Design, Synthesis, and Anticancer Activities of Bakuchiol-1,3,5-triazine Derivatives

被引:0
|
作者
Li, Rui [1 ]
Ding, Ya-Min [1 ]
Qin, Tian [2 ]
Xue, Xuan-Yi [1 ]
Liu, Wei-Wei [1 ]
Wei, Rong-Bin [1 ]
Zhai, Yuan-Fen [1 ]
Ding, Gang [2 ]
Shi, Da-Hua [1 ]
机构
[1] Jiangsu Ocean Univ, Co Innovat Ctr Jiangsu Marine Bioind Technol, Sch Pharm, Jiangsu Key Lab Marine Bioresources & Environm, Lianyungang 222005, Peoples R China
[2] Chinese Acad Med Sci & Peking Union Med Coll, Inst Med Plant Dev, Key Lab Bioact Subst & Resources Utilizat Chinese, Minist Educ, Beijing 100193, Peoples R China
关键词
bakuchiol; 1,3,5-triazine; antitumor activity; Panc-1; BAKUCHIOL DERIVATIVES; 2,4,6-TRICHLORO-1,3,5-TRIAZINE;
D O I
10.1134/S1068162024050066
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
Objective: In search of the better anticancer agents, fifteen bakuchiol-1,3,5-triazine derivatives were designed and synthesized through nucleophilic substitution reaction. Methods: The newly synthesized derivatives were evaluated for their in vitro cytotoxic activity against Panc-1, MDA-MB-231, A549, and UM-UC-3 using the MTT assay. Results and Discussion: The data revealed that all of the bakuchiol-1,3,5-triazine derivatives could inhibit the proliferation of Panc-1 cells. Four compounds exhibited better antiproliferative activities than that of bakuchiol. Among them, compound (IVj) displayed potent antiproliferative activity with IC50 values of 21.83 mu M. Compound (IVj) also showed potent inhibitory activity against the proliferation of MDA-MB-231, A549, and UM-UC-3 cells when compared with bakuchiol. Additionally, compound (IVj) exhibited strong inhibitory effects on the migration, invasion, and adhesion of Panc-1 cells. Conclusions: The results showed that, compound (IVj) could be a promising candidate agent for the treatment of cancer.
引用
收藏
页码:1851 / 1862
页数:12
相关论文
共 50 条
  • [1] Design, synthesis and anticancer evaluation of imamine-1,3,5-triazine derivatives
    Xue, Xuan-Yi
    He, Jing-Liang
    Li, Rui
    Ding, Bo
    Wu, Wen-Long
    Cao, Yao-Yao
    He, Ran
    Hu, Peng-Hong
    Ji, Jing
    Shi, Da-Hua
    NEW JOURNAL OF CHEMISTRY, 2024, 48 (27) : 12188 - 12198
  • [2] Design, synthesis, anticancer, antibacterial, and antifungal evaluation of 4-aminoquinoline-1,3,5-triazine derivatives
    Bhat, Hans Raj
    Masih, Anup
    Shakya, Anshul
    Ghosh, Surajit Kumar
    Singh, Udaya Pratap
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2020, 57 (01) : 390 - 399
  • [3] Biguanide-Based Synthesis of 1,3,5-Triazine Derivatives with Anticancer Activity and 1,3,5-Triazine Incorporated Calcium Citrate Nanoparticles
    Chalermnon, Monnaya
    Cherdchom, Sarocha
    Sereemaspun, Amornpun
    Rojanathanes, Rojrit
    Khotavivattana, Tanatorn
    MOLECULES, 2021, 26 (04):
  • [4] Synthesis, structure and anticancer activity of novel alkenyl-1,3,5-triazine derivatives
    Saczewski, F.
    Bulakowska, A.
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2006, 41 (05) : 611 - 615
  • [5] Synthesis of some 1,3,5-triazine derivatives
    Azarifar, D
    Forghaniha, A
    HETEROCYCLES, 2006, 68 (04) : 807 - 810
  • [6] Design, Synthesis and Anticholinesterase Activity of Coumarin-1,3,5-triazine Derivatives
    Zhang, Xiao-Qing
    Wang, Jing
    Zou, Jing-Pei
    Cao, Yang
    Xu, Xu-Hui
    Ding, Bo
    Liu, Wei-Wei
    Ma, Shao-Jie
    Shi, Da-Hua
    CHEMISTRYSELECT, 2024, 9 (03):
  • [7] Synthesis and antivirus activity of 1,3,5-triazine derivatives
    Wang, QM
    Liu, G
    Shao, RL
    Huang, RQ
    HETEROATOM CHEMISTRY, 2003, 14 (06) : 542 - 545
  • [8] Synthesis, structure and anticancer activity of novel 2,4-diamino-1,3,5-triazine derivatives
    Saczewski, F
    Bulakowska, A
    Bednarski, P
    Grunert, R
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2006, 41 (02) : 219 - 225
  • [9] PHOSPHORYLATED 1,3,5-TRIAZINE DERIVATIVES
    SHOKOL, VA
    KOZHUSHKO, BN
    KOLESNIKOV, AM
    ZHURNAL OBSHCHEI KHIMII, 1975, 45 (09): : 2093 - 2094
  • [10] SYNTHESIS OF OO-DIALKYLPHOSPHORODITHIOATE DERIVATIVES OF 1,3,5-TRIAZINE
    OSBORNE, GO
    PAGE, G
    JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1967, (13): : 1192 - &