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Suberosanones A – C, New Metabolites Possessing Cyclopentenone System from the South China Sea Gorgonian Coral Subergorgia suberosa
Author(s) -
Zhang Jun,
Liang Yan,
Li LiangChun,
Xu ShiHai
Publication year - 2014
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201300296
Subject(s) - gorgonian , chemistry , cyclopentenone , coral , balanus , stereochemistry , sesquiterpene , two dimensional nuclear magnetic resonance spectroscopy , derivative (finance) , time dependent density functional theory , molecule , organic chemistry , larva , botany , ecology , financial economics , economics , biology
Two unusual novel bicyclic lactones, suberosanones A and B ( 1 and 2 , resp.), characterized by the co‐occurrence of cyclopentenone and butanolide rings within the same molecule, along with one tricyclic cyclopentenone derivative, suberosanone C ( 3 ), were isolated from the South China Sea gorgonian coral Subergorgia suberosa. Their structures were unambiguously established by detailed spectroscopic analyses (NMR, IR, and HR‐MS). The absolute configurations of 1 and 2 were determined by quantum‐chemical calculations using the time‐dependent density‐functional theory (TDDFT) method. All compounds showed neither antifouling activity against Balanus amphitrite larvae settlement nor antibacterial activity against a panel of bacterial strains at concentrations up to 25 μg/ml.