The new Schiff bases of 2-alkylthio-5-(4-aminophenyl)-1,3,4-oxadiazoles and their antimicrobial activity

被引：2

作者：

Ismailova, D. S. ^{[1
]}

Ziyaev, A. A. ^{[1
]}

Bobakulov, Kh. M. ^{[1
]}

Sasmakov, S. A. ^{[1
]}

Makhmudov, U. S. ^{[1
]}

Yusupova, E. G. ^{[1
]}

Azimova, Sh. S. ^{[1
]}

机构：

[1] Acad Sci Uzbek, Acad S Yu Yunusov Inst Chem Plant Subst, 77 M Ulugbek Str, Tashkent 100170, Uzbekistan

来源：

JOURNAL OF THE IRANIAN CHEMICAL SOCIETY | 2019年 / 16卷 / 03期

关键词：

5-(4-Aminophenyl)-1,3,4-oxadiazol-2-thione; Aromatic aldehyde; Amino group; NMR spectra; X-ray analysis; Antimicrobial activity; DERIVATIVES;

D O I：

10.1007/s13738-018-1530-9

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

By the reaction of 5-(4-aminophenyl)-1,3,4-oxadiazolin-2-thione with alkyl halides 2-alkylthio-5-(4-aminophenyl)-1,3,4-oxadiazoles, 2-4 were obtained. By the reaction of compounds 2-4 with aromatic aldehydes, new Schiff bases 5a-d and 6a-d were synthesized. The structures of synthesized compounds are confirmed by the IR, UV, H-1 NMR for all compounds, C-13 NMR for compounds 3, 4, 5a-5d, 6a, 6d and X-ray for compound 3. All substances were tested in vitro for their antibacterial and antifungal activity. The results showed that Compound 2 exhibited remarkable activity against Candida albicans. Compounds 5a-d were found to exhibit a weak selective activity against Gram-positive bacteria of Bacillus subtilis and compounds 6a-d against Gram-negative bacteria of Escherichia coli.

引用

页码：545 / 551

页数：7

共 18 条

[1] Vibrational spectroscopic studies (FT-IR, FT-Raman) and quantum chemical calculations on 5-(Adarnantan-1-yl)-3-[(4-fluoroanilino)methyl]-2,3-dihydro-1,3,4-oxadiazole-2-thione, a potential chemotherapeutic agent
Al-Abdullah, Ebtehal S.
Sebastian, Sr. S. H. Roseline
Al-Wabli, Reem I.
El-Emam, Ali A.
Panicker, C. Yohannan
Van Alsenoy, Christian
[J]. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2014, 133 : 605 - 618
[2] [Anonymous], 2007, OXF DIFFR
[3] [Anonymous], 2015, RES REV J CHEM
[4] [Anonymous], 2009, INT J PHARMTECH RES
[5] [Anonymous], 2004, MEDIZINISCHE MIKROBI
[6] [Anonymous], 2009, M100S19 CLSI
[7] Dholaria P., 2015, INT J CHEMTECH APPL, V4, P1
[8] Theoretical ab initio study of the interplay between hydrogen bonding, cation-π and π-π interactions
Estarellas, Carolina
Escudero, Daniel
Frontera, Antonio
Quinonero, David
Deya, Pere M.
[J]. THEORETICAL CHEMISTRY ACCOUNTS, 2009, 122 (5-6) : 325 - 332
[9] Galust'yan GG, 2002, CHEM HETEROCYCL COMP, V38, P1104, DOI [10.1023/A:1021265501115, DOI 10.1023/A:1021265501115]
[10] Ismailova D., 2016, J BASIC APPL RES BIO, V2, P476

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