RESUMO
From cultural filtrates of the freshwater fungus Ophioceras dolichostomum YMF1.00988 a novel neolignan with an unprecedented dibenzo-1,6-dioxacyclodecane carbon skeleton, ophiocerol (1), was isolated, and the known compounds isoamericanoic acid A (2) and caffeic acid (3) were identified. The structure of the novel compound was determined by interpretation of its spectroscopic data, including 1D and 2D, (1)H and (13)C NMR (COSY, HMQC, HMBC, NOESY), and MS. Compounds 1-3 were assayed for their nematicidal activity against Bursaphelenchus xylophilus as well as their antifungal activity against several plant pathogen fungi.
Assuntos
Ascomicetos/química , Lignanas/química , Animais , Antifúngicos/química , Antifúngicos/farmacologia , Antinematódeos/química , Antinematódeos/farmacologia , Fungos/efeitos dos fármacos , Lignanas/farmacologia , Espectroscopia de Ressonância Magnética , Estrutura Molecular , Tylenchida/efeitos dos fármacosRESUMO
Two new lignans, (8R,8'R)-8- hydroxy-3,4-dimethoxy-3',4'-methylenedioxy-7-oxolignan (1) and (7'R,8'S)-3,4-methylenedioxy-3',4'-dimethoxy -7,8-seco-7,7'-epoxylignan-7,8-dione (2), were isolated from the EtOAc extract of the fruits of Schisandra sphenanthera, along with ten known compounds. The structures of these compounds were elucidated on the basis of NMR and MS analysis. This is the first report of the occurrence of secolignans in Schisandra.
Assuntos
Frutas/química , Lignanas/química , Schisandra/química , Configuração de Carboidratos , Cromatografia em Camada Fina , Espectroscopia de Ressonância Magnética , Espectrometria de Massas , Extratos Vegetais/química , Espectrometria de Massas por Ionização por Electrospray , Espectrofotometria Infravermelho , Espectrofotometria UltravioletaRESUMO
Two novel diastereoisomeric bicyclic ketals, colomitides A and B (1 and 2, resp.), together with the known (4RS)-3,4-dihydro-4,8-dihydroxynaphthalen-1(2H)-one (3) and preussomerin E (4), were isolated from liquid cultures of an unidentified freshwater fungus YMF 1.01029. Colomitides possess an unusual 2,7-dioxabicyclo[3.2.1]octane skeleton. The chemical structures and relative configurations of compounds 1 and 2 were elucidated by spectroscopic means, including 2D-NMR (HMBC, HMQC, TOCSY, ROESY, and (1)H,(1)H-COSY). Compounds 1, 2, and 4 showed noticeable antifungal and antibacterial activities.
Assuntos
Antibacterianos/farmacologia , Antifúngicos/farmacologia , Compostos Bicíclicos Heterocíclicos com Pontes/farmacologia , Antibacterianos/química , Antibacterianos/isolamento & purificação , Antifúngicos/química , Antifúngicos/isolamento & purificação , Compostos Bicíclicos Heterocíclicos com Pontes/química , Compostos Bicíclicos Heterocíclicos com Pontes/isolamento & purificação , Fungos/química , Testes de Sensibilidade Microbiana , Ressonância Magnética Nuclear BiomolecularRESUMO
Three new naphthoquinones, astropaquinones A-C (1-3), were isolated from cultures of the freshwater fungus Astrosphaeriella papuana YMF 1.01181, together with the known compound, 6-hydroxy-2,4-dimethoxy-7-methylanthraquinone (4). The structures of the compounds were settled mainly by interpretation of their 1D and 2D NMR spectra. Astropaquinone B (2) and C (3) were found to possess a rare pyranonaphthoquinone skeleton containing a lactol ring. Furthermore, compounds 1-4 showed moderate antagonistic activity against nine fungi and four bacterial strains.