Jump to ContentJump to Main Navigation
Show Summary Details
More options …

Zeitschrift für Naturforschung C

A Journal of Biosciences

Editor-in-Chief: Seibel, Jürgen

Editorial Board: Aigner , Achim / Boland, Wilhelm / Bornscheuer, Uwe / Hoffmann, Klaus


IMPACT FACTOR 2017: 0.882
5-year IMPACT FACTOR: 0.912

CiteScore 2017: 0.92

SCImago Journal Rank (SJR) 2017: 0.288
Source Normalized Impact per Paper (SNIP) 2017: 0.448

Online
ISSN
1865-7125
See all formats and pricing
More options …
Volume 73, Issue 3-4

Issues

Design, synthesis, and antibacterial activity of novel 8-methoxyquinoline-2-carboxamide compounds containing 1,3,4-thiadiazole moiety

Tengfei Qu
  • Key Laboratory at University of Education Department of Xinjiang Uygur Autonomous Region, Yili Normal University, Yining 835000, P.R. China
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
/ Lailiang Qu
  • School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001, Henan Province, P.R. China
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
/ Xiaoguang Wang
  • School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001, Henan Province, P.R. China
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
/ Ting Xu
  • School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001, Henan Province, P.R. China
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
/ Xiao Xiao / Min Ding
  • School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001, Henan Province, P.R. China
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
/ Li Deng
  • School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001, Henan Province, P.R. China
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
/ Yong Guo
  • Corresponding author
  • School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001, Henan Province, P.R. China, Phone/Fax: +86 371 67781912
  • Email
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
Published Online: 2017-07-28 | DOI: https://doi.org/10.1515/znc-2017-0063

Abstract

A series of novel 8-methoxyquinoline-2-carboxamide compounds containing 1,3,4-thiadiazole moiety was designed and synthesized by using an active substructure combination method. Then, the antibacterial activities of all the target compounds were evaluated in vitro against three Gram-positive bacteria and three Gram-negative bacteria. The antibacterial assay showed that some target compounds displayed moderate to good antibacterial efficacy in comparison with the reference drug Chloromycin. Some interesting results of structure-activity relationships were also discussed.

Keywords: antibacterial activity; 2-methyl-8-hydroxyquinoline; structure-activity relationships; 1,3,4-thiadiazole

References

  • 1.

    Meziane-Cherif D, Courvalin P. Antibiotic resistance: to the rescue of old drugs. Nature 2014;510:477–8.PubMedCrossrefWeb of ScienceGoogle Scholar

  • 2.

    Cho I, Yamanishi S, Cox L, Methé BA, Zavadil J, Li K, et al. Antibiotics in early life alter the murine colonic microbiome and adiposity. Nature 2012;488:621–6.CrossrefWeb of SciencePubMedGoogle Scholar

  • 3.

    Kant R, Singh V, Nath G, Awasthi SK, Agarwal A. Design, synthesis and biological evaluation of ciprofloxacin tethered bis-1,2,3-triazole conjugates as potent antibacterial agents. Eur J Med Chem 2016;124:218–28.CrossrefPubMedWeb of ScienceGoogle Scholar

  • 4.

    Kumar D, Jain SK. A comprehensive review of N-heterocycles as cytotoxic agents. Curr Med Chem 2016;23:4338–94.CrossrefPubMedWeb of ScienceGoogle Scholar

  • 5.

    Oliveri V, Vecchio G. 8-Hydroxyquinolines in medicinal chemistry: a structural perspective. Eur J Med Chem 2016;120:252–74.CrossrefPubMedWeb of ScienceGoogle Scholar

  • 6.

    Song Y, Xu H, Chen W, Zhan P, Liu X. 8-Hydroxyquinoline: a privileged structure with a broad-ranging pharmacological potential. Med Chem Commun 2015;6:61–74.CrossrefGoogle Scholar

  • 7.

    Chan FT, Guan MX, Mackenzie AM, Diaz-Mitoma F. Susceptibility testing of Dientamoeba fragilis ATCC 30948 with iodoquinol, paromomycin, tetracycline, and metronidazole. Antimicrob Agents Ch 1994;38:1157–60.CrossrefGoogle Scholar

  • 8.

    Hu Y, Li CY, Wang XM, Yang YH, Zhu HL. 1,3,4-thiadiazole: synthesis, reactions, and applications in medicinal, agricultural, and materials chemistry. Chem Rev 2014;114:5572–610.Web of SciencePubMedCrossrefGoogle Scholar

  • 9.

    Shawali AS. 1, 3, 4-Thiadiazoles of pharmacological interest: recent trends in their synthesis via tandem 1,3-dipolar cycloaddition: Review. Journal of advanced research 2014;5:1–17.PubMedCrossrefGoogle Scholar

  • 10.

    Haider S, Alam MS, Hamid H. 1,3,4-Thiadiazoles: a potent multi targeted pharmacological scaffold. Eur J Med Chem 2015;92:156–77.Web of SciencePubMedCrossrefGoogle Scholar

  • 11.

    Cockerill FR, Hindler JA, Patel JB, Alder J, Powell M, Dudley MN, et al. Methods for dilution antimicrobial susceptibility tests for bacteria that grow aerobically; approved standard – ninth edition: M07–A9. Wayne, PA: Clinical and Laboratory Standards Institute (CLSI) Press, 2012:16–20.Google Scholar

  • 12.

    Guo Y, Wang X, Qu L, Xu S, Zhao Y, Xie R, et al. Design, synthesis, antibacterial and insecticidal activities of novel N-phenylpyrazole fraxinellone hybrid compounds. RSC Advances 2017;7:11796–802.Web of ScienceCrossrefGoogle Scholar

About the article

aTengfei Qu and Lailiang Qu: These authors contributed equally to this work.


Received: 2017-04-11

Revised: 2017-05-22

Accepted: 2017-07-10

Published Online: 2017-07-28

Published in Print: 2018-02-23


Citation Information: Zeitschrift für Naturforschung C, Volume 73, Issue 3-4, Pages 117–122, ISSN (Online) 1865-7125, ISSN (Print) 0939-5075, DOI: https://doi.org/10.1515/znc-2017-0063.

Export Citation

©2018 Walter de Gruyter GmbH, Berlin/Boston.Get Permission

Comments (0)

Please log in or register to comment.
Log in