Coumarin-benzimidazole hybrids as a potent antimicrobial agent: synthesis and biological elevation

被引：50

作者：

Singh, L. Ravithej ^{[1
]}

Avula, Srinivasa Rao ^{[1
]}

Raj, Sneha ^{[2
]}

Srivastava, Akanksha ^{[2
]}

Palnati, Gopala Reddy ^{[1
]}

Tripathi, C. K. M. ^{[2
]}

Pasupuleti, Mukesh ^{[2
]}

Sashidhara, Koneni V. ^{[1
]}

机构：

[1] Cent Drug Res Inst, CSIR, Div Med & Proc Chem, Lucknow 226031, Uttar Pradesh, India

[2] Cent Drug Res Inst, CSIR, Div Microbiol, Lucknow, Uttar Pradesh, India

来源：

JOURNAL OF ANTIBIOTICS | 2017年 / 70卷 / 09期

关键词：

IN-VITRO EVALUATION; ANTIBACTERIAL ACTIVITIES; STAPHYLOCOCCUS-AUREUS; ANTICANCER ACTIVITY; NATURAL-PRODUCTS; DESIGN; DERIVATIVES; INHIBITORS; ANALOGS; DRUGS;

D O I：

10.1038/ja.2017.70

中图分类号：

Q81 [生物工程学（生物技术）]; Q93 [微生物学];

学科分类号：

071005 ; 0836 ; 090102 ; 100705 ;

摘要：

Molecular hybridization approach is an emerging tool in drug discovery for designing new pharmacophores with biological activity. A novel, new series of coumarin-benzimidazole hybrids were designed, synthesized and evaluated for their broad spectrum antimicrobial activity. Among all the synthesized molecules, compound (E)-3-(2-1H-benzo[d]imidazol-1-yl)-1((4-chlorobenzyl)oxy)imino)ethyl)-2H-chromen-2-one showed the most promising broad spectrum antibacterial activity against Pseudomonas aeruginosa, Staphylococcus aureus, Bacillus subtilis and Proteus vulgaris. In addition, it has showed no cytotoxicity and hemolysis at 10 times the MIC concentration. SAR studies indicate that position of the chlorine atom in the hybrid critically determines the antibacterial activity.

引用

页码：954 / 961

页数：8

共 40 条

[1] Synthesis and pharmacological evaluation of some novel 2-(5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazol-1-yl)-4-(coumarin-3-yl)thiazoles [J].

Aggarwal, Ranjana ;

Kumar, Sunil ;

Kaushik, Pawan ;

Kaushik, Dhirender ;

Gupta, Girish Kumar .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 62 :508-514

[2]

Al-Majedy Y.K., 2016, Syst. Rev. Pharm., V8, P62, DOI [10.5530/srp.2017.1.11, DOI 10.5530/SRP.2017.1.11]

[3] Antimycobacterial Coumarins from the Sardinian giant fennel (Ferula communis) [J].

Appendino, G ;

Mercalli, E ;

Fuzzati, N ;

Arnoldi, L ;

Stavri, M ;

Gibbons, S ;

Ballero, M ;

Maxia, A .

JOURNAL OF NATURAL PRODUCTS, 2004, 67 (12) :2108-2110

[4] Novel coumarin benzimidazole derivatives as antioxidants and safer anti-inflammatory agents [J].

Arora, Radha Krishan ;

Kaur, Navneet ;

Bansal, Yogita ;

Bansal, Gulshan .

ACTA PHARMACEUTICA SINICA B, 2014, 4 (05) :368-375

[5] Structures of human monoamine oxidase B complexes with selective noncovalent inhibitors: Safinamide and coumarin analogs [J].

Binda, Claudia ;

Wang, Jin ;

Pisani, Leonardo ;

Caccia, Carla ;

Carotti, Angelo ;

Salvati, Patricia ;

Edmondson, Dale E. ;

Mattevi, Andrea .

JOURNAL OF MEDICINAL CHEMISTRY, 2007, 50 (23) :5848-5852

[6] Synthesis, Antibacterial and Antifungal Activities of Bifonazole Derivatives [J].

El Hage, Salome ;

Lajoie, Barbora ;

Feuillolay, Catherine ;

Roques, Christine ;

Baziard, Genevieve .

ARCHIV DER PHARMAZIE, 2011, 344 (06) :402-410

[7]

HANEL H, 1988, MYCOSES, V31, P148, DOI 10.1111/j.1439-0507.1988.tb03718.x

[8] Halogen Atoms in the Modern Medicinal Chemistry: Hints for the Drug Design [J].

Hernandes, Marcelo Zaldini ;

Cavalcanti, Suellen Melo T. ;

Moreira, Diogo Rodrigo M. ;

de Azevedo, Walter Filgueira, Jr. ;

Lima Leite, Ana Cristina .

CURRENT DRUG TARGETS, 2010, 11 (03) :303-314

[9] Design, Synthesis and Structure-Activity Relationship Study of Coumarin Benzimidazole Hybrid as Potent Antibacterial and Anticancer Agents [J].

Holiyachi, Megharaja ;

Shastri, Samundeeswari L. ;

Chougala, Bahubali M. ;

Shastri, Lokesh A. ;

Joshi, Shrinivas D. ;

Dixit, Sheshagiri R. ;

Nagarajaiah, Honnappa ;

Sunagar, Vinay A. .

CHEMISTRYSELECT, 2016, 1 (15) :4638-4644

[10] Breaking the Spell: Combating Multidrug Resistant 'Superbugs' [J].

Khan, Shahper N. ;

Khan, Asad U. .

FRONTIERS IN MICROBIOLOGY, 2016, 7

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