SCXRD, DFT and molecular docking based structural analyses towards novel 3-piperazin-1-yl-benzo[d]isothiazole and 3-piperidin-4-yl-b enzo[d]isoxazoles appende d to quinoline as pharmacological agents

被引：8

作者：

Marganakop, Sheetal B. ^{[1
,2
]}

Kamble, Ravindra R. ^{[1
]}

Sannaikar, Madivalagouda S. ^{[3
]}

Bayannavar, Praveen K. ^{[1
]}

Kumar, S. Madan ^{[4
]}

Inamdar, Sanjeev R. ^{[3
]}

Shirahatti, Arunkumar M. ^{[5
]}

Desai, Saleem M. ^{[6
]}

Joshi, Shrinivas D. ^{[7
]}

机构：

[1] Karnatak Univ Dharwad, Dept Chem, Dharwad 580003, Karnataka, India

[2] Govt First Grade Coll, Dept Chem, Paschapur 571307, India

[3] Karnatak Univ Dharwad, Dept Phys, Laser Spect Programme, Dharwad 580003, Karnataka, India

[4] Univ Gothenberg, Dept Chem & Mol Biol, S-40530 Gothenburg, Sweden

[5] Commerce & SK Gubbi Sci Coll, Dept Chem, JSS Banashankari Arts, Dharwad 580004, Karnataka, India

[6] Anjuman Arts Sci & Commerce Coll, Dept Chem, Manugoli Rd, Vijayapur 586101, India

[7] SETs Coll Pharm, Dept Pharmaceut Chem, Dharwad 580002, Karnataka, India

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2022年 / 1248卷

关键词：

Quinoline; Benzothiazole; Benzoxazole; X-ray diffraction; DFT; Hirshfeld surface analysis; INSECTICIDAL ACTIVITIES; ANTHRANILIC DIAMIDES; CHEMICAL-REACTIVITY; BIOACTIVITY; DERIVATIVES; ANTICANCER; CRYSTAL; BINDING; POTENT; DRUGS;

D O I：

10.1016/j.molstruc.2021.131442

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Novel quinoline containing 3-piperazin-1-yl-benzo[d]isothiazole 4a and 4b and 3-piperidin-4-ylbenzo[d]isoxazole 5c were synthesized and characterized by spectral, single crystal XRD and DFT studies. Hirshfeld surface, electrostatic potential maps were obtained respectively from SCXRD and DFT studies. These compounds were analysed for in vitro antimicrobial activity and correlated with energy difference (Delta E) between HOMO and LUMO energy levels obtained from DFT and correlated with Delta E of standard drug to explain the activity. Further the antimicrobial activity was corroborated by docking against various target enzymes. The present work provided some hints for developing novel antimicrobial quinoline derivatives. (C) 2021 Published by Elsevier B.V.

引用

页数：13

共 50 条

[21] Synthesis and antimicrobial activity of 1-(benzo[b]thiophen-4-yl)-4-(2-(oxo, hydroxyl, and fluoro)-2-phenylethyl)piperazine and 1-(benzo[d]isothiazole-3-yl)-4-(2-(oxo, hydroxy, and fluoro)-2-phenylethyl)piperazine derivatives
Mishra, Vaibhav
Chundawat, Tejpal Singh
TURKISH JOURNAL OF CHEMISTRY, 2019, 43 (02) : 713 - +
[22] Design, synthesis and biological evaluation of 5-(2-(4-(substituted benzo[d]isoxazol-3-yl) piperazin-1-yl)acetyl)indolin-2-one and 5-(2-(4-substitutedpiperazin-1-yl)acetyl)indolin-2-one analogues as novel anti-tubercular agents
Naidu, Kalaga Mahalakshmi
Gajanan, Rudresh Naik
Sekhar, Kondapalli Venkata Gowri Chandra
ARABIAN JOURNAL OF CHEMISTRY, 2019, 12 (08) : 2418 - 2429
[23] Structure-based design, synthesis, and molecular modeling studies of 1-(benzo[d]thiazol-2-yl)-3-(substituted aryl)urea derivatives as novel anti-Parkinsonian agents
Faizul Azam
Medapati Vijaya Vara Prasad
Neelaveni Thangavel
Medicinal Chemistry Research, 2012, 21 : 2630 - 2643
[24] Structure-based design, synthesis, and molecular modeling studies of 1-(benzo[d]thiazol-2-yl)-3-(substituted aryl)urea derivatives as novel anti-Parkinsonian agents
Azam, Faizul
Prasad, Medapati Vijaya Vara
Thangavel, Neelaveni
MEDICINAL CHEMISTRY RESEARCH, 2012, 21 (09) : 2630 - 2643
[25] Designing of the N-ethyl-4-(pyridin-4-yl)benzamide based potent ROCK1 inhibitors using docking, molecular dynamics, and 3D-QSAR
Ghosh, Suparna
Keretsu, Seketoulie
Cho, Seung Joo
PEERJ, 2021, 9
[26] Synthesis, spectroscopic investigations (FT-IR, NMR, UV-Vis, and TD-DFT), and molecular docking of (E)-1-(benzo[d][1,3]dioxol-6-yl)-3-(6-methoxynaphthalen-2-yl)prop-2-en-1-one
Alphonsa, A. Therasa
Loganathan, C.
Anand, S. Athavan Alias
Kabilan, S.
JOURNAL OF MOLECULAR STRUCTURE, 2017, 1130 : 1018 - 1023
[27] In silico design novel (5-imidazol-2-yl-4-phenylpyrimidin-2-yl)[2-(2-pyridylamino)ethyl]amine derivatives as inhibitors for glycogen synthase kinase 3 based on 3D-QSAR, molecular docking and molecular dynamics simulation
He, Qingxiu
Han, Chu
Li, Guangping
Guo, Haiqiong
Wang, Yuxuan
Hu, Yong
Lin, Zhihua
Wang, Yuanqiang
COMPUTATIONAL BIOLOGY AND CHEMISTRY, 2020, 88
[28] Synthesis, molecular docking and biological evaluation of some newer 2-substituted-4-(benzo[d][1,3]dioxol-5-yl)-6-phenylpyridazin-3(2H)-ones as potential anti-inflammatory and analgesic agents
Singh, Jyoti
Saini, Vandana
Kumar, Ajit
Bansal, Ranju
BIOORGANIC CHEMISTRY, 2017, 71 : 201 - 210
[29] Synthesis, characterization, biological evaluation and molecular docking studies of 2-(1H-benzo[d] imidazol-2-ylthio)-N-(substituted 4-oxothiazolidin-3-yl) acetamides
Yadav, Snehlata
Narasimhan, Balasubramanian
Lim, Siong M.
Ramasamy, Kalavathy
Vasudevan, Mani
Shah, Syed Adnan Ali
Selvaraj, Manikandan
CHEMISTRY CENTRAL JOURNAL, 2017, 11
[30] Synthesis, characterization, biological evaluation and molecular docking studies of 2-(1H-benzo[d]imidazol-2-ylthio)-N-(substituted 4-oxothiazolidin-3-yl) acetamides
Snehlata Yadav
Balasubramanian Narasimhan
Siong M. Lim
Kalavathy Ramasamy
Mani Vasudevan
Syed Adnan Ali Shah
Manikandan Selvaraj
Chemistry Central Journal, 11

← 1 2 3 4 5 →