Synthesis and evaluation of antipyrine derivatives bearing a thiazole moiety as antibacterial and antifungal agents

被引:7
作者
Abbas, Samir Y. [1 ]
Abd El-Aziz, Maha M. [2 ]
Awad, Samir M. [2 ]
Mohamed, Mosaad S. [2 ]
机构
[1] Natl Res Ctr, Organometall & Organometalloid Chem Dept, Cairo, Egypt
[2] Helwan Univ, Fac Pharm, Pharmaceut Organ Chem Dept, Cairo, Egypt
关键词
Antibacterial and antifungal activities; antipyrine; thiosemicarbazones; thiazoles; BIOLOGICAL EVALUATION; DESIGN; SERIES; INHIBITORS; POTENT;
D O I
10.1080/00397911.2023.2248306
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
One of the best ways to design new biocidal agents is synthesizing hybrid molecules. So, new series of antipyrine-bearing thiazole moiety were synthesized using 4-antipyrinecarboxaldehyde thiosemicarbazones 1a-e. Cyclization of thiosemicarbazone derivatives 1a-e with ethyl 2-chloroacetate, ethyl 2-chloropropanoate, 1-chloropropan-2-one (chloroacetone) and 2-bromo-1-phenylethanone (phenacyl bromide) afforded the corresponding thiazolidin-4-ones 2a-e, 5-methyl-thiazolidin-4-ones 3a-e, 4-methylthiazoles 4a-e and 4-phenylthiazoles 5a-e, respectively. The antibacterial and antifungal activates for the synthesized compounds were investigated. [GRAPHICS] .
引用
收藏
页码:1812 / 1822
页数:11
相关论文
共 30 条
[1]   Thiourea derivatives incorporating a hippuric acid moiety: Synthesis and evaluation of antibacterial and antifungal activities [J].
Abbas, Samir Y. ;
El-Sharief, Marwa A. M. Sh. ;
Basyouni, Wahid M. ;
Fakhr, Issa M. I. ;
El-Gammal, Eman W. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 64 :111-120
[2]   Structural hybrids of sulfonamide and thiazole moieties: Synthesis and evaluation of antimicrobial activity [J].
Abbas, Samir Y. Y. ;
Abd El-Aziz, Maha M. M. ;
Awad, Samir M. M. ;
Mohamed, Mosaad S. S. .
SYNTHETIC COMMUNICATIONS, 2023, 53 (01) :68-75
[3]   Synthesis of some new 4(3H)-quinazolinone-2-carboxaldehyde thiosemicarbazones and their metal complexes and a study on their anticonvulsant, analgesic, cytotoxic and antimicrobial activities - Part-1 [J].
Aly, Mohsen M. ;
Mohamed, Yahia A. ;
El-Bayouki, Khairy A. M. ;
Basyouni, Wahid M. ;
Abbas, Samir Y. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (08) :3365-3373
[4]   PHENETHYLTHIAZOLETHIOUREA (PETT) COMPOUNDS, A NEW CLASS OF HIV-1 REVERSE-TRANSCRIPTASE INHIBITORS .1. SYNTHESIS AND BASIC STRUCTURE-ACTIVITY RELATIONSHIP STUDIES OF PETT ANALOGS [J].
BELL, FW ;
CANTRELL, AS ;
HOGBERG, M ;
JASKUNAS, SR ;
JOHANSSON, NG ;
JORDAN, CL ;
KINNICK, MD ;
LIND, P ;
MORIN, JM ;
NOREEN, R ;
OBERG, B ;
PALKOWITZ, JA ;
PARRISH, CA ;
PRANC, P ;
SAHLBERG, C ;
TERNANSKY, RJ ;
VASILEFF, RT ;
VRANG, L ;
WEST, SJ ;
ZHANG, H ;
ZHOU, XX .
JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (25) :4929-4936
[5]   Synthesis and antimicrobial activity of some new heterocycles incorporating antipyrine moiety [J].
Bondock, Samir ;
Rabie, Ramy ;
Etman, Hassan A. ;
Fadda, Ahmed A. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2008, 43 (10) :2122-2129
[6]   Structural studies of 4-aminoantipyrine derivatives [J].
Cunha, S ;
Oliveira, SM ;
Rodrigues, MT ;
Bastos, RM ;
Ferrari, J ;
de Oliveira, CMA ;
Kato, L ;
Napolitano, HB ;
Vencato, I ;
Lariucci, C .
JOURNAL OF MOLECULAR STRUCTURE, 2005, 752 (1-3) :32-39
[7]   Novel structural hybrids of quinoline and thiazole moieties: Synthesis and evaluation of antibacterial and antifungal activities with molecular modeling studies [J].
Eissa, Sally, I ;
Farrag, Amel M. ;
Abbas, Samir Y. ;
El Shehry, Mohamed F. ;
Ragab, Ahmed ;
Fayed, Eman A. ;
Ammar, Yousry A. .
BIOORGANIC CHEMISTRY, 2021, 110
[8]   Design, synthesis and biological evaluation of quinoxaline N-propionic and O-propionic hydrazide derivatives as antibacterial and antifungal agents [J].
El Shehry, Mohamed F. ;
Abbas, Samir Y. ;
Farrag, Amel M. ;
Eissa, Sally I. ;
Fouad, Sawsan A. ;
Ammar, Yousry A. .
MEDICINAL CHEMISTRY RESEARCH, 2018, 27 (10) :2287-2296
[9]   Quinoline derivatives bearing pyrazole moiety: Synthesis and biological evaluation as possible antibacterial and antifungal agents [J].
El Shehry, Mohamed F. ;
Ghorab, Mostafa M. ;
Abbas, Samir Y. ;
Fayed, Eman A. ;
Shedid, Said A. ;
Ammar, Yousry A. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2018, 143 :1463-1473
[10]   Synthesis, Characterization, and Molluscicidal Activity of Mn, Co, Ni, and Cu Complexes of Ethyl 5-Amino-2-(Methylthio) Thiazole-4-Carboxylate [J].
El-Bayouki, Khairy A. M. ;
Basyouni, Wahid M. ;
Mostafa, Eslam A. ;
Abbas, Samir Y. .
SYNTHESIS AND REACTIVITY IN INORGANIC METAL-ORGANIC AND NANO-METAL CHEMISTRY, 2014, 44 (04) :537-540