Pentacyclic Cytochalasins and Their Derivatives from the Endophytic Fungus <i>Phomopsis</i> sp. xz-18

Eight new cytochalasins <b>1</b>–<b>8</b> and ten known analogs <b>9</b>–<b>18</b> 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 <b&g...

Descripción completa

Guardado en:
Detalles Bibliográficos
Autores principales: Guichon Huang, Weiwen Lin, Hanpeng Li, Qian Tang, Zhiyu Hu, Huiying Huang, Xianming Deng, Qingyan Xu
Formato: article
Lenguaje:EN
Publicado: MDPI AG 2021
Materias:
Acceso en línea:https://doaj.org/article/c42dc5aaf08448b287a887722217fa0d
Etiquetas: Agregar Etiqueta
Sin Etiquetas, Sea el primero en etiquetar este registro!
Descripción
Sumario:Eight new cytochalasins <b>1</b>–<b>8</b> and ten known analogs <b>9</b>–<b>18</b> 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 <b>1</b>, <b>2</b>, <b>9</b> and <b>10</b> were 5/6/6/7/5-fused pentacyclic cytochalasins; compounds <b>3</b> and <b>4</b> had conjugated diene structures in the macrocycle; and compound <b>6</b> had a β,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 <b>1</b>, <b>3</b> and <b>4</b> showed moderate antibacterial activity in disk diffusion assays.