Phosphonate-linked pyrrolo[2,1-c][1,4]benzodiazepine conjugates: Synthesis, DNA-binding affinity and cytotoxicity

Ahmed Kamal, P. Praveen Kumar, B. N. Seshadri, O. Srinivas, M. Shiva Kumar, Subrata Sen, Nisha Kurian, Aarti S. Juvekar, Surekha M. Zingde

Research output: Contribution to journalArticlepeer-review

20 Scopus citations

Abstract

Pyrrolobenzodiazepine-diethylphosphonate conjugates have been designed and synthesized that link through two different types of spacers that are simple alkane chain and also a piperazine moiety side-armed with the alkane chains. These pyrrolobenzodiazepine conjugates have exhibited remarkable DNA-binding affinity and improved solubility in water, a representative compound 7d showing promising in vitro cytotoxicity.

Original languageEnglish (US)
Pages (from-to)3895-3906
Number of pages12
JournalBioorganic and Medicinal Chemistry
Volume16
Issue number7
DOIs
StatePublished - Apr 1 2008

Bibliographical note

Funding Information:
The authors P.P.K., B.N.S., O.S and M.S.K. thank CSIR, New Delhi for the award of research fellowships. We are also thankful to the Department of Biotechnology (BT/PR/7037/Med/14/933/2006), New Delhi for financial assistance.

Keywords

  • Cytotoxicity
  • DNA-binding affinity
  • Diethylphosphonate
  • Pyrrolobenzodiazepine

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