( 8). The constituents showed dose-dependent inhibitory activities on HIV-1 PR with IC (50) values from 0.5 to 30.0 muM. Compounds 1 - 5 possessing two hydroxy groups in the 2' and 4' positions of the B ring, potently inhibited HIV-1 PR activity. In addition, 6,8-diprenylgenistein ( 8) with two prenyl groups in the 6 and 8 positions of the A ring and one hydroxy group in the 4' position of B-ring was the most potent HIV-1 PR inhibitor.
Assuntos
Erythrina/química , Inibidores da Protease de HIV/farmacologia , HIV-1/efeitos dos fármacos , Extratos Vegetais/farmacologia , Relação Dose-Resposta a Droga , Inibidores da Protease de HIV/química , Inibidores da Protease de HIV/isolamento & purificação , Isoflavonas/química , Isoflavonas/isolamento & purificação , Isoflavonas/farmacologia , Estrutura Molecular , Casca de Planta , Extratos Vegetais/química , Caules de PlantaRESUMO
Four new chalcones 1 - 4, named abyssinones A - D, were isolated from the stem bark of the plant Erythrina abyssinica and their structures were elucidated on the basis of spectroscopic analyses. The compounds 1, 3, and 4 were found to exhibit moderate cytotoxic activity against the human colorectal cancer cell line (Caco2) with IC (50) values of 13.3, 15.1, and 11.1 microM, respectively.
Assuntos
Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/farmacologia , Chalconas/química , Chalconas/farmacologia , Erythrina/química , Estrutura Molecular , Casca de Planta/química , Caules de PlantaRESUMO
In most developing countries, 70-80% of the population still resort to traditional medicine for their primary health care. This medicine utilises medicinal plants which are traditionally taken as concoction and infusion. The root and stem bark of Millettia griffoniana (Leguminosae), has been reported to contain isoflavonoids, alkaloids, and diterpenoids. The possible benefit of some bioactive isoflavones derived from M. griffoniana prompted us to screen them for estrogenic activity. Six isoflavones and coumarin derived from M. griffoniana (bail) namely, compound nos. 1-6 (Fig. 1) were tested for their potential estrogenic activities in three different estrogen receptor alpha (ERalpha)-dependent assays. In a yeast-based ERalpha assay, all test substances and 17beta-estradiol as endogenous agonist, showed a significant induction of beta-galactosidase activity. The test compounds at the concentration of 5 x 10(-6) M could achieve 59-121% of the beta-galactosidase induction obtained with 10(-8) M 17beta-estradiol (100%). In the reporter gene assay based on stably transfected MCF-7 cells (MVLN cells), the estrogen responsive induction of luciferase was also stimulated by the M. griffoniana isoflavones. In Ishikawa cells, all substances exhibited estrogenic activity revealed by the induction of alkaline phosphatase (AlkP) activity. The estrogenic activities of isoflavones from M. griffoniana could be completely suppressed by the pure estrogen antagonist, ICI 182,780, suggesting that the compounds exert their activities through ERalpha. Although all substances showed estrogenic effects, 4'-methoxy-7-O-[(E)-3-methyl-7-hydroxymethyl-2,6-octadienyl]isoflavone (7-O-DHF), Griffonianone C (GRIF-C), and 3',4'-dihydroxy-7-O-[(E)-3,7-dimethyl-2,6-octadienyl]isoflavone (7-O-GISO) were found to be the most potent of tested substances. In summary, estrogenic activities of the isoflavones derived from M. griffoniana were described for the first time using reporter gene assays and the estrogen-inducible AlkP Ishikawa model.
Assuntos
Isoflavonas/farmacologia , Millettia/química , Fitoestrógenos/farmacologia , Extratos Vegetais/farmacologia , Fosfatase Alcalina/análise , Fosfatase Alcalina/biossíntese , Bioensaio/métodos , Linhagem Celular , Relação Dose-Resposta a Droga , Indução Enzimática/efeitos dos fármacos , Estradiol/análogos & derivados , Estradiol/farmacologia , Fulvestranto , Humanos , Isoflavonas/química , Luciferases/análise , Luciferases/biossíntese , Fitoestrógenos/química , Casca de Planta/química , Extratos Vegetais/química , Raízes de Plantas/química , Receptores de Estrogênio/efeitos dos fármacos , Proteínas Recombinantes/biossíntese , Saccharomyces cerevisiae , beta-Galactosidase/análise , beta-Galactosidase/biossínteseRESUMO
The dichloromethane-soluble fraction of the methanol extract of the stem bark of Millettia versicolor Welw. (Leguminosae) has been shown to possess anti-inflammatory activity. The chromatographic fractionation and subsequent analysis of the spectroscopic data of this extract led to the isolation and identification of 2-acetyl-7-methoxynaphtho[2,3- b]furan-4,9-quinone (1) along with two known quinones. Pharmacological data demonstrate that compound 1 has relevant anti-inflammatory properties whereas the other two isolated compounds do not.
Assuntos
Anti-Inflamatórios não Esteroides/farmacologia , Edema/prevenção & controle , Millettia , Fitoterapia , Extratos Vegetais/farmacologia , Animais , Anti-Inflamatórios não Esteroides/administração & dosagem , Anti-Inflamatórios não Esteroides/uso terapêutico , Carragenina , Edema/induzido quimicamente , Camundongos , Casca de Planta , Extratos Vegetais/administração & dosagem , Extratos Vegetais/uso terapêuticoRESUMO
The methanol extract of the dried stem bark of Drypetes armoracia Pax & Hoffm. afforded two compounds named drypearmoracein A, (E)-4,5,6,7-tetrahydroxy-2-benzylhept-2-enoic acid and drypearmoracein B, 2,3-dihydroxy-9,10-tetrahydroanthra-1,4-quinone along with five known compounds: friedelan-3 beta-ol, friedelin, friedelane-3,7-dione, drypemolundein B and beta-stigmasterol. Their structures were established on the basis of spectroscopic analysis and chemical evidence.