Evaluation of Anticancer Activity of Nucleoside-Nitric Oxide Photo-Donor Hybrids

被引:0
作者
Marchesi, Elena [1 ]
Melloni, Elisabetta [2 ,3 ]
Casciano, Fabio [2 ,3 ]
Pozza, Elena [2 ]
Argazzi, Roberto [1 ,4 ]
De Risi, Carmela [1 ]
Preti, Lorenzo [5 ]
Perrone, Daniela [5 ]
Navacchia, Maria Luisa [4 ]
机构
[1] Univ Ferrara, Dept Chem Pharmaceut & Agr Sci, I-44121 Ferrara, Italy
[2] Univ Ferrara, Dept Translat Med, I-44121 Ferrara, Italy
[3] Univ Ferrara, LTTA Ctr, I-44121 Ferrara, Italy
[4] Natl Res Council Italy CNR, Inst Organ Synth & Photoreact ISOF, I-40129 Bologna, Italy
[5] Univ Ferrara, Dept Environm & Prevent Sci, I-44121 Ferrara, Italy
来源
MOLECULES | 2024年 / 29卷 / 14期
关键词
nucleoside analogs; hybrid drugs; nitric oxide; photo-donor; anticancer activity; multitarget anticancer drugs; NO; MECHANISMS; COMPLEXES;
D O I
10.3390/molecules29143383
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
Herein, we report the synthesis of a new hybrid compound based on a 2 '-deoxyuridine nucleoside conjugated with a NO photo-donor moiety (dU-t-NO) via CuAAC click chemistry. Hybrid dU-t-NO, as well as two previously reported 2 '-deoxyadenosine based hybrids (dAdo-S-NO and dAdo-t-NO), were evaluated for their cytotoxic and cytostatic activities in selected cancer cell lines. dAdo-S-NO and dAdo-t-NO hybrids displayed higher activity with respect to dU-t-NO. All hybrids showed effective release of NO in the micromolar range. The photochemical behavior of the newly reported hybrid, dU-t-NO, was studied in the RKO colon carcinoma cell line, whereas the dAdo-t-NO hybrid was tested in both colon carcinoma RKO and hepatocarcinoma Hep 3B2.1-7 cell lines to evaluate the potential effect of NO released upon irradiation on cell viability. A customized irradiation apparatus for in vitro experiments was also designed.
引用
收藏
页数:19
相关论文
共 46 条
  • [1] Alimoradi Houman, 2019, Pharmaceutical Nanotechnology, V7, P279, DOI 10.2174/2211738507666190429111306
  • [2] Inhaled NO as a therapeutic agent
    Bloch, Kenneth D.
    Ichinose, Fumito
    Roberts, Jesse D., Jr.
    Zapol, Warren M.
    [J]. CARDIOVASCULAR RESEARCH, 2007, 75 (02) : 339 - 348
  • [3] Nitric oxide photorelease from ruthenium salen complexes in aqueous and organic solutions
    Bordini, J
    Hughes, DL
    Neto, JDD
    da Cunha, CJ
    [J]. INORGANIC CHEMISTRY, 2002, 41 (21) : 5410 - 5416
  • [4] Hepatocellular carcinoma (HCC): Epidemiology, etiology and molecular classification
    Chidambaranathan-Reghupaty, Saranya
    Fisher, Paul B.
    Sarkar, Devanand
    [J]. MECHANISMS AND THERAPY OF LIVER CANCER, 2021, 149 : 1 - 61
  • [5] Nitric oxide and cancer: a review
    Choudhari, Sheetal Korde
    Chaudhary, Minal
    Bagde, Sachin
    Gadbail, Amol R.
    Joshi, Vaishali
    [J]. WORLD JOURNAL OF SURGICAL ONCOLOGY, 2013, 11
  • [6] Potentials and future perspectives of multi-target drugs in cancer treatment: the next generation anti-cancer agents
    Doostmohammadi, Ali
    Jooya, Hossein
    Ghorbanian, Kimia
    Gohari, Sargol
    Dadashpour, Mehdi
    [J]. CELL COMMUNICATION AND SIGNALING, 2024, 22 (01)
  • [7] Nitric Oxide Photo-Donor Hybrids of Ciprofloxacin and Norfloxacin: A Shift in Activity from Antimicrobial to Anticancer Agents
    Fallica, Antonino Nicolo
    Barbaraci, Carla
    Amata, Emanuele
    Pasquinucci, Lorella
    Turnaturi, Rita
    Dichiara, Maria
    Intagliata, Sebastiano
    Gariboldi, Marzia Bruna
    Marras, Emanuela
    Orlandi, Viviana Teresa
    Ferroni, Claudia
    Martini, Cecilia
    Rescifina, Antonio
    Gentile, Davide
    Varchi, Greta
    Marrazzo, Agostino
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2021, 64 (15) : 11597 - 11613
  • [8] Promise and challenges in drug discovery and development of hybrid anticancer drugs
    Gediya, Lalji K.
    Njar, Vincent C. O.
    [J]. EXPERT OPINION ON DRUG DISCOVERY, 2009, 4 (11) : 1099 - 1111
  • [9] Recent Advances in the Chemical Synthesis and Evaluation of Anticancer Nucleoside Analogues
    Guinan, Mieke
    Benckendorff, Caecilie
    Smith, Mark
    Miller, Gavin J.
    [J]. MOLECULES, 2020, 25 (09):
  • [10] Gupta S., 2020, GREEN SUSTAINABLE PR, P13, DOI DOI 10.1016/B978-0-12-819539-0.00002-6