Synthesis, characterization, pharmacological and computational studies of 4, 5, 6, 7-tetrahydro-1, 3-benzothiazole incorporated azo dyes

被引：60

作者：

Maliyappa, M. R. ^{[1
]}

Keshavayya, J. ^{[1
]}

Mallikarjuna, N. M. ^{[1
]}

Krishna, P. Murali ^{[2
]}

Shivakumara, N. ^{[2
]}

Sandeep, Telkar ^{[3
]}

Sailaja, Krishnamurty ^{[4
]}

Nazrulla, Mohammed Azeezulla ^{[5
]}

机构：

[1] Kuvempu Univ, Dept PG Studies & Res Chem, Shimoga 577451, Karnataka, India

[2] MS Ramaiah Inst Technol, Dept Chem, Bengaluru 560054, India

[3] Kuvempu Univ, Dept PG Studies & Res Biotechnol & Bioinformat, Shimoga 577451, Karnataka, India

[4] Natl Chem Lab, Phys & Mat Chem Div, Pune 411008, Maharashtra, India

[5] CSIR Cent Electrochem Res Inst, Funct Mat Div, Karaikkudi 630006, Tamil Nadu, India

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2019年 / 1179卷

关键词：

Benzothiazole; Azo dyes; DFT; Tuberculosis; CT-DNA; AB-INITIO CALCULATIONS; SPECTROSCOPIC FT-IR; MOLECULAR DOCKING; VIBRATIONAL-SPECTRA; DNA-BINDING; CRYSTAL-STRUCTURE; DFT CALCULATIONS; DISPERSE DYES; MYCOBACTERIUM-TUBERCULOSIS; ANTIMICROBIAL PROPERTIES;

D O I：

10.1016/j.molstruc.2018.11.041

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：

The present work describes the synthesis of five novel heterocyclic azo dyes (4a-4e) through conventional diazo-coupling reaction of 4, 5, 6, 7-tetrahydro-1, 3-benzothiazole with various coupling compounds at 0-5 degrees C. The chemical structures of the synthesized azo dyes were characterized by both theoretical and experimental techniques. All the synthesized molecules were evaluated for their antioxidant activity by two different techniques such as DPPH and FRAP. The results indicated that all the synthesized compounds proved to be potent antioxidants. The anti-mycobacterial activity of the azo dyes was tested against M. tuberculosis and the compounds 4a and 4e showed higher activity among the tested dyes. The DNA binding studies showed effective intercalation properties between the azo dyes and CT-DNA. Finally, the molecular docking studies indicated a possible interaction of the azo dyes with target receptor RpsA. (C) 2018 Elsevier B.V. All rights reserved.

引用

页码：630 / 641

页数：12

共 82 条

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