Synthesis and characterization of curcumin-sulfonamide hybrids: Biological evaluation and molecular docking studies

被引:42
作者
Banuppriya, Govindharasu [1 ]
Sribalan, Rajendran [1 ]
Padmini, Vediappen [1 ]
机构
[1] Madurai Kamaraj Univ, Sch Chem, Dept Organ Chem, Madurai 625021, Tamil Nadu, India
关键词
Curcumin-sulfonamide; Antioxidant; Anti-inflammatory; Anticancer; Molecular docking; OFT calculations; CARBONIC-ANHYDRASE INHIBITORS; DERIVATIVES; DESIGN; ANTIOXIDANT; ANTICANCER; ANALOGS; SULFANILAMIDE; MECHANISMS;
D O I
10.1016/j.molstruc.2017.10.097
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Curcumin-sulfonamide hybrids (4a-e) were synthesized and their in vitro antioxidant, anti-inflammatory and anticancer activities were studied. The synthesized compounds showed a very good potent activity towards antioxidant and anti-inflammatory studies rather than its parent as well as standard. These compounds have exhibited an excellent toxicity effect to the cancer cell lines such as A549 and AGS. The compounds 4a and 4c have showed good anticancer activity than curcumin. The molecular docking studies were also performed against various Epidermal Growth Factor Receptor (EGFR) enzymes. The OFT calculations were also done in order to support the docking results. (C) 2017 Elsevier B.V. All rights reserved.
引用
收藏
页码:90 / 100
页数:11
相关论文
共 36 条
[1]   Synthesis and biological evaluation of novel curcumin analogs as anti-cancer and anti-angiogenesis agents [J].
Adams, BK ;
Ferstl, EM ;
Davis, MC ;
Herold, M ;
Kurtkaya, S ;
Camalier, RF ;
Hollingshead, MG ;
Kaur, G ;
Sausville, EA ;
Rickles, FR ;
Snyder, JP ;
Liotta, DC ;
Shoji, M .
BIOORGANIC & MEDICINAL CHEMISTRY, 2004, 12 (14) :3871-3883
[2]  
Aggarwal BB, 2003, ANTICANCER RES, V23, P363
[3]   Biological evaluation and molecular docking studies of new curcuminoid derivatives: Synthesis and characterization [J].
Banuppriya, Govindharasu ;
Sribalan, Rajendran ;
Padmini, Vediappen ;
Shanmugaiah, Vellasamy .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2016, 26 (07) :1655-1659
[4]   Curcumin: An Anti-Inflammatory Molecule from a Curry Spice on the Path to Cancer Treatment [J].
Basnet, Purusotam ;
Skalko-Basnet, Natasa .
MOLECULES, 2011, 16 (06) :4567-4598
[5]   Curcumin inhibits influenza virus infection and haemagglutination activity [J].
Chen, Da-Yuan ;
Shien, Jui-Hung ;
Tiley, Laurence ;
Chiou, Shyan-Song ;
Wang, Sheng-Yang ;
Chang, Tien-Jye ;
Lee, Ya-Jane ;
Chan, Kun-Wei ;
Hsu, Wei-Li .
FOOD CHEMISTRY, 2010, 119 (04) :1346-1351
[6]   A molecular electrostatic potential mapping study of some fluoroquinolone anti-bacterial agents [J].
Chidangil, S ;
Shukla, MK ;
Mishra, PC .
JOURNAL OF MOLECULAR MODELING, 1998, 4 (08) :250-258
[7]   Phenolic and Enolic Hydroxyl Groups in Curcumin: Which Plays the Major Role in Scavenging Radicals? [J].
Feng, Jian-Ying ;
Liu, Zai-Qun .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2009, 57 (22) :11041-11046
[8]   Carbonic anhydrase inhibitors: Design, synthesis, kinetic, docking and molecular dynamics analysis of novel glycine and phenylalanine sulfonamide derivatives [J].
Fidan, Ismail ;
Salmas, Ramin Ekhteiari ;
Arslan, Mehmet ;
Senturk, Murat ;
Durdagi, Serdar ;
Ekinci, Deniz ;
Senturk, Esra ;
Cosgun, Sedat ;
Supuran, Claudiu T. .
BIOORGANIC & MEDICINAL CHEMISTRY, 2015, 23 (23) :7353-7358
[9]  
Frisch M. J., 2004, GAUSSIAN 03 REVISION
[10]  
Ganguly S., 2014, Med Chem (Los Angeles), V4, P558