Synthesis and anticancer activities of novel (tetrahydrobenzo [4,5] thieno [2,3-d] pyrimidine-4-yl)-pyrolidine-2-carboxylic acid derivatives

被引:14
|
作者
Pavase, Laxmikant S. [1 ]
Mane, Dhananjay V. [1 ]
机构
[1] Dr Babasaheb Ambedkar Marathwada Univ, Dept Chem, Aurangabad 431004, Maharashtra, India
关键词
Thieno pyrimidine; Proline; Gewald reaction; MCF-7; HCT-15; Antitumor activities; LUNG-CANCER; AGENTS;
D O I
10.1007/s00044-016-1692-x
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Cancer chemotherapy has been one of the major medical advances in the last few decades. The medications involved in treatment have a narrow therapeutic index, and often the responses produced are only just palliative as well as unpredictable. In contrast, targeted therapy such as Tyrosine kinases inhibitors, that has been introduced in recent years is directed against cancer-specific molecules and signaling pathways with some side effects Therefore, we studied these class of molecules to obtain new candidates of remarkable activities and minimal side effects. We herein reported SAR driven synthesis of 16 novel molecules and their anticancer profiles in specifically targeted human Breast cell line MCF-7 and Human Colon Cancer Cell Line HCT-15. Compounds 7e and 8f showed descent antitumor activities when compared to Doxorubicine (GI(50) < 0.1) for human Breast cell line MCF-7. The synthesized analogs were ensured by spectral and elemental analysis.
引用
收藏
页码:2380 / 2391
页数:12
相关论文
共 50 条
  • [21] Design, Synthesis, and Biological Evaluation of 5,6,7,8-Tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidines as Microtubule Targeting Agents
    Islam, Farhana
    Doshi, Arpit
    Robles, Andrew J.
    Quadery, Tasdique M.
    Zhang, Xin
    Zhou, Xilin
    Hamel, Ernest
    Mooberry, Susan L.
    Gangjee, Aleem
    MOLECULES, 2022, 27 (01):
  • [22] Design, molecular modeling and anticancer evaluation of thieno[2,3-d] pyrimidine derivatives as inhibitors of topoisomerase II
    El-Metwally, Souad A.
    Khalil, Ali K.
    El-Sayed, Wael M.
    BIOORGANIC CHEMISTRY, 2020, 94
  • [23] Synthesis and antimicrobial activity of novel 2-(pyridin-2-yl)thieno[2,3-d]pyrimidin-4 (3H)-ones
    Haswani, Nitin G.
    Bari, Sanjaykumar B.
    TURKISH JOURNAL OF CHEMISTRY, 2011, 35 (06) : 915 - 924
  • [24] Iodine catalysed synthesis and antibacterial evaluation of thieno[2,3-d] pyrimidine derivatives
    Bakavoli, Mehdi
    Bagherzadeh, Ghodsieh
    Vaseghifar, Maryam
    Shiri, Ali
    Pordeli, Parvaneh
    JOURNAL OF CHEMICAL RESEARCH-S, 2009, (11): : 653 - 655
  • [25] Synthesis and Antitumor Activity Evaluation of Novel Tetrahydro[4,5]benzothieno[2,3-d]pyrimidinone Derivatives
    Chen, Yu
    Bai, Shun
    He, Hongwu
    Yang, Guangzhong
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2014, 34 (11) : 2362 - 2369
  • [26] Condensed thienopyrimidine derivatives: Synthesis and anticonvulsant activity of a series of new pyrano(thiopyrano)[4′,3′:4,5]thieno[2,3-d]pyrimidines
    Oganisyan A.Sh.
    Noravyan A.S.
    Dzhagatspanyan I.A.
    Akopyan A.G.
    Pharmaceutical Chemistry Journal, 2001, 35 (3) : 127 - 129
  • [28] Facile Synthesis of Thieno[2,3-d]pyrimidine Derivatives Using Inorganic Base Catalysis
    Meng, Shuangming
    Jia, Zhifang
    Wang, Kewei
    Fan, Yueqin
    Guo, Yong
    SYNTHETIC COMMUNICATIONS, 2014, 44 (10) : 1461 - 1465
  • [29] A facile one-pot synthesis of 6,7,8,9-tetrahydrobenzo[4,5] thieno[2,3-d]-1,2,4-triazolo[4,5-a]pyrimidin-5-ones
    Gomha, Sobhi M.
    MONATSHEFTE FUR CHEMIE, 2009, 140 (02): : 213 - 220
  • [30] Synthesis and Biological Evaluation of Thieno[2,3-d]pyrimidine-amides as Potential Anticancer Agents
    Ramya, Posa Venkata Sri
    Thatikonda, Sowjanya
    Angapelly, Srinivas
    Babu, Bathini Nagendra
    Naidu, Vegi Ganga Modi
    Kamal, Ahmed
    CHEMISTRYSELECT, 2018, 3 (11): : 3101 - 3106