The total synthesis of an aurone isolated from Uvaria hamiltonii: aurones and flavones as anticancer agents

Nicholas J Lawrence; David Rennison; Alan T McGown; John A Hadfield

doi:10.1016/j.bmcl.2003.07.003

The total synthesis of an aurone isolated from Uvaria hamiltonii: aurones and flavones as anticancer agents

Bioorg Med Chem Lett. 2003 Nov 3;13(21):3759-63. doi: 10.1016/j.bmcl.2003.07.003.

Authors

Nicholas J Lawrence¹, David Rennison, Alan T McGown, John A Hadfield

Affiliation

¹ Department of Chemistry, Cardiff University, PO Box 912, Cardiff CF10 3TB, UK. lawrencenj1@cardiff.ac.uk

PMID: 14552774
DOI: 10.1016/j.bmcl.2003.07.003

Abstract

The naturally occurring aurone 1, isolated from Uvaria hamiltonii, and a series of aurones analogues based structurally on known tubulin binding agents were prepared and evaluated for anticancer activity. Aurone 20 was the most active (IC(50) K562 50 nM) and caused significant G2/M cell-cycle arrest.

Publication types

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

MeSH terms

Antineoplastic Agents, Phytogenic / chemical synthesis*
Antineoplastic Agents, Phytogenic / isolation & purification
Antineoplastic Agents, Phytogenic / pharmacology*
Benzofurans / chemical synthesis*
Benzofurans / isolation & purification
Benzofurans / pharmacology*
Cell Cycle / drug effects
DNA, Neoplasm / drug effects
Flavonoids / chemical synthesis*
Flavonoids / pharmacology*
G2 Phase / drug effects
Humans
Indicators and Reagents
K562 Cells
Mitosis / drug effects
Models, Molecular
Molecular Conformation
Protein Binding
Structure-Activity Relationship
Tetrazolium Salts
Thiazoles
Tubulin / drug effects
Tubulin / metabolism
Uvaria / chemistry*

Substances

Antineoplastic Agents, Phytogenic
Benzofurans
DNA, Neoplasm
Flavonoids
Indicators and Reagents
Tetrazolium Salts
Thiazoles
Tubulin
aurone
thiazolyl blue