Metal complexes involving indole rings: Structures and effects of metal–indole interactions

Coordination Chemistry Reviews - Tập 253 Số 3-4 - Trang 479-492 - 2009
Yuichi Shimazaki1, Tatsuo Yajima2, M. Takani3, Osamu Yamauchi2
1Institute for Materials Chemistry and Engineering Kyushu University Fukuoka 812–8581 Japan
2Unit of Chemistry, Faculty of Engineering, Kansai University, Suita, Osaka 564-8680, Japan
3Faculty of Pharmaceutical Sciences, Kanazawa University Kanazawa 920‐1192, Japan

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Kawasaki, 2005, Nat. Prod. Rep., 22, 761, 10.1039/b502162f

Nozaki, 1971, J. Biol. Chem., 246, 2211, 10.1016/S0021-9258(19)77210-X

Burley, 1985, Science, 229, 23, 10.1126/science.3892686

Nocek, 1996, Chem. Rev., 96, 2459, 10.1021/cr9500444

Whittaker, 1994, Met. Ions Biol. Syst., 30, 315

Rogers, 2007, Biochemistry, 46, 4606, 10.1021/bi062139d

Yamauchi, 2001, Bull. Chem. Soc., 74, 1525, 10.1246/bcsj.74.1525

Yamauchi, 2002, J. Chem. Soc., Dalton Trans., 3411, 10.1039/B202385G

Aoki, 1987, J. Chem. Soc., Dalton Trans., 2017, 10.1039/DT9870002017

Masuda, 1991, Inorg. Chim. Acta, 180, 73, 10.1016/S0020-1693(00)83068-6

Hélène, 1981, Crit. Rev. Biochem., 213, 10.3109/10409238109113600

Yagil, 1967, J. Phys. Chem., 71, 1034, 10.1021/j100863a040

Omote, 1969, Nippon Kagaku Zasshi, 90, 1283, 10.1246/nikkashi1948.90.12_1283

Reinecke, 1972, J. Org. Chem., 22, 3066, 10.1021/jo00985a005

Yamauchi, 1990, Inrog. Chem., 29, 1856, 10.1021/ic00335a019

Robson, 1982, Inorg. Chim. Acta, 57, 71, 10.1016/S0020-1693(00)86952-2

Takani, 1995, Inorg. Chim. Acta, 235, 367, 10.1016/0020-1693(95)90078-K

Kaminskaia, 1999, J. Am. Chem. Soc., 121, 8663, 10.1021/ja9840246

Kaminskaia, 2000, Inorg. Chem., 39, 5004, 10.1021/ic000254l

Kaminskaia, 2001, Inorg. Chem., 40, 2368, 10.1021/ic0014033

Milović, 2001, Met. Ions Biol. Syst., 38, 145

Nonoyama, 1998, Polyhedron, 18, 533, 10.1016/S0277-5387(98)00329-5

Capito, 2005, Chem. Commun., 1854, 10.1039/b417035k

Tollari, 1997, J. Organomet. Chem., 527, 93, 10.1016/S0022-328X(96)06630-2

Edwards, 2005, Can. J. Chem., 83, 980, 10.1139/v05-109

Annunziata, 1995, J. Organomet. Chem., 496, C1, 10.1016/0022-328X(95)05525-T

Cravotto, 2005, J. Organomet. Chem., 690, 2017, 10.1016/j.jorganchem.2004.11.042

Tollari, 1995, J. Organomet. Chem., 488, 79, 10.1016/0022-328X(94)05113-P

Husain, 2007, Eur. J. Med. Chem., 42, 1300, 10.1016/j.ejmech.2007.02.012

Sezen, 2003, J. Am. Chem. Soc., 125, 5274, 10.1021/ja034848+

Lane, 2005, J. Am. Chem. Soc., 127, 8050, 10.1021/ja043273t

Stuart, 2007, J. Am. Chem. Soc., 129, 12072, 10.1021/ja0745862

Wang, 2005, J. Am. Chem. Soc., 127, 4996, 10.1021/ja050279p

Takani, 2006, Inorg. Chem., 45, 5938, 10.1021/ic060595k

Richardson, 1985, Endeavor, 5, 127, 10.1016/0160-9327(81)90045-4

Bargagli, 1998

Lauterwein, 1995, Antimicrob. Agents Chemother., 39, 2541, 10.1128/AAC.39.11.2541

Ingólfsdóttir, 1998, Eur. J. Pharm. Sci., 6, 141, 10.1016/S0928-0987(97)00078-X

Motoyama, 2004, J. Am. Chem. Soc., 126, 7378, 10.1021/ja031587v

Shimazaki, 2005, Inorg. Chem., 44, 6044, 10.1021/ic0504801

Alberts, 1994

Burley, 1988, Adv. Protein Chem., 39, 125, 10.1016/S0065-3233(08)60376-9

Kohzuma, 1999, J. Biol. Chem., 274, 11817, 10.1074/jbc.274.17.11817

Abdelhamid, 2007, J. Biol. Inorg. Chem., 12, 165, 10.1007/s00775-006-0176-8

Dougherty, 1996, Science, 271, 163, 10.1126/science.271.5246.163

Ma, 1997, Chem. Rev., 97, 1303, 10.1021/cr9603744

Gallivan, 1999, Proc. Natl. Acad. Sci. U.S.A., 96, 9459, 10.1073/pnas.96.17.9459

Fischer, 1980, J. Am. Chem. Soc., 102, 2998, 10.1021/ja00529a021

Yamauchi, 1985, J. Am. Chem. Soc., 107, 5938, 10.1021/ja00307a019

Yamauchi, 1985, Inorg. Chim. Acta, 100, 165, 10.1016/S0020-1693(00)88304-8

Sigel, 1990, Comments Inorg. Chem., 9, 305, 10.1080/02603599008035813

Odani, 1987, Nippon Kagaku Kaishi, 336, 10.1246/nikkashi.1987.336

Masuda, 1988, Nippon Kagaku Kaishi, 783, 10.1246/nikkashi.1988.783

Hunter, 1990, J. Am. Chem. Soc., 112, 5525, 10.1021/ja00170a016

Cozzi, 1995, Pure Appl. Chem., 67, 683, 10.1351/pac199567050683

Janiak, 2000, J. Chem. Soc., Dalton Trans., 3885, 10.1039/b003010o

Meyer, 2000, Angew. Chem. Int. Ed., 42, 1210, 10.1002/anie.200390319

Sinnokrot, 2004, J. Am. Chem. Soc., 126, 7690, 10.1021/ja049434a

Yajima, 2007, Dalton Trans., 299, 10.1039/B612394E

Sugimori, 1997, Inorg. Chem., 36, 576, 10.1021/ic9608556

van der Helm, 1972, Acta Crystallogr. Sect. B, 28, 2307, 10.1107/S0567740872006016

Sabat, 1979, Inorg. Chim. Acta, 37, 511, 10.1016/S0020-1693(00)95490-2

Hursthouse, 1975, J. Chem. Soc., Dalton Trans., 2569, 10.1039/dt9750002569

Liang, 1989, Z. Naturforsch. B, 44, 555, 10.1515/znc-1989-7-802

Martin, 1979, Met. Ions Biol. Syst., 9, 1

Kim, 1984, J. Am. Chem. Soc., 106, 1707, 10.1021/ja00318a025

Masuda, 1993, J. Inorg. Biochem., 5, 158, 10.1016/0162-0134(93)85194-D

Kawai, 1995, FEBS Lett., 370, 193, 10.1016/0014-5793(95)00824-S

Siu, 2005, Chem. Commun., 1025

Yajima, 2002, Inorg. Chim. Acta, 337, 193, 10.1016/S0020-1693(02)01034-4

Unpublished result.

Bovey, 1969

Shimazaki, 1999, Angew. Chem. Int. Ed., 38, 2401, 10.1002/(SICI)1521-3773(19990816)38:16<2401::AID-ANIE2401>3.0.CO;2-V

Karlin, 1993, Science, 261, 701, 10.1126/science.7688141

Kitajima, 1994, Chem. Rev., 94, 737, 10.1021/cr00027a010

Karlin, 1997, Acc. Chem. Res., 30, 139, 10.1021/ar950257f

Solomon, 2001, Angew. Chem. Int. Ed., 40, 4570, 10.1002/1521-3773(20011217)40:24<4570::AID-ANIE4570>3.0.CO;2-4

Que, 2002, Angew. Chem. Int. Ed., 41, 1114, 10.1002/1521-3773(20020402)41:7<1114::AID-ANIE1114>3.0.CO;2-6

Stack, 2003, Dalton Trans., 1881, 10.1039/B300201M

Mirica, 2004, Chem. Rev., 104, 1013, 10.1021/cr020632z

Lewis, 2004, Chem. Rev., 104, 1047, 10.1021/cr020633r

2007, Acc. Chem. Res., 40, 465, 10.1021/ar700131d

Osato, 2004, Chem. Eur. J., 10, 237, 10.1002/chem.200305263

Itoh, 2006, Dalton Trans., 4531, 10.1039/b607964d

Striejewske, 1998, Chem. Commun., 555

Conry, 1999, Inorg. Chem., 38, 2833, 10.1021/ic981418p

Thompson, 1983, J. Am. Chem. Soc., 105, 3522, 10.1021/ja00349a026

Thompson, 1984, Inorg. Chem., 23, 2813, 10.1021/ic00186a020

Masuda, 1987, J. Organomet. Chem., 322, 121, 10.1016/0022-328X(87)85031-3

Bartell, 1963, J. Chem. Phys., 42, 2683, 10.1063/1.1703223

Mingos, 1982, vol. 3, 1

Xue, 2008, Nat. Chem. Biol., 4, 107, 10.1038/nchembio.2007.57

Franz, 2008, Nat. Chem. Biol., 4, 85, 10.1038/nchembio0208-85

Dryhurst, 1990, Chem. Rev., 90, 795, 10.1021/cr00103a007

Millhauser, 2004, Acc. Chem. Res., 37, 79, 10.1021/ar0301678

Brown, 2004, Dalton Trans., 1907, 10.1039/b401985g

Gaggelli, 2006, Chem. Rev., 106, 1995, 10.1021/cr040410w

Bonomo, 2006, 133

Marino, 2007, J. Phys. Chem. B, 111, 635, 10.1021/jp065296v

Ruiz, 2000, Biochem. Biophys. Chem. Commun., 269, 491, 10.1006/bbrc.2000.2270

Miura, 2005, Biochemistry, 44, 8712, 10.1021/bi0501784

Kitajima, 1989, J. Am. Chem. Soc., 111, 8975, 10.1021/ja00206a062

Kitajima, 1992, J. Am. Chem. Soc., 114, 1277, 10.1021/ja00030a025

Holland, 2000, Coord. Chem. Rev., 190–192, 855

Hayashi, 2000, J. Am. Chem. Soc., 122, 2124, 10.1021/ja992680f

Itoh, 1995, J. Am. Chem. Soc., 117, 4714, 10.1021/ja00121a033

Itoh, 1998, J. Am. Chem. Soc., 120, 2890, 10.1021/ja972809q

Itoh, 2000, Appl. Catal. A, 194–195, 453, 10.1016/S0926-860X(99)00391-9

Shimazaki, 2001, Angew. Chem. Int. Ed., 40, 3859, 10.1002/1521-3773(20011015)40:20<3859::AID-ANIE3859>3.0.CO;2-K

Tsuji, 1981, Bull. Chem. Soc. Jpn., 54, 2369, 10.1246/bcsj.54.2369

Newkome, 1986, Chem. Rev., 86, 451, 10.1021/cr00072a006

Yoneda, 1994, Chem. Lett., 175, 10.1246/cl.1994.175

Orpen, 1989, J. Chem. Soc., Dalton Trans., S1, 10.1039/dt98900000s1

Newkome, 1985, Inorg. Chem., 24, 811, 10.1021/ic00200a005

Omae, 1986

Crabtree, 1985, Chem. Rev., 85, 245, 10.1021/cr00068a002

Alsters, 1993, Organometallics, 12, 1831, 10.1021/om00029a045

Y. Shimazaki, T. Yajima, Y. Nakabayashi, Y. Naruta, O. Yamauchi, Inorg. Chim. Acta, in press.

Parshall, 1970, Acc. Chem. Res., 3, 139, 10.1021/ar50028a004

Ryabov, 1990, Chem. Rev., 90, 403, 10.1021/cr00100a004

Beller, 1996, Chem. Ber., 129, 1259, 10.1002/cber.19961291018

O’Keefe, 1999, Inorg. Chem. Commun., 2, 10, 10.1016/S1387-7003(98)00133-6

O’Keefe, 2003, Organometallics, 22, 1281, 10.1021/om0207461

Gómez, 2000, Eur. J. Inorg. Chem., 217, 10.1002/(SICI)1099-0682(200001)2000:1<217::AID-EJIC217>3.0.CO;2-Q

Gross, 2001, Int. J. Quantum Chem., 85, 569, 10.1002/qua.1525

Martell, 1977, vol. 3

Barnard, 1987, vol. 5

Shimazaki, 2000, Bull. Chem. Soc. Jpn., 73, 1187, 10.1246/bcsj.73.1187

Stubbe, 1998, Chem. Rev., 98, 705, 10.1021/cr9400875

DeFelippis, 1991, J. Phys. Chem., 95, 3416, 10.1021/j100161a081

Solar, 1991, J. Phys. Chem., 95, 3639, 10.1021/j100162a038

Shimazaki, 2007, J. Am. Chem. Soc., 129, 2559, 10.1021/ja067022r

Halfen, 1996, Angew. Chem., Int. Ed. Engl., 35, 1687, 10.1002/anie.199616871

Chaudhuri, 2001, Prog. Inorg. Chem., 50, 151, 10.1002/0471227110.ch2

Thomas, 2007, Eur. J. Inorg. Chem., 2379, 10.1002/ejic.200601091

Munoz, 2001, Adv. Synth. Catal., 343, 338, 10.1002/1615-4169(20010226)343:4<338::AID-ADSC338>3.0.CO;2-I

Dangel, 2002, J. Am. Chem. Soc., 124, 11856, 10.1021/ja027311p

Solé, 2006, Organometallics, 25, 1995, 10.1021/om051014m

2005, Tetrahedron, 61, 9647, 10.1016/S0040-4020(05)01527-9