RESUMO
Chemical investigation of the Australian rainforest plant Doryphora sassafras has resulted in the isolation of a new natural product, 2-methyl-1-(p-methoxybenzyl)-6,7-methylenedioxyisoquinolinium chloride (1). The iodide salt of compound 1 has previously been synthesized but only partially characterized. This paper reports the full spectroscopic characterization of 1 by MS, IR, UV, and NMR data.
Assuntos
Alcaloides/isolamento & purificação , Analgésicos Opioides/isolamento & purificação , Isoquinolinas/isolamento & purificação , Monimiaceae/química , Plantas Medicinais/química , Compostos de Quinolínio , Alcaloides/química , Alcaloides/farmacologia , Analgésicos Opioides/química , Analgésicos Opioides/farmacologia , Animais , Austrália , Encéfalo/efeitos dos fármacos , Membrana Celular/efeitos dos fármacos , Cerebelo/efeitos dos fármacos , Cobaias , Concentração Inibidora 50 , Isoquinolinas/química , Isoquinolinas/farmacologia , Espectrometria de Massas , Estrutura Molecular , Ressonância Magnética Nuclear Biomolecular , Folhas de Planta/química , Receptores Opioides kappa/fisiologia , Espectrofotometria Infravermelho , Espectrofotometria UltravioletaRESUMO
Sideroxylonal C (3), a new phloroglucinol dimer, was isolated from the flowers of Eucalyptus albens through bioassay-guided fractionation. The structure elucidation was based on 1D and 2D NMR experiments, MS analysis, and comparison with sideroxylonals A (1) and B (2). Sideroxylonal C inhibited human plasminogen activator inhibitor type-1 at 4.7 microM without any significant effect on human tissue plasminogen activator.
Assuntos
Benzofuranos/isolamento & purificação , Eucalyptus/química , Plantas Medicinais , Inibidor 1 de Ativador de Plasminogênio/química , Benzofuranos/química , Benzofuranos/farmacologia , Humanos , Espectroscopia de Ressonância Magnética , Espectrometria de Massas , Estrutura Molecular , Floroglucinol/análogos & derivados , Ressonância de Plasmônio de SuperfícieRESUMO
alpha-Amyrin palmitate, present in a Ghanaian antiarthritic herbal preparation of Alstonia boonei, Elaies guineensis and Rauvolfia vomitoria, was synthesised and tested on complete Freund's adjuvant-induced arthritic rats. Administered orally at 56 mg/kg body weight (BW) daily for 8 days from days 11 to 18 post adjuvant (acute) or at 66 mg/kg BW every 48 h for 5 days from days 32 to 40 (chronic), the drug returned the increases in serum hyaluronate and blood granulocytes towards non-arthritic levels and corrected the moderate anaemia of adjuvant arthritis. Histological examinations of the proximal interphalangeal foot joints showed reduced synovial proliferation and invasion of joints and reduced leucocyte infiltration of bone marrow and periarticular tissue in treated rats. The results suggest that alpha-amyrin palmitate contributes to the previously shown antiarthritic effect of the herbal preparation.
Assuntos
Antirreumáticos/uso terapêutico , Artrite Experimental/tratamento farmacológico , Extratos Vegetais/uso terapêutico , Triterpenos/uso terapêutico , Doença Aguda , Administração Oral , Anemia/tratamento farmacológico , Animais , Antirreumáticos/administração & dosagem , Antirreumáticos/farmacologia , Artrite Experimental/induzido quimicamente , Biomarcadores/sangue , Medula Óssea/efeitos dos fármacos , Células da Medula Óssea , Cartilagem Articular/efeitos dos fármacos , Cartilagem Articular/patologia , Divisão Celular/efeitos dos fármacos , Doença Crônica , Modelos Animais de Doenças , Gana , Granulócitos/efeitos dos fármacos , Ácido Hialurônico/classificação , Leucócitos/efeitos dos fármacos , Leucócitos/patologia , Ácido Oleanólico/análogos & derivados , Extratos Vegetais/administração & dosagem , Extratos Vegetais/farmacologia , Plantas Medicinais , Ratos , Ratos Wistar , Líquido Sinovial/citologia , Membrana Sinovial/efeitos dos fármacos , Membrana Sinovial/patologia , Articulações Tarsianas/efeitos dos fármacos , Articulações Tarsianas/patologia , Triterpenos/administração & dosagem , Triterpenos/farmacologiaRESUMO
alpha-amyrin palmitate was synthesized and tested on adult male Wistar rats made arthritic by subplantar injection of complete Freund's adjuvant. When administered orally at 66 mg/kg BW every 48 h for 5 days from days 32 to 40 post-adjuvant and assessed on day 50, alpha-amyrin palmitate returned the increases in serum hyaluronate and blood granulocytes toward non-arthritic levels and corrected the moderate anaemia of adjuvant arthritis. Histological examinations of the second and third proximal foot interphalangeal joints showed reduced synovial proliferation and invasion of joints and reduced leucocyte infiltration of bone marrow in alpha-amyrin palmitate-treated rats. In addition, the drug prevented or reduced bone (subchondral or cortical) and cartilage (articular) destruction in arthritic rats. The results suggest that alpha-amyrin palmitate is antiarthritic in the adjuvant model of arthritis in rats.