Novel Schiff base copper complexes of quinoline-2 carboxaldehyde as proteasome inhibitors in human prostate cancer cells

Shreelekha Adsule; Vivek Barve; Di Chen; Fakhara Ahmed; Q Ping Dou; Subhash Padhye; Fazlul H Sarkar

doi:10.1021/jm060712l

Novel Schiff base copper complexes of quinoline-2 carboxaldehyde as proteasome inhibitors in human prostate cancer cells

J Med Chem. 2006 Nov 30;49(24):7242-6. doi: 10.1021/jm060712l.

Authors

Shreelekha Adsule¹, Vivek Barve, Di Chen, Fakhara Ahmed, Q Ping Dou, Subhash Padhye, Fazlul H Sarkar

Affiliation

¹ The Prevention Program and Department of Pathology, Barbara Ann Karmanos Cancer Institute, Wayne State University, School of Medicine, 9374 Scott Hall, 540 East Canfield Avenue, Detroit, Michigan 48201, USA.

PMID: 17125278
DOI: 10.1021/jm060712l

Abstract

We report the synthesis of novel 1:1 Schiff base copper complexes of quinoline-2-carboxaldehyde showing dose-dependent, antiproliferative, and proapoptotic activity in PC-3 and LNCaP prostate cancer cells. We found that quinoline thiosemicarbazone 2 (FPA-137) was the most potent and inhibited proteosome activity in intact human prostate cancer PC-3 and LNCaP cells (IC50 of 4 and 3.2 microM, respectively) compared to clioquinol and pyrrolidine dithiocarbamate (IC50 of 10 and 20 microM), supporting the novelty of 2.

MeSH terms

Aldehydes / chemistry*
Cell Line, Tumor
Copper*
Drug Screening Assays, Antitumor
Humans
Male
Organometallic Compounds / chemical synthesis*
Organometallic Compounds / chemistry
Organometallic Compounds / pharmacology
Prostatic Neoplasms
Proteasome Inhibitors*
Quinolines / chemistry*
Schiff Bases / chemistry*
Semicarbazides / chemistry
Structure-Activity Relationship

Substances

Aldehydes
Organometallic Compounds
Proteasome Inhibitors
Quinolines
Schiff Bases
Semicarbazides
Copper