New Cytotoxic Norditerpenes from the Australian Nudibranchs Goniobranchus Splendidus and Goniobranchus Daphne
Yuichiro Hirayama A E , Peter L. Katavic B , Andrew M. White B , Gregory K. Pierens C , Lynette K. Lambert C , Anne E. Winters D , Hideo Kigoshi A , Masaki Kita A F and Mary J. Garson B F
+ Author Affiliations
- Author Affiliations
A Department of Chemistry, University of Tsukuba, 1-1-1 Tennodai, Tsukuba 305-8571, Japan.
B School of Chemistry and Molecular Biosciences, The University of Queensland, Brisbane, Qld 4072, Australia.
C Centre for Advanced Imaging, The University of Queensland, Brisbane, Qld 4072, Australia.
D School of Biological Sciences, The University of Queensland, Brisbane, Qld 4072, Australia.
E Current address: Department of Pharmaceutical Sciences, University of Shizuoka, Shizuoka 422-8526, Japan.
F Corresponding authors. Email: mkita@chem.tsukuba.ac.jp; m.garson@uq.edu.au
Australian Journal of Chemistry 69(2) 136-144 https://doi.org/10.1071/CH15203
Submitted: 21 April 2015 Accepted: 10 July 2015 Published: 27 August 2015
Abstract
This study reports the isolation and characterisation of six new metabolites with ‘gracilin’-type carbon skeletons and of aplytandiene-3 from the Australian nudibranch Goniobranchus splendidus. The structure of gracilin G is revised, and the C-6 configuration deduced by comparison of calculated 3JC/H values with values measured using the EXSIDE pulse sequence. A lactone isolated from Goniobranchus daphne contains a rearranged spongionellin-type skeleton. Screening of selected metabolites revealed significant cytotoxicity against a HeLa S3 cell line by five of the new terpenes.
References
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