Lipophilic Imidazolylpyridines with Antimicrobial Activity

被引:0
|
作者
T. S. Vedekhina
M. Z. Dogonadze
T. I. Vinogradova
M. V. Chudinov
A. Yu. Lukin
机构
[1] Federal Medical Biological Agency,Lopukhin Federal Research and Clinical Center of Physical
[2] St. Petersburg State Research Institute of Phthisiopulmonology,Chemical Medicine
[3] Ministry of Health of Russia,undefined
[4] Lomonosov Institute of Fine Chemical Technologies,undefined
[5] MIREA – Russian Technological University,undefined
来源
关键词
lipophilicity; imidazolylpyridines; zinc triflate; antimicrobial activity; antituberculosis activity;
D O I
暂无
中图分类号
学科分类号
摘要
The reaction of nicotinic and isonicotinic propargylamides with lipophilic aliphatic amines yielded a series of 3- or 4-(5-methyl-1H-imidazol-2-yl)pyridines containing a lipophilic substituent in the imidazole ring 1-position. The new compounds were characterized by physicochemical methods. The antituberculosis and antimicrobial activities against ESKAPE pathogens were studied. 3-[1-(1-n-Octadecyl)-5-methyl-1Himidazol-2-yl]pyridine (IIId) had antituberculosis activity (MIC 6.2 μg/mL) while 3-[1-(1-adamantylmethyl)-5-methyl-1H-imidazol-2-yl]pyridine (IIIa) exhibited activity against S. aureus (MIC 16 μg/mL).
引用
收藏
页码:816 / 821
页数:5
相关论文
共 50 条
  • [1] Lipophilic Imidazolylpyridines with Antimicrobial Activity
    Vedekhina, T. S.
    Dogonadze, M. Z.
    Vinogradova, T. I.
    Chudinov, M. V.
    Lukin, A. Yu.
    PHARMACEUTICAL CHEMISTRY JOURNAL, 2023, 57 (6) : 816 - 821
  • [2] Antimicrobial Activity of Lipophilic Avian Eggshell Surface Extracts
    Wellman-Labadie, Olivier
    Lemaire, Simon
    Mann, Karlheinz
    Picman, Jaroslav
    Hincke, Maxwell T.
    JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2010, 58 (18) : 10156 - 10161
  • [3] In vitro Investigation of the Antimicrobial Activity of a Series of Lipophilic Phenols and Naphthols
    Govender, Thavendran
    Govinden, Usha
    Mocktar, Chunderika
    Kruger, Hendrik G.
    Veljkovic, Jelena
    Cindro, Nikola
    Bobinac, Damir
    Zabcic, Ivana
    Mlinaric-Majerski, Kata
    Basaric, Nikola
    SOUTH AFRICAN JOURNAL OF CHEMISTRY-SUID-AFRIKAANSE TYDSKRIF VIR CHEMIE, 2016, 69 : 44 - +
  • [4] Novel Lipophilic Jatrorrhizine: Synthesis, Antimicrobial, and Cytotoxic Activity Evaluation
    Jiang, Xiaofei
    Liu, Yi
    Cao, Jianfeng
    Xiong, Nanqiang
    Zhang, Nengling
    Qiu, Shengxiang
    LATIN AMERICAN JOURNAL OF PHARMACY, 2017, 36 (10): : 2105 - 2111
  • [5] Synthesis and biological activity of lipophilic analogs of the cationic antimicrobial active peptide anoplin
    Chionis, Kostas
    Krikorian, Dimitrios
    Koukkou, Anna-Irini
    Sakarellos-Daitsiotis, Maria
    Panou-Pomonis, Eugenia
    JOURNAL OF PEPTIDE SCIENCE, 2016, 22 (11-12) : 731 - 736
  • [6] Antimicrobial activity of some pentacyclic Triterpenes and their synthesized 3-O-lipophilic chains
    Mallavadhani, UV
    Mahapatra, A
    Jamil, K
    Reddy, PS
    BIOLOGICAL & PHARMACEUTICAL BULLETIN, 2004, 27 (10) : 1576 - 1579
  • [7] Antimicrobial activity and self-assembly behavior of antimicrobial peptide chensinin-1b with lipophilic alkyl tails
    Dong, Weibing
    Liu, Ziang
    Sun, Liying
    Wang, Cui
    Guan, Yue
    Mao, Xiaoman
    Shang, Dejing
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2018, 150 : 546 - 558
  • [8] SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF AZASTEROID-TYPE COMPOUNDS AND RELATED SYSTEMS - EFFECT OF HYDROPHILIC AND LIPOPHILIC GROUPS ON ACTIVITY
    RAMALINGAM, K
    WONG, LF
    BERLIN, KD
    BROWN, RA
    FISCHER, R
    BLUNK, J
    DURHAM, NN
    JOURNAL OF MEDICINAL CHEMISTRY, 1977, 20 (05) : 664 - 669
  • [9] Synthesis, characterization, and antimicrobial activity of lipophilic N,N′-bis-substituted triazolium salts
    Wilson, Julie A.
    Lin, Zi Jie
    Rodriguez, Isabelle
    Ta, Thong
    Martz, Luke
    Fico, Dominic
    Johnson, Shanina S.
    Gorden, John D.
    Shelton, Kerri L.
    King, Lauren B.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2022, 59 (03) : 577 - 587
  • [10] FUNCTION OF LIPOPHILIC ACIDS AS ANTIMICROBIAL FOOD ADDITIVES
    FREESE, E
    SHEU, CW
    GALLIERS, E
    NATURE, 1973, 241 (5388) : 321 - 325