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Progress in Chemistry 2009, Vol. 21 Issue (04): 644-653 Previous Articles   Next Articles

• Review •

Antitumor Au(III) Complexes

Shi Pengfei1,2**; Jiang Qin1   

  1. (1. School of Chemical Engineering, Huaihai Institute of Technologe, Lianyungan, 222005, China; 2. State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, China)
  • Received: Revised: Online: Published:
  • Contact: Shi Pengfei E-mail:shipf009@163.com
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Au(III) complexes have been extensively studied for their potential antitumor activity in the research of metallodrugs. In this paper, the stable Au(III) complexes are classified according to the coordination atoms and their characteristic structure. The recent development of the researches on the antitumor activity of Au(III) complexes including the structure-activity relationship, biological targets and the mechanisms of action are reviewed. The structure of the coordination ligand and the leaving group have great impact on the in vitro cytotoxicity of the Au(III) complex. Many physical and biological methods are introduced to study the interaction between the Au(III) complexes and the suspected bio-target, such as DNA, protein, mitochondrion, thio-containing biomolecules, etc. The interaction modes (intercalating, electrostatic interaction, covalent bonding, etc.) are focused to illustrate the reason for the antitumor activity of Au(III) complexes. Some new approaches are proposed for the designing and producing of a target-specific drug with a suitable pharmacological activity.

Contents
1 Introduction
2 Structures of Au(III) complexes
2.1 N-coordinated Au(III) complexes
2.2 C-coordinated Au(III) complexes
2.3 {N,C}-coordinated Au(III) complexes
2.4 O/S/P/Se/Te-coordinated Au(III) complexes
2.5 Five/Six-coordinated Au(III) complexes
3 Antitumor activity of Au(III) complexes
3.1 Structure-activity relationship
3.2 Mechanism for the antitumor Au(III) complexes
4 Perspective of Au(III) complex
5 Conclusion

Key words: Au(III) complexes, antitumor, mechanisms, metallodrugs

CLC Number: 

[ 1 ] 　Rosenberg B. Metals Compounds in Cancer Chemotherapy ( Eds.Pérez J M, Fuertes M A , Alonso C) . Research Signpost , 2005.31 —45
[ 2 ] 　Wei H Y, Wang X Y, Guo Z J . Metals Compounds in Cancer Chemotherapy (Eds. Pérez J M, Fuertes MA , Alonso C) . Research Signpost , 2005. 241 —267
[ 3 ] 　Messori L , Marcon G. Met . Ions Bio. Sys. , 2004 , 42 :385 —424
[ 4 ] 　Messori L , Gabbiani C. Metals Compounds in Cancer Chemotherapy(Eds. Pérez J M, Fuertes M A , Alonso C) . Research Signpost ,2005. 355 —375
[ 5 ] 　Shaw C F. Chem. Rev. , 1999 , 99 : 2589 —2600
[ 6 ] 　Messori L , Abbate F , Orioli P , et al . Chem. Commun. , 2002 ,612 —613
[ 7 ] 　Che C M, Sun R W Y, Yu W Y, et al . Chem. Commun. , 2003 ,1718 —1719
[ 8 ] 　Cinellu MA , Minghetti G, Pinna MV , et al . Dalton Trans. , 2000 ,1261 —1265
[ 9 ] 　Micklitz W, Lippert B , Muller G, et al . Inorg. Chim. Acta , 1989 ,165 : 57 —64
[10 ] 　Hollis L S , Lippard S J . J . Am. Chem. Soc. , 1983 , 105 : 4293 —4299
[11 ] 　Pitteri B , Marangoni G, Visentin F , et al . Dalton Trans. , 1999 ,677 —682
[12 ] 　Messori L , Abbate F , Marcon G, et al . J . Med. Chem. , 2000 ,43 : 3541 —3548
[13 ] 　Liu H Q , Cheung T C , Peng S M, et al . Chem. Commun. , 1995 ,1787 —1788
[14 ] 　Abbate F , Orioli P , Bruni B , et al . Inorg. Chim. Acta , 2000 ,311 : 1 —5
[15 ] 　Fan D M, Yang C T, Ranford J D , et al . Dalton Trans. , 2003 ,4749 —4753
[16 ] 　Yang G, Raptis R G. Dalton Trans. , 2002 , 3936 —3938
[17 ] 　Byers P K, Canty AJ , Skelton B W, et al . Aust . J . Chem. , 1985 ,38 : 1251 —1255
[18 ] 　Byers P K, Canty A J , Minchin N J , et al . Dalton Trans. , 1985 ,1183 —1189
[19 ] 　Canty A J , Minchin N J , Peter C H , et al . Dalton Trans. , 1982 ,1795 —1802
[20 ] 　Zou J , Guo Z J , Parkinson J A , et al . Chem. Commun. , 1999 ,1359 —1360
[21 ] 　Wienken M, Lippert B , Zangrando E , et al . Inorg. Chem. , 1992 ,31 : 1983 —1985
[22 ] 　Best S L , Chattopadhyay T K, Djuran M I , et al . Dalton Trans. ,1997 , 2587 —2596
[23 ] 　Yang T, Tu C , Zhang J Y, et al . Dalton Trans. , 2003 , 3419 —3424
[24 ] 　Murray H H , Fackler J J P , Porter L C , et al . Inorg. Chem. ,1987 , 26 : 357 —363
[25 ] 　Contel M, Edwards A J , Garrido J , et al . J . Organomet . Chem. ,2000 , 607 : 129 —136
[26 ] 　Cinellu M A , Minghetti G, Stoccoro S , et al . Chem. Commun. ,2004 , 1618 —1619
[27 ] 　Fehlhammer W P , Dahl L F. J . Am. Chem. Soc. , 1972 , 94 : 3370—3377
[28 ] 　Fuchita Y, Ieda H , Yasutake M. Dalton Trans. , 2000 , 271 —274
[29 ] 　Fuchita Y, Ieda H , Wada S , et al . Dalton Trans. , 1999 , 4431 —4435
[30 ] 　Fuchita Y, Ieda H , Tsunemune Y, et al . Dalton Trans. , 1998 ,791 —796
[31 ] 　Fuchita Y, Ieda H , Kayama A , et al . Dalton Trans. , 1998 , 4095 —4100
[32 ] 　Cinellu M A , Minghetti G, Pinna M V , et al . Eur. J . Inorg.Chem. , 2003 , 2304 —2310
[33 ] 　Wong K M C , Zhu X L , Hung L L , Zhu N Y, et al . Chem.Commun. , 2005 , 2906 —2908
[34 ] 　Yam V W W, Wong KM C , Hung L L , Zhu N Y. Angew. Chem.Int . Ed. , 2005 , 44 : 3107 —3110
[35 ] 　Dinger M B , Henderson W. J . Organomet . Chem. , 1999 , 577 :219 —222
[36 ] 　Contel M, Nobel D , Spek A L. Organometallics , 2000 , 19 : 3288 —3295
[37 ] 　Vicente J , Bermudez M D , Carrillo M P , et al . J . Organomet .Chem. , 1993 , 456 : 305 —312
[38 ] 　Vicente J , Chicote M T, Bermudez M D , et al . Dalton Trans. ,1984 , 557 —562
[39 ] 　Barnholtz S L , Lydon J D , Huang G, et al . Inorg. Chem. , 2001 ,40 : 972 —976
[40 ] 　Vicente J , Bermudez M D , Carrion F J , et al . J . Organomet .Chem. , 1996 , 508 : 53 —57
[41 ] 　Heinzel U , Mattes R. Polyhedron , 1991 , 10 : 19 —25
[42 ] 　Blake A J , Gould R O , Greig J A , et al . Chem. Commun. , 1989 ,876 —878
[43 ] 　Jentsch D , Jones P G, Thêne C , et al . Chem. Commun. , 1989 ,1495 —1496
[44 ] 　Fernandez E J , Gil M, Olmos M E , et al . Inorg. Chem. , 2001 ,40 : 3018 —3024
[45 ] 　Canales S , Crespo O , Gimeno M C , et al . Organometallics , 2001 ,20 : 4812 —4818
[46 ] 　Wang C , Haushalter R C , Whangbo M H. Inorg. Chem. , 1998 ,37 : 6096 —6099
[47 ] 　Sommerer S O , MacBeth C E , Jircitano A J , et al . Acta Cryst .Sect . C , 1997 , 53 : 1551 —1553
[48 ] 　Cattalini L , Orio A , Tobe ML. J . Am. Chem. Soc. , 1967 , 89 :3130 —3134
[49 ] 　Robinson W T, Sinn E. Dalton Trans. , 1975 , 726 —731
[50 ] 　Marangoni G, Pitteri B , Bertolasi V , et al . Dalton Trans. , 1986 ,1941 —1944
[51 ] 　Timkovich R , Tulinsky A. Inorg. Chem. , 1977 , 16 : 962 —963
[52 ] 　Suh M P , Kim S , Shim B Y, et al . Inorg. Chem. , 1996 , 35 :3595 —3598
[53 ] 　Messori L , Orioli P , Gabbiani C. Farmatsiya , 2005 , 52 : 64 —67
[54 ] 　Lum C T, Yang Z F , Li H Y, Sun R W Y, Fan S T, Poon R T P ,Lin M C M, Che C M, Kung H F. Int . J . Cancer , 2006 , 118 :1527 —1538
[55 ] 　Kostova I. Anti-Cancer Agents Med. Chem. , 2006 , 6 : 19 —32
[56 ] 　Tiekink E R T. Gold Bull . , 2003 , 36 : 117 —124
[57 ] 　Messori L , Marcon G, Orioli P. Bioinorg. Chem. Appl . , 2003 , 1 :177 —187
[58 ] 　Buckley R G, Elsome A M, Fricker S P , et al . J . Med. Chem. ,1996 , 39 : 5208 —5214
[59 ] 　Marcon G, Carotti S , Coronnello M, et al . J . Med. Chem. , 2002 ,45 : 1672 —1677
[60 ] 　Shi P F , Jiang Q , Lin J , et al . J . Inorg. Biochem. , 2006 , 100 :939 —945
[61 ] 　Shi P F , Jiang Q , Zhao YM, et al . J . Biol . Inorg. Chem. , 2006 ,11 : 745 —752
[62 ] 　Parish R V , Mack J , Hargreaves L , et al . Dalton Trans. , 1996 ,69 —74
[63 ] 　Mort J S , Buttle D J . Int . J . Biochem. Cell Biol . , 1997 , 29 :715 —720
[64 ] 　Keppler D , Sameni M, Moin K. Biochem. Cell Biol . , 1996 , 74 :799 —810
[65 ] 　Kos J , Nielsen HJ , Krasovec M, et al . Clin. Cancer Res. , 1998 ,4 : 1511 —1516
[66 ] 　Duffy MJ . Clin. Cancer Res. , 1996 , 2 : 613 —618
[67 ] 　Moin K, Cao L , Day N A , et al . Biol . Chem. , 1998 , 379 : 1093 —1099
[68 ] 　Thornberry N A , Lazebnik Y. Science , 1998 , 281 : 1312 —1316
[69 ] 　Fricker S P , Skerjl R , Cameron B R , et al . Gold. 2003 : New Industrial Applications for Gold , Vancouver
[70 ] 　Becker K, Herold-Mende C , Park J J , et al . J . Med. Chem. ,2001 , 44 : 2784 —2792
[71 ] 　Mckeage MJ , Maharaj L , Berners-Price S J . Coord. Chem. Rev. ,2002 , 232 : 127 —135
[72 ] 　Barbard P J , Berner-Price S J . Coord. Chem. Rev. , 2007 , 251 :1889 —1902
[73 ] 　Rigobello M P , Messori L , Marcon G, Cinellu M A , Bragadin M,Folda A , Scutari G, Bindoli A. J . Inorg. Biochem. , 98 : 1634 —1641
[74 ] 　Li C KL , Sun R W Y, Kui S C F , Zhu N Y, Che C M. Chem.Eur. J . , 2006 , 12 : 5253 —5266
[75 ] 　Wang Y, He Q Y, Che CM, et al . Proteomics , 2006 , 6 : 131 —142
[76 ] 　Marcon G, Messori L , Orioli P , et al . Eur. J . Biochem. , 2003 ,270 : 4655 —4611
[77 ] 　Ronconi L , Marzano C , Zanello P , et al . J . Med. Chem. , 2006 ,49 :1648 —1657
[78 ] 　Gabbiani C , Casini A , Messori L , et al . Inorg. Chem. , 2008 , 47 :2368 —2379
[79 ] 　Wang X Y, Guo ZJ . Dalton Trans. , 2008 , 1521 —1532
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Abstract

Antitumor Au(III) Complexes