Synthesis and Antimicrobial Activity of Functional Derivatives of thiazolo[2,3-c][1,2,4]triazoles

被引：7

作者：

Slivka, Mikhailo ^{[1
]}

Fizer, Maksym ^{[1
]}

Mariychuk, Ruslan ^{[2
]}

Ostafin, Marek ^{[3
]}

Moyzesh, Olexander ^{[1
]}

Koval, Galyna ^{[4
]}

Holovko-Kamoshenkova, Oksana ^{[1
]}

Rusyn, Ivan ^{[1
]}

Lendel, Vasyl ^{[1
]}

机构：

[1] Uzhgorod Natl Univ, Fac Chem, Dept Organ Chem, UA-88000 Uzhgorod, Ukraine

[2] Univ Presov Presov, Fac Humanity & Nat Sci, Dept Ecol, Presov, Slovakia

[3] Agr Univ Krakow, Fac Agr & Econ, Dept Microbiol & Biomonitoring, Krakow, Poland

[4] Uzhgorod Natl Univ, Fac Med, Dept Microbiol, Uzhgorod, Ukraine

来源：

LETTERS IN DRUG DESIGN & DISCOVERY | 2022年 / 19卷 / 09期

关键词：

Thiazolo[2; 3-c][1; 2; 4]triazole; electrophilic heterocyclization; tellurium tetrachloride; tellurium tetrabromide; copper salt; fungicidal and bactericidal activities; BIOLOGICAL EVALUATION; RECENT PROGRESS; HETEROCYCLES;

D O I：

10.2174/1570180819666220110145659

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Background: Condensed triazoles are a well-known class of heterocyclic compounds due to a wide range of biological activities. The study is dedicated to the evaluation of the antimicrobial potential of new functional derivatives of thiazolo[2,3-c][1,2,4]triazoles. Methods: Effective, easy-to-implement and low-cost routes for production of title compounds via electrophilic intramolecular heterocyclization are reported. Bactericidal and fungicidal activities against Gram-positive and Gram-negative bacteria and fungus were studied. The influence of functional groups on the biological activity of tested thiazolo[2,3-c][1,2,4]triazoles is discussed. Results: Microbiological evaluation shows that 6-[(trichlorotellanyl)methyl]-[1,3]thiazolo[2,3-c][1,2,4]triazol-3-amine hydrogen chloride 2a and 3-(2-hydroxyphenyl)-6-[(trichloro-lambda(4)-tellanyl)methyl]-5,6-dihydro-[1,3]thiazolo[2,3-c][1,2,4]triazole 2g have a high bactericidal activity and Cu (I) salts of 3-(2-hydroxyphenyl)-6-iodomethyl/6-methylidene-5,6-dihydro-[1,3]thiazolo-[2,3-c][1,2,4]triazoles 5a,c have a high fungicidal activity. Conclusion: It is concluded that these products or their derivatives may be of practical benefit as bactericidal and fungicidal agents.

引用

页码：791 / 799

页数：9

共 39 条

[1] Synthesis, characterization and antibacterial studies of some new tellurated azo compounds [J].

Al-Fregi, Adil A. ;

Al-Salami, Bushra K. ;

Al-Khazragie, Zainab K. ;

Al-Rubaie, Ali Z. .

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2019, 194 (1-2) :33-38

[2]

[Anonymous], 1995, AM SOC MICROBIOL

[3] Design, Synthesis, Characterization and Antimicrobial Evaluation of Some Heterocyclic Condensed Systems with Bridgehead Nitrogen from Thiazolotriazole Class [J].

Barbuceanu, Stefania-Felicia ;

Draghici, Constantin ;

Barbuceanu, Florica ;

Bancescu, Gabriela ;

Saramet, Gabriel .

CHEMICAL & PHARMACEUTICAL BULLETIN, 2015, 63 (09) :694-700

[4]

Batt C.A., 2014, ENCYCL FOOD MICROBIO, V126, P688

[5] QSAR and molecular docking modelling of anti-leishmanial activities of organic selenium and tellurium compounds [J].

Cabrera, N. ;

Mora, J. R. ;

Marquez, E. ;

Flores-Morales, V. ;

Calle, L. ;

Cortes, E. .

SAR AND QSAR IN ENVIRONMENTAL RESEARCH, 2021, 32 (01) :29-50

[6] Synthesis and anticancer activity of novel 3,6-disubstituted 1,2,4-triazolo-[3,4-b]-1,3, 4-thiadiazole derivatives [J].

Charitos, Georgios ;

Trafalis, Dimitrios T. ;

Dalezis, Panayiotis ;

Potamitis, Constantinos ;

Sarli, Vasiliki ;

Zoumpoulakis, Panagiotis ;

Camoutsis, Charalambos .

ARABIAN JOURNAL OF CHEMISTRY, 2019, 12 (08) :4784-4794

[7] HETEROCYCLES 46. SYNTHESIS, CHARACTERIZATION AND BIOLOGICAL EVALUATION OF THIAZOLO[3,2-b][1,2,4]TRIAZOLES BEARING BENZENESULFONAMIDE MOIETY [J].

Cristina, Anamaria ;

Leonte, Denisa ;

Vlase, Laurian ;

Bencze, Laszlo Csaba ;

Imre, Silvia ;

Apan, Bogdan ;

Mogosan, Cristina ;

Zaharia, Valentin .

FARMACIA, 2018, 66 (05) :883-893

[8]

Cristina A, 2018, FARMACIA, V66, P88

[9] N-Halo Reagents: Modern Synthetic Approaches for Heterocyclic Synthesis [J].

de Andrade, Vitor S. C. ;

de Mattos, Marcio C. S. .

SYNTHESIS-STUTTGART, 2019, 51 (09) :1841-1870

[10] 2,6-Diphenylthiazolo[3,2-b][1,2,4]triazoles as telomeric G-quadruplex stabilizers [J].

El Bakali, Jamal ;

Klupsch, Frederique ;

Guedin, Aurore ;

Brassart, Bertrand ;

Fontaine, Gaelle ;

Farce, Amaury ;

Roussel, Pascal ;

Houssin, Raymond ;

Bernier, Jean-Luc ;

Chavatte, Philippe ;

Mergny, Jean-Louis ;

Riou, Jean-Francois ;

Henichart, Jean-Pierre .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2009, 19 (13) :3434-3438

← 1 2 3 4 →