Synthesis, Antitubercular, and Antifungal Activity of 2-(trifluoromethyl)-3-(substituted phenyl-1,3,4-oxadiazol-2-yl)-pyridine

被引:0
作者
Dhotre, B. K. [1 ]
Raut, S. V. [2 ]
Farooqui, M. [2 ]
Jadhav, S. B. [2 ]
Pathan, A. [2 ]
机构
[1] Swami Vivekanand Sr Coll Mantha, Dept Chem, Mantha, Maharashtra, India
[2] Maulana Azad Coll, Dept Chem, Aurangabad 431001, Maharashtra, India
关键词
1,3,4-oxadiazole; pyridine; 2-(trifluoro-methyl)-pyridine-3-carboxylic acid; antitubercular; antifungal; BIOLOGICAL EVALUATION; 1,3,4-OXADIAZOLE DERIVATIVES; ANTIBACTERIAL ACTIVITY; MOLECULAR DOCKING; DESIGN; MOIETY;
D O I
10.1134/S1068162023080149
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A series of 2-(trifluoromethyl)-3-(substituted phenyl-1,3,4-oxadiazol-2-yl) pyridine (Va-Vj) was synthesized by reaction of 2-(trifluoromethyl) pyridine-3-carbohydrazide (III) with different substituted benzoic acids (IVa-IVj) in phosphorous oxychloride, obtained compounds were characterized by spectral data. Subsequently, these compounds were tested for their in vitro antifungal activities against C. albicans and A. niger by agar diffusion method, some compounds displayed good antifungal activity when compared with fluconazole. These compounds were also screened for their anti-tubercular activities against primary Mycobacterium smegmatis mc(2) 155. The compounds (Vg) and (Vh) exhibits promising activity with MICs 91 and 109 mu g/mL respectively.
引用
收藏
页码:S171 / S178
页数:8
相关论文
共 50 条
  • [21] Synthesis and antitumor activity of 1,3,4-oxadiazole substituted 2-(5-ylidene-2,4-dioxothiazolidin-3-yl)-acetamides
    Lelyukh, Maryan
    Kalytovska, Myroslava
    Zastryzhna, Marta
    Savchenko, Arkadii
    Chaban, Ihor
    Harkov, Stefan
    PHARMACIA, 2023, 70 (04) : 1093 - 1100
  • [22] SYNTHESIS AND SCREENING OF SOME NOVEL 1-((5-PHENYL-1,3,4-OXADIAZOL-2-YL) METHYL)-3-((PIPERAZIN-1-YL) METHYL)-1H-INDAZOLE
    Muralikrishna, S.
    HETEROCYCLIC LETTERS, 2018, 8 (01): : 221 - 228
  • [23] Synthesis, Characterization, and Antimicrobial Activity of a Series of 2-(5-Phenyl-1,3,4-oxadiazol-2-yl)-N-[(1-aryl-1H-1,2,3-triazol-4-yl)methyl]anilines Using Click Chemistry
    Venkatagiri, N.
    Krishna, T.
    Thirupathi, P.
    Bhavani, K.
    Reddy, C. K.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2018, 88 (07) : 1488 - 1494
  • [24] SYNTHESIS AND ANTITUBERCULAR ACTIVITY OF 2-(1H-PYRROL-1-YL)-5-SUBSTITUTED-1,3,4-OXADIAZOLES
    Joshi, Shrinivas D.
    Dixit, Sheshagiri R.
    More, Uttam A.
    Kulkarni, Venkatrao H.
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2014, 24 (02) : 137 - 140
  • [25] Synthesis, Characterization, and Antimicrobial Evaluation of 2-Phenyl-5-{2-[3-(trifluoromethyl)phenyl]ethenyl}-1,3,4-oxadiazole Derivatives
    Dhotre, B.
    Khalapure, R.
    Shinde, A.
    Sampal, S.
    Kotalwar, S.
    Arif, P. M.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 59 (10) : 1813 - 1818
  • [26] Synthesis and Biological Evaluation of 2-methoxy-N-phenyl-6-(5-phenyl-1,3,4-oxadiazol-2-yl) pyridin-3-amine Derivatives as Antimicrobial Agents
    Namani, Vasu
    Goud, B. Bharath Kumar
    Kumari, Y. Bharathi
    Kumbham, Ramesh
    LETTERS IN ORGANIC CHEMISTRY, 2016, 13 (04) : 249 - 254
  • [27] Synthesis and evaluation of 2-(5-(aryl)-1,3,4-oxadiazol-2-ylthio)-N-(3-(trifluoromethyl)phenyl)acetamides and N-(4-chloro-3-fluorophenyl)-2-(5-(aryl)-1,3,4-oxadiazol-2-ylthio)acetamides as antimicrobial agents
    Parikh, Kalpesh
    Joshi, Deepkumar
    JOURNAL OF CHEMICAL SCIENCES, 2014, 126 (03) : 827 - 835
  • [28] Novel 2-benzylthio-5-(1,3,4-oxadiazol-2-yl)benzenesulfonamides with anticancer activity: Synthesis, QSAR study, and metabolic stability
    Slawinski, Jaroslaw
    Szafranski, Krzysztof
    Pogorzelska, Aneta
    Zolnowska, Beata
    Kawiak, Anna
    Macur, Katarzyna
    Belka, Mariusz
    Baczek, Tomasz
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2017, 132 : 236 - 248
  • [29] Synthesis, characterization and antibacterial activity of some new 3-(3-(trifluoromethyl)phenyl)-3-(2-hydroxy-5-methylphenyl)-propanehydrazones
    Yatcherla, Srinivasa Rao
    Islam, Aminul
    Dussa, Nageswar
    Bollikolla, Hari Babu
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2015, 54 (09): : 1162 - 1167
  • [30] Synthesis, Characterization, and Biological Evaluation for New Derivatives Based on 2Сhloro-N-[4-(5-phenyl-1,3,4-oxadiazol-2-yl)phenyl]acetamide
    Jamel, N. M.
    Alheety, K. A.
    Hassan, H. A.
    Tomma, J. H.
    Ahmed, H. S.
    Baqir, R. K.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2024, 94 (12) : 3340 - 3347