An efficient one-pot synthesis and biological evaluation of novel (E)-2-aroyl-4-arylidene-5-oxotetrahydrofuran derivatives

被引:7
|
作者
Wang, Hong-Mei [1 ,2 ,3 ]
Zhu, Xiu-Lian [1 ,2 ,3 ]
Chen, Qin-Hua [2 ]
Ding, Ming-Wu [4 ]
Zeng, Xiao-Hua [3 ]
机构
[1] Hubei Univ Med, Dongfeng Hosp, Expt Ctr Med, Shiyan, Peoples R China
[2] Shenzhen Baoan Authent TCM Therapy Hosp, Shenzhen 518101, Guangdong, Peoples R China
[3] Hubei Univ Med, Sch Pharmaceut Sci, Hubei Key Lab Wudang Local Chinese Med Res, Shiyan 442000, Peoples R China
[4] Cent China Normal Univ, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China
基金
湖北省教育厅重点项目; 中国国家自然科学基金;
关键词
cancer; (E)-2-aroyl-4-arylidene-5-oxotetrahydrofurans; one-pot; proliferation; synthesis; ACID;
D O I
10.1177/1747519820958626
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient one-pot base-mediated approach to (E)-2-aroyl-4-arylidene-5-oxotetrahydro-furans is developed. Nine (E)-2-aroyl-4-arylidene-5-oxotetrahydrofurans are synthesized in good yields via tandem Passerini and cyclization reactions, starting from Baylis-Hillman acids, aryl glyoxals, and isocyanides at room temperature in the presence of Cs2CO3. In addition, the MTT assay is used to evaluate their cytotoxicities toward the cervical cancer cell lines C-33A, CaSki, and SiHa and the hepatocarcinoma cell line HepG2. The results show that some of the compounds inhibit the proliferation of cancer cells significantly.
引用
收藏
页码:395 / 399
页数:5
相关论文
共 50 条
  • [41] Novel synthesis of 2-amino[1,4,5]benzoxadiazepine derivatives via a mild one-pot reaction
    El-Rady, EA
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2002, 39 (05) : 1109 - 1110
  • [42] One-pot synthesis and antimicrobial evaluation of novel 3-cyanopyridine derivatives of (-)-β-pinene
    Liao, Shengliang
    Shang, Shibin
    Shen, Minggui
    Rao, Xiaoping
    Si, Hongyan
    Song, Jie
    Song, Zhanqian
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2016, 26 (06) : 1512 - 1515
  • [43] One-pot synthesis and antimicrobial activity of novel naphthyridine derivatives
    Zheng, Hui
    Liu, Juan
    Zhang, Pengfei
    JOURNAL OF CHEMICAL RESEARCH, 2010, (11) : 658 - 660
  • [44] One-pot chemoselective synthesis of novel fused pyrimidine derivatives
    M. M. Heravi
    M. Saeedi
    Y. S. Beheshtiha
    H. A. Oskooie
    Chemistry of Heterocyclic Compounds, 2011, 47 : 737 - 744
  • [45] A Novel One-Pot Synthesis of Quinoxaline Derivatives in Fluorinated Alcohols
    Khaksar, Samad
    Rostamnezhad, Fariba
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2012, 33 (08): : 2581 - 2584
  • [46] A NEW ONE-POT SYNTHESIS OF SOME NOVEL HEXAHYDROQUINAZOLINE DERIVATIVES
    AHLUWALIA, VK
    GUPTA, C
    KHANDURI, CH
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1992, 31 (06): : 355 - 356
  • [47] ONE-POT CHEMOSELECTIVE SYNTHESIS OF NOVEL FUSED PYRIMIDINE DERIVATIVES
    Heravi, M. M.
    Saeedi, M.
    Beheshtiha, Y. S.
    Oskooie, H. A.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2011, 47 (06) : 737 - 744
  • [48] Design, one-pot synthesis, computational and biological evaluation of diaryl benzimidazole derivatives as MEK inhibitors
    Ram, Teja
    Singh, Ankit Kumar
    Pathak, Prateek
    Kumar, Adarsh
    Singh, Harshwardhan
    Grishina, Maria
    Novak, Jurica
    Kumar, Pradeep
    JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS, 2024, 42 (21): : 11812 - 11827
  • [49] A novel and efficient one-pot synthesis of furo[3′,4′:5,6]pyrido[2,3-c]pyrazole derivatives using organocatalysts
    Shi, Chun-Ling
    Shi, Da-Qing
    Kim, Sung Hong
    Huang, Zhi-Bin
    Ji, Shun-Jun
    Ji, Min
    TETRAHEDRON, 2008, 64 (10) : 2425 - 2432
  • [50] An efficient one-pot synthesis of bis-1-(aroyl)-3-(aryl)thiourea
    Mohebat, Razieh
    Mohammadian, Gholam
    JOURNAL OF CHEMICAL RESEARCH, 2012, (11) : 626 - 628