title: De novo design of chiral organotin cancer drug candidates: validation of enantiopreferential binding to molecular target DNA and 5'-GMP by UV-visible, fluorescence, (1)H and (31)P NMR.
abstract: N,N-bis[(R-/S-)-1-benzyl-2-ethoxyethane] tin (IV) complexes were synthesized by applying de novo design strategy by the condensation reaction of (R-/S-)2-amino-2-phenylethanol and dibromoethane in presence of dimethyltin dichloride and thoroughly characterized by elemental analysis, conductivity measurements, IR, ESI-MS, (1)H, (13)C and (119)Sn, multinuclear NMR spectroscopy and XRD study. Enantioselective and specific binding profile of R-enantiomer 1 in comparison to S-enantiomer 2 with ultimate molecular target CT-DNA was validated by UV-visible, fluorescence, circular dichroism, (1)H and (31)P NMR techniques. This was further corroborated well by interaction of 1 and 2 with 5'-GMP.
authors.affiliation: Department of Chemistry, Aligarh Muslim University, Aligarh 202 002, India. farukh_arjmand@yahoo.co.in
authors.forename: Farukh
authors.initials: F
authors.lastname: Arjmand
authors.forename: Girish Chandra
authors.initials: GC
authors.lastname: Sharma
authors.forename: Fatima
authors.initials: F
authors.lastname: Sayeed
authors.forename: Mohd
authors.initials: M
authors.lastname: Muddassir
authors.forename: Sartaj
authors.initials: S
authors.lastname: Tabassum
mesh_terms: D000042:Absorption; D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D002417:Cattle; D002942:Circular Dichroism; D004247:DNA / Q000737:chemistry / Q000378:metabolism*; D015195:Drug Design; D006157:Guanosine Monophosphate / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D058990:Molecular Targeted Therapy; D009690:Nucleic Acid Conformation / Q000187:drug effects; D009947:Organotin Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism* / Q000494:pharmacology; D009994:Osmolar Concentration; D015203:Reproducibility of Results; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet; D013057:Spectrum Analysis / Q000379:methods*; D013237:Stereoisomerism; D013379:Substrate Specificity; D014961:X-Ray Diffraction
chemical_list: D000970:Antineoplastic Agents; D009947:Organotin Compounds; D006157:Guanosine Monophosphate; D004247:DNA