Synthesis and anticancer activity of new class of bisphosphonates/phosphanamidates.
Novel bis-heterocyclic bisphosphonates/phosphonamidates were synthesized utilizing the Pudovick reaction. The employment of Nb(2)O(5) as catalyst was found to increase the yields and purity of the bisbenzoxazaphosphine derivatives (13a-h). Their anticancer activity studies in vitro, on three human tumor cell lines NCI-H460 (lung large cell), MCF-7 (breast adenocarcinoma), and SF-268 (central nervous system glioblastoma), showed that bis-[3-(3-chloro-4-fluorophenyl)-2-oxo-3,4-dihydro-2H-2lambda(5)-benzo[e][1,3,2]oxazaphosphinin-2-yl]arylmethanes (13a-h) and [(4-chlorophenyl)-(hydroxyamidophosphinoyl)-methyl]phosphonic acid (14) exhibited significant anticancer activity.
Kiran
Y B
YB
Department of Chemistry, Sri Venkateswara University, Tirupati 517502, Andhra Pradesh, India.
Devendranath Reddy
C
C
Gunasekar
D
D
Suresh Reddy
C
C
Leon
Annette
A
Barbosa
Luiz C A
LC
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D049109:Cell Proliferation / Q000187:drug effects*; D002722:Chlorobenzenes; D004354:Drug Screening Assays, Antitumor; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000494:pharmacology*; D006801:Humans; D006843:Hydrocarbons, Chlorinated / Q000138:chemical synthesis* / Q000494:pharmacology*; D015394:Molecular Structure; D009369:Neoplasms / Q000188:drug therapy* / Q000473:pathology; D063065:Organophosphonates / Q000138:chemical synthesis* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured
C529868:((4-chlorophenyl)-(hydroxyamidophosphinoyl)-methyl) phosphonic acid; D000970:Antineoplastic Agents; D002722:Chlorobenzenes; D006571:Heterocyclic Compounds; D006843:Hydrocarbons, Chlorinated; D063065:Organophosphonates