New 5-modified 2′-deoxyuridine derivatives: synthesis and antituberculosis activity

被引：6

作者：

Shmalenyuk, E. R. ^{[1
]}

Karpenko, I. L. ^{[1
]}

Chernousova, L. N. ^{[2
]}

Chizhov, A. O. ^{[3
]}

Smirnova, T. G. ^{[2
]}

Andreevskaya, S. N. ^{[2
]}

Alexandrova, L. A. ^{[1
]}

机构：

[1] Russian Acad Sci, VA Engelhardt Mol Biol Inst, Moscow 119991, Russia

[2] Russian Acad Med Sci, Cent TB Res Inst, Moscow 107564, Russia

[3] Russian Acad Sci, ND Zelinsky Inst Organ Chem, Moscow 119991, Russia

来源：

RUSSIAN CHEMICAL BULLETIN | 2014年 / 63卷 / 05期

基金：

俄罗斯基础研究基金会;

关键词：

nucleosides; 2 '-deoxyuridine; synthesis; inhibitor; antimycobacterial activity; tuberculosis; Mycobacterium tuberculosis; TUBERCULOSIS; C5;

D O I：

10.1007/s11172-014-0572-0

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

New 2'-deoxyuridine derivatives containing long-chain hydrophilic substituents or hydrophilic groups at the 5 position of uracil were synthesized. 5-[4-(2-Carboxyethylcarbonylamino)-butyloxymethyl]-2'-deoxyuridine completely inhibits the growth of Mycobacterium tuberculosis at a concentration of 50 mu g mL(-1). However, oligo(ethylene glycol) derivatives do not exhibit activity even at high concentrations.

引用

页码：1197 / 1200

页数：4

共 50 条

[31] Synthesis and antitubercular activity of new mefloquine-oxazolidine derivatives
Goncalves, Raoni S. B.
Kaiser, Carlos R.
Lourenco, Maria C. S.
de Souza, Marcus V. N.
Wardell, James L.
Wardell, Solange M. S. V.
da Silva, Adilson D.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (12) : 6095 - 6100
[32] Synthesis and antimicrobial properties of 5,5′-modified 2′,5′-dideoxyuridines
Negria, Sergey D.
Karpenko, Inna L.
Efremenkova, Olga V.
Chizhov, Alexander O.
Kochetkov, Sergey N.
Alexandrova, Liudmila A.
HETEROCYCLIC COMMUNICATIONS, 2015, 21 (05) : 297 - 301
[33] Synthesis and antituberculosis activity of new acylthiosemicarbazides designed by structural modification
Martinez, Roberto
Espitia-Pinzon, Clara, I
Silva Miranda, Mayra
Maria Chavez-Santos, Rosa
Pretelin-Castillo, Gustavo
Ramos-Orea, Aldahir
Hernandez-Baez, Angela M.
Cotlanne-Perez, Sandra
Pedraza-Rodriguez, Rogelio
DRUG DEVELOPMENT RESEARCH, 2020, 81 (03) : 350 - 355
[34] The synthesis of a biotinylated analogue of 2′-deoxyuridine 5′-triphosphate
Murabuldaev, AM
Zakirova, NF
Alexandrova, LA
BIOORGANICHESKAYA KHIMIYA, 1998, 24 (06): : 474 - 475
[35] Synthesis, structural studies and antituberculosis evaluation of new hydrazone derivatives of quinoline and their Zn(II) complexes
Mandewale, Mustapha C.
Thorat, Bapu
Nivid, Y.
Jadhav, Ram
Nagarsekar, Aarti
Yamgar, Ramesh
JOURNAL OF SAUDI CHEMICAL SOCIETY, 2018, 22 (02) : 218 - 228
[36] Synthesis of 2′-deoxyuridine labeled with 5(6)-carboxyfluorescein
Ding, Hai-Xin
Wan, Ming
Yang, Ru-Chun
Xiao, Wei-Hong
Xiao, Qiang
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2008, 28 (02) : 330 - 334
[37] Synthesis and antituberculosis activity of some N-pyridyl-N′-thiazolylhydrazine derivatives
Turan-Zitouni, Guelhan
Kaplancikli, Zafer Asim
Ozdemir, Ahmet
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (05) : 2085 - 2088
[38] Synthesis and Cytotoxic Activity of 6-Modified Gefitinib Derivatives
Shen, Minghui
Chen, Shijie
Wang, Xuewei
Gong, Xianfeng
Zhang, Hua
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2015, 35 (08) : 1765 - 1772
[39] Identification of benzofuro[2,3-b]quinoline derivatives as a new class of antituberculosis agents
Yang, Chiao-Li
Tseng, Chih-Hua
Chen, Yeh-Long
Lu, Chih-Ming
Kao, Chai-Lin
Wu, Ming-Hsien
Tzeng, Cherng-Chyi
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (02) : 602 - 607
[40] Synthesis, characterization, crystal structure, and antituberculosis activity of some novel polysubstituted aminocarbothiol/thiohydantoin-pyrrolidine derivatives
Poyraz, Samet
Belveren, Samet
Ulger, Mahmut
Sahin, Ertan
Dondas, H. Ali
MONATSHEFTE FUR CHEMIE, 2017, 148 (12): : 2173 - 2182

← 1 2 3 4 5 →