(E)-N′-(4-Fluorobenzylidene)-5-methyl-2-(pyridin-3-yl)thiazole-4-carbohydrazide

被引：1

作者：

Kamat, Vinuta ^{[1
]}

Santosh, Rangappa ^{[1
]}

Nayak, Suresh P. ^{[1
]}

机构：

[1] Mangalore Univ, Dept Chem, Mangalore 574199, Karnataka, India

来源：

MOLBANK | 2019年 / 02期

关键词：

thiazole; condensation; antibacterial; DNA binding; 2,4-DISUBSTITUTED THIAZOLES; DNA-BINDING; DERIVATIVES;

D O I：

10.3390/M1058

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

5-methyl-2-(pyridin-3-yl)-1,3-thiazole-4-carbohydrazide (1) on treatment with 4-fluorobenzaldehyde in presence of catalytic amount of acetic acid, accessed the target compound (2) with the yield of 79%. The target compound was confirmed by H-1-NMR, C-13-NMR, FT-IR and LCMS. In vitro antibacterial activity against Staphylococcus aureus (S. Aureus), Bacillus subtilis (B. subtilis), Escherichia coli (E. coli), and Pseudomonas aeruginosa (P. aeruginosa) were carried out and compound 2 showed promising activity against B. subtilis. In addition, compound 2 was analyzed for DNA binding study. It revealed that compound 2 has a promising affinity towards DNA double helix.

引用

收藏

页数：5

相关论文

共 18 条

[1] Benign Synthesis of Thiazolo-androstenone Derivatives as Potent Anticancer Agents [J].

Ali, Mohamad Akbar ;

Okolo, ChrisTina ;

Alsharif, Zakeyah A. ;

Whitt, Jedidiah ;

Chambers, Steven A. ;

Varma, Rajender S. ;

Alam, Mohammad A. .

ORGANIC LETTERS, 2018, 20 (18) :5927-5932

[2] Determination of the DNA-binding characteristics of ethidium bromide, proflavine, and cisplatin by flow injection analysis:: Usefulness in studies on antitumor drugs [J].

Alonso, A. ;

Almendral, M. J. ;

Curto, Y. ;

Criado, J. J. ;

Rodriguez, E. ;

Manzano, J. L. .

ANALYTICAL BIOCHEMISTRY, 2006, 355 (02) :157-164

[3]

Alsharif ZA, 2017, RSC ADV, V7, P32647, DOI [10.1039/C7RA05993K, 10.1039/c7ra05993k]

[4] IMIDAZO[2,1-B]THIAZOLE CARBAMATES AND ACYLUREAS AS POTENTIAL INSECT CONTROL AGENTS [J].

ANDREANI, A ;

RAMBALDI, M .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1989, 26 (02) :525-529

[5] Synthesis and antimicrobial studies of azomethine and N-arylamine derivatives of 4-(4-formyl-3-phenyl-1H-pyrazol-1-yl)benzoic acid as potent anti-methicillin-resistant Staphylococcus aureus agents [J].

Brider, Jamarcus ;

Rowe, Trent ;

Gibler, Danielle Jamie ;

Gottsponer, Adam ;

Delancey, Evan ;

Branscum, Michael Drew ;

Ontko, Allyn ;

Gilmore, David ;

Alam, Mohammad A. .

MEDICINAL CHEMISTRY RESEARCH, 2016, 25 (11) :2691-2697

[6] Bacterial cell wall assembly: still an attractive antibacterial target [J].

Bugg, Timothy D. H. ;

Braddick, Darren ;

Dowson, Christopher G. ;

Roper, David I. .

TRENDS IN BIOTECHNOLOGY, 2011, 29 (04) :167-173

[7] Synthesis of sansalvamide A peptidomimetics: triazole, oxazole, thiazole, and pseudoproline containing compounds [J].

Davis, Melinda R. ;

Singh, Erinprit K. ;

Wahyudi, Hendra ;

Alexander, Leslie D. ;

Kunicki, Joseph B. ;

Nazarova, Lidia A. ;

Fairweather, Kelly A. ;

Giltrap, Andrew M. ;

Jolliffe, Katrina A. ;

McAlpine, Shelli R. .

TETRAHEDRON, 2012, 68 (04) :1029-1051

[8] Heterocycles in organic synthesis: thiazoles and triazoles as exemplar cases of synthetic auxiliaries [J].

Dondoni, Alessandro .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2010, 8 (15) :3366-3385

[9] Synthesis of some new 2,4-disubstituted thiazoles as possible antibacterial and driti-inflammatory agents [J].

Holla, BS ;

Malini, KV ;

Rao, BS ;

Sarojini, BK ;

Kumari, NS .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2003, 38 (03) :313-318

[10] Synthesis of some novel 2,4-disubstituted thiazoles as possible antimicrobial agents [J].

Karegoudar, Prakash ;

Karthikeyan, Mari Sithambaram ;

Prasad, Dasappa Jagadeesh ;

Mahalinga, Manjathuru ;

Holla, Bantwal Shivarama ;

Kumari, Nalilu Sucheta .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2008, 43 (02) :261-267