Citation: Fan Rong, Yang Zhibin, Bian Mianli, Liu Wukun. Progress in Antitumor Activity of Metal N-Heterocyclic Carbene Complexes[J]. Chemistry, ;2020, 83(4): 308-317. shu

Progress in Antitumor Activity of Metal N-Heterocyclic Carbene Complexes

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  • Since the successful development of cisplatin as a clinical anticancer drug in 1978, the development of metal complexes as small molecule anticancer drugs has become a research hotspot. Because of the formation of stable covalent bonds between N-heterocyclic carbene and various transition metal centers, metal N-heterocyclic carbene complexes have the potential to be developed into drugs. Recently, metal N-heterocyclic carbene complexes have been found to have good anticancer activities, which have stimulated the research enthusiasm of the majority of inorganic medicinal chemistry researchers. Based on our previous study of metal N-heterocyclic carbene complexes as antitumor agents, in this review, the antitumor activities and mechanisms of silver, gold, rhodium and platinum N-heterocyclic carbene complexes are summarized. We hope this review could provide a reference for the design and synthesis of metal N-heterocyclic carbene complexes as antitumor agents.
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    1. [1]

       

    2. [2]

      Jung Y, Lippard S J. Chem. Rev., 2007, 107(5):1387~1407. 

    3. [3]

       

    4. [4]

      Hindi K M, Panzner M J, Tessier C A, et al. Chem. Rev., 2009, 109(8):3859~3884. 

    5. [5]

      Wang Y T, Gao B B, Wang F, et al. Dalton. Transac., 2017, 46(6):1832~1839. 

    6. [6]

      Bao S J, Liu C Y, Zhang M, et al. Coord. Chem. Rev., 2019, 397:28~53. 

    7. [7]

      Huynh H V. Chem. Rev., 2018, 118(19):9457~9492. 

    8. [8]

      Melaiye A, Simons R S, Milsted A, et al. J. Med. Chem., 2004, 47(4):973~977. 

    9. [9]

      Medvetz D A, Hindi K M, Panzner M J, et al. Met.-Based Drugs, 2008, 2008:1~7.

    10. [10]

      Hackenberg F, Lally G, Müller-Bunz H, et al. J. Organomet. Chem., 2012, 717:123~134. 

    11. [11]

      Streciwilk W, Cassidy J, Hackenberg F, et al. J. Organomet. Chem., 2014, 749:88~99. 

    12. [12]

      Hackenberg F, Lally G, Müller-Bunz H, et al. Inorg. Chim. Acta, 2013, 395:135~144. 

    13. [13]

      Iduna F, Jindrich C, Martin M, et al. Lett. Drug Des. Discov., 2012, 9(9):815~822. 

    14. [14]

      Liu W, Bensdorf K, Hagenbach A, et al. Eur. J. Med. Chem., 2011, 46(12):5927~5934. 

    15. [15]

      Eloy L, Jarrousse A S, Teyssot M L, et al. ChemMedChem, 2012, 7(5):805~814. 

    16. [16]

      Li Y, Liu G F, Tan C P, et al. Metallomics, 2014, 6(8):1460~1468. 

    17. [17]

      Shruti K, Batakrishna J, Abhijit S, et al. Dalton Transac., 2014, 43(26):9838~9842. 

    18. [18]

      Citta A, Schuh E, Mohr F, et al. Metallomics, 2013, 5(8):1006~1015. 

    19. [19]

      Liang X, Luan S, Yin Z, et al. Eur. J. Med. Chem., 2018, 157:62~80. 

    20. [20]

      Benoît B, Angela C. Dalton Transac., 2014, 43(11):4209~4219. 

    21. [21]

      Wragg D, de Almeida A, Bonsignore R, et al. Angew. Chem. Int. Ed., 2018, 57(44):14524~14528. 

    22. [22]

      Porchia M, Pellei M, Marinelli M, et al. Eur. J. Med. Chem., 2018, 146:709~746. 

    23. [23]

      Madeira J M, Gibson D L, Kean W F, et al. Inflammopharmacology, 2012, 20(6):297~306. 

    24. [24]

      Warren F, Nakhle S, Min S, et al. Cancer Res., 2014, 74(9):2520~2532. 

    25. [25]

      Zhang B, Zhang J, Peng S, et al. Expert Opin. Ther. Pat., 2017, 27(5):547~556. 

    26. [26]

      Karaca O, Meier-Menches S M, Casini A, et al. Chem. Commun., 2017, 53(59):8249~8260. 

    27. [27]

      Holenya P, Can S, Rubbiani R, et al. Metallomics, 2014, 6(9):1591~1601. 

    28. [28]

      Bian M, Fan R, Zhao S, et al. J. Med. Chem., 2019, 62(16):7309~7321. 

    29. [29]

      Rubbiani R, Kitanovic I, Alborzinia H, et al. J. Med. Chem., 2010, 53(24):8608~8618. 

    30. [30]

      Zhang J, Zhang B, Li X, et al. Med. Res. Rev., 2017, 27(5):547~556.

    31. [31]

      Wedlock L E, Kilburn M R, Cliff J B, et al. Metallomics, 2011, 3(9):917~925. 

    32. [32]

      Wang H M J, Lin I J B. Organometallics, 1998, 17(5):972~975. 

    33. [33]

      Hickey J L, Ruhayel R A, Barnard P J, et al. J. Am. Chem. Soc., 2008, 130(38):12570~12571. 

    34. [34]

      Hickey J L, Ruhayel R A, Barnard P J, et al. J. Am. Chem. Soc., 2008, 130(38):12570~12571. 

    35. [35]

      Liu W, Bensdorf K, Proetto M, et al. J. Med. Chem., 2011, 54(24):8605~8615. 

    36. [36]

      Liu W, Bensdorf K, Proetto M, et al. J. Med. Chem., 2012, 55(8):3713~3724. 

    37. [37]

      Rubbiani R, Can S, Kitanovic I, et al. J. Med. Chem., 2011, 54(24):8646~8657. 

    38. [38]

      Meyer A, Oehninger L, Geldmacher Y, et al. ChemMedChem, 2014, 9(8):1794~1800.

    39. [39]

      Pratesi A, Gabbiani C, Michelucci E, et al. J. Inorg. Biochem., 2014, 136(7):161~169.

    40. [40]

      Lum C T, Sun R W, Zou T, et al. Chem. Sci., 2014, 5(4):1579~1584.

    41. [41]

      Fung S K, Zou T, Cao B, et al. Angew. Chem. Int. Ed., 2017, 56(14):3892~3896. 

    42. [42]

      McConnell J R, Rananaware D P, Ramsey D M, et al. Bioorg. Med. Chem. Lett., 2013, 23(9):2527~2531. 

    43. [43]

      Oehninger L, Küster L N, Schmidt C, et al. Chem. Eur. J., 2013, 19(52):17871~17880. 

    44. [44]

      Oehninger L, Spreckelmeyer S, Holenya P, et al. J. Med. Chem., 2015, 58(24):9591~9600. 

    45. [45]

      Streciwilk W, Terenzi A, Cheng X, et al. Eur. J. Med. Chem., 2018, 156:148~161. 

    46. [46]

      Fan R, Bian M, Hu L, et al. Eur. J. Med. Chem., 2019, 183:111721. 

    47. [47]

      Skander M, Retailleau P, Bourrié B, et al. J. Med. Chem., 2010, 53(5):2146~2154. 

    48. [48]

      Chtchigrovsky M, Eloy L, Jullien H, et al. J. Med. Chem., 2013, 56(5):2074~2086. 

    49. [49]

      Zhang J J, Che C M, Ott I. J. Organomet. Chem., 2015, 782:37~41. 

    50. [50]

      Li K, Zou T, Chen Y, et al. Chem. Eur. J., 2015, 21(20):7441~7453. 

    51. [51]

      Betzer J F, Nuter F, Chtchigrovsky M, et al. Bioconjug. Chem., 2016, 27(6):1456~1470. 

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