Schiff Base Conjugate of 5-Fluoroisatin with Thiophene-2-Ethylamine and its Mannich Bases: Synthesis, Molecular Docking, and Evaluation of in vitro Anti-inflammatory and Anti-tubercular Activity

被引：4

作者：

Varpe, Bhushan Dnyandeo ^{[1
]}

Jadhav, Shailaja Bhanudas ^{[1
]}

机构：

[1] Progress Educ Soc, Modern Coll Pharm, Pune 411044, Maharashtra, India

来源：

INTERNATIONAL JOURNAL OF PHARMACEUTICAL INVESTIGATION | 2021年 / 11卷 / 02期

关键词：

5-Fluoroisatin; Anti-inflammatory activity; Docking; Anti-tubercular activity; In silico ADME; ISATIN DERIVATIVES; PYRAZOLE; DESIGN; DRUG; THIOPHENE; ANTIBACTERIAL; DENATURATION; INFLAMMATION; ANTIFUNGAL; ARTHRITIS;

D O I：

10.5530/ijpi.2021.2.34

中图分类号：

R9 [药学];

学科分类号：

1007 ;

摘要：

Objectives: To synthesize Schiff base conjugate of 5-Fluoroisatin with thiophene-2-ethylamine and its Mannich bases and screen for anti-inflammatory and anti-tubercular activity. Materials and Methods: The compounds were synthesized by Schiff and Mannich base reactions. The anti-inflammatory activity was studied by analyzing the percentage inhibition of denaturation of Bovine Serum Albumin and anti-tubercular activity using the Almar blue assay against Mycobacterium tuberculosis (MTB H37Rv). To understand the interactions of compounds with receptors and pharmacokinetic properties, in silico studies were performed. Results: The compound ITF 5 (80.08%) showed good anti-inflammatory activity. Also, compound ITF 5 (MIC: 6.25 mu g/ml) was found most active against MTB H37Rv (ATCC-27294). Conclusion: Compounds showed good anti-inflammatory activities and relatively weak anti-tubercular activities as compared to standards. The compounds ITF 5 with N-phenylpiperazine containing Mannich base showed better anti-inflammatory and anti-tubercular activity as compared to other compounds.

引用

页码：189 / 194

页数：6

共 37 条

[1] Synthesis, reactions, and anti-inflammatory activity of heterocyclic systems fused to a thiophene moiety using citrazinic acid as synthon [J].

Amr, Abd El-Galil E. ;

Sabry, Nermien M. ;

Abdulla, Mohamed M. .

MONATSHEFTE FUR CHEMIE, 2007, 138 (07) :699-707

[2]

Chandra Sangita, 2012, Asian Pacific Journal of Tropical Biomedicine, V2, pS178

[3] SwissADME: a free web tool to evaluate pharmacokinetics, drug-likeness and medicinal chemistry friendliness of small molecules [J].

Daina, Antoine ;

Michielin, Olivier ;

Zoete, Vincent .

SCIENTIFIC REPORTS, 2017, 7

[4] iLOGP: A Simple, Robust, and Efficient Description of n-Octanol/Water Partition Coefficient for Drug Design Using the GB/SA Approach [J].

Daina, Antoine ;

Michielin, Olivier ;

Zoete, Vincent .

JOURNAL OF CHEMICAL INFORMATION AND MODELING, 2014, 54 (12) :3284-3301

[5]

Dallakyan S, 2015, METHODS MOL BIOL, V1263, P243, DOI 10.1007/978-1-4939-2269-7_19

[6] Heteronuclear 5-Fluoroisatin Dimers: Design, Synthesis, and Evaluation of Their In Vitro Anti-mycobacterial Activities [J].

Deng, Jia-Lun ;

Liu, Xiao-Cheng ;

Cai, Guang-Wei ;

Zhang, Gang ;

Hu, Li ;

Qiu, Li ;

Li, Zi-Yong ;

Xu, Zhi .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 2018, 55 (06) :1509-1513

[7] Synthesis and Application of New Reactive Disperse Dyes Based on Isatin Derivatives and their Antibacterial Activity [J].

El-Sedik, Mervat ;

Abd Elmegied, Saadia ;

Aysha, Tarek ;

Mahmoud, Safia A. .

EGYPTIAN JOURNAL OF CHEMISTRY, 2019, 62 (12) :2253-2264

[8]

Gleeson MP, 2011, CURR TOP MED CHEM, V11, P358

[9]

Goodman L.S., 1996, Goodman and Gilman's the pharmacological basis of therapeutics, V1549

[10]

Hwang SH, 2013, CURR MED CHEM, V20, P1783

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