Keikipukalides, Furanocembrane Diterpenes from the Antarctic Deep Sea Octocoral Plumarella delicatissima
Author(s) -
Santana A.L. Thomas,
Jacqueline L. von Salm,
Shane Clark,
Steve Ferlita,
Prasanth Nemani,
Ala Azhari,
Christopher A. Rice,
Nerida G. Wilson,
Dennis E. Kyle,
Bill J. Baker
Publication year - 2017
Publication title -
journal of natural products
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.976
H-Index - 139
eISSN - 1520-6025
pISSN - 0163-3864
DOI - 10.1021/acs.jnatprod.7b00732
Subject(s) - diterpene , stereochemistry , terpene , cytotoxicity , coral , chemistry , terpenoid , mass spectrometry , biology , biochemistry , ecology , in vitro , chromatography
During a 2013 cruise in the Southern Ocean we collected specimens of the octocoral Plumarella delicatissima between 800 and 950 m depth. Five new furanocembranoid diterpenes, keikipukalides A-E (1-5), the known diterpene pukalide aldehyde (6), and the known norditerpenoid ineleganolide (7) were isolated from the coral. These Plumarella terpenes lack mammalian cytotoxicity, while 2-7 display activity against Leishmania donovani between 1.9 and 12 μM. Structure elucidation was facilitated by one- and two-dimensional NMR spectroscopy and mass spectrometry, and keikipukalides A and E were confirmed by X-ray crystallography.
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