Synthesis and Biological Evaluation of (N-(3-methoxyphenyl)-4-((aryl-1H-1,2,3-triazol-4-yl)methyl) thiomorpholine-2-carboxamide 1,1-Dioxide Hybrids as Antiproliferative Agents

被引:10
作者
Battula, Kumara Swamy [1 ]
Narsimha, Sirassu [1 ]
Thatipamula, Ranjith Kumar [1 ]
Reddy, Yellu Narsimha [2 ]
Nagavelli, Vasudeva Reddy [1 ]
机构
[1] Kakatiya Univ, Dept Chem, Warangal 506009, Telangana, India
[2] Kakatiya Univ, Dept Pharmacol & Toxicol, Warangal 506009, Telangana, India
来源
CHEMISTRYSELECT | 2017年 / 2卷 / 29期
关键词
1; 2; 3-triazole; cycloaddition; thiomorpholine; in vitro antiproliferative activity; ANTIBACTERIAL ACTIVITY; ANTIMICROBIAL ACTIVITY; DERIVATIVES; ANTICANCER; ANTIOXIDANT; CANCER; ANTIMYCOBACTERIAL; INHIBITORS; ANALOGS; POTENT;
D O I
10.1002/slct.201701902
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of new thirteen N-(3-Methoxyphenyl)thiomorpholine-2-carboxamide 1, 1-dioxide derived 1, 4-disubtituted 1, 2, 3-triazole hybrids (7a-7m) were synthesized by Cu (I) catalyzed cycloaddition reaction and well characterized by (HNMR)-H-1, (CNMR)-C-13, FTIR, mass spectral and elemental analysis data. All the hybrid compounds were subjected to invitro anticancer activity against three human cancer cell lines MCF-7, Hela and A-549 and 2-hydroxy phenyl, 2-methoxy phenyl and 3-methoxy phenyl substituted (7f, 7g and 7h) derivatives were found to possess potential antiproliferative activity.
引用
收藏
页码:9595 / 9598
页数:4
相关论文
共 43 条
[1]   Early breast cancer in the elderly - Assessment and management considerations [J].
Albrand, Gilles ;
Terret, Catherine .
DRUGS & AGING, 2008, 25 (01) :35-45
[2]   1,2,3-TRIAZOLE-[2',5'-BIS-O-(TERT-BUTYLDIMETHYLSILYL)-BETA-D-RIBOFURANOSYL]-3'-SPIRO-5''-(4''-AMINO-1'',2''-OXATHIOL 2'',2''-DIOXIDE) (TSAO) ANALOGS - SYNTHESIS AND ANTI-HIV-1 ACTIVITY [J].
ALVAREZ, R ;
VELAZQUEZ, S ;
SANFELIX, A ;
AQUARO, S ;
DECLERCQ, E ;
PERNO, CF ;
KARLSSON, A ;
BALZARINI, J ;
CAMARASA, MJ .
JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (24) :4185-4194
[3]   Charting biological and chemical space: PSSC and SCONP as guiding principles for the development of compound collections based on natural product scaffolds [J].
Arve, Lars ;
Voigt, Tobias ;
Waldmann, Herbert .
QSAR & COMBINATORIAL SCIENCE, 2006, 25 (5-6) :449-456
[4]   Computed tomography screening and lung cancer outcomes [J].
Bach, Peter B. ;
Jett, James R. ;
Pastorino, Ugo ;
Tockman, Melvyn S. ;
Swensen, Stephen J. ;
Begg, Colin B. .
JAMA-JOURNAL OF THE AMERICAN MEDICAL ASSOCIATION, 2007, 297 (09) :953-961
[5]   Synthesis and Biological Evaluation of Novel Thiomorpholine 1,1-Dioxide Derived 1,2,3-Triazole Hybrids as Potential Anticancer Agents [J].
Battula, Kumara Swamy ;
Narsimha, Sirassu ;
Thatipamula, Ranjith Kumar ;
Reddy, Yellu Narsimha ;
Nagavelli, Vasudeva Reddy .
CHEMISTRYSELECT, 2017, 2 (14) :4001-4005
[6]   Importance of the thiomorpholine introduction in new pyrrole derivatives as antimycobacterial agents analogues of BM 212 [J].
Biava, M ;
Porretta, GC ;
Deidda, D ;
Pompei, R ;
Tafi, A ;
Manetti, F .
BIOORGANIC & MEDICINAL CHEMISTRY, 2003, 11 (04) :515-520
[7]   A Prodrug Approach Toward Cancer-Related Carbonic Anhydrase Inhibition [J].
Carroux, Cindy J. ;
Rankin, Gregory M. ;
Moeker, Janina ;
Bornaghi, Laurent F. ;
Katneni, Kasiram ;
Morizzi, Julia ;
Charman, Susan A. ;
Vullo, Daniela ;
Supuran, Claudiu T. ;
Poulsen, Sally-Ann .
JOURNAL OF MEDICINAL CHEMISTRY, 2013, 56 (23) :9623-9634
[8]   A series of potent and selective, triazolylphenyl-based histone deacetylases inhibitors with activity against pancreatic cancer cells and Plasmodium falciparum [J].
Chen, Yufeng ;
Lopez-Sanchez, Miriam ;
Savoy, Doris N. ;
Billadeau, Daniel D. ;
Dow, Geoffrey S. ;
Kozikowski, Alan P. .
JOURNAL OF MEDICINAL CHEMISTRY, 2008, 51 (12) :3437-3448
[9]  
David C. T., 2006, BIOORG MED CHEM LETT, V16, P5107
[10]   RAPID COLORIMETRIC ASSAY FOR CELL-GROWTH AND SURVIVAL - MODIFICATIONS TO THE TETRAZOLIUM DYE PROCEDURE GIVING IMPROVED SENSITIVITY AND RELIABILITY [J].
DENIZOT, F ;
LANG, R .
JOURNAL OF IMMUNOLOGICAL METHODS, 1986, 89 (02) :271-277