Synthesis of C8-linked pyrrolo[2,1-c][1,4]benzodiazepine-benzimidazole conjugates with remarkable DNA-binding affinity

Ahmed Kamal; P Ramulu; O Srinivas; G Ramesh; P Praveen Kumar

doi:10.1016/j.bmcl.2004.06.069

Synthesis of C8-linked pyrrolo[2,1-c][1,4]benzodiazepine-benzimidazole conjugates with remarkable DNA-binding affinity

Bioorg Med Chem Lett. 2004 Sep 20;14(18):4791-4. doi: 10.1016/j.bmcl.2004.06.069.

Authors

Ahmed Kamal¹, P Ramulu, O Srinivas, G Ramesh, P Praveen Kumar

Affiliation

¹ Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500007, India. [email protected]

PMID: 15324909
DOI: 10.1016/j.bmcl.2004.06.069

Abstract

Two types of benzimidazoles have been synthesized and linked to DC-81 at C8-position through different alkyl chain spacers. These PBD conjugates have exhibited remarkable DNA-binding affinity, and a representative compound shows promising in vitro anticancer activity.

Publication types

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

MeSH terms

Animals
Antineoplastic Agents / chemical synthesis
Antineoplastic Agents / chemistry
Antineoplastic Agents / pharmacology*
Benzimidazoles / chemical synthesis
Benzimidazoles / chemistry
Benzimidazoles / pharmacology*
Benzodiazepines / chemical synthesis
Benzodiazepines / chemistry
Benzodiazepines / pharmacology*
Cell Line, Tumor
DNA / chemistry
DNA / drug effects
DNA / metabolism*
Drug Screening Assays, Antitumor
Humans
Nucleic Acid Denaturation
Pyrroles / chemical synthesis
Pyrroles / chemistry
Pyrroles / pharmacology*
Thymus Gland / metabolism

Substances

Antineoplastic Agents
Benzimidazoles
Pyrroles
pyrrolo(2,1-c)(1,4)benzodiazepine
Benzodiazepines
DNA