RESUMO
Two new triterpenoid saponins, caraganins A and B (1 and 2), structurally characterized by a 22-oxo group, were isolated from the seeds of Caragana microphylla Lam., together with their n-butyl esters as artifacts (1a and 2a). Their structures and configurations were elucidated by detailed spectroscopic analyses on the basis of NMR, IR, and MS data. Compounds 1a and 2a exhibited potent antibacterial activity against Staphylococcus aureus and Bacillus subtilis with minimum inhibitory concentration values ranging from 3.125 to 6.25 µg/ml.
Assuntos
Caragana/química , Saponinas/química , Sementes/química , Triterpenos/química , Espectroscopia de Ressonância MagnéticaRESUMO
Two new triterpenoid saponins, namely caraganoside C (1) and caraganoside D (2), were isolated from the seeds of Caragana microphylla. Their structures were elucidated on the basis of spectroscopic analyses, including homo- and hetero-nuclear correlation NMR experiments (COSY, HSQC and HMBC). Both 1 and 2 exhibited moderate inhibitory activity against NO production in LPS-stimulated RAW264.7 cells with IC(50) values of 26.4 µM and 32.2 µM, respectively. In addition, 1 showed weak cytotoxicity against MCF-7, HL-60, HCT116, and A549 cell lines.
Assuntos
Saponinas/farmacologia , Triterpenos/farmacologia , Animais , Antineoplásicos/administração & dosagem , Antineoplásicos/isolamento & purificação , Antineoplásicos/farmacologia , Caragana/química , Linhagem Celular , Linhagem Celular Tumoral , Doxorrubicina/farmacologia , Humanos , Concentração Inibidora 50 , Lipopolissacarídeos/toxicidade , Macrófagos/efeitos dos fármacos , Macrófagos/metabolismo , Espectroscopia de Ressonância Magnética/métodos , Camundongos , Óxido Nítrico/biossíntese , Ressonância Magnética Nuclear Biomolecular , Saponinas/administração & dosagem , Saponinas/isolamento & purificação , Sementes , Triterpenos/administração & dosagem , Triterpenos/isolamento & purificaçãoRESUMO
Two new sesquiterpenoids, identified as (rel 1S, 3R, 4R, 7R)-3-[5-hydroxy-4-methylpent-3-enyl]-1, 3, 7-trimethyl-2-oxabicyclo [2, 2, 1] heptane (1) and (rel 1S, 3R, 4R, 7R)-3-[3, 4-dihydroxy-4-methylpentyl]-1, 3, 7-trimethyl-2-oxabicyclo [2, 2, 1] heptane (2), were isolated from cultures of Trichoderma atroviride (strain no. S361), an endophytic fungal strain residing in the bark of Cephalotaxus fortunei. The structures of compounds 1 and 2 were elucidated by detailed spectroscopic analyses on the basis of NMR, IR, and MS data. Both compounds 1 and 2 were potent inhibitors on NO production in LPS-stimulated RAW264.7 cells, with IC50 values of 15.3 and 9.1µM, respectively.
Assuntos
Produtos Biológicos/isolamento & purificação , Cephalotaxus/microbiologia , Óxido Nítrico/antagonistas & inibidores , Sesquiterpenos/isolamento & purificação , Trichoderma/química , Animais , Produtos Biológicos/farmacologia , Linhagem Celular , Endófitos , Lipopolissacarídeos , Camundongos , Estrutura Molecular , Sesquiterpenos/química , Sesquiterpenos/farmacologiaRESUMO
Trichodermanin A, a structurally unique diterpenoid with skeletal carbons arranged compactly in a fused 6-5-6-6 ring system, has been isolated from cultures of Trichoderma atroviride (strain no. S361), an endophytic fungus isolate in Cephalotaxus fortunei. The structure of this compound was elucidated based on extensive spectroscopic methods and confirmed by X-ray diffraction analysis.
