Cytotoxicity of some synthetic bis(arylidene) derivatives of cyclic ketones towards cisplatin-resistant human ovarian carcinoma cells

被引:4
作者
Patel, Hinal [1 ]
Mothia, Begum [1 ]
Patel, Jaison [1 ]
Fasanya, Olatunde [1 ]
Sooda, Kartheek [2 ]
Javid, Farideh [2 ]
Wyatt, Peter B. [1 ]
机构
[1] Queen Mary Univ London, Sch Biol & Chem Sci, Dept Chem, Joseph Priestley Bldg,Mile End Rd, London E1 4NS, England
[2] Univ Huddersfield, Sch Appl Sci, Dept Pharm, Huddersfield HD1 3DH, W Yorkshire, England
基金
英国工程与自然科学研究理事会;
关键词
Ovarian cancer; Dienone; Cytotoxicity; Curcumin; Carboplatin; Cisplatin; CURCUMIN ANALOGS; BIOLOGICAL EVALUATION; HIV-1; INTEGRASE; CANCER CELLS; INHIBITORS; APOPTOSIS; ARREST; DEATH;
D O I
10.1007/s00044-020-02532-5
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Symmetrical alpha,alpha MODIFIER LETTER PRIME-bis(arylidene)ketones were prepared by acid-catalyzed aldol condensations between aliphatic ketones (e.g., cyclopentanone, 4-alkylcyclohexanones, tetrahydropyran-4-one, and tetrahydrothiopyran-4-one) and two equivalents of an aromatic hydroxyaldehyde (e.g., 4-hydroxybenzaldehyde, 3,4-dihydroxybenzaldehyde, vanillin, isovanillin, and 3-fluoro-4-hydroxybenzaldehyde). Most of the compounds were cytotoxic towards the cisplatin-resistant human ovarian cancer cell line A2780-CP70 as well as the non-resistant line A2780.
引用
收藏
页码:935 / 941
页数:7
相关论文
共 18 条
  • [1] Synthesis and biological evaluation of novel curcumin analogs as anti-cancer and anti-angiogenesis agents
    Adams, BK
    Ferstl, EM
    Davis, MC
    Herold, M
    Kurtkaya, S
    Camalier, RF
    Hollingshead, MG
    Kaur, G
    Sausville, EA
    Rickles, FR
    Snyder, JP
    Liotta, DC
    Shoji, M
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2004, 12 (14) : 3871 - 3883
  • [2] Geometrically and conformationally restrained cinnamoyl compounds as inhibitors of HIV-1 integrase: Synthesis, biological evaluation, and molecular modeling
    Artico, M
    Di Santo, R
    Costi, R
    Novellino, E
    Greco, G
    Massa, S
    Tramontano, E
    Marongiu, ME
    De Montis, A
    La Colla, P
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (21) : 3948 - 3960
  • [3] Bairam R, 2017, INT J PHARM PHARM SC, V9, P233, DOI [10.22159/ijpps.2017v9i3.16406, DOI 10.22159/IJPPS.2017V9I3.16406]
  • [4] The BCL2 family: Regulators of the cellular life-or-death switch
    Cory, S
    Adams, JM
    [J]. NATURE REVIEWS CANCER, 2002, 2 (09) : 647 - 656
  • [5] 2,6-Bis(3,4,5-trihydroxybenzylydene) derivatives of cyclohexanone: novel potent HIV-1 integrase inhibitors that prevent HIV-1 multiplication in cell-based assays
    Costi, R
    Di Santo, R
    Artico, M
    Massa, S
    Ragno, R
    Loddo, R
    La Colla, M
    Tramontano, E
    La Colla, P
    Pani, A
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2004, 12 (01) : 199 - 215
  • [6] Potency of Michael reaction accepters as inducers of enzymes that protect against carcinogenesis depends on their reactivity with sulfhydryl groups
    Dinkova-Kostova, AT
    Massiah, MA
    Bozak, RE
    Hicks, RJ
    Talalay, P
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2001, 98 (06) : 3404 - 3409
  • [7] Systems biology of cisplatin resistance: past, present and future
    Galluzzi, L.
    Vitale, I.
    Michels, J.
    Brenner, C.
    Szabadkai, G.
    Harel-Bellan, A.
    Castedo, M.
    Kroemer, G.
    [J]. CELL DEATH & DISEASE, 2014, 5 : e1257 - e1257
  • [8] HAMAGUCHI K, 1993, CANCER RES, V53, P5225
  • [9] STRUCTURE AND ANTITUMOR ACTIVITY RELATIONSHIP OF 2-ARYLIDENE-4-CYCLOPENTENE-1,3-DIONES AND 2-ARYLIDENEINDAN-1,3-DIONES
    INAYAMA, S
    MAMOTO, K
    SHIBATA, T
    HIROSE, T
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1976, 19 (03) : 433 - 436
  • [10] Functionalized curcumin analogs as potent modulators of the Wnt/β-catenin signaling pathway
    Leow, Pay-Chin
    Bahety, Priti
    Boon, Choon Pei
    Lee, Chong Yew
    Tan, Kheng Lin
    Yang, Tianming
    Ee, Pui-Lai Rachel
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2014, 71 : 67 - 80