The absolute stereochemistry and cytotoxicity of the ascidian-derived metabolite, longithorone J

Rohan A Davis; Anthony R Carroll; Dianne Watters; Ronald J Quinn

doi:10.1080/14786410601101811

The absolute stereochemistry and cytotoxicity of the ascidian-derived metabolite, longithorone J

Nat Prod Res. 2006 Dec;20(14):1277-82. doi: 10.1080/14786410601101811.

Authors

Rohan A Davis¹, Anthony R Carroll, Dianne Watters, Ronald J Quinn

Affiliation

¹ Natural Product Discovery, Eskitis Institute, Griffith University, Brisbane, QLD 4111, Australia.

PMID: 17393651
DOI: 10.1080/14786410601101811

Abstract

The absolute stereochemistry of longithorone J (1) from the ascidian Aplidium longithorax has been determined using the advanced Mosher method. Based on biosynthetic reasoning and chiroptical data comparison the absolute stereochemistry for longithorone K (2) was also assigned. Longithorone J was tested for cytotoxicity against the cell lines SHSY5Y, HEK293T and A549. Compound 1 showed minimal cytotoxicity towards the SHSY5Y and HEK293T cell lines.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Bridged-Ring Compounds / chemistry*
Bridged-Ring Compounds / pharmacology
Cell Line, Tumor
Cell Proliferation / drug effects
Humans
Models, Molecular
Nuclear Magnetic Resonance, Biomolecular
Polycyclic Compounds / chemistry*
Polycyclic Compounds / pharmacology
Quinones
Stereoisomerism
Urochordata / chemistry*

Substances

Bridged-Ring Compounds
Polycyclic Compounds
Quinones
longithorone A