Chevalinulins A and B, Proangiogenic Alkaloids with a Spiro[bicyclo[2.2.2]octane-diketopiperazine] Skeleton from Deep-Sea Cold-Seep-Derived Fungus <i>Aspergillus chevalieri</i> CS-122
Li-Hong Yan, Peihai Li, Xiao‐Ming Li, Xiao‐Ming Li, Sui‐Qun Yang, Kechun Liu, Bin‐Gui Wang, Xin Li, Xin Li
Abstract
Chevalinulins A (1) and B (2), two indole diketopiperazine alkaloids containing an unprecedented spiro[bicyclo[2.2.2]octane-diketopiperazine] skeleton, together with a known analogue neoechinulin B (3), were isolated from the deep-sea cold-seep-derived fungus Aspergillus chevalieri CS-122. Their structures were determined by spectroscopic analysis, single-crystal X-ray diffraction, specific rotation (SR), and NMR calculations. Compounds 1 and 2 exhibited significant in vivo proangiogenic activity in transgenic zebrafish.
Topics & Concepts
ChemistryAspergillus versicolorStereochemistryBicyclic moleculeOctaneIndole testFungusAspergillusMicrobiologyBotanyOrganic chemistryBiologyMicrobial Natural Products and BiosynthesisMarine Sponges and Natural ProductsGenomics and Phylogenetic Studies