Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (6): 1578-1587.DOI: 10.6023/cjoc202001016 Previous Articles     Next Articles


周汇源a, 吴堰霖b, 黄典红a, 张铭婷a, 陈欢明a, 钱明成a, 赵帅a, 张辛燕b, 陈新a   

  1. a 常州大学制药与生命科学学院 江苏常州 213164;
    b 首都医科大学附属北京口腔医院 口腔医学研究所 北京 100050
  • 收稿日期:2020-01-09 修回日期:2020-03-09 发布日期:2020-04-10
  • 通讯作者: 张辛燕, 陈新;
  • 基金资助:

Synthesis and Anti-tumor Activity of Novel Garcinol Analogs

Zhou Huiyuana, Wu Yanlinb, Huang Dianhonga, Zhang Mingtinga, Chen Huanminga, Qian Mingchenga, Zhao Shuaia, Zhang Xinyanb, Chen Xina   

  1. a School of Pharmaceutical Engineering and Life Science, Changzhou University, Changzhou, Jiangsu 213164;
    b Beijing Institute of Dental Research, Beijing Stomatological Hospital, Capital Medical University, Beijing 100050
  • Received:2020-01-09 Revised:2020-03-09 Published:2020-04-10
  • Supported by:
    Project supported by the National Natural Science Foundation of China (Nos. 21272029, 81772868).

Garcinol possesses a wide range of biological activities, such as anti-inflammation, anti-tumors, anti-oxidation, induction of apoptosis and so on. In this paper, the modification of the side chains in garcinol was carried out to enhance its anti-tumor activity. Employing acetylacetone as starting material, three new analogs of garcinol were prepared by means of Michael addition, Knoevenagel condensation, and so on. Furthemore, their biological activity was assessed by methyl thiazolyl tetrazolium (MTT) method and the structure-activity relationship was analyzed. The results showed that the inhibitory activities of the three new analogs on oral squamous cell carcinoma were moderately lower than that of garcinol. Hence, the isoprenyl group at the C4 position and the allylic group at the C8 position might play vital roles for the biological activity of garcinol.

Key words: garcinol, structural modification, Michael addition, anti-tumor