Synthesis of selenophene-based chalcone analogs and assessment of their biological activity as anticancer agents

被引:3
|
作者
Chen, Ya-Chen [1 ]
Li, Cai-Wei [2 ]
Chen, Jih-Jung [3 ,4 ]
Shih, Tzenge-Lien [1 ]
机构
[1] Tamkang Univ, Dept Chem, New Taipei 251301, Taiwan
[2] Natl Yang Ming Chiao Tung Univ, Inst Tradit Med, Taipei, Taiwan
[3] Natl Yang Ming Chiao Tung Univ, Coll Pharmaceut Sci, Dept Pharm, Taipei 112304, Taiwan
[4] China Med Univ Hosp, China Med Univ, Dept Med Res, Taichung, Taiwan
关键词
anticancer; chalcone; human colorectal adenocarcinoma cell; selenophene; GLUTATHIONE-PEROXIDASE; ANTIOXIDANT ACTIVITY; SELENIUM; EBSELEN; ORGANOSELENIUM; DISEASE; DEFICIENCY; PREVENTION; MECHANISM; COMPOUND;
D O I
10.1002/ardp.202200486
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Selenium is an essential micronutrient that is beneficial to human health. Selenium-containing drugs have been developed as antioxidants, anti-inflammatory, and anticancer agents. However, the synthesis of selenium-containing chalcones has not been fully explored. Therefore, we report the synthesis of novel selenophene-based chalcone analogs and reveal their biological activities as anticancer agents. Among the seven synthesized molecules, compounds 6, 8, and 10 exhibited anticancer activity with IC50 values of 19.98 +/- 3.38, 38.23 +/- 3.30, and 46.95 +/- 5.68 mu M, respectively, against human colorectal adenocarcinoma (HT-29) cells. Clonogenic assays and Western blot analysis tests further confirmed that compound 6 effectively induced apoptosis in HT-29 cells through mitochondrial- and caspase-3-dependent pathways.
引用
收藏
页数:8
相关论文
共 50 条
  • [31] Design, synthesis and biological evaluation of imidazopyridine/pyrimidine-chalcone derivatives as potential anticancer agents
    Kamal, Ahmed
    Reddy, J. Surendranadha
    Ramaiah, M. Janaki
    Dastagiri, D.
    Bharathi, E. Vijaya
    Sagar, M. Victor Prem
    Pushpavalli, S. N. C. V. L.
    Ray, Paramita
    Pal-Bhadra, Manika
    MEDCHEMCOMM, 2010, 1 (05) : 355 - 360
  • [32] Synthesis and Biological Activity of New Diazenedicarboxamides as Potential Anticancer Agents
    Vajs, Jure
    Sovicek, Sanja
    Kureljak, Petra
    Stojanovi, Nikolina
    Steiner, Ivana
    Eljuga, Domagoj
    Urankar, Damijana
    Kocevar, Marijan
    Kosmrlj, Janez
    Polanc, Slovenko
    Osmak, Maja
    ACTA CHIMICA SLOVENICA, 2013, 60 (04) : 842 - 852
  • [33] Design, Synthesis, and Biological Activity of Chalcone Analogs Containing 4-Phenylquinolin and Benzohydrazide
    Tan, Qiu-Wan
    He, Li-Ya
    Zhang, Shan-Shan
    He, Zhi-Wen
    Liu, Wei-Hua
    Zhang, Li
    Guan, Li-Ping
    Wang, Si-Hong
    CHEMISTRY & BIODIVERSITY, 2022, 19 (03)
  • [34] Biological evaluation of indolizine-chalcone hybrids as new anticancer agents
    Park, Sujin
    Kim, Eun Hye
    Kim, Jinwoo
    Kim, Seong Hwan
    Kim, Ikyon
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2018, 144 : 435 - 443
  • [35] Synthesis, Molecular Docking and Biological Evaluation of Glycyrrhizin Analogs as Anticancer Agents Targeting EGFR
    Yang, Yong-An
    Tang, Wen-Jian
    Zhang, Xin
    Yuan, Ji-Wen
    Liu, Xin-Hua
    Zhu, Hai-Liang
    MOLECULES, 2014, 19 (05): : 6368 - 6381
  • [36] Design, synthesis, and biological evaluation of novel bioactive thalidomide analogs as anticancer immunomodulatory agents
    Kotb, Anas Ramadan
    Bakhotmah, Dina A.
    Abdallah, Abdallah E.
    Elkady, Hazem
    Taghour, Mohammed S.
    Eissa, Ibrahim. H.
    El-Zahabi, Mohamed Ayman
    RSC ADVANCES, 2022, 12 (52) : 33525 - 33539
  • [37] Design, synthesis, and biological evaluation of ring-opened bengamide analogs as anticancer agents
    Fink, Sarah J.
    Zhang, Run-Tao
    Tai, Wan-Yi
    Li, Jia
    Nan, Fa-Jun
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 247
  • [38] Synthesis and biological evaluation of aziridin-1-yl oxime-based vorinostat analogs as anticancer agents
    Anna Nikitjuka
    Irina Shestakova
    Nadezhda Romanchikova
    Aigars Jirgensons
    Chemistry of Heterocyclic Compounds, 2015, 51 : 647 - 657
  • [39] Synthesis and biological evaluation of aziridin-1-yl oxime-based vorinostat analogs as anticancer agents
    Nikitjuka, Anna
    Shestakova, Irina
    Romanchikova, Nadezhda
    Jirgensons, Aigars
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2015, 51 (07) : 647 - 657
  • [40] Synthesis, Biological Evaluation and Docking Studies of Quinoline Pyrazolyl-Chalcone Hybrids as Anticancer and Antimicrobial Agents
    Kamra, Nisha
    Rani, Suman
    Kumar, Devinder
    Singh, Ajeet
    Sangwan, Payare L.
    Singh, Shashank K.
    Thakral, Samridhi
    Singh, Vikramjeet
    CHEMISTRYSELECT, 2021, 6 (42): : 11822 - 11831