RESUMO
A novel metabolite, benesudon, possessing antibacterial, antifungal, cytotoxic and phytotoxic activities, was isolated from submerged cultures of the ascomycete Mollisia benesuada. Benesudon contains a reactive alpha-methyleneketone moiety which is believed to be responsible for its antibiotic activities, it reacts with cysteine and the reaction products are devoid of biological activities. Benesudon is the first secondary metabolite described from Mollisia benesuada, and its structure was determined by spectroscopic techniques.
Assuntos
Antibacterianos/isolamento & purificação , Ascomicetos/metabolismo , Animais , Antibacterianos/química , Antibacterianos/farmacologia , Ascomicetos/classificação , Linhagem Celular , Fermentação , Piranos/isolamento & purificação , Piranos/farmacologiaRESUMO
In the course of our search for new biologically active metabolites, lachnellin A (1), a metabolite with high cytotoxic and antimicrobial activities, the structurally related lachnellins B, C and D (3, 4, 7), and naphthalene-1,3,8-triol (8), an inhibitor of malate synthase (EC 4.1.3.2), were isolated from submerged cultures of the ascomycete Lachnellula sp. A 32-89. The antimicrobial, cytotoxic and phytotoxic activities of lachnellin A depended on its reactivity and could be abolished by the addition of cysteine. The enzyme inhibiting activity of (8) was due to reactive intermediates during melanization and was no longer observed in the presence of serum albumin. In addition, rac-scytalone (9), (+)-trans-3,4-dihydro-3,4,8-trihydroxy-1 (2H)-naphthalenone (10), 2,5-dihydroxytoluene (11), and (R)-(-)-5-methylmellein (12) were obtained from the same source and biologically characterized.
Assuntos
Antibacterianos/farmacologia , Antimetabólitos/farmacologia , Ascomicetos , Sobrevivência Celular/efeitos dos fármacos , Cetonas/farmacologia , Malato Sintase/antagonistas & inibidores , Animais , Antibacterianos/química , Antibacterianos/isolamento & purificação , Antimetabólitos/química , Antimetabólitos/isolamento & purificação , Vírus da Mieloblastose Aviária/enzimologia , Bactérias/efeitos dos fármacos , Linhagem Celular , Quitina Sintase/antagonistas & inibidores , Fungos/efeitos dos fármacos , Células HeLa , Humanos , Cetonas/química , Cetonas/isolamento & purificação , Leucemia L1210 , Leucemia Basofílica Aguda , Camundongos , Testes de Sensibilidade Microbiana , Oryza , Ratos , Inibidores da Transcriptase Reversa/farmacologia , Sementes/efeitos dos fármacos , Sementes/fisiologia , Células Tumorais CultivadasRESUMO
Several chlorinated metabolites with nematicidal, antimicrobial, and cytotoxic activities were isolated from submerged cultures of the ascomycete Lachnum papyraceum. Three compounds were identified as (+)-mycorrhizin A (3), (+)-chloromycorrhizin A (4) and (+)-dechloromycorrhizin A (5). The occurrence of 5 as a natural product is new. Two compounds, lachnumon (1) and lachnumol A (2), were found to be new fungal metabolites with cytotoxic, nematicidal and antimicrobial activities.
