Synthesis and antibacterial evaluation of new sulfanyltetrazole derivatives bearing piperidine dithiocarbamate moiety

被引:11
|
作者
Baghershiroudi, Mahrokh [1 ]
Safa, Kazem D. [1 ]
Adibkia, Khosro [2 ]
Lotfipour, Farzaneh [2 ]
机构
[1] Univ Tabriz, Organosilicon Res Lab, Fac Chem, Tabriz 5166614766, Iran
[2] Tabriz Univ Med Sci, Fac Pharm, Tabriz, Iran
关键词
Antibacterial activity; carbodithioate; polarity; regioisomer; sulfanyltetrazole; ONE-POT SYNTHESIS; ANTITUBERCULAR AGENTS; ANTIFUNGAL; INHIBITORS; EFFICIENT; CATALYST;
D O I
10.1080/00397911.2017.1401639
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of new alkyl or aryl sulfanyltetrazole derivatives containing dithiocarbamate moiety (5a-6e) were synthesized. The structures of the compounds were characterized by IR, H-1 NMR, C-13 NMR spectra, and elemental analysis data. The present study examines the antibacterial potential of novel synthetic sulfanyltetrazole compounds against clinically important gram-positive and -negative strains. The results of screening showed that attachment of dithiocarbamate to sulfanyltetrazole derivatives results in enhancement of antibacterial activity. The compound 6d showed the best activity among the tested compounds. Also, the less polar 2,5-disubstituted sulfanyltetrazole regioisomers showed an increased antibacterial activity compared with the corresponding more polar regioisomers. [GRAPHICS] .
引用
收藏
页码:323 / 328
页数:6
相关论文
共 50 条
  • [21] Synthesis and antibacterial activity of novel chalcone derivatives bearing a coumarin moiety
    Wang, Yi-Hui
    Jiang, Shi-Chun
    Chen, Ying
    Guo, Tao
    Xia, Rong-Jiao
    Tang, Xu
    He, Ming
    Xue, Wei
    CHEMICAL PAPERS, 2019, 73 (10): : 2493 - 2500
  • [22] Synthesis and Antibacterial Activities Evaluation of Chalconesemicarbazone Derivatives Bearing 1, 3, 4-Thiadiazole Moiety
    Wan Jinlin
    Wu Shouqun
    Gan Yiyuan
    Meng Jiao
    Wang Zhenchao
    Ouyang Guiping
    CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 2018, 39 (08): : 1683 - 1690
  • [23] Design, Synthesis, Antifungal Activity, and Mechanism of Action of New Piperidine-4-carbohydrazide Derivatives Bearing a Quinazolinyl Moiety
    Yang, Yehui
    Liu, Songsong
    Yan, Taisen
    Yi, Mingyan
    Li, Hong
    Bao, Xiaoping
    JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2024, 72 (31) : 17283 - 17294
  • [24] Synthesis and Biological Evaluation of Pyrazoline Derivatives Bearing an Indole Moiety as New Antimicrobial Agents
    Ozdemir, Ahmet
    Altintop, Mehlika Dilek
    Kaplancikli, Zafer Asim
    Turan-Zitouni, Gulhan
    Karaca, Hulya
    Tunali, Yagmur
    ARCHIV DER PHARMAZIE, 2013, 346 (06) : 463 - 469
  • [25] Design, Synthesis, and Anticancer Evaluation of New Coumarin and Pyrazole Derivatives Bearing Benzenesulfonamide Moiety
    Elgogary, Sameh R.
    El-Telbani, Emad M.
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2023, 33 (02) : 199 - 207
  • [26] Synthesis and biological evaluation of selenopyrimidine derivatives bearing thiazolyl moiety
    Alsharif, Meshari A.
    JOURNAL OF SAUDI CHEMICAL SOCIETY, 2024, 28 (01)
  • [27] Correction to: Synthesis and antibacterial activity of novel chalcone derivatives bearing a coumarin moiety
    Yi-Hui Wang
    Shi-Chun Jiang
    Ying Chen
    Tao Guo
    Rong-Jiao Xia
    Xu Tang
    Ming He
    Wei Xue
    Chemical Papers, 2020, 74 : 4141 - 4142
  • [28] Iodine-promoted for synthesis of (Z)-β-dithiocarbamate Z )- β-dithiocarbamate enamine derivatives in water and their antibacterial evaluation
    Tang, Yisong
    Jiang, Liang
    Li, Shaxun
    Chen, XiaoYun
    Li, Chengli
    Zhang, Xiaotong
    JOURNAL OF MOLECULAR STRUCTURE, 2025, 1322
  • [29] Synthesis, Antibacterial and Antifungal Evaluation of Rhodanine Derivatives Bearing Quinoxalinyl Imidazole Moiety as ALK5 Inhibitors
    Han, Lizhuo
    Zhao, Limin
    Wang, Huimin
    Dou, Tong
    Guo, Fangyan
    Qi, Junda
    Xu, Wenbo
    Piao, Lianxun
    Jin, Xuejun
    Chen, Fen'er
    Piao, Huri
    Zheng, Changji
    Jin, Chenghua
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2021, 41 (11) : 4428 - 4436
  • [30] Synthesis and characterization of new thiadiazole derivatives bearing a pyrazole moiety
    Sacmaci, Mustafa
    Arslaner, Ciler
    Sahin, Ertan
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2017, 192 (10) : 1134 - 1139