RESUMEN

As part of our search for new cytotoxic and antimicrobial natural products from endolichenic fungi, 19 compounds including 1 new 10-member lactone (2: ), 1 new polyacetylene glycoside (3: ), 1 new brasilane-type sesquiterpenoid glycoside (4: ), and 2 isobenzofuran-1(3H)-one derivatives (5: and 6: ) were isolated from the solid culture of the endolichenic fungus Hypoxylon fuscum. Their structures were unambiguously elucidated by NMR spectroscopic data, MS, ECD (electronic circular dichroism) calculation, and chemical methods. The cytotoxic effects on K562, SW480, and HEPG2 cell lines and the antimicrobial activity against Bacillus subtilis, Staphylococcus aureus, Escherichia coli, and Candida albicans were assessed. Compounds 1, 2: , and 5: exhibited moderate cytotoxicity against K562, SW480, and HEPG2 cell lines while compounds 1, 9: , and 11: displayed weak antibacterial activity against S. aureus.

Asunto(s)

Citotoxinas/aislamiento & purificación , Xylariales/metabolismo , Antiinfecciosos/aislamiento & purificación , Antiinfecciosos/farmacología , Bacillus subtilis/efectos de los fármacos , Candida albicans/efectos de los fármacos , Línea Celular Tumoral/efectos de los fármacos , Dicroismo Circular , Citotoxinas/farmacología , Escherichia coli/efectos de los fármacos , Células Hep G2/efectos de los fármacos , Humanos , Células K562/efectos de los fármacos , Espectroscopía de Resonancia Magnética , Staphylococcus aureus/efectos de los fármacos , Xylariales/química

RESUMEN

Two new arborinane-type triterpenes, myrotheols A (1: ) and B (2: ), two new arborinane-type glycosides, myrothesides C (3: ) and D (4: ), together with four known diterpenes (5:  - 8: ) were isolated from the ethyl acetate extract of the endolichenic fungus Myrothecium inundatum. The structures of new compounds 1:  - 4: were elucidated by NMR and MS analyses. The absolute configuration of 1: was assigned by a single-crystal X-ray diffraction experiment. Compounds 3: and 4: represent the first two natural 4-O-methyl-α-D-mannosides. Compounds 1:  - 8: exhibited cytotoxicity against K562 and RKO human cancer cell lines.

Asunto(s)

Antineoplásicos/farmacología , Hypocreales/química , Triterpenos/química , Triterpenos/farmacología , Antineoplásicos/química , Línea Celular Tumoral , Cristalografía por Rayos X , Ensayos de Selección de Medicamentos Antitumorales , Humanos , Células K562 , Líquenes/microbiología , Espectroscopía de Resonancia Magnética , Estructura Molecular , Triterpenos/aislamiento & purificación