Computational design, synthesis, structural analysis and biological evaluation some novel N-methylated indole incorporating pyrazole moieties

1121-1127A new method for N-methylation of indoles using methylating reagent dimethyl sulphate has been developed. Structures of the newly synthesized compounds have been established by elemental analysis and spectral data and evaluated as biological activity. The synthesized indoyl pyrazole compounds have been evaluated for their antioxidant and anticancer activities. The obtained results reveal clearly that compounds IVb and e display the highest antioxidant activity and compounds c and f exhibit better radical scavenging ability; whereas the same compound IVb exhibits excellent activity (IC50 24μM) against HeLa (human cervical carcinoma) cancer cell lines. Theoretical calculation of the title compounds have been carried out using density functional theory method. The geometrical optimization of the prepared target compounds has been theoretically analyzed. Based on the geometries, the HOMO and LUMO, Mulliken population analysis and reactivity indices have been calculated

Computational design, synthesis, structural analysis and biological evaluation some novel N-methylated indole incorporating pyrazole moieties

A new method for N-methylation of indoles using methylating reagent dimethyl sulphate has been developed. Structures of the newly synthesized compounds have been established by elemental analysis and spectral data and evaluated as biological activity. The synthesized indoyl pyrazole compounds have been evaluated for their antioxidant and anticancer activities. The obtained results reveal clearly that compounds IVb and e display the highest antioxidant activity and compounds c and f exhibit better radical scavenging ability; whereas the same compound IVb exhibits excellent activity (IC50 24µM) against HeLa (human cervical carcinoma) cancer cell lines. Theoretical calculation of the title compounds have been carried out using density functional theory method. The geometrical optimization of the prepared target compounds has been theoretically analyzed. Based on the geometries, the HOMO and LUMO, Mulliken population analysis and reactivity indices have been calculated.

Synthesis, computational studies and antioxidant activity of some 3-(2-alkylamino-4-aminothiazole-5-oyl)pyridines

605-610A series of thiazoloylpyridine derivatives has been synthesized and analyzed to confirm the structure of the product using IR, 1H and 13C NMR, mass spectra and analytical data. Optimized structural and electronic parameters of all the compounds have been calculated by using B3LYP/ 6-31G basis set. The Mulliken charges of all atoms have been evaluated. The calculated IR spectrum has been analyzed by comparing the experimental IR. All the synthesized compounds have been examined for antioxidant activities. The antioxidant activity of 3-(2-alkylamino-4-aminothiazol -5-oyl)pyridines have been analyzed using DPPH radical scavenging assay. The compounds 6a and 6b possess higher radical scavenging activity

Computational calculations and molecular docking studies on 2-(2-ethylaminothiazol-5-oyl)benzothiazole

2-(2-Ethylaminothiazol-5-oyl)benzothiazole has been synthesized and its bond length, bond angle, dihedral angle, HOMO-LUMO and Mulliken charges on the atoms have been calculated by density functional theory (DFT/B3LYP) method with 6-311++G(d,p) basis sets. Biological properties like the target receptor identification and identification of interacting residues, of this compound is identified and analyzed by using Openbabel GUI (C) software.

Synthesis, DFT calculations, NBO analysis and docking studies of 3-(2-arylamino-4-aminothiazol-5-oyl)pyridine derivatives

999-1006Electronic structure of 3-(2-arylamino-4-aminothiazol-5-oyl)pyridine derivatives are investigated theoretically using B3LYB/6-31G (d,p) method. The energy gap between HOMO-LUMO and several thermodynamic properties in the ground state are calculated by means of B3LYP hybrid density functional theory (DFT) method together with 6-31G basis sets. A series of pyridinyl thiazoles were synthesized and characterized. The molecular docking studies were done using PyRx virtual screening tool in the active site of Hepg-2 (PDB code 4mmh) to study the hydrogen bonding interaction of these analogs. ADME properties and the hydrophobicity are found to be critical for activity. It is observed that all the synthesized compounds can be used orally as good drug candidates and the docking scores are comparable to the standard compounds. The compound C3 is found to have the highest activity against the cancer (PDB code: 4mmh) protein

Computational calculations and molecular docking studies on 2-(2-ethylaminothiazol-5-oyl)benzothiazole

273-2762-(2-Ethylaminothiazol-5-oyl)benzothiazole has been synthesized and its bond length, bond angle, dihedral angle, HOMO-LUMO and Mulliken charges on the atoms have been calculated by density functional theory (DFT/B3LYP) method with 6-311++G(d,p) basis sets. Biological properties like the target receptor identification and identification of interacting residues, of this compound is identified and analyzed by using Openbabel GUI (C) software

Design, synthesis, characterization, bio-molecular docking studies, and biological activity of (4-amino-2-(aryl/alkylamino)thiazol-5-yl)(6-methylbenzo[d] thiazol-2-yl)methanone derivatives

A series of novel (4-amino-2-(aryl/alkylamino)thiazol-5-yl)(6-methylbenzo[d]thiazol-2-yl)methanone compounds have been synthesized. They have been characterized by elemental analysis, IR, 1H and 13C NMR and mass spectral techniques. All the synthesized compounds have been screened for their antibacterial potential and show significant antibacterial activity. Among these (4-amino-2-(4-chlorophenyl)amino)thiazol-5-yl)(6-methylbenzo[d]thiazol-2-yl)methanone is more active. Moreover, the compound 3d shows promising antioxidant activity activity. The compounds have been further evaluated for their potential for DNA cleavage and two compounds completely cleaved DNA. Two of the compounds have been evaluated for their anti-proliferative activity against breast cancer cell lines. The IC50 value of the compound (4-amino-2-(4-chlorophenyl)amino)thiazol-5-yl)(6-methylbenzo[d]thiazol-2-yl)methanone against the cell line MCF-7 is found to be 10 µg/mL. Four compounds have been docked towards 5077 receptor protein. Molecular docking shows very good interaction with protein. In this (4-amino-2-(4-methoxyphenyl)amino)thiazol-5-yl)(6-methylbenzo[d]thiazol-2-yl)methanone has the highest binding interaction with the protein.

Design, synthesis, characterization, bio-molecular docking studies, and biological activity of (4-amino-2-(aryl/alkylamino)thiazol-5-yl)(6-methylbenzo[d] thiazol-2-yl)methanone derivatives

1621-1628A series of novel (4-amino-2-(aryl/alkylamino)thiazol-5-yl)(6-methylbenzo[d]thiazol-2-yl)methanone compounds have been synthesized. They have been characterized by elemental analysis, IR, 1H and 13C NMR and mass spectral techniques. All the synthesized compounds have been screened for their antibacterial potential and show significant antibacterial activity. Among these (4-amino-2-(4-chlorophenyl)amino)thiazol-5-yl)(6-methylbenzo[d]thiazol-2-yl)methanone is more active. Moreover, the compound 3d shows promising antioxidant activity activity. The compounds have been further evaluated for their potential for DNA cleavage and two compounds completely cleaved DNA. Two of the compounds have been evaluated for their anti-proliferative activity against breast cancer cell lines. The IC50 value of the compound (4-amino2-(4-chlorophenyl)amino)thiazol-5-yl)(6-methylbenzo[d]thiazol-2-yl)methanone against the cell line MCF-7 is found to be 10 µg/mL. Four compounds have been docked towards 5077 receptor protein. Molecular docking shows very good interaction with protein. In this (4-amino-2-(4-methoxyphenyl)amino)thiazol-5-yl)(6-methylbenzo[d]thiazol-2-yl)methanone has the highest binding interaction with the protein

Synthesis, quantum chemical computation, molecular docking analysis and biological activity of chlorophenyl thiazolyl naphthyl methanone as dendrodoine analogs

703-713A series of chlorophenyl thiazolyl naphthyl methanone derivatives have been synthesized and found to possess a wide spectrum of biological activities. Chlorophenyl thiazolyl naphthyl methanone has been synthesized and characterized by elemental analysis IR, 1H and 13C NMR and mass spectral data. Quantum chemical computation and vibrational spectral analysis of chlorophenyl thiazolyl naphthyl methanone have been carried out using DFT level B3LYP with 6-31G basis set. Electric dipole moment (μ) values have been computed by utilizing ab initio and DFT quantum mechanical calculations. The energy gap is an indicator of chemical reactivity, kinetic stability and polarizability. The novel compounds show very good antioxidant and anticancer activity. Docking studies have been performed for target molecules using the molecular docking software. The antioxidant activity of chlorophenylthiazolylnaphthylmethanone has been analyzed using the DPPH radical scavenging assay. Among the studied compounds, (4-chlorophenyl-2-diethylaminothiazol-5-yl-2-naphthyl)methanone 2b is highly active on the SKMEL cell line

2-(2-Alkylamino-4-aminothiazol-5-oyl)-N-methylbenzimidazoles: Synthesis and the effect of intra molecular H-bonding in ¹H NMR

877-8812-(2-Alkylamino-4-aminothiazol-5-oyl)-N-methylbenzimi­da­zoles, as the analogs of the cytotoxic marine alkaloid dendrodoine, is synthesized and characterized by elemental analysis, IR, NMR and mass spectral data. The thiourea derivatives provide four ring atoms for the thiazole ring construction and thus act as [C-N-C-S] synthons. The remaining carbon of the thiazole is sourced from 2-(2-bromoacetyl)-N-methylbenzimidazole. This [4+1] heterocyclization reaction is adopted for the synthesis of novel benzimidazole derivatives. The presence of two signals in the 1H NMR spectrum arising from the NH2 hydrogens shows that the two hydrogens are not exchanging rapidly on the chemical shift time scale and they are in two different chemical environments due to H-bonding