A new simple and high-yield synthesis of suberoylanilide hydroxamic acid and its inhibitory effect alone or in combination with retinoids on proliferation of human prostate cancer cells

Lalji K Gediya; Pankaj Chopra; Puranik Purushottamachar; Neha Maheshwari; Vincent C O Njar

doi:10.1021/jm058214k

A new simple and high-yield synthesis of suberoylanilide hydroxamic acid and its inhibitory effect alone or in combination with retinoids on proliferation of human prostate cancer cells

J Med Chem. 2005 Jul 28;48(15):5047-51. doi: 10.1021/jm058214k.

Authors

Lalji K Gediya¹, Pankaj Chopra, Puranik Purushottamachar, Neha Maheshwari, Vincent C O Njar

Affiliation

¹ Department of Pharmacology and Experimental Therapeutics, University of Maryland School of Medicine, 655 West Baltimore Street, Baltimore, Maryland 21201-1559, USA.

PMID: 16033284
DOI: 10.1021/jm058214k

Abstract

We have developed a procedure for the synthesis of N-hydroxy-N(1)-phenyloctanediamide (suberoylanilide hydroxamic acid (SAHA)), providing the product in 79.8% yield. SAHA is a potent inhibitor of histone deacetylase, induces differentiation and/or apoptosis in certain transformed cells in culture, and suppressed the growth of human prostate cancer LNCaP and PC-3 cell lines. The combination of SAHA with other compounds inhibited cell proliferation of LNCaP cells in additive fashion and resulted in synergistic growth inhibition.

Publication types

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

MeSH terms

Antineoplastic Agents / chemical synthesis*
Antineoplastic Agents / chemistry
Antineoplastic Agents / pharmacology
Cell Line, Tumor
Cell Proliferation / drug effects
Drug Synergism
Histone Deacetylase Inhibitors*
Humans
Hydroxamic Acids / chemical synthesis*
Hydroxamic Acids / chemistry
Hydroxamic Acids / pharmacology
Male
Prostatic Neoplasms
Retinoids / pharmacology*
Vorinostat

Substances

Antineoplastic Agents
Histone Deacetylase Inhibitors
Hydroxamic Acids
Retinoids
Vorinostat