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Synthesis and Antimicrobial Screening of Some Novel Chloroquinolines in DMF and DMSO

Received: 20 February 2017     Accepted: 18 March 2017     Published: 14 April 2017
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Abstract

A series of novel chloroquinolines; pyrazolines and sulphonamide derivatives were synthesized which have medical interest and high biological activity. For these synthesized compounds, antimicrobial screening was done against some Gram positive and Gram negative bacterial and fungal strains in N, N, dimethylformamide (DMF) and dimethyl sulfoxide (DMSO).

Published in International Journal of Bioorganic Chemistry (Volume 2, Issue 3)
DOI 10.11648/j.ijbc.20170203.16
Page(s) 118-124
Creative Commons

This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.

Copyright

Copyright © The Author(s), 2017. Published by Science Publishing Group

Keywords

Chloro Quinolines, Antibacterial Activity, Antifungal Activity, DMF, DMSO

References
[1] K. D. Olczak, M. Daszkiewicz, K. Slawinska, D. B. Baginska, D. Gozdowski, P. Daszkiewicz, B. Fronc, K. Semczuk, Bacteria and Candida yeasts in inflammations of the oral mucosa in children with secondary immunodeficiency, J. Oral Pathol. Med., 41 (2012), 568–576
[2] N. L. Tuite, K. Lacey, Overview of invasive fungal infections Methods Mol. Biol., 968 (2013), 1–23
[3] S. M. Sondhi, M. Johar, S. Rajvanshi, S. G. Dastidar, R. Shukla, R. Raghubir, J. W. Lown, Anticancer, Anti-inflammatory and Analgesic Activity Evaluation of Heterocyclic Compounds Synthesized by the Reaction of 4-Isothiocyanato-4-methylpentan-2-one with Substituted o-Phenylenediamines, o-Diaminopyridine and (Un) Substituted o, Aust. J. Chem. 54 (2001), 69 – 74.
[4] K. Kaur, M. Jain, R. P. Reddy, R. Jain, Quinolines and structurally related heterocycles as antimalarials, Eur. J. Med. Chem., 45, (2010), 3245–3264.
[5] A. Gueiffier, S. Mavel, M. Lhassani, A. Elhakmaoui, R. Snoeck, G. Andrei, O. havignon, J. C. Teulade, M. Witvrouw, J. Balzarini, E. De Clercq, J. P. Chapat, Synthesis of Imidazo[1,2-a]pyridines as Antiviral Agents, J. Med. Chem., 41 (1998), 5108–5112.
[6] Q. Zou, M. Abbas, L. Zhao, S. Li, G. Shen, X. Yan, Biological Photothermal Nanodots Based on Self-Assembly of Peptide–Porphyrin Conjugates for Antitumor Therapy, J. Am. Chem. Soc., 139 (2017), 1921–1927.
[7] J. Singh, D. Sharma, R. Bansal, Pyridazinone: an attractive lead for anti-inflammatory and analgesic drug discovery, Future Med. Chem., 9 (2017), 95-127, DOI 10.4155/fmc-2016-0194 (doi: 10.4155/fmc-2016-0194)
[8] K. Silver, D. Soderlund, Action of pyrazoline type insecticide at neuronal target sites. Pesticide Biochem. Physiology, 81 (2005), 136-143.
[9] F. Becic, D. Zavrsnik, I. Zulic, E. Becic, Preliminary definition of analgesic effect of newly synthesized derivatives of pyrazoline and quinolinecarboxylic acids. Periodicum Biolog., 103 (2001), 321-325.
[10] D. Havrylyuk, B. Zimenkovsky, O. Vasylenko, Synthesis of novel thiazolone-based compounds containing pyrazoline moiety and evaluation of their anticancer activity, Eur. J. Med. Chem., 44 (2009), 1396-1404.
[11] E. M. Sharshira, N. M. Hamada, Synthesis and antimicrobial evaluation of some pyrazole derivatives Molecules, 17 (2012), 4962–4971.
[12] M. Abid, A. R. Bhat, F. Athar, A. Azam, Synthesis, spectral studies and antiamoebic activity of new 1-N-substituted thiocarbamoyl-3-phenyl-2-pyrazolines, Eur. J. Med. Chem., 44 (2009), 417–425.
[13] A. Ahmad, A. Husain, S. A. Khan, M. Mujeeb, A. Bhandari, Synthesis, antimicrobial and antitubercular activities of some novel pyrazoline derivatives, J. Saudi Chem. Soc., 20 (2016), 577–584.
[14] R. Bashir, S. Ovais, S. Yaseen, H. Hamid, M. S. Alam, M. Samim, S. Singh, K. Javed, Synthesis of some new 1,3,5-trisubstituted pyrazolines bearing benzene sulfonamide as anticancer and anti-inflammatory agents, Bioorg. Med. Chem. Lett., 21 (2011), 4301–4305.
[15] Z. Ozdemir, H. B. Kandilci, B. Gumusel, U. Calis, A. A. Bilgin, Synthesis and studies on antidepressant and anticonvulsant activities of some 3-(2-furyl)-pyrazoline derivatives, Eur. J. Med. Chem., 42 (2007), 373–379.
[16] R. Shepherd, Sulphanilamides and other amino benzoic acid antagonists in medicinal chemistry, Editor: A. Burger, (Wiley interscience), 1, 255, (1949).
[17] M. Krupp, M. Chalton, Current medicinal diagnosis and treatment, (1980).
[18] N. Siddiqui, S. N. Pandeya, S. A. Khan, J. Stables, A. Rana, M. Alam, Md. F. Arshad, M. A. Bhat, Synthesis and anticonvulsant activity of sulfonamide derivatives-hydrophobic domain, Bioorg. Med. Chem. Lett., 17 (2007), 255–259.
[19] C. T. Supuran, Indisulam: an anticancer sulfonamide in clinical development, Expert opinion on Investigational Drugs, 12 (2003), 283-287.
[20] R. Villar, I. Encio, M. Migliaccio, M. J. Gil, V. Martinez-Merino, Synthesis and cytotoxic activity of lipophilic sulphonamide derivatives of the benzo[b]thiophene 1,1-dioxide, Bioorg. Med. Chem., 12 (2004), 963–968.
[21] M. M. Ghorab, Z. H. Ismail, S. M. Abdel-Gawad, A. A. Aziem, Antimicrobial activity of amino acid, imidazole, and sulfonamide derivatives of pyrazolo[3,4-d]pyrimidine, Heteroatom Chem., 15 (2004), 57–62.
[22] M. Krátký, J. Vinšová, M. Volková, V. Buchta, F. Trejtnar, J. Stolaříková, Antimicrobial activity of sulfonamides containing 5-chloro-2-hydroxybenzaldehyde and 5-chloro-2-hydroxy benzoic acid scaffold, Eur. J. Med. Chem., 50 (2012), 433–440.
[23] N. S. El-Sayed, E. R. El-Bendary, S. M. El-Ashry, M. M. El-Kerdawy, Synthesis and antitumor activity of new sulfonamide derivatives of thiadiazolo[3,2-a]pyrimidines, Eur. J. Med. Chem., 46, (2011), 3714–3720.
[24] J. N. Domínguez, C. León, J. Rodrigues, N. G. de Domínguez, J. Gut, P. J. Rosenthal, Synthesis and antimalarial activity of sulfonamide chalcone derivatives, Il Farmaco 60 (2005), 307–311.
[25] M. Brana, M. Cacho, C. Guisado, Sulfonamides: the magic group. Anal. Real Acad. Nat. Farma., 72 (2006), 317-341.
[26] J. Benz, M. Kohlhardt, Characterization of the sensitivity of cardiac outwardly rectifying K+ channels to class III antiarrhythmics: the influence of inhibitory sulfonamide derivatives. Nau. Schm. Arch. Pharmaco., 352 (1995), 313-321.
[27] R. Lu, J. Tucker, T. Zinevitch, O. Kirichenko, V. Konoplev, K. Vitalii, S. Svetlana, J. Pickens, Design and Synthesis of Human Immunodeficiency Virus Entry Inhibitors: Sulfonamide as an Isostere for the Ketoamide Group. J. Med. Chem., 50 (2007), 6535-6544.
[28] M. Gonzalez, D. Gorman, C. Hamilton, G. Roth, Process Development for the Sulfonamide Herbicide Pyroxsulam. Org. Proc. Res. Develop., 12 (2008), 301-303.
[29] S. Claudiu, A. Innocenti and A. Scozzafava, Antiviral sulfonamide derivatives, Mini-Rev. Med. Chem., 4 (2004), 189-200.
[30] W. Zhu, P. Wu, X. Liang, Y. Dong, J. Zhang, Design, synthesis, and fungicidal activity of macrolactones and macrolactams with a sulfonamide side chain, J. Agri. Food Chem., 56 (2008), 6547-6553.
[31] S. Baluja, S. Chanda, Pyrazoline derivatives: Synthesis and antibacterial studies, World Res. J. Biochem., 1 (2012), 6-10.
[32] J. A. Riddick, W. Bunger, T. Sakano; Organic Solvents-Physical Properties and methods of purification, Fourth Edition., Techniques of Chemistry, II, A Wiley-Interscience Publication, John Wiley, New York (1986).
[33] C. Perez, M. Paul, P. Bazerque, An antibiotic assay by agar well diffusion method, Acta Biol. Med. Exp. 15 (1990), 113-115.
[34] J. Parekh, P. Inamdhar, R. Nair, S. Baluja, S. Chanda, Synthesis and antibacterial activity of some Schiff bases derived from 4-aminobenzoic acid, J. Serb. Chem. Soc. 70 (2005), 1155-1161.
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  • APA Style

    Shipra Baluja, Sumitra Chanda. (2017). Synthesis and Antimicrobial Screening of Some Novel Chloroquinolines in DMF and DMSO. International Journal of Bioorganic Chemistry, 2(3), 118-124. https://doi.org/10.11648/j.ijbc.20170203.16

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    ACS Style

    Shipra Baluja; Sumitra Chanda. Synthesis and Antimicrobial Screening of Some Novel Chloroquinolines in DMF and DMSO. Int. J. Bioorg. Chem. 2017, 2(3), 118-124. doi: 10.11648/j.ijbc.20170203.16

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    AMA Style

    Shipra Baluja, Sumitra Chanda. Synthesis and Antimicrobial Screening of Some Novel Chloroquinolines in DMF and DMSO. Int J Bioorg Chem. 2017;2(3):118-124. doi: 10.11648/j.ijbc.20170203.16

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  • @article{10.11648/j.ijbc.20170203.16,
      author = {Shipra Baluja and Sumitra Chanda},
      title = {Synthesis and Antimicrobial Screening of Some Novel Chloroquinolines in DMF and DMSO},
      journal = {International Journal of Bioorganic Chemistry},
      volume = {2},
      number = {3},
      pages = {118-124},
      doi = {10.11648/j.ijbc.20170203.16},
      url = {https://doi.org/10.11648/j.ijbc.20170203.16},
      eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ijbc.20170203.16},
      abstract = {A series of novel chloroquinolines; pyrazolines and sulphonamide derivatives were synthesized which have medical interest and high biological activity. For these synthesized compounds, antimicrobial screening was done against some Gram positive and Gram negative bacterial and fungal strains in N, N, dimethylformamide (DMF) and dimethyl sulfoxide (DMSO).},
     year = {2017}
    }
    

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  • TY  - JOUR
    T1  - Synthesis and Antimicrobial Screening of Some Novel Chloroquinolines in DMF and DMSO
    AU  - Shipra Baluja
    AU  - Sumitra Chanda
    Y1  - 2017/04/14
    PY  - 2017
    N1  - https://doi.org/10.11648/j.ijbc.20170203.16
    DO  - 10.11648/j.ijbc.20170203.16
    T2  - International Journal of Bioorganic Chemistry
    JF  - International Journal of Bioorganic Chemistry
    JO  - International Journal of Bioorganic Chemistry
    SP  - 118
    EP  - 124
    PB  - Science Publishing Group
    SN  - 2578-9392
    UR  - https://doi.org/10.11648/j.ijbc.20170203.16
    AB  - A series of novel chloroquinolines; pyrazolines and sulphonamide derivatives were synthesized which have medical interest and high biological activity. For these synthesized compounds, antimicrobial screening was done against some Gram positive and Gram negative bacterial and fungal strains in N, N, dimethylformamide (DMF) and dimethyl sulfoxide (DMSO).
    VL  - 2
    IS  - 3
    ER  - 

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Author Information
  • Department of Chemistry, Saurashtra University, Rajkot, India

  • Department of Biosciences, Saurashtra University, Rajkot, India

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