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J Nat Prod ; 87(9): 2327-2334, 2024 Sep 27.
Article in English | MEDLINE | ID: mdl-39258410

ABSTRACT

Two sulfur-containing heterodimers of a cytochalasan and a macrolide, sucurchalasins A and B (1 and 2), and four known cytochalasan monomers (3-6), as well as four known macrolide derivatives (7-10), were obtained from the endophytic fungus Aspergillus spelaeus GDGJ-286. Sucurchalasins A and B (1 and 2) are the first cytochalasan heterodimers formed via a thioether bridge between cytochalasan and curvularin macrolide units. Their structures were elucidated by detailed analysis of NMR, LC-MS/MS, and X-ray crystallography. In bioassays, 1 and 2 exhibited cytotoxic effects on A2780 cells, with IC50 values of 3.9 and 8.3 µM, respectively. They also showed antibacterial activities against E. faecalis and B. subtilis with MIC values of 3.1 and 6.3 µg/mL, respectively.


Subject(s)
Aspergillus , Cytochalasins , Macrolides , Aspergillus/chemistry , Cytochalasins/pharmacology , Cytochalasins/chemistry , Cytochalasins/isolation & purification , Macrolides/pharmacology , Macrolides/chemistry , Molecular Structure , Humans , Microbial Sensitivity Tests , Anti-Bacterial Agents/pharmacology , Anti-Bacterial Agents/chemistry , Sulfur/chemistry , Crystallography, X-Ray , Bacillus subtilis/drug effects
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