Synthesis, Antimicrobial and Antitumor Properties of 5-Thiophen-2-ylmethylen-2-Thioxothiazolidin-4-one Derivatives

被引:0
作者
Horishny, V. Ya [1 ]
Matiychuk, V. S. [2 ]
机构
[1] Danylo Halytsky Lviv Natl Med Univ, UA-79010 Lvov, Ukraine
[2] Ivan Franko Natl Univ Lviv, UA-79005 Lvov, Ukraine
关键词
thiophene; rhodanine; acylation; antimicrobial activity; antitumor activity; BIOLOGICAL EVALUATION; SELECTIVE INHIBITORS; RHODANINE; DISCOVERY; SCAFFOLD; POTENT;
D O I
10.1134/S1068162021030079
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
By the reaction of thiophen-2-carbaldehyde with rhodanine derivatives, 5-thiophen-2-ylmethylene-2-thioxothiazolidin-4-ones have been synthesized. The resulting (4-oxo-5-thiophen-2-ylmethylen-2-thioxothiazolidin-3-yl)alkane carboxylic acids have been used to acylate the biogenic amine tryptamine and its derivatives. As a result, a number of novel N-[2-(5-[R-1H-indol-3-yl)-ethyl]-2-(4-oxo-5-thiophen-2-ylmethylen-2-thioxothiazolidin-3-yl)carbamides have been synthesized. The antimicrobial and antitumor properties of the resulting compounds have been tested. Compounds with a high antimicrobial activity against Staphylococcus aureus and Cryptococcus neoformans have been identified.
引用
收藏
页码:749 / 756
页数:8
相关论文
共 31 条
[1]   Thiazolidine derivatives as potent and selective inhibitors of the PIM kinase family [J].
Bataille, Carole J. R. ;
Brennan, Meabh B. ;
Byrne, Simon ;
Davies, Stephen G. ;
Durbin, Matthew ;
Fedorov, Oleg ;
Huber, Kilian V. M. ;
Jones, Alan M. ;
Knapp, Stefan ;
Liu, Gu ;
Nadali, Anna ;
Quevedo, Camilo E. ;
Russell, Angela J. ;
Walker, Roderick G. ;
Westwood, Robert ;
Wynne, Graham M. .
BIOORGANIC & MEDICINAL CHEMISTRY, 2017, 25 (09) :2657-2665
[2]   A green cloud-point microextraction method for spectrophotometric determination of Ni(II) ions with 1-[(5-benzy1-1,3-thiazol-2-y1)diazenyl]naphthalene-2-ol [J].
Bazel, Yaroslav ;
Tupys, Andrii ;
Ostapiuk, Yurii ;
Tymoshuk, Oleksandr ;
Matiychuk, Vasyl .
JOURNAL OF MOLECULAR LIQUIDS, 2017, 242 :471-477
[3]  
Boyd M.R., 1997, Anticancer Drug Development Guide: Preclinical Screening, Clinical Trials, and Approval
[4]   SOME PRACTICAL CONSIDERATIONS AND APPLICATIONS OF THE NATIONAL-CANCER-INSTITUTE IN-VITRO ANTICANCER DRUG DISCOVERY SCREEN [J].
BOYD, MR ;
PAULI, KD .
DRUG DEVELOPMENT RESEARCH, 1995, 34 (02) :91-109
[5]   Synthesis and biological evaluation of 2-arylimino-3-pyridin-thiazolineone derivatives as antibacterial agents [J].
Cai, Ming-Guang ;
Wu, Yang ;
Chang, Jun .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2016, 26 (10) :2517-2520
[6]   Novel Derivatives of Rhodanine-3-Hippuric Acid as Active Inhibitors of Aldose Reductase: Synthesis, Biological Evaluation, and Molecular Docking Analysis [J].
Celestina, Stephen Kumar ;
Sundaram, Kaveri ;
Ravi, Subban .
RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY, 2019, 45 (05) :405-415
[7]   Synthesis, Anti-Inflammatory and Antioxidant Activities of Novel 3H-Thiazolo [4,5-b] Pyridines [J].
Chaban, Taras I. ;
Ogurtsov, Volodymyr V. ;
Matiychuk, Vasyl S. ;
Chaban, Ihor G. ;
Demchuk, Inna L. ;
Nektegayev, Ihor A. .
ACTA CHIMICA SLOVENICA, 2019, 66 (01) :103-111
[8]   Synthesis of thiazolone-based sulfonamides as inhibitors of HCVNS5B polymerase [J].
Ding, Yili ;
Smith, Kenneth L. ;
Varaprasad, Chamakura V. N. S. ;
Chang, Eugene ;
Alexander, John ;
Yao, Nanhua .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (03) :841-845
[9]   Synthesis and In Vitro Antitumor Activity of Novel Chromenones Bearing Benzothiazole Moiety [J].
El-Helw, Eman A. ;
Derbala, Hamed A. ;
El-Shahawi, Manal M. ;
Salem, Marwa S. ;
Ali, Mamdouh M. .
RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY, 2019, 45 (01) :42-53
[10]   Synthesis and Anticancer Activity of Functionalized Thieno[2,3-d]pyrimidine Compounds and Their Triazinyl and Tetrazinyl Derivatives [J].
El-Sofany, Walaa I. ;
Othman, Dalia Ahmed A. ;
Mahran, Asma M. ;
May, El-Manawaty A. ;
El-Sayed, Wael A. .
RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY, 2020, 46 (03) :393-402