title: Benzene fused monocyclic enediynyl amides: synthesis, reactivity and DNA-cleavage activity in comparison to the corresponding sulfonamides.
abstract: Monocyclic enediynyl amides 2a-2c have been synthesized via the corresponding free amine 5. Kinetic studies in chloroform revealed the reactivity of these amides towards Bergman cyclization to be less than that of the corresponding sulfonamides. However, differential scanning calorimetry (DSC) measurements in the solid state and DNA-cleavage studies in aqueous buffer showed higher reactivity for the amides than the sulphonamides.
authors.affiliation: Department of Chemistry, Indian Institute of Technology, 721302, Kharagpur, India. absk@chem.iitkgp.ernet.in
authors.forename: Amit
authors.initials: A
authors.lastname: Basak
authors.forename: Subrata
authors.initials: S
authors.lastname: Mandal
authors.forename: Amit
authors.initials: A
authors.lastname: Kumar Das
authors.forename: Valerio
authors.initials: V
authors.lastname: Bertolasi
mesh_terms: D000480:Alkynes / Q000737:chemistry; D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001554:Benzene / Q000737:chemistry; D004278:DNA, Superhelical / Q000187:drug effects* / Q000378:metabolism; D006574:Heterocyclic Compounds, 2-Ring / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D006868:Hydrolysis / Q000187:drug effects; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D013449:Sulfonamides / Q000494:pharmacology
chemical_list: D000480:Alkynes; D000577:Amides; D004278:DNA, Superhelical; D006574:Heterocyclic Compounds, 2-Ring; D013449:Sulfonamides; D001554:Benzene