Scabrosin esters and derivatives: chemical derivatization studies and biological evaluation

Christina L L Chai; John A Elix; Paul B Huleatt; Paul Waring

doi:10.1016/j.bmc.2004.08.015

Scabrosin esters and derivatives: chemical derivatization studies and biological evaluation

Bioorg Med Chem. 2004 Nov 15;12(22):5991-5. doi: 10.1016/j.bmc.2004.08.015.

Authors

Christina L L Chai¹, John A Elix, Paul B Huleatt, Paul Waring

Affiliation

¹ Centre for the Study of Bioactive Molecules, Department of Chemistry, Australian National University, Canberra ACT 0200, Australia. christina.chai@anu.edu.au

PMID: 15498675
DOI: 10.1016/j.bmc.2004.08.015

Abstract

Several derivatives of the natural scabrosin esters were synthesized in order to elucidate the structural features present, which are responsible for the biological activities. The studies demonstrate that full anti-proliferative activities of the scabrosin esters, both the carboskeleton core as well as the ability to form the dithiol and/or the disulfide linkage of the epidithiopiperazine-2,5-dione are required. The presence of the epoxide rings on the scabrosin esters do not contribute to the observed biological activities.

Publication types

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

MeSH terms

Animals
Biological Factors / chemistry*
Biological Factors / isolation & purification*
Biological Factors / pharmacology
Biological Products / chemical synthesis
Biological Products / pharmacology
Cell Line, Tumor
Drug Evaluation, Preclinical / methods
Esters
Mice

Substances

Biological Factors
Biological Products
Esters