title: Phosphonate-linked pyrrolo[2,1-c][1,4]benzodiazepine conjugates: synthesis, DNA-binding affinity and cytotoxicity.
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.
authors.affiliation: Biotransformation Laboratory, Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad, Andhra Pradesh 500 007, India. ahmedkamal@iict.res.in
authors.forename: Ahmed
authors.initials: A
authors.lastname: Kamal
authors.forename: P Praveen
authors.initials: PP
authors.lastname: Kumar
authors.forename: B N
authors.initials: BN
authors.lastname: Seshadri
authors.forename: O
authors.initials: O
authors.lastname: Srinivas
authors.forename: M Shiva
authors.initials: MS
authors.lastname: Kumar
authors.forename: Subrata
authors.initials: S
authors.lastname: Sen
authors.forename: Nisha
authors.initials: N
authors.lastname: Kurian
authors.forename: Aarti S
authors.initials: AS
authors.lastname: Juvekar
authors.forename: Surekha M
authors.initials: SM
authors.lastname: Zingde
mesh_terms: D000586:Amination; D000818:Animals; D001569:Benzodiazepines / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity*; D002417:Cattle; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D004247:DNA / Q000737:chemistry*; D019281:Dimerization; D006801:Humans; D015394:Molecular Structure; D009691:Nucleic Acid Denaturation; D063065:Organophosphonates / Q000737:chemistry*; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity*; D013329:Structure-Activity Relationship; D013696:Temperature
chemical_list: D063065:Organophosphonates; D011758:Pyrroles; C438462:pyrrolo(2,1-c)(1,4)benzodiazepine; D001569:Benzodiazepines; D004247:DNA; C427203:calf thymus DNA