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Molecules ; 26(21)2021 Oct 28.
Artículo en Inglés | MEDLINE | ID: mdl-34770914

RESUMEN

Eight new cytochalasins 1-8 and ten known analogs 9-18 were isolated from the endophytic fungus Phomopsis sp. xz-18. The planar structures of the cytochalasins were determined by HR-ESI-MS and NMR analysis. Compounds 1, 2, 9 and 10 were 5/6/6/7/5-fused pentacyclic cytochalasins; compounds 3 and 4 had conjugated diene structures in the macrocycle; and compound 6 had a ß,γ-unsaturated ketone. The absolute configuration of 6 was confirmed for the first time by the octant rule. The acid-free purification process proved that the pentacyclic system was a natural biosynthetic product and not an acid-mediated intramolecular cyclized artifact. The new compounds did not exhibit activities against human cancer cell lines in cytotoxicity bioassays or antipathogenic fungal activity, but compounds 1, 3 and 4 showed moderate antibacterial activity in disk diffusion assays.


Asunto(s)
Antifúngicos/farmacología , Citocalasinas/farmacología , Endófitos/efectos de los fármacos , Phomopsis/efectos de los fármacos , Antifúngicos/química , Línea Celular Tumoral , Supervivencia Celular/efectos de los fármacos , Cromatografía Líquida de Alta Presión , Citocalasinas/química , Endófitos/metabolismo , Metabolismo Energético/efectos de los fármacos , Humanos , Espectroscopía de Resonancia Magnética , Redes y Vías Metabólicas , Pruebas de Sensibilidad Microbiana , Estructura Molecular , Phomopsis/metabolismo
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