Novel Structural Hybrids of Pyrrole and Thiazole Moieties: Synthesis and Evaluation of Antibacterial and Antifungal Activities

被引:13
作者
Salem, Mohamed A. [1 ]
Abbas, Samir Y. [2 ]
El-Sharief, Marwa A. M. [1 ,3 ]
Helal, Mohamed H. [4 ]
Gouda, Moustafa A. [5 ]
Assiri, Mohammed A. [6 ]
Ali, Tarik E. [6 ,7 ]
机构
[1] King Khalid Univ, Fac Sci & Arts, Dept Chem, Mohail, Assir, Saudi Arabia
[2] Natl Res Ctr, Organometall & Organometalloid Chem Dept, Cairo, Egypt
[3] Natl Res Ctr, Appl Organ Chem Dept, Cairo, Egypt
[4] Northern Border Univ, Fac Arts & Sci, Dept Chem, Rafha, Saudi Arabia
[5] Taibah Univ, Fac Sci & Arts, Dept Chem, Medina, Saudi Arabia
[6] King Khalid Univ, Fac Sci, Dept Chem, Abha, Saudi Arabia
[7] Ain Shams Univ, Fac Educ, Dept Chem, Cairo, Egypt
关键词
Pyrroles; Thiosemicarbazones; Thiazoles; Antibacterial activity; Antifungal activity; BIOLOGICAL EVALUATION; HIGHLY POTENT; DERIVATIVES; INHIBITORS; DESIGN; SERIES; AGENTS;
D O I
10.17344/acsi.2021.6980
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
One of the best ways to design new biocidal agents is synthesizing hybrid molecules by combining two or more bioactive moieties in a single molecular scaffold. So, new series of pyrroles bearing a thiazole moiety were synthesized using 1-methyl-1H-pyrrole-2-carbaldehyde thiosemicarbazones 1a-c. Cyclization of thiosemicarbazone derivatives 1a-c with ethyl chloroacetate, ethyl 2-chloropropanoate, chloroacetone and phenacyl bromide afforded the corresponding thiazolidin-4-ones 2a-c, 5-methylthiazolidin-4-ones 3a-c, 4-methyl-2,3-dihydrothiazoles 4a-c, and 4-phenyl-2,3-dihydrothiazoles 5a-c, respectively. The antimicrobial activity of the new thiazole derivatives was evaluated.
引用
收藏
页码:990 / 996
页数:7
相关论文
共 34 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]   SOME HETEROCYCLIC THIOSEMICARBAZONES [J].
ANDERSON, FE ;
DUCA, CJ ;
SCUDI, JV .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1951, 73 (10) :4967-4968
[3]   Synthesis and antiviral screening of 2-(propylthio)-7-substituted-thiazolo[5,4-d]pyrimidines as anti-bovine viral diarrhea virus agents [J].
Basyouni, Wahid M. ;
Abbas, Samir Y. ;
El-Bayouki, Khairy A. M. ;
Dawood, Reham M. ;
El Awady, Mostafa K. ;
Abdelhafez, Tawfeek H. .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2021, 58 (09) :1766-1774
[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]   Pyrrole: a resourceful small molecule in key medicinal hetero-aromatics [J].
Bhardwaj, Varun ;
Gumber, Divya ;
Abbot, Vikrant ;
Dhiman, Saurabh ;
Sharma, Poonam .
RSC ADVANCES, 2015, 5 (20) :15233-15266
[6]   Synthesis and biofilm formation reduction of pyrazole-4-carboxamide derivatives in some Staphylococcus aureus strains [J].
Cascioferro, Stella ;
Maggio, Benedetta ;
Raffa, Demetrio ;
Raimondi, Maria Valeria ;
Cusimano, Maria Grazia ;
Schillaci, Domenico ;
Manachini, Barbara ;
Plescia, Fabiana ;
Daidone, Giuseppe .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2016, 123 :58-68
[7]   Sortase A Inhibitors: Recent Advances and Future Perspectives [J].
Cascioferro, Stella ;
Raffa, Demetrio ;
Maggio, Benedetta ;
Raimondi, Maria Valeria ;
Schillaci, Domenico ;
Daidone, Giuseppe .
JOURNAL OF MEDICINAL CHEMISTRY, 2015, 58 (23) :9108-9123
[8]   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
[9]   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
[10]   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