title: The crystal structure of sulfamethoxazole, interaction with DNA, DFT calculation, and molecular docking studies.
abstract: Sulfamethoxazole (SMX) [4-amino-N-(5-methyl-1,2-oxazol-3-yl)benzenesulfonamide] is structurally established by single crystal X-ray diffraction measurement. The crystal packing shows H-bonded 2D polymer through N(7)-H(7A)-O(2), N(7)-H(7B)-O(3), N(1)-H(1)-N(2), C(5)-H(5)-O(3)-S(1) and N(7)-(H7A)-O(2)-S(1). Density Functional Theory (DFT) and Time Dependent-DFT (TD-DFT) computations of optimized structure of SMX determine the electronic structure and has explained the electronic spectral transitions. The interaction of SMX with CT-DNA has been studied by absorption spectroscopy and the binding constant (Kb) is 4.37×10(4)M(-1). The in silico test of SMX with DHPS from Escherichia coli and Streptococcus pneumoniae helps to understand drug metabolism and accounts the drug-molecule interactions. The molecular docking of SMX-DNA also helps to predict the interaction feature.
authors.affiliation: Department of Chemistry, Inorganic Chemistry Section, Jadavpur University, Kolkata 700032, India.
authors.forename: Dipankar
authors.initials: D
authors.lastname: Das
authors.affiliation: Department of Chemistry, Inorganic Chemistry Section, Jadavpur University, Kolkata 700032, India.
authors.forename: Nilima
authors.initials: N
authors.lastname: Sahu
authors.affiliation: Department of Chemistry, Inorganic Chemistry Section, Jadavpur University, Kolkata 700032, India.
authors.forename: Suman
authors.initials: S
authors.lastname: Roy
authors.affiliation: Department of Chemistry, Inorganic Chemistry Section, Jadavpur University, Kolkata 700032, India.
authors.forename: Paramita
authors.initials: P
authors.lastname: Dutta
authors.affiliation: Department of Chemistry, Inorganic Chemistry Section, Jadavpur University, Kolkata 700032, India.
authors.forename: Sudipa
authors.initials: S
authors.lastname: Mondal
authors.affiliation: Departamento de Química Inorgánica, c) Francisco Tomás y Valiente, 7, Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid, Spain.
authors.forename: Elena L
authors.initials: EL
authors.lastname: Torres
authors.affiliation: Department of Chemistry, Inorganic Chemistry Section, Jadavpur University, Kolkata 700032, India. Electronic address: c_r_sinha@yahoo.com.
authors.forename: Chittaranjan
authors.initials: C
authors.lastname: Sinha
mesh_terms: D018360:Crystallography, X-Ray; D004247:DNA / Q000737:chemistry / Q000378:metabolism; D004094:Dihydropteroate Synthase / Q000737:chemistry / Q000378:metabolism; D029968:Escherichia coli Proteins / Q000737:chemistry / Q000378:metabolism; D008956:Models, Chemical; D062105:Molecular Docking Simulation; D013296:Streptococcus pneumoniae / Q000201:enzymology; D013420:Sulfamethoxazole / Q000737:chemistry* / Q000378:metabolism; D056928:X-Ray Absorption Spectroscopy
chemical_list: D029968:Escherichia coli Proteins; D004247:DNA; C427203:calf thymus DNA; D004094:Dihydropteroate Synthase; D013420:Sulfamethoxazole
keywords: DFT and TD-DFT computation; DNA interaction; Docking studies; Sulfamethoxazole; X-ray structure