An Efficient Synthesis of 1,3,7-Triazaspiro[4.4]Nonane-2,4-Dione Derivatives and Antimicrobial Activity Thereof

被引:2
作者
Krolenko, Konstantin Yu. [1 ]
Silin, Olexiy V. [1 ]
Vlasov, Sergiy V. [1 ]
Zhuravel, Irina O. [1 ]
Kovalenko, Sergiy M. [1 ]
机构
[1] Natl Univ Pharm, UA-61002 Kharkov, Ukraine
关键词
hydantoin; pyrrolidine ring; alkylation; antimicrobial activity; HYDANTOIN; AGENTS;
D O I
10.1007/s10593-015-1721-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Efficient methods for the synthesis of 1,3,7-triazaspiro[4.4]nonane-2,4-dione derivatives possessing an unsaturated pyrrolidine cycle have been developed affording intermediates and target compounds in high yields not requiring additional purification. Antimicrobial activity of the synthesized compounds was studied.
引用
收藏
页码:472 / 477
页数:6
相关论文
共 17 条
[1]  
Aebi J., 2009, [No title captured], Patent No. [US 20090029963 A1, 20090029963]
[2]  
Avendano Lopez C., 1985, ADV HETEROCYCLIC CHE, V38, P177
[3]   2H-chromene derivatives bearing thiazolidine-2,4-dione, rhodanine or hydantoin moieties as potential anticancer agents [J].
Azizmohammadi, Mohammad ;
Khoobi, Mehdi ;
Ramazani, Ali ;
Emami, Saeed ;
Zarrin, Abdolhossein ;
Firuzi, Omidreza ;
Miri, Ramin ;
Shafiee, Abbas .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 59 :15-22
[4]   Synthesis, DFT calculations and cytotoxic investigation of platinum complexes with 3-thiolanespiro-5′-hydantoin and 4-thio-1H-tetrahydropyranespiro-5′-hydantoin [J].
Bakalova, Adriana ;
Buyukliev, Rossen ;
Momekov, Georgi .
JOURNAL OF MOLECULAR STRUCTURE, 2015, 1091 :118-124
[5]  
Clinical and Laboratory Standards Institute(CLSI), 2012, Performance standards for antimicrobial susceptibility testing: twenty-second informational supplement, V32, P169
[6]  
Coyle M. B., 2005, MANUAL ANTIMICROBIAL, p[29, 39]
[7]   New derivatives of hydantoin as potential antiproliferative agents: biological and structural characterization in combination with quantum chemical calculations [J].
Hmuda, Sleem ;
Trisovic, Nemanja ;
Rogan, Jelena ;
Poleti, Dejan ;
Vitnik, Zeljko ;
Vitnik, Vesna ;
Valentic, Natasa ;
Bozic, Biljana ;
Uscumlic, Gordana .
MONATSHEFTE FUR CHEMIE, 2014, 145 (05) :821-833
[8]   Identification of Multiple Structurally Distinct, Nonpeptidic Small Molecule Inhibitors of Protein Arginine Deiminase 3 Using a Substrate-Based Fragment Method [J].
Jamali, Haya ;
Khan, Hasan A. ;
Stringer, Joseph R. ;
Chowdhury, Somenath ;
Ellman, Jonathan A. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (10) :3616-3621
[9]   Spiroligozymes for Transesterifications: Design and Relationship of Structure to Activity [J].
Kheirabadi, Mahboubeh ;
Celebi-Oelcuem, Nihan ;
Parker, Matthew F. L. ;
Zhao, Qingquan ;
Kiss, Gert ;
Houk, K. N. ;
Schafmeister, Christian E. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (44) :18345-18353
[10]  
Lin C.-C., 2008, US Patent, Patent No. 20080108632