Synthesis and Anticancer Activity of Functionalized Thieno[2,3-d]pyrimidine Compounds and Their Triazinyl and Tetrazinyl Derivatives

被引：4
|
作者：
El-Sofany, Walaa I. [1 ,2 ]
Othman, Dalia Ahmed A. [1 ]
Mahran, Asma M. [1 ]
May, El-Manawaty A. [3 ]
El-Sayed, Wael A. [1 ,4 ]
机构：
[1] Natl Res Ctr, Photochem Dept, Cairo 12622, Egypt
[2] Univ Hail, Coll Sci, Dept Chem, Hail 81451, Saudi Arabia
[3] Natl Res Ctr, Dept Pharmacol, Cairo 12622, Egypt
[4] Qassim Univ, Coll Sci, Dept Chem, Qasim 51431, Saudi Arabia
来源：
RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY | 2020年 / 46卷 / 03期
关键词：
thienopyrimidine; pyrimidotetrazine; pyrimidotriazine; anticancer; PC3; A549; HepG2; SUBSTITUTED THIENOPYRIMIDINES; INHIBITORS; GROWTH; DESIGN; POTENT; IDENTIFICATION; CHEMISTRY; DISCOVERY;
D O I：
10.1134/S106816202003005X
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
New thienopyrimidine derivatives substituted with amino and hydrazinyl side chains were synthesized starting with 2-hydrazinyl substituted thienopyrimidine as a key compound. The newly synthesized compounds were studied for their anticancer activity against prostate cancer (PC3), lung carcinoma (A549), and hepatocellular carcinoma (HepG2) cell lines. Benzothienopyrimidine derivatives incorporating thioxoethanethioamide, pyrimidotetrazine carbothioamide, and hydrazinylglycine moieties exhibited high activities against PC3 or A549 cell lines. In addition, the thienopyrimidotriazine derivatives and their thienopyrimidinone analogues were preferentially active against the two cell lines. A number of the synthesized compounds also revealed moderate activities against PC3 and A549 cell lines.
引用
收藏
页码：393 / 402
页数：10
相关论文
共 50 条
  • [41] Facile synthesis and antitumor activity of novel 2-trifluoromethylthieno[2,3-d]pyrimidine derivatives
    Song, Xin-Jian
    Yang, Ping
    Gao, Hui
    Wang, Yan
    Dong, Xing-Gao
    Tan, Xiao-Hong
    CHINESE CHEMICAL LETTERS, 2014, 25 (07) : 1006 - 1010
  • [42] Thieno[2,3-d] pyrimidine as a promising scaffold in medicinal chemistry: Recent advances
    Ali, Eslam M. H.
    Abdel-Maksoud, Mohammed S.
    Oh, Chang-Hyun
    BIOORGANIC & MEDICINAL CHEMISTRY, 2019, 27 (07) : 1159 - 1194
  • [43] Synthesis and Antiviral Activity of Novel Thieno[2,3-d]pyrimidine Hydrazones and Their C-Nucleosides
    Khattab, R. R.
    Hassan, A. A.
    Kutkat, O. M.
    Abuzeid, K. M.
    Hassan, N. A.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2019, 89 (08) : 1707 - 1717
  • [44] Facile synthesis of novel fluorinated thieno[2,3-d]pyrimidine derivatives containing 1,3,4-thiadiazole
    Song, Xin Jian
    Duan, Zheng Chao
    Shao, Yu
    Dong, Xing Gao
    CHINESE CHEMICAL LETTERS, 2012, 23 (05) : 549 - 552
  • [45] Synthesis, adenosine receptor binding and molecular modelling studies of novel thieno[2,3-d]pyrimidine derivatives
    Deb, Pran Kishore
    Mailavaram, Raghuprasad
    Chandrasekaran, Balakumar
    Kaki, Venkata Rao
    Kaur, Rajwinder
    Kachler, Sonja
    Klotz, Karl-Norbert
    Akkinepally, Raghuram Rao
    CHEMICAL BIOLOGY & DRUG DESIGN, 2018, 91 (04) : 962 - 969
  • [46] Design, synthesis, biological evaluation, and molecular docking of some new Thieno[2,3-d] pyrimidine derivatives
    Tolba, Mahmoud S.
    Sayed, Ahmed M.
    Sayed, Mostafa
    Ahmed, Mostafa
    JOURNAL OF MOLECULAR STRUCTURE, 2021, 1246
  • [47] A facile method for preparation and evaluation of the antimicrobial efficiency of various heterocycles containing thieno[2,3-d]pyrimidine
    Saber, Ahmed F.
    Sayed, Mostafa
    Tolba, Mahmoud S.
    Kamal El-Dean, Adel M.
    Hassanien, Reda
    Ahmed, Mostafa
    SYNTHETIC COMMUNICATIONS, 2021, 51 (03) : 398 - 409
  • [48] Synthesis and Biological Activity of New Fluorinated Thieno[2,3-d]pyrimidinyl Hydrazone Derivatives
    Song, Xin-Jian
    Yang, Ping
    Wang, Dai-Fu
    Tan, Zhi-Dou
    LETTERS IN ORGANIC CHEMISTRY, 2014, 11 (05) : 380 - 385
  • [49] Design, Synthesis and Biological Evaluation of Pyrido[2,3-d] Pyrimidine Derivatives as Potential Anticancer Agents
    Al-Otaibi, Jamelah S.
    Ibrahim, Diaa A.
    El Gogary, Tarek M.
    LETTERS IN DRUG DESIGN & DISCOVERY, 2018, 15 (12) : 1240 - 1251
  • [50] Design, synthesis and biological evaluation of substituted amide derivatives of isoxazole-thieno[2,3-d]pyrimidines as anticancer agents
    Chidella, Karunakar
    Seelam, Naresh Varma
    Cherukumalli, Purna Koteswara Rao
    Reddy, Jagannadha N.
    Kumar, J. V. Shanmukha
    CHEMICAL DATA COLLECTIONS, 2022, 41
12345