Synthesis and Anticancer Activity of Thiophene-2-carboxamide Derivatives and In Silico Docking Studies

被引：2
作者：
Gulipalli, K. C. [1 ]
Ravula, P. [2 ]
Bodige, S. [1 ]
Endoori, S. [1 ]
Cherukumalli, P. K. R. [1 ]
Chandra, J. N. Narendra Sharath [3 ]
Seelam, N. [1 ]
机构：
[1] Koneru Lakshmaiah Educ Fdn, Dept Chem, Vaddeswaram 522502, Guntur, India
[2] Gurunanak Inst Tech Campus, Sch Pharm, Dept Pharmaceut Chem, Hyderabad 501506, India
[3] Guruktupa Inst Pharm, Dept Pharmaceut Chem, Majalgaon 431129, Maharashtra, India
来源：
RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2019年 / 89卷 / 07期
关键词：
synthesis; thiophene-2-carboxamide; anticancer; molecular docking; protein tyrosine phosphatase inhibitor; THIOPHENE DERIVATIVES; DIAMIDES; DESIGN; DISCOVERY;
D O I：
10.1134/S1070363219070211
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A novel series of thiophene-2-carboxamide derivatives are designed and synthesized, and their structures are confirmed by H-1 and C-13 NMR, and mass spectra. The synthesized compounds are evaluated for their in vitro cytotoxic activity by MTT assay. Among the tested compounds, the derivative with 4-Cl-phenyl ring exhibits potent inhibitory activity against MCF-7, K562, HepG2, and MDA-MB-231. The molecular docking study performed for the synthesized compounds against PTP1B exhibits essential key interactions.
引用
收藏
页码：1502 / 1512
页数：11
相关论文
共 13 条
  • [1] Discovery of novel and potent heterocyclic carboxylic acid derivatives as protein tyrosine phosphatase 1B inhibitors
    Basu, Sujay
    Prasad, Uppuleti Viplava
    Barawkar, Dinesh A.
    De, Siddhartha
    Palle, Venkata P.
    Menon, Suraj
    Patel, Meena
    Thorat, Sachin
    Singh, Umesh P.
    Das Sarma, Koushik
    Waman, Yogesh
    Niranjan, Sanjay
    Pathade, Vishal
    Gaur, Ashwani
    Reddy, Satyanarayana
    Ansari, Shariq
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2012, 22 (08) : 2843 - 2849
  • [2] Design, Synthesis and Biological Evaluation of Novel Urea and Thiourea Bearing thieno[3,2-d]-pyrimidines as PI3 Kinase Inhibitors
    Bodige, Srinu
    Ravula, Parameshwar
    Gulipalli, Kali Charan
    Endoori, Srinivas
    Chandra, J. N. Narendra Sharath
    Cherukumalli, Purna Koteswara Rao
    Vanaja, G. R.
    Seelam, Nareshvarma
    [J]. ANTI-CANCER AGENTS IN MEDICINAL CHEMISTRY, 2018, 18 (06) : 891 - 902
  • [3] Antibacterial Schiff bases of oxalyl-hydrazine/diamide incorporating pyrrolyl and salicylyl moieties and of their zinc(II) complexes
    Chohan, ZH
    Farooq, MA
    Scozzafava, A
    Supuran, CT
    [J]. JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2002, 17 (01) : 1 - 7
  • [4] Fun HK, 2014, ARAB J CHEM, V8, P317
  • [5] Two novel diorganotin phosphonic diamides: syntheses, crystal structures, spectral properties and in vitro antibacterial studies
    Gholivand, Khodayar
    Farshadian, Sedigheh
    Hosseini, Zahra
    Khajeh, Khosro
    Akbari, Neda
    [J]. APPLIED ORGANOMETALLIC CHEMISTRY, 2010, 24 (10) : 700 - 707
  • [6] Design, synthesis, in silico and in vitro evaluation of thiophene derivatives: A potent tyrosine phosphatase 1B inhibitor and anticancer activity
    Gulipalli, Kali Charan
    Bodige, Srinu
    Ravula, Parameshwar
    Endoori, Srinivas
    Vanaja, G. R.
    Babu, Suresh G.
    Chandra, Narendra Sharath J. N.
    Seelam, Nareshvarma
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2017, 27 (15) : 3558 - 3564
  • [7] Discovery of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid diamides that increase CFTR mediated chloride transport
    Hirth, BH
    Qiao, SA
    Cuff, LM
    Cochran, BM
    Pregel, MJ
    Gregory, JS
    Sneddon, CF
    Kane, JL
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (08) : 2087 - 2091
  • [8] Synthesis and structure-activity relationships of novel furazan-3,4-diamide analogs as potent anti-cancer agents
    Li, Wen-Shan
    More, Shivaji V.
    Wang, Chie-Hong
    Jen, Ya Ching
    Yao, Ching-Fa
    Wang, Tein-Fu
    Hung, Chin-Chun
    Jao, Shu-Chuan
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2010, 20 (03) : 1148 - 1152
  • [9] Anti-HIV activity and mechanism of action of macrocyclic diamide SRR-SB3
    Mahmood, N
    Jhaumeer-Lauloo, S
    Sampson, J
    Houghton, PJ
    [J]. JOURNAL OF PHARMACY AND PHARMACOLOGY, 1998, 50 (12) : 1339 - 1342
  • [10] Design, synthesis and primary activity evaluation of L-arginine derivatives as amino-peptidase N/CD13 inhibitors
    Mou, Jiajia
    Fang, Hao
    Jing, Fanbo
    Wang, Qiang
    Liu, Yingzi
    Zhu, Huawei
    Shang, Luqing
    Wang, Xuejian
    Xu, Wenfang
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2009, 17 (13) : 4666 - 4673
12