Synthesis, Crystal Structures, and Cytotoxic Activity of Two Acetyl Chroman Derivatives

被引:0
|
作者
Hu, X. X. [1 ]
Huang, Z. F. [1 ]
Lu, G. S. [1 ]
Huang, J. Y. [1 ]
Li, X. N. [2 ]
Tan, X. [1 ]
Feng, D. [1 ]
机构
[1] Guangxi Inst Tradit Med & Pharmaceut Sci, Key Lab Tradit Chinese Med Qual Stand, Nanning 530022, Peoples R China
[2] Chinese Acad Sci, Kunming Inst Bot, Kunming 650000, Peoples R China
关键词
acetyl chroman derivative; X-ray analysis; crystal structures; cytotoxicity;
D O I
10.1134/S1070428022120156
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two acetyl chroman derivative, 1-(5,7-dihydroxy-2,2-dimethylchroman-8-yl)ethan-1-one (1) and 1-(5,7-dihydroxy-2,2-dimethylchroman-6-yl)ethan-1-one (2) were synthesized as intermediate products in the preparation of flavonoids. Their structures were characterized by NMR and IR and confirmed by high-resolution mass spectra and single crystal X-ray analysis. The inhibitory effects of the synthesized compounds on the growth of A549, HepG2, SW480, and MCF-7 cancer cell lines were evaluated by the CCK8 methods. Compound 1 showed cytotoxicity against HepG2, SW480, and MCF-7 cell lines with IC50 values of 12.85, 23.94, and 28.72 mu M, respectively, and compound 2 showed cytotoxicity against HepG2 and MCF-7 cell lines with IC50 values of 24.78 and 23.87 mu M, respectively.
引用
收藏
页码:1861 / 1867
页数:7
相关论文
共 50 条
  • [31] Synthesis and Cytotoxic Activity of Ursolic Acid Derivatives
    Dao Duc Thien
    Nguyen Thanh Tam
    Dinh Gia Thien
    Nguyen Thi Hoang Anh
    Tran Van Sung
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 2013, 68 (02): : 201 - 206
  • [32] Synthesis and cytotoxic activity of new indolylpyrrole derivatives
    Radwan, Mohamed A. A.
    Al Rugaie, Osamah
    Al Abdulmonem, Waleed
    Alfaifi, Mohammad Y.
    Elbehairi, Serag Eldin, I
    ARABIAN JOURNAL OF CHEMISTRY, 2021, 14 (07)
  • [33] SYNTHESIS AND CYTOTOXIC ACTIVITY OF WRIGHTIADIONE AND ITS DERIVATIVES
    Boonsombat, Jutatip
    Thongnest, Sanit
    HETEROCYCLES, 2022, 105 (01) : 576 - 587
  • [34] Baicalein and their geranylated derivatives: synthesis and cytotoxic activity
    Neves, Marta
    Cidade, Honorina
    Pinto, Madalena
    Silva, Artur
    Camoes, Ana
    Nascimento, Maria S. J.
    DRUGS OF THE FUTURE, 2007, 32 : 60 - 60
  • [35] Synthesis and Cytotoxic Activity of Dihydroquercetin Aryl Derivatives
    Nifantev, E. E.
    Koroteev, A. M.
    Pozdeev, A. O.
    Koroteev, M. P.
    Vasyanina, L. K.
    Kaziev, G. Z.
    Rogovskii, V. S.
    Knyazev, V. V.
    Shirokikh, K. E.
    Semeikin, A. V.
    Fedotcheva, T. A.
    Matyushin, A. I.
    Shimanovskii, N. L.
    PHARMACEUTICAL CHEMISTRY JOURNAL, 2015, 49 (02) : 78 - 81
  • [36] Synthesis and cytotoxic activity of salicyloyl hydrazone derivatives
    Qiu, Xiaoyang
    Shi, An-Ran
    Zhang, Xiaoli
    CHINA FUNCTIONAL MATERIALS TECHNOLOGY AND INDUSTRY FORUM, 2013, 320 : 522 - +
  • [37] Synthesis and in vitro cytotoxic activity of isatin derivatives
    Nagarajan, G.
    Balasubramaniam, V.
    Manjunath, K. S.
    Krishna, E. Rama
    Reddy, K. Pradeep Kumar
    Reddy, E. Krupakar
    Girua, K.
    ASIAN JOURNAL OF CHEMISTRY, 2008, 20 (03) : 1665 - 1669
  • [38] Synthesis of madecassic acid derivatives and their cytotoxic activity
    Tran Van Loc
    Vo Thi Quynh Nhu
    Tran Van Chien
    Le Thi Thu Ha
    Tran Thi Phuong Thao
    Tran Van Sung
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 2018, 73 (02): : 91 - 98
  • [39] Synthesis and Cytotoxic Activity of New β-Carboline Derivatives
    Peduto, A.
    More, V.
    de Caprariis, P.
    Festa, M.
    Capasso, A.
    Piacente, S.
    De Martino, L.
    De Feo, V.
    Filosa, R.
    MINI-REVIEWS IN MEDICINAL CHEMISTRY, 2011, 11 (06) : 486 - 491
  • [40] Synthesis of asiatic acid derivatives and their cytotoxic activity
    Loc Tran Van
    Quynh Nhu Vo Thi
    Chien Tran Van
    Phuong Thao Tran Thi
    Ninh Pham Thi
    Thanh Nguyen Tuan
    Thu Ha Le Thi
    Nguyen Thi, Nga
    Thao Do Thi
    Sung Tran Van
    MEDICINAL CHEMISTRY RESEARCH, 2018, 27 (06) : 1609 - 1623