Novel Amide Functionalized Trifluoromethyl thieno[2,3-b]pyridine Derivatives: Anti-cancer Activity and Molecular Docking Studies

被引:0
作者
Betala, Sailu [1 ]
Puram, Naveen [1 ]
Bhanothu, Udayasri [1 ]
机构
[1] Telangana Univ, Dept Chem, Nizamabad 503322, TS, India
关键词
Thieno pyridine; amide derivatives; molecular docking interactions; breast cancer; heterocyclic compounds; anticancer activity; GROWTH-FACTOR RECEPTOR; ADENOSINE; CANCER; DISCOVERY; LIBRARY; PROFILE; DESIGN; AGENTS;
D O I
10.2174/0115701786272432231211100408
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Our primary research objective is to create and formulate small ring heterocycles with enhanced biological efficacy. Amide functionalized trifluoromethyl thieno[2,3-b]pyridine derivatives as a series were prepared starting from reaction between 1,3 di-ketone and thiocyanoacetamide and obtained pyridine 3. Compound 3 reacts with bromoethyl acetate and obtained compound 4, further compound 4 on reaction with diverse substituted aromatic and aliphatic amines to get amide derivatives 5a-d, 6a-d and 7a-h. All the final compounds evaluated for anti cancer activity against four human cancer cell lines such as 'HeLa - Cervical cancer (CCL-2); COLO 205- Colon cancer (CCL-222); HepG2 - Liver cancer (HB-8065); MCF7 - Breast cancer (HTB-22)' and promising compounds 7d, 7e and 7f have been identified. For compounds 7d, 7e and 7f molecular docking interactions have been identified.
引用
收藏
页码:575 / 582
页数:8
相关论文
共 67 条
  • [51] Discovery of a thieno[2,3-d]pyrimidine-2,4-dione bearing a p-methoxyureidophenyl moiety at the 6-position:: A highly potent and orally bioavailable non-peptide antagonist for the human luteinizing hormone-releasing hormone receptor
    Sasaki, S
    Cho, N
    Nara, Y
    Harada, M
    Endo, S
    Suzuki, N
    Furuya, S
    Fujinov, M
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2003, 46 (01) : 113 - 124
  • [52] Sebastian J, 1998, CELL GROWTH DIFFER, V9, P777
  • [53] Shaban M.A.E., 1997, Advances in Heterocyclic Chemistry, V1st ed
  • [54] Shuichi F., 2001, Chem. Abstr, V135, p313627w
  • [55] Anticancer Activity Evaluation of New Thieno[2,3-d]pyrimidin-4(3H)-ones and Thieno[3,2-d]pyrimidin-4(3H)-one Derivatives
    Shyyka, Olga
    Pokhodylo, Nazariy
    Finiuk, Nataliya
    Matiychuk, Vasyl
    Stoika, Rostyslav
    Obushak, Mykola
    [J]. SCIENTIA PHARMACEUTICA, 2018, 86 (03)
  • [56] Synthesis and theoretical studies on energetics of novel N- and O- perfluoroalkyl triazole tagged thienopyrimidines - Their potential as adenosine receptor ligands
    Sirisha, B.
    Narsaiah, B.
    Yakaiah, T.
    Gayatri, G.
    Sastry, G. Narahari
    Prasad, M. Raghu
    Rao, A. Raghuram
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (05) : 1739 - 1745
  • [57] Beyond C, H, O, and N! Analysis of the Elemental Composition of U.S. FDA Approved Drug Architectures Miniperspective
    Smith, Brandon R.
    Eastman, Candice M.
    Njardarson, Jon T.
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2014, 57 (23) : 9764 - 9773
  • [58] The ADAM17-amphiregulin-EGFR axis in mammary development and cancer
    Sternlicht, Mark D.
    Sunnarborg, Susan W.
    [J]. JOURNAL OF MAMMARY GLAND BIOLOGY AND NEOPLASIA, 2008, 13 (02) : 181 - 194
  • [59] Swamy M.K., 2022, Asian J. Chem, V34, P2683, DOI [10.14233/ajchem.2022.23875, DOI 10.14233/AJCHEM.2022.23875]
  • [60] Synthesis and characterization of pyridoxine, nicotine and nicotinamide salts of dithiophosphoric acids as antibacterial agents against resistant wound infection
    Trinh Dang
    Nizamov, Ilyas S.
    Salikhov, Ramazan Z.
    Sabirzyanova, Leysan R.
    Vorobev, Vyacheslav V.
    Burganova, Tatyana I.
    Shaidoullina, Marina M.
    Batyeva, Elvira S.
    Cherkasov, Rafael A.
    Abdullin, Timur I.
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2019, 27 (01) : 100 - 109