Phyllospongianes A–E, Dinorscalarane Sesterterpenes from the Marine Sponge<i>Phyllospongia foliascens</i>
Hao‐Bing Yu, Bo Hu, Gai-Fang Wu, Zhe Ning, Ying He, Binghua Jiao, Xiao-Yu Liu, Hou‐Wen Lin
Abstract
Phyllospongianes A–E ( 1 – 5 ), five new scalarane derivatives featuring an unprecedented 6/6/6/5 tetracyclic dinorscalarane scaffold, along with the known probable biogenetic precursor, 12-deacetylscalaradial ( 6 ), were isolated from the marine sponge Phyllospongia foliascens . The structures of the isolated compounds were determined by analysis of spectroscopic data and electronic circular dichroism experiments. Compounds 1 – 5 are the first 6/6/6/5 tetracyclic scalarane derivatives to be reported within the scalarane family. Compounds 1, 2, and 4 exhibited antibacterial activity against Vibrio vulnificus, Vibrio parahemolyticus, Escherichia coli, Staphylococcus aureus, Enterococcus faecalis, Bacillus subtilis, and Pseudomonas aeruginosa with MIC values ranging from 1 to 8 μg/mL. Furthermore, compound 3 exhibited significant cytotoxic activity on MDA-MB-231, HepG2, C4-2-ENZ, MCF-7, H460, and HT-29 cancer cell lines with IC 50 values in the range between 0.7 and 13.2 μM.