Synthesis, crystal structure, Hirshfeld surface analysis and DFT calculations of 2, 2, 2-tribromo-1-(3,5-dibromo-2-hydroxyphenyl)ethanone

Brahmia, Ameni; Bejaoui, Linda; Rolicek, Jan; Hassen, RachedBen; Serdaroğlu, Goncagül

doi:10.1016/j.molstruc.2021.131313

Cited by 2 publications

(1 citation statement)

References 48 publications

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“…There are several studies in the literature to explain the stability and reactivity of molecules using quantum chemical computational methods. [37,38]. In this context, if we compare the bioactivity of VLB and 1H-VLB molecules in water based on quantum chemical reactivity identifiers, it is concluded that VLB molecule is more active for all parameters except ELUMO.…”

Section: Homo-lumo Analysis and Quantum Chemical Reactivity Identifiersmentioning

confidence: 90%

Quantum Chemical Benchmark Study on Valdecoxib, a Potent and Selective Inhibitor of COX-2, and its Hydroxylated Derivative

SERİN

Ulu

2022

Cumhuriyet Science Journal

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In this work, quantum chemical calculations were performed on valdecoxib (VLB), a highly selective and potent COX-2 inhibitor, and its hydroxylated derivative (1H-VLB), an active metabolite. The geometry optimizations and frequency calculations were carried out by using density functional theory (DFT)/B3LYP functional with the 6-311++G (d, p) basis set. To define water phase behaviors, calculations were renewed by using universal SMD solvation model for both molecules. Structural and thermodynamic parameters, FT-IR analysis, Mulliken population analysis (MPA), frontier molecular orbital (FMO) analysis, natural bond orbital (NBO) analysis, and electrostatic surface properties were investigated in detail. Quantum chemical reactivity identifiers were calculated separately for both vacuum and water environment in order to evaluate the bioactivity tendency of both mentioned compounds. When the bioactivity of VLB and 1H-VLB molecules were compared based on quantum chemical reactivity identifiers, it was observed that the VLB molecule was more active. Moreover, drug-likeness properties of studied molecules were predicted by means of Molinspiration cheminformatics software. Molecular lipophilicity potential (MLP) maps that exhibit the accumulative lipophilic contributions of each atom in studied molecules were visualized.

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Section: Homo-lumo Analysis and Quantum Chemical Reactivity Identifiersmentioning

confidence: 90%

Quantum Chemical Benchmark Study on Valdecoxib, a Potent and Selective Inhibitor of COX-2, and its Hydroxylated Derivative

SERİN

Ulu

2022

Cumhuriyet Science Journal

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Nonlinear optical properties of pyrene-based chalcone: (E)-1-(4′-bromo-[1,1′-biphenyl]-4-yl)-3-(pyren-1-yl)prop-2-en-1-one, a structure-activity study

et al. 2022

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Synthesis, crystal structure, Hirshfeld surface analysis and DFT calculations of 2, 2, 2-tribromo-1-(3,5-dibromo-2-hydroxyphenyl)ethanone

Cited by 2 publications

References 48 publications

Quantum Chemical Benchmark Study on Valdecoxib, a Potent and Selective Inhibitor of COX-2, and its Hydroxylated Derivative

Quantum Chemical Benchmark Study on Valdecoxib, a Potent and Selective Inhibitor of COX-2, and its Hydroxylated Derivative

Nonlinear optical properties of pyrene-based chalcone: (E)-1-(4′-bromo-[1,1′-biphenyl]-4-yl)-3-(pyren-1-yl)prop-2-en-1-one, a structure-activity study

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