Synthesis of the enantiomers of the bioreductively-activated cytotoxin RSU-1069 and its prodrug RB6145 and lack of stereoselectivity in their cytotoxicity and radiosensitization in vitro

M A Naylor; M D Threadgill; H D Showalter; I J Stratford; M A Stephens; E M Fielden; G E Adams

Synthesis of the enantiomers of the bioreductively-activated cytotoxin RSU-1069 and its prodrug RB6145 and lack of stereoselectivity in their cytotoxicity and radiosensitization in vitro

Drug Des Discov. 1993;10(3):249-55.

Authors

M A Naylor¹, M D Threadgill, H D Showalter, I J Stratford, M A Stephens, E M Fielden, G E Adams

Affiliation

¹ MRC Radiobiology Unit, Didcot, Oxon, U.K.

PMID: 8268395

Abstract

The R(+)- and S(-)-enantiomers of the radiosensitizer and bioreductively-activated cytotoxin RSU-1069 and their prodrugs have been synthesised. The parent drugs were evaluated as radiosensitizers and bioreductively-activated cytotoxins in vitro. No stereoselectivity in the activities in vitro of the two enantiomers was evident and both compounds were potent hypoxia-selective agents.

Publication types

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

MeSH terms

Antineoplastic Agents / chemical synthesis*
Antineoplastic Agents / chemistry
Misonidazole / analogs & derivatives*
Misonidazole / chemical synthesis
Misonidazole / chemistry
Nitroimidazoles / chemical synthesis*
Nitroimidazoles / chemistry
Prodrugs / chemical synthesis*
Prodrugs / chemistry
Radiation-Sensitizing Agents / chemical synthesis*
Radiation-Sensitizing Agents / chemistry
Stereoisomerism
Structure-Activity Relationship
Tumor Cells, Cultured / drug effects

Substances

Antineoplastic Agents
Nitroimidazoles
Prodrugs
Radiation-Sensitizing Agents
RB 6145
1-(2-nitro-1-imidazolyl)-3-aziridino-2-propanol
Misonidazole

Abstract

Publication types

MeSH terms

Substances

Grants and funding