New Cytotoxic Norditerpenes from the Australian Nudibranchs Goniobranchus Splendidus and Goniobranchus Daphne

Yuichiro Hirayama; Peter L. Katavic; Andrew M. White; Gregory K. Pierens; Lynette K. Lambert; Anne E. Winters; Hideo Kigoshi; Masaki Kita; Mary J. Garson

doi:10.1071/CH15203

New Cytotoxic Norditerpenes from the Australian Nudibranchs Goniobranchus Splendidus and Goniobranchus Daphne

Yuichiro Hirayama, Peter L. Katavic, Andrew M. White, Gregory K. Pierens, Lynette K. Lambert, Anne E. Winters, Hideo Kigoshi, Masaki Kita^*, Mary J. Garson

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

22 Citations (Scopus)

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 ³J_C/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.

Original language	English
Pages (from-to)	136-144
Number of pages	9
Journal	Australian Journal of Chemistry
Volume	69
Issue number	2
DOIs	https://doi.org/10.1071/CH15203
Publication status	Published - 2016
Externally published	Yes

Access to Document

10.1071/CH15203

Cite this

@article{015b558c7d1d4a9fb339f5b7b03bf412,

title = "New Cytotoxic Norditerpenes from the Australian Nudibranchs Goniobranchus Splendidus and Goniobranchus Daphne",

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.",

author = "Yuichiro Hirayama and Katavic, \{Peter L.\} and White, \{Andrew M.\} and Pierens, \{Gregory K.\} and Lambert, \{Lynette K.\} and Winters, \{Anne E.\} and Hideo Kigoshi and Masaki Kita and Garson, \{Mary J.\}",

note = "Publisher Copyright: {\textcopyright} CSIRO 2016.",

year = "2016",

doi = "10.1071/CH15203",

language = "English",

volume = "69",

pages = "136--144",

journal = "Australian Journal of Chemistry",

issn = "0004-9425",

publisher = "CSIRO",

number = "2",

}

TY - JOUR

T1 - New Cytotoxic Norditerpenes from the Australian Nudibranchs Goniobranchus Splendidus and Goniobranchus Daphne

AU - Hirayama, Yuichiro

AU - Katavic, Peter L.

AU - White, Andrew M.

AU - Pierens, Gregory K.

AU - Lambert, Lynette K.

AU - Winters, Anne E.

AU - Kigoshi, Hideo

AU - Kita, Masaki

AU - Garson, Mary J.

PY - 2016

Y1 - 2016

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/84957561255

U2 - 10.1071/CH15203

DO - 10.1071/CH15203

M3 - Article

AN - SCOPUS:84957561255

SN - 0004-9425

VL - 69

SP - 136

EP - 144

JO - Australian Journal of Chemistry

JF - Australian Journal of Chemistry

IS - 2

ER -

New Cytotoxic Norditerpenes from the Australian Nudibranchs Goniobranchus Splendidus and Goniobranchus Daphne

Abstract

Access to Document

Other files and links

Fingerprint

Cite this