Synthesis and Cytotoxicity Evaluation of Novel Asymmetrical Mono-Carbonyl Analogs of Curcumin (AMACs) against Vero, HeLa, and MCF7 Cell Lines

被引:55
|
作者
Prasetyaningrum, Pekik Wiji [1 ]
Bahtiar, Anton [1 ]
Hayun, Hayun [1 ]
机构
[1] Univ Indonesia, Fac Pharm, Depok 16424, West Java, Indonesia
关键词
asymmetrical mono-carbonyl analogs of curcumin; AMACs; synthesis; cytotoxicity; Vero; HeLa; MCF7; cell lines;
D O I
10.3390/scipharm86020025
中图分类号
R9 [药学];
学科分类号
1007 ;
摘要
A series of novel asymmetrical mono-carbonyl analogs of curcumin (AMACs) were synthesized and evaluated for cytotoxic activity using BSLT and MTT assay against Vero, HeLa, and MCF7 cell lines. The structures of the synthesized compounds were confirmed by FTIR, H-1-NMR, C-13-NMR, and mass spectral data. The results of the cytotoxicity evaluation showed that the synthesized compounds exhibited moderate to very high toxic activity in BSLT (LC50 value 29.80-1704.23 mu M); most of the compound exhibited cytotoxic activity against HeLa cell lines, which is comparable to the activity of cisplatin (IC50 value 40.65-95.55 mu M), and most of the compound tested against MCF7 cell lines exhibited moderate to very high cytotoxic activity (IC50 value 7.86-35.88 mu M). However, the selectivity index (SI) of the compounds was low (<1-1.96). Among the synthesized compounds, compound 1b was the most cytotoxic and selective against MCF7 cell lines. It could be considered for further development to obtain the more active and selective chemotherapeutic agents against breast cancer.
引用
收藏
页数:13
相关论文
共 50 条
  • [1] Design, Synthesis, and Antitumor Evaluation of Novel Mono-Carbonyl Curcumin Analogs in Hepatocellular Carcinoma Cell
    Yu, Pan
    Cao, Weiya
    Zhao, Linguo
    Han, Qing
    Yang, Shilong
    Yang, Kepeng
    Pan, Xiaolei
    Wang, Qianyun
    Wang, Yuan
    PHARMACEUTICALS, 2022, 15 (08)
  • [2] Synthesis and Evaluation of Anti-Cancer Activities of Mono-Carbonyl Curcumin Analogs
    Zhang, Hua-Lei
    Ren, Xiao-Lu
    Yang, Wen-Hua
    Xie, Yu
    Yang, Jie
    Liu, Guo-Yun
    Guo, Shang-Jing
    LATIN AMERICAN JOURNAL OF PHARMACY, 2018, 37 (05): : 958 - 963
  • [3] Synthesis and biological evaluation of allylated and prenylated mono-carbonyl analogs of curcumin as anti-inflammatory agents
    Liu, Zhiguo
    Tang, Longguang
    Zou, Peng
    Zhang, Yali
    Wang, Zhe
    Fang, Qilu
    Jiang, Lili
    Chen, Gaozhi
    Xu, Zheng
    Zhang, Huajie
    Liang, Guang
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2014, 74 : 671 - 682
  • [4] Design, synthesis, and evaluation of mono-carbonyl analogues of curcumin (MCACs) as potential antioxidants against periodontitis
    Zhao, Ya
    Zheng, Zhiwei
    Zhang, Menghan
    Wang, Yi
    Hu, Rongdang
    Lin, Weijia
    Huang, Chenyang
    Xu, Chuchu
    Wu, Jianzhang
    Deng, Hui
    JOURNAL OF PERIODONTAL RESEARCH, 2021, 56 (04) : 656 - 666
  • [5] Synthesis of benzopyrans and evaluation of cytotoxicity against ER-MCF-7 cell lines
    Ashtekar, Snehal S.
    Bhatia, Neela M.
    JOURNAL OF MOLECULAR STRUCTURE, 2022, 1268
  • [6] Design, synthesis, and evaluation of semi-conservative mono-carbonyl analogs of curcumin as anti-inflammatory agents against lipopolysaccharide-induced acute lung injury
    Dong, Lili
    Zheng, Suqing
    Zhang, Yali
    Jiang, Xin
    Wu, Jianzhang
    Zhang, Xiaoqin
    Shan, Xiaoou
    Liang, Dandan
    Ying, Shilong
    Feng, Jianpeng
    Liang, Guang
    MEDCHEMCOMM, 2015, 6 (08) : 1544 - 1553
  • [7] Synthesis and anti-inflammatory evaluation of novel mono-carbonyl analogues of curcumin in LPS-stimulated RAW 264.7 macrophages
    Zhao, Chengguang
    Cai, Yuepiao
    He, Xuzhi
    Li, Jianling
    Zhang, Li
    Wu, Jianzhang
    Zhao, Yunjie
    Yang, Shulin
    Li, Xiaokun
    Li, Wulan
    Liang, Guang
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (12) : 5773 - 5780
  • [8] SYNTHESIS AND CHARACTERIZATION OF NOVEL PHOSPHORYLATED DERIVATES OF ZIDOVUDINE: ANTICANCER ACTIVITY AGAINST HUMAN BREAST CANCER CELL LINES (MCF7)
    Manda, Prasanth
    Jayapal, M. R.
    HETEROCYCLIC LETTERS, 2015, 5 (02): : 185 - 193
  • [9] Synthesis of New Heteroaryl α-Aminophosphonates and Evaluation of Their Cytotoxicity against Human Breast Cancer MCF-7 Cell Lines
    Kuruva, Chandra S.
    Gandavaram, Syam P.
    Kadiam, Venkata S.
    Valluru, Lokanatha
    Chamarthi, Naga R.
    CHEMISTRYSELECT, 2018, 3 (23): : 6479 - 6487
  • [10] Coenzyme Q0 immobilized on Magnetic Nanoparticle: Synthesis and Antitumoral Effect on Saos, MCF7 and Hela Cell Lines
    Amiri, Mohsen Aboukazempour
    Aghamaali, Mahmoud Reza
    Parsian, Hadi
    Tashakkorian, Hamed
    IRANIAN JOURNAL OF PHARMACEUTICAL RESEARCH, 2020, 19 (04): : 394 - 409