Premium
EBC‐219: A New Diterpene Skeleton, Crotinsulidane, from the Australian Rainforest Containing a Bridgehead Double Bond
Author(s) -
Maslovskaya Lidiya A.,
Savchenko Andrei I.,
Krenske Elizabeth H.,
Pierce Carly J.,
Gordon Victoria A.,
Reddell Paul W.,
Parsons Peter G.,
Williams Craig M.
Publication year - 2014
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201310923
Subject(s) - diterpene , chemistry , stereochemistry , olefin fiber , bicyclic molecule , organic chemistry , polymer
EBC‐219 ( 4 ), isolated from Croton insularis (Baill), was established by spectroscopic and DFT methods as the first member of a new diterpene skeletal class, uniquely defined by the presence of a bicyclo[10.2.1] bridgehead olefin. The proposed biogenetic pathway to 4 from the co‐isolated natural products EBC‐131 ( 1 ), EBC‐180 ( 2 ) and EBC‐181 ( 3 ) is highly likely. EBC‐180 ( 2 ) and EBC‐181 ( 3 ) showed moderate to strong cytotoxic activity against various cancer cell lines.