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
  • [31] UNSATURATED 1,3,5-TRIAZINE DERIVATIVES WITH BACTERICIDAL EFFECT
    KONSTANTINOVA, T
    BOGATSEVSKA, E
    DOKLADI NA BOLGARSKATA AKADEMIYA NA NAUKITE, 1989, 42 (03): : 113 - 116
  • [32] REACTIONS OF TRICHLOROMETHYL-1,3,5-TRIAZINE DERIVATIVES WITH AMINES
    KREUTZBERGER, A
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (10) : 2629 - 2633
  • [33] 1,3,5-Triazine and carbazole derivatives for OLED applications
    Zassowski, Pawel
    Ledwon, Przemyslaw
    Kurowska, Aleksandra
    Herman, Artur P.
    Lapkowski, Mieczyslaw
    Cherpak, Vladyslav
    Hotra, Zenon
    Turyk, Pavlo
    Ivaniuk, Khrystyna
    Stakhira, Pavlo
    Sych, Galyna
    Volyniuk, Dmytro
    Grazulevicius, Juozas Vidas
    DYES AND PIGMENTS, 2018, 149 : 804 - 811
  • [34] THE TAUTOMERIC CONVERSIONS OF 1,3,5-TRIAZINE PHOSPHORIC DERIVATIVES
    ZIMIN, MG
    FOMAKHIN, EV
    PUDOVIK, AN
    DOKLADY AKADEMII NAUK SSSR, 1986, 287 (04): : 865 - 869
  • [35] THE INFRARED SPECTRA OF SOME DERIVATIVES OF 1,3,5-TRIAZINE
    PADGETT, WM
    HAMNER, WF
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (04) : 803 - 808
  • [36] Synthesis and Characterization of Azacyclophanes of 1,3,5-Triazine
    Liu, Yanfeng
    Hua, Chengwen
    Gou, Xiaofeng
    Zhao, Junlong
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2009, 29 (09) : 1419 - 1422
  • [37] Ultrasound Synthesis of Benzimidazolo-1,3,5-triazine Derivatives and their Anti-histamine and Anti-diabetic Activities
    Aljameel, Suhailah S.
    Fataftah, Houda M.
    Abd El-Rahman, Soheir N.
    Asma, M. Elsharif
    Hafiane, A.
    Kamoun, Madiha
    ORIENTAL JOURNAL OF CHEMISTRY, 2019, 35 (04) : 1368 - 1376
  • [38] SYNTHESIS OF COLOR METAL-COMPLEX UNSATURATED DERIVATIVES OF 1,3,5-TRIAZINE
    KONSTANTINOVA, TN
    SHOPOVA, SV
    DRAGANOV, AS
    DOKLADI NA BOLGARSKATA AKADEMIYA NA NAUKITE, 1978, 31 (07): : 889 - 891
  • [39] THE MOLECULAR STRUCTURE OF 1,3,5-TRIAZINE AND ITS DERIVATIVES
    FINKELSHTEIN, AI
    BOITSOV, EN
    RUSSIAN CHEMICAL REVIEWS, 1962, 31 (12): : 712 - 720
  • [40] In vitro cytotoxicity of imidazolyl-1,3,5-triazine derivatives
    Yaguchi, S
    Izumisawa, Y
    Sato, M
    Nakagane, T
    Koshimizu, I
    Sakita, K
    Kato, M
    Yoshioka, K
    Sakato, M
    Kawashima, S
    BIOLOGICAL & PHARMACEUTICAL BULLETIN, 1997, 20 (06) : 698 - 700