Synthesis and Anti-Tubercular (Tb) Evaluation of Bis[4-Ethylidineamino[1,2,4]Triazole-3-Thiol] Tethered by 1,4-Dihydropyridine

被引:8
作者
Abu-Melha, S. [1 ]
Edrees, M. M. [1 ,2 ]
Kheder, N. A. [3 ]
Saad, A. M. [4 ]
Riyadh, S. M. [3 ,5 ]
Abdel-Aziz, M. M. [6 ]
Abdelmoaz, M. A. [7 ]
Gomha, S. M. [3 ,8 ]
机构
[1] King Khalid Univ, Dept Chem, Fac Sci, Abha 61413, Saudi Arabia
[2] Natl Org Drug Control & Res NODCAR, Dept Organ Chem, Giza 12311, Egypt
[3] Cairo Univ, Dept Chem, Fac Sci, Giza 12613, Egypt
[4] King Khalid Univ, Dept Pharmaceut Chem, Fac Pharm, Abha 61441, Saudi Arabia
[5] Taibah Univ, Dept Chem, Fac Sci, Al Madinah Al Munawarah 30002, Saudi Arabia
[6] Al Azhar Univ, Reg Ctr Mycol & Biotechnol, Cairo 11754, Egypt
[7] Sinai Univ, Dept Pharmaceut Chem, Fac Pharm, Al Arish 16020, Egypt
[8] Islamic Univ Madinah, Dept Chem, Fac Sci, Madinah 42351, Saudi Arabia
关键词
1,4-dihydropyridine; bis[1,2,4]triazole; Schiff base; condensation reaction; anti-tubercular activity; MYCOBACTERIUM-TUBERCULOSIS; ANTIBACTERIAL ACTIVITIES; DESIGN; DERIVATIVES; GATIFLOXACIN; THIAZOLE;
D O I
10.1134/S1068162022020029
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 new series of 5,5'-(2,6-dimethyl-4-phenyl-1,4-dihydropyridine-3,5-diyl)bis[4-(ethylideneamino)-4H-[1,2,4]-triazole-3-thiol) was synthesized via keto-imine condensation. The structural elucidation of the products was investigated by spectral and elemental techniques. Also, the newly synthesized compounds were evaluated for their in vitro anti-tubercular activity, the sensitive and resistant Mycobacterium tuberculosis. Among sixteen tested compounds, compound (V) is equipotent to the standard drug isoniazid against sensitive Mycobacterium tuberculosis, while compounds (IXb), (VIId), and (IIIf) have promising activity.
引用
收藏
页码:345 / 352
页数:8
相关论文
共 36 条
[1]   Synthesis of Some Novel 1,4-Phenylene-bis-thiazolyl Derivatives and Their Anti-hypertensive a-blocking Activity Screening [J].
Abdelrazek, Fathy M. ;
Gomha, Sobhi M. ;
Metz, Peter ;
Abdalla, Mohamed M. .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2017, 54 (01) :618-623
[2]  
Acquisto N.M., 2014, ISONIAZID
[3]  
Angela G.K., 2005, J CHEM EDUC, V82, P1114, DOI [10.1021/ed082p1114, DOI 10.1021/ED082P1114]
[4]  
[Anonymous], 2019, Global tuberculosis report
[5]   Synthesis and in-vitro antimicrobial activity of new 1,2,4-triazoles [J].
Bhat, AR ;
Bhat, GV ;
Shenoy, GG .
JOURNAL OF PHARMACY AND PHARMACOLOGY, 2001, 53 (02) :267-272
[6]   Microplate Alamar blue assay versus BACTEC 460 system for high-throughput screening of compounds against Mycobacterium tuberculosis and Mycobacterium avium [J].
Collins, LA ;
Franzblau, SG .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1997, 41 (05) :1004-1009
[7]  
Crabb C, 2002, B WORLD HEALTH ORGAN, V80, P517
[8]   Synthesis and Biological Evaluation of Some Novel Bis-Thiadiazoles as Antimicrobial and Antitumor Agents [J].
El-Enany, Waleed A. M. A. ;
Gomha, Sobhi M. ;
Hussein, Wesam ;
Sallam, Hanan A. ;
Ali, Rania S. ;
El-Ziaty, Ahmed K. .
POLYCYCLIC AROMATIC COMPOUNDS, 2021, 41 (10) :2071-2082
[9]   Synthesis and molecular docking of some new bis-thiadiazoles as anti-hypertensive α-blocking agents [J].
El-Enany, Waleed A. M. A. ;
Gomha, Sobhi M. ;
El-Ziaty, Ahmed K. ;
Hussein, Wesam ;
Abdulla, Mohamed M. ;
Hassan, Shaimaa A. ;
Sallam, Hanan A. ;
Ali, Rania S. .
SYNTHETIC COMMUNICATIONS, 2020, 50 (01) :85-96
[10]   Synthesis and tuberculostatic activity of some 2-piperazinmethylene derivatives 1,2,4-triazole-3-thiones [J].
Foks, H ;
Janowiec, M ;
Zwolska, Z ;
Augustynowicz-Kopec, E .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2005, 180 (02) :537-543