Anticancer drugs from nature—natural products as a unique source of new microtubule-stabilizing agents

Natural Product Reports - Tập 24 Số 2 - Trang 327-357
Karl‐Heinz Altmann1, Jürg Gertsch1
1Department of Chemistry and Applied Biosciences, Institute of Pharmaceutical Sciences, Swiss Federal Institute of Technology (ETH), HCI H405, Wolfgang-Pauli-Str. 10,Zürich,Switzerland

Tóm tắt

Từ khóa


Tài liệu tham khảo

McLaughlin, 2003, Drug Discovery Today, 8, 793, 10.1016/S1359-6446(03)02792-2

Capdeville, 2002, Nat. Rev. Drug Discovery, 1, 493, 10.1038/nrd839

M. C. Lu , in Cancer Chemotherapeutic Agents, ed. W. O. Foye, American Chemical Society, Washington, DC, 1995, pp. 345–368

Mekhail, 2002, Expert Opin. Pharmacother., 3, 755, 10.1517/14656566.3.6.755

Obasaju, 2001, Hematology/Oncology Clinics of North America, 15, 525, 10.1016/S0889-8588(05)70230-6

Hamel, 1996, Med. Res. Rev., 16, 207, 10.1002/(SICI)1098-1128(199603)16:2<207::AID-MED4>3.0.CO;2-4

Wani, 1971, J. Am. Chem. Soc., 93, 2325, 10.1021/ja00738a045

Rowinsky, 1997, Annu. Rev. Med., 48, 353, 10.1146/annurev.med.48.1.353

Schiff, 1979, Nature, 277, 665, 10.1038/277665a0

Höfle, 1993, Chem. Abstr., 120, 52841

Gerth, 1996, J. Antibiot., 49, 560, 10.7164/antibiotics.49.560

Bollag, 1995, Cancer Res., 55, 2325

ter Haar, 1996, Biochemistry, 35, 243, 10.1021/bi9515127

Hung, 1996, Chem. Biol., 3, 287, 10.1016/S1074-5521(96)90108-8

Lindel, 1997, J. Am. Chem. Soc., 119, 8744, 10.1021/ja9717828

Long, 1998, Cancer Res., 58, 1111

D'Ambrosio, 1987, Helv. Chim. Acta, 70, 2019, 10.1002/hlca.19870700807

Ciomei, 1997, Proc. Am. Assoc. Cancer Res., 38, 5 (abstract 30)

Quiñoà, 1988, J. Org. Chem., 53, 3644, 10.1021/jo00250a052

Corley, 1988, J. Org. Chem., 53, 3644, 10.1021/jo00250a053

Mooberry, 1999, Cancer Res., 59, 653

Sato, 2000, J. Antibiot., 53, 123, 10.7164/antibiotics.53.123

Sato, 2000, J. Antibiot., 53, 204, 10.7164/antibiotics.53.204

Yoshimura, 2000, J. Antibiot., 53, 615, 10.7164/antibiotics.53.615

West, 2000, J. Org. Chem., 65, 445, 10.1021/jo991296y

Hood, 2002, Cancer Res., 62, 3356

Pettit, 1994, J. Chem. Soc., Chem. Commun., 1111, 10.1039/c39940001111

Isbrucker, 2003, Biochem. Pharmacol., 66, 75, 10.1016/S0006-2952(03)00192-8

Shintani, 1997, Cancer Chemother. Pharmacol., 40, 513, 10.1007/s002800050695

Klar, 1998, Bioorg. Med. Chem. Lett., 8, 1397, 10.1016/S0960-894X(98)00226-1

Haggarty, 2000, Chem. Biol., 7, 275, 10.1016/S1074-5521(00)00101-0

von Angerer, 2000, Curr. Opin. Drug Discovery Dev., 3, 575

Prinz, 2002, Expert Rev. Anticancer Ther., 2, 695, 10.1586/14737140.2.6.695

Michaelis, 2005, J. Pharmacol. Exp. Ther., 312, 659, 10.1124/jpet.104.074450

Zhang, 2005, Proc. Natl. Acad. Sci. U. S. A., 102, 227, 10.1073/pnas.0406361102

Hamel, 2002, Curr. Med. Chem.: Anti-Cancer Agents, 2, 19

Khalil, 2006, ChemBioChem, 7, 678, 10.1002/cbic.200500421

Fojo, 2000, Curr. Opin. Oncol., Endocr. Metab. Invest. Drugs, 2, 293

Morsman, 2000, Curr. Opin. Oncol., Endocr. Metab. Invest. Drugs, 2, 305

ter Haar, 1998, Expert Opin. Ther. Pat., 8, 571, 10.1517/13543776.8.5.571

He, 2001, Drug Discovery Today, 6, 1153, 10.1016/S1359-6446(01)02038-4

Altmann, 2001, Curr. Opin. Chem. Biol., 5, 424, 10.1016/S1367-5931(00)00225-8

Jordan, 2002, Curr. Med. Chem.: Anti-Cancer Agents, 2, 1, 10.2174/1568026023394263

Myles, 2002, Ann. Rep. Med. Chem., 37, 125

Jordan, 2004, Nat. Rev. Cancer, 4, 253, 10.1038/nrc1317

Nogales, 2001, Annu. Rev. Biophys. Biomol. Struct., 30, 397, 10.1146/annurev.biophys.30.1.397

Valiron, 2001, Cell. Mol. Life Sci., 58, 2069, 10.1007/PL00000837

Amos, 2004, Org. Biomol. Chem., 2, 2153, 10.1039/b403634d

Jordan, 1998, Curr. Opin. Cell Biol., 10, 123, 10.1016/S0955-0674(98)80095-1

Zhai, 1996, J. Cell Biol., 135, 201, 10.1083/jcb.135.1.201

Rusan, 2001, Mol. Biol. Cell, 12, 971, 10.1091/mbc.12.4.971

Chen, 2002, Cancer Res., 14, 1935

Chen, 2003, Cancer Res., 15, 7891

Jordan, 1996, Cancer Res., 56, 816

Altmann, 2000, Biochim. Biophys. Acta, 1470, M79

Altmann, 2000, Chimia, 54, 612, 10.2533/chimia.2000.612

Jordan, 1993, Proc. Natl. Acad. Sci. U. S. A., 90, 9552, 10.1073/pnas.90.20.9552

Derry, 1995, Biochemistry, 34, 2203, 10.1021/bi00007a014

Yvon, 1999, Mol. Biol. Cell, 10, 947, 10.1091/mbc.10.4.947

Kamath, 2003, Cancer Res., 63, 6026

Madiraju, 2005, Biochemistry, 44, 15053, 10.1021/bi050685l

Honore, 2004, Cancer Res., 64, 4957, 10.1158/0008-5472.CAN-04-0693

Nogales, 1998, Nature, 391, 199, 10.1038/34465

Nettles, 2004, Science, 305, 866, 10.1126/science.1099190

Kowalski, 1997, J. Biol. Chem., 272, 2534, 10.1074/jbc.272.4.2534

Kowalski, 1997, Mol. Pharmacol., 52, 613, 10.1124/mol.52.4.613

Hamel, 1999, Biochemistry, 38, 5490, 10.1021/bi983023n

Pryor, 2002, Biochemistry, 41, 9109, 10.1021/bi020211b

Gaitanos, 2004, Cancer Res., 64, 5063, 10.1158/0008-5472.CAN-04-0771

Pineda, 2004, Bioorg. Med. Chem. Lett., 14, 4825, 10.1016/j.bmcl.2004.07.053

Löwe, 2001, J. Mol. Biol., 313, 1045, 10.1006/jmbi.2001.5077

Buey, 2005, Chem. Biol., 12, 1269, 10.1016/j.chembiol.2005.09.010

Caggiano, 2003, Tetrahedron Lett., 44, 7913, 10.1016/j.tetlet.2003.09.010

Beumer, 2003, Tetrahedron, 59, 8803, 10.1016/j.tet.2003.08.057

Bold, 2006, ChemMedChem, 1, 37, 10.1002/cmdc.200500051

Gottesmann, 2002, Nat. Rev. Cancer, 2, 48, 10.1038/nrc706

Gottesman, 2002, Annu. Rev. Med., 53, 615, 10.1146/annurev.med.53.082901.103929

Leonard, 2003, Oncologist, 8, 411, 10.1634/theoncologist.8-5-411

Garraway, 2002, Eur. J. Cancer, 38, 2337, 10.1016/S0959-8049(02)00490-2

Drukman, 2002, Int. J. Oncol., 21, 621

Orr, 2003, Oncogene, 22, 7280, 10.1038/sj.onc.1206934

Verills, 2005, Curr. Pharm. Design, 11, 1719, 10.2174/1381612053764706

Kavallaris, 1997, J. Clin. Invest., 100, 1282, 10.1172/JCI119642

Ranganathan, 1998, Br. J. Cancer, 77, 562, 10.1038/bjc.1998.91

Kyu-Ho Han, 2000, Eur. J. Cancer, 36, 1565, 10.1016/S0959-8049(00)00145-3

Nicoletti, 2001, Clin. Cancer Res., 7, 2912

Banerjee, 1990, J. Biol. Chem., 265, 1794, 10.1016/S0021-9258(19)40087-2

Lu, 1993, Cell Struct. Funct., 18, 173, 10.1247/csf.18.173

Lu, 1994, J. Biol. Chem., 269, 2041, 10.1016/S0021-9258(17)42132-6

Panda, 1994, Proc. Natl. Acad. Sci. U. S. A., 91, 11358, 10.1073/pnas.91.24.11358

Goncalves, 2001, Proc. Natl. Acad. Sci. U. S. A., 98, 11737, 10.1073/pnas.191388598

Kamath, 2005, J. Biol. Chem., 280, 12902, 10.1074/jbc.M414477200

Giannakakou, 1997, J. Biol. Chem., 272, 17118, 10.1074/jbc.272.27.17118

He, 2001, Mol. Cancer Ther., 1, 3

Verrills, 2003, Chem. Biol., 10, 597, 10.1016/S1074-5521(03)00141-8

Yang, 2005, Mol. Cancer Ther., 4, 987, 10.1158/1535-7163.MCT-05-0024

Monzo, 1999, J. Clin. Oncol., 17, 1786, 10.1200/JCO.1999.17.6.1786

Berrieman, 2004, Lancet Oncol., 5, 158, 10.1016/S1470-2045(04)01411-1

D. G. I. Kingston , in Anticancer Agents from Natural Products, ed. G. M. Cragg, D. G. I. Kingston and D. J. Newman, CRC Press LLC, Boca Raton, Fla, 2005, pp. 89–122

Cragg, 1993, J. Nat. Prod., 56, 1657, 10.1021/np50100a001

Samaranyake, 1993, J. Nat. Prod., 56, 884, 10.1021/np50096a012

Denis, 1988, J. Am. Chem. Soc., 110, 5917, 10.1021/ja00225a063

R. A. Holton , R. J.Biediger and P. D.Boatman, in Taxol, Science and Applications, ed. M. Suffness, CRC Press, Inc., Boca Raton, FL, 1995, ch. 5

Tabata, 2006, Curr. Drug Targets, 7, 453, 10.2174/138945006776359368

Strobel, 2003, Microbes Infect., 5, 535, 10.1016/S1286-4579(03)00073-X

Diaz, 1998, J. Biol. Chem., 273, 33803, 10.1074/jbc.273.50.33803

Woods, 1995, Mol. Med., 1, 506, 10.1007/BF03401588

Torres, 1998, Cancer Res., 58, 3620

Fanara, 2004, J. Biol. Chem., 279, 49940, 10.1074/jbc.M409660200

M. Suffness , Taxol: Science and applications, CRC Press, Inc., Boca Raton, FL, 1995

Taxane anticancer agents: Basic science and current status, ed. G. I. Georg, T. T. Chen, I. Ojima and D. M. Vyas, American Chemical Society, Washington D. C., vol. 583, 1995

Blagosklonny, 1999, Int. J. Cancer, 83, 151, 10.1002/(SICI)1097-0215(19991008)83:2<151::AID-IJC1>3.0.CO;2-5

Abal, 2003, Curr. Cancer Drug Targets, 3, 193, 10.2174/1568009033481967

Bergstralh, 2006, Cancer Treat. Rev., 32, 166, 10.1016/j.ctrv.2006.01.004

Ganansia-Leymarie, 2003, Curr. Med. Chem.: Anti-Cancer Agents, 3, 291

Park, 2004, J. Biol. Chem., 279, 51057, 10.1074/jbc.M406543200

Rodi, 1999, J. Mol. Biol., 285, 197, 10.1006/jmbi.1998.2303

Subbaramaiah, 2003, J. Biol. Chem., 278, 37637, 10.1074/jbc.M301481200

Altorki, 2005, Clin. Cancer Res., 11, 4191, 10.1158/1078-0432.CCR-05-0108

Perera, 2001, J. Immunol., 166, 574, 10.4049/jimmunol.166.1.574

Kawasaki, 2003, J. Endotoxin Res., 9, 301, 10.1177/09680519030090050501

Hajjar, 2002, Nat. Immunol., 3, 354, 10.1038/ni777

Wang, 2002, Br. J. Haematol., 188, 638, 10.1046/j.1365-2141.2002.03645.x

Byrd-Leifer, 2001, Eur. J. Immunol., 31, 2448, 10.1002/1521-4141(200108)31:8<2448::AID-IMMU2448>3.0.CO;2-N

Bhat, 1999, J. Immunol., 162, 7335, 10.4049/jimmunol.162.12.7335

Byrd, 1999, Proc. Natl. Acad. Sci. U. S. A., 96, 5645, 10.1073/pnas.96.10.5645

Escuin, 2005, Cancer Res., 65, 9021, 10.1158/0008-5472.CAN-04-4095

Minotti, 1991, J. Biol. Chem., 266, 3987, 10.1016/S0021-9258(19)67891-9

Wang, 2005, Biochim. Biophys. Acta, 1744, 245, 10.1016/j.bbamcr.2004.12.003

Hari, 2003, Cell. Motil. Cytoskeleton, 56, 45, 10.1002/cm.10132

Bhattacharaya, 2004, Mol. Biol. Cell, 15, 3123, 10.1091/mbc.E04-01-0060

Kavallaris, 1999, Br. J. Cancer, 80, 1020, 10.1038/sj.bjc.6690507

Ferlini, 2005, Cancer Res., 65, 2397, 10.1158/0008-5472.CAN-04-3065

Casey, 2006, Nat. Clin. Pract. Oncol., 3, 288, 10.1038/ncponc0496

Pasquier, 2005, Cancer Res., 65, 2433, 10.1158/0008-5472.CAN-04-2624

Hotchkiss, 2002, Mol. Cancer Ther., 1, 1191

Inoue, 2003, Clin. Cancer Res., 9, 886

Grant, 2003, Int. J. Cancer, 104, 121, 10.1002/ijc.10907

Ojima, 1999, Curr. Med. Chem., 6, 927, 10.2174/092986730610220401155105

Lin, 2000, Exp. Opin. Ther. Patents, 10, 869, 10.1517/13543776.10.6.869

D. G. I. Kingston , in Progress in the Chemistry of Organic Natural Products, ed. W. Herz, H. Falk and G. W. Kirby, Springer, Vienna, 2002, vol. 48, pp. 53–224

Guerrite, 2001, Curr. Pharm. Design, 7, 1229, 10.2174/1381612013397429

Geney, 2005, Med. Chem., 1, 125, 10.2174/1573406053175292

Cragg, 2004, J. Nat. Prod., 67, 232, 10.1021/np030420c

Rose, 2001, Cancer Chemother. Pharmacol., 47, 97, 10.1007/s002800000241

Altstadt, 2001, J. Med. Chem., 44, 4577, 10.1021/jm0102607

Chen, 2002, Front. Biotechnol. Pharm., 3, 157

Mastalerz, 2003, Bioorg. Med. Chem., 11, 4315, 10.1016/S0968-0896(03)00495-4

Ali, 2001, Anticancer Drugs, 12, 117, 10.1097/00001813-200102000-00004

Sampath, 2003, Mol. Cancer Ther., 2, 873

Shionoya, 2003, Cancer Sci., 94, 459, 10.1111/j.1349-7006.2003.tb01465.x

Choy, Clin. Cancer Res., 4, 1931

Cisternino, 2003, Br. J. Pharmacol., 138, 1367, 10.1038/sj.bjp.0705150

Nicoletti, 2000, Cancer Res., 60, 842

Polizzi, 2000, Clin. Cancer Res., 6, 2070

Vredenburg, 2001, J. Natl. Cancer Inst., 93, 1234, 10.1093/jnci/93.16.1234

He, 2000, Biochemistry, 39, 3972, 10.1021/bi992518p

Boddy, 2005, Clin. Cancer Res., 11, 7834, 10.1158/1078-0432.CCR-05-0803

Hennenfent, 2006, Ann. Oncol., 17, 735, 10.1093/annonc/mdj100

Garber, 2004, J. Natl. Cancer Inst., 96, 90, 10.1093/jnci/96.2.90

Chen, 2005, Expert Opin. Drug Delivery, 2, 873, 10.1517/17425247.2.5.873

Jimenez-Barbero, 2002, Curr. Med. Chem.: Anti-Cancer Agents, 2, 91

Gueritte-Voegelein, 1990, Acta Crystallogr., C46, 781

Snyder, 2000, J. Am. Chem. Soc., 122, 724, 10.1021/ja9930115

Snyder, 2001, Proc. Natl. Acad. Sci. U. S. A., 98, 5312, 10.1073/pnas.051309398

Li, 2000, Biochemistry, 39, 281, 10.1021/bi991936r

Alcaraz, 2006, J. Med. Chem., 49, 2478, 10.1021/jm051119r

Geney, 2006, Chem. Biol., 12, 339, 10.1016/j.chembiol.2005.01.004

Kingston, 2005, Cell Cycle, 4, 279, 10.4161/cc.4.2.1408

Ganesh, 2004, Proc. Natl. Acad. Sci. U. S. A., 101, 10006, 10.1073/pnas.0403459101

Cragg, 1991, Cancer Cells, 3, 233

Kingston, 2001, Chem. Commun., 10, 867, 10.1039/b100070p

Kingston, 2002, Prog. Chem. Org. Nat. Prod., 84, 53

Eisenreich, 1996, Proc. Natl. Acad. Sci. U. S. A., 93, 6431, 10.1073/pnas.93.13.6431

Jennewein, 2001, Proc. Natl. Acad. Sci. U. S. A., 98, 13595, 10.1073/pnas.251539398

Koepp, 1995, J. Biol. Chem., 270, 8686, 10.1074/jbc.270.15.8686

Hezari, 1995, Arch. Biochem. Biophys., 322, 437, 10.1006/abbi.1995.1486

Lin, 1996, Biochemistry, 35, 2968, 10.1021/bi9526239

Hefner, 1996, Chem. Biol., 3, 479, 10.1016/S1074-5521(96)90096-4

Lovy Wheeler, 2001, Arch. Biochem. Biophys., 390, 265, 10.1006/abbi.2001.2377

Chau, 2004, Chem. Biol., 11, 663

Horiguchi, 2002, J. Org. Chem., 67, 4901, 10.1021/jo025679z

Fleming, 1993, J. Am. Chem. Soc., 115, 805, 10.1021/ja00055a072

Fleming, 1994, J. Am. Chem. Soc., 116, 4137, 10.1021/ja00088a083

Long, 2005, Biochem. Biophys. Res. Commun., 338, 410, 10.1016/j.bbrc.2005.08.119

Jennewein, 2004, Proc. Natl. Acad. Sci. U. S. A., 101, 9149, 10.1073/pnas.0403009101

Chen, 1987, Tetrahedron Lett., 28, 1673, 10.1016/S0040-4039(00)95391-7

Tinley, 2003, Cancer Res., 63, 3211

Carboni, 1963, Tetrahedron Lett., 4, 2783

Bocca, 2002, Planta Med., 68, 1135, 10.1055/s-2002-36342

Riddle, 1985, Isis, 76, 319, 10.1086/354018

Wang, 2002, J. Nat. Prod., 65, 1246, 10.1021/np0200921

Miglietta, 2003, Cancer Chemother. Pharmacol., 51, 67, 10.1007/s00280-002-0541-4

Madari, 2003, Cancer Res., 63, 1214

Chen, 2002, Chinese Pharm. J., 54, 419, 10.1211/0022357021778493

Ogasawara, 2001, Biol. Pharm. Bull., 24, 917, 10.1248/bpb.24.917

Ogasawara, 2004, Biol. Pharm. Bull., 27, 578, 10.1248/bpb.27.578

Shyu, 2006, Life Sci., 78, 2234, 10.1016/j.lfs.2005.09.027

Liao, 2005, Carcinogenesis, 26, 968, 10.1093/carcin/bgi041

Miglietta, 2004, Chem.-Biol. Interact., 149, 165, 10.1016/j.cbi.2004.07.005

Kwok, 2001, Chem. Biol., 8, 759, 10.1016/S1074-5521(01)00049-7

Wen, 2002, J. Biol. Chem., 277, 38954, 10.1074/jbc.M203842200

Bocca, 2004, Chem.-Biol. Interact., 147, 79, 10.1016/j.cbi.2003.10.008

G. Höfle and H.Reichenbach, in Anticancer Agents from Natural Products, ed. G. M. Cragg, D. G. I. Kingston and D. J. Newman, CRC Press LLC, Boca Raton, Fla, 2005, pp. 413–450

Wartmann, 2002, Curr. Med. Chem.: Anti-Cancer Agents, 2, 123

Altaha, 2002, Curr. Pharm. Des., 8, 1707, 10.2174/1381612023394043

Altmann, 2003, Mini-Rev. Med. Chem., 3, 149, 10.2174/1389557033405269

Borzilleri, 2003, Drugs Future, 27, 1149, 10.1358/dof.2002.027.12.711728

Altmann, 2005, Curr. Pharm. Des., 11, 1595, 10.2174/1381612053764715

Kolman, 2005, Curr. Opin. Invest. Drugs, 6, 616

Höfle, 1996, Angew. Chem., Int. Ed. Engl., 35, 1567, 10.1002/anie.199615671

Nicolaou, 1998, Angew. Chem., Int. Ed., 37, 2014, 10.1002/(SICI)1521-3773(19980817)37:15<2014::AID-ANIE2014>3.0.CO;2-2

Harris, 1999, J. Org. Chem., 64, 8434, 10.1021/jo991006d

Mulzer, 1999, J. Heterocycl. Chem., 36, 1421

Nicolaou, 2001, Chem. Commun., 1523, 10.1039/b104949f

Altmann, 2004, Org. Biomol. Chem., 2, 2137, 10.1039/b405839a

Watkins, 2005, Curr. Pharm. Des., 11, 1615, 10.2174/1381612053764742

Nicolaou, 2006, ChemMedChem, 1, 41, 10.1002/cmdc.200500056

Cachoux, 2006, Synlett, 1384

Pellegrini, 2005, Cancer Invest., 23, 264, 10.1081/CNV-200055970

Bhandari, 2005, BJU Int., 96, 296, 10.1111/j.1464-410X.2005.05618.x

Lee, 2005, Semin. Oncol., 32, S22, 10.1053/j.seminoncol.2005.09.013

Kuppens, 2006, Curr. Clin. Pharm., 1, 57, 10.2174/157488406775268200

Pietras, 2003, Clin. Cancer Res., 9, 3779

Lin, 2005, Blood, 105, 350, 10.1182/blood-2004-06-2499

O'Reilly, 2005, Prostate, 65, 231, 10.1002/pros.20289

Rothermel, 2003, Semin. Oncol., 30, 51, 10.1016/S0093-7754(03)70025-6

de Jonge, 2005, J. Clin. Oncol., 23, 9048, 10.1200/JCO.2005.03.8844

Lee, 2001, Clin. Cancer Res., 7, 1429

McDaid, 2002, Clin. Cancer Res., 8, 2035

Lin, 2003, Curr. Opin. Invest. Drugs, 4, 746

Mani, 2004, Clin. Cancer Res., 10, 1289, 10.1158/1078-0432.CCR-0919-03

Zhuang, 2005, Cancer, 103, 1932, 10.1002/cncr.20977

Okuno, 2005, J. Clin. Oncol., 23, 3069, 10.1200/JCO.2005.00.372

Gadgeel, 2005, Clin. Cancer Res., 11, 6233, 10.1158/1078-0432.CCR-05-0127

Rosenberg, 2006, Cancer, 106, 58, 10.1002/cncr.21559

Chou, 1998, Proc. Natl. Acad. Sci. U. S. A., 95, 9642, 10.1073/pnas.95.16.9642

Chou, 1998, Proc. Natl. Acad. Sci. U. S. A., 95, 15798, 10.1073/pnas.95.26.15798

Wang, 2005, Cancer Chemother. Pharmacol., 56, 255, 10.1007/s00280-004-0965-0

D. Spriggs , J.Dupont, S.Pezzulli, J.Larkin, J.Cropp, R.Johnson and A. L.Hannah, AACR-NCI-EORTC International Conference: Molecular Targets and Cancer Therapeutics, Boston, MA, USA, Nov 17–21, 2003. Abstract #A248. Published as a supplement to Clin. Cancer Res., 2003, 9, issue 16

K. Holen , A.Hannah, Y.Zhou, G.Cropp, R.Johnson, J.Volkman, K.Binger, D.Alberti and G.Wilding, AACR-NCI-EORTC International Conference: Molecular Targets and Cancer Therapeutics, Boston, MA, USA, Nov 17–21, 2003. Abstract #A261. Published as a supplement to Clin. Cancer Res., 2003, 9, issue 16

Kamath, 2005, Cancer Chemother. Pharmacol., 56, 145, 10.1007/s00280-004-0928-5

Wartmann, 2004, Proceedings of the American Association for Cancer Research, 45, Abstract #5440

Meng, 1997, J. Am. Chem. Soc., 119, 2733, 10.1021/ja964275j

Su, 1997, Angew. Chem., Int. Ed. Engl., 36, 757, 10.1002/anie.199707571

Su, 1997, Angew. Chem., Int. Ed. Engl., 36, 2093, 10.1002/anie.199720931

Nicolaou, 1997, Nature, 387, 268, 10.1038/387268a0

Nicolaou, 1997, Angew. Chem., Int. Ed. Engl., 36, 2097, 10.1002/anie.199720971

Johnson, 2000, Org. Lett., 2, 1537, 10.1021/ol0058240

Regueiro-Ren, 2001, Org. Lett., 3, 2693, 10.1021/ol016273w

Nicolaou, 1999, Bioorg. Med. Chem., 7, 665, 10.1016/S0968-0896(98)00153-9

Höfle, 1999, Angew. Chem., Int. Ed., 38, 1971, 10.1002/(SICI)1521-3773(19990712)38:13/14<1971::AID-ANIE1971>3.0.CO;2-X

Nicolaou, 2002, Tetrahedron, 58, 6413, 10.1016/S0040-4020(02)00655-5

Borzilleri, 2000, J. Am. Chem. Soc., 122, 8890, 10.1021/ja001899n

Hardt, 2001, J. Nat. Prod., 64, 847, 10.1021/np000629f

Arslanian, 2002, J. Nat. Prod., 65, 1061, 10.1021/np020120f

Biswas, 2002, J. Am. Chem. Soc., 124, 9825, 10.1021/ja0262333

Rivkin, 2003, J. Am. Chem. Soc., 125, 2899, 10.1021/ja029695p

Rivkin, 2004, J. Am. Chem. Soc., 126, 10913, 10.1021/ja046992g

Yoshimura, 2003, Angew. Chem., Int. Ed., 42, 2518, 10.1002/anie.200351407

Chou, 2003, Angew. Chem., Int. Ed., 42, 4762, 10.1002/anie.200352361

Wu, 2005, Proc. Natl. Acad. Sci. U. S. A., 102, 10640, 10.1073/pnas.0504512102

Chou, 2005, Cancer Res., 65, 9445, 10.1158/0008-5472.CAN-05-1014

Rivkin, 2005, Angew. Chem., Int. Ed., 44, 2838, 10.1002/anie.200461751

Cho, 2005, Drugs Future, 30, 737, 10.1358/dof.2005.030.07.895806

Carlomagno, 2003, Angew. Chem., Int. Ed., 42, 2511, 10.1002/anie.200351276

Regueiro-Ren, 2002, Org. Lett., 4, 3815, 10.1021/ol026589j

Nicolaou, 2000, Chem. Biol., 7, 593, 10.1016/S1074-5521(00)00006-5

Ojima, 1999, Proc. Natl. Acad. Sci. U. S. A., 96, 4256, 10.1073/pnas.96.8.4256

Giannakakou, 2000, Proc. Natl. Acad. Sci. U. S. A., 97, 2904, 10.1073/pnas.040546297

Wang, 1999, Org. Lett., 1, 43, 10.1021/ol990521v

Manetti, 2003, Il Farmaco, 58, 357, 10.1016/S0014-827X(03)00052-1

Manetti, 2004, Curr. Top. Med. Chem., 4, 203, 10.2174/1568026043451465

Walsh, 2003, J. Ind. Microbiol. Biotechnol., 30, 448, 10.1007/s10295-003-0044-2

Molnar, 2000, Chem. Biol., 7, 97, 10.1016/S1074-5521(00)00075-2

Tang, 2000, Science, 287, 640, 10.1126/science.287.5453.640

Julien, 2000, Gene, 249, 153, 10.1016/S0378-1119(00)00149-9

Gerth, 2000, J. Antibiot., 53, 1373, 10.7164/antibiotics.53.1373

Steinmetz, 2001, J. Antibiot., 54, 144, 10.7164/antibiotics.54.144

Chen, 2001, Chem. Biol., 8, 899, 10.1016/S1074-5521(01)00064-3

Kelly, 2005, Biochemistry, 44, 13385, 10.1021/bi051124x

Nagano, 2003, J. Biol. Chem., 278, 44886, 10.1074/jbc.M308115200

Ogura, 2004, Biochemistry, 43, 14712, 10.1021/bi048980d

Tang, 2004, J. Am. Chem. Soc., 126, 46, 10.1021/ja030503f

Arslanian, 2002, J. Nat. Prod., 65, 570, 10.1021/np010438s

Julien, 2002, Antimicrob. Agents Chemother., 46, 2772, 10.1128/AAC.46.9.2772-2778.2002

Arslanian, 2002, J. Nat. Prod., 65, 1061, 10.1021/np020120f

Mutka, 2006, Biochemistry, 45, 1321, 10.1021/bi052075r

Boddy, 2004, J. Am. Chem. Soc., 126, 7436, 10.1021/ja048108s

Adam, 2003, Angew. Chem., Int. Ed., 42, 5480, 10.1002/anie.200352576

Vanderwal, 2003, J. Am. Chem. Soc., 125, 5393, 10.1021/ja021472b

Yoshimura, 2004, J. Antibiot., 57, 429, 10.7164/antibiotics.57.429

Edler, 2005, Biochemistry, 44, 11525, 10.1021/bi050660m

Gunasekera, 1990, J. Org. Chem., 55, 4912, 10.1021/jo00303a029

Longley, 1991, Transplantation, 52, 650, 10.1097/00007890-199110000-00014

Longley, 1991, Transplantation, 52, 656, 10.1097/00007890-199110000-00015

Longley, 1993, Ann. N. Y. Acad. Sci., 696, 94, 10.1111/j.1749-6632.1993.tb17145.x

Hung, 1996, Chem. Biol., 3, 287, 10.1016/S1074-5521(96)90108-8

Kowalski, 1997, Mol. Pharmacol., 52, 613, 10.1124/mol.52.4.613

Martello, 2001, Chem. Biol., 8, 843, 10.1016/S1074-5521(01)00055-2

Honore, 2003, Mol. Cancer Ther., 2, 1303

Martello, 2000, Clin. Cancer Res., 6, 1978

Giannakakou, 2000, Clin. Cancer Res., 6, 1613

Huang, 2006, Clin. Cancer Res., 12, 298, 10.1158/1078-0432.CCR-05-0229

Klein, 2005, Cell Cycle, 4, 501, 10.4161/cc.4.3.1550

Smith, III, 2005, Org. Lett., 7, 1825, 10.1021/ol050455z

Smith, III, 2003, Org. Lett., 5, 4405, 10.1021/ol035697i

Smith, III, 2000, J. Am. Chem. Soc., 122, 8654, 10.1021/ja0015287

Paterson, 2005, J. Org. Chem., 70, 5494, 10.1021/jo050481a

Paterson, 2005, J. Org. Chem., 70, 150, 10.1021/jo048534w

Paterson, 2003, Org. Lett., 5, 35, 10.1021/ol0270780

Paterson, 2001, J. Am. Chem. Soc., 123, 9535, 10.1021/ja011211m

Paterson, 2000, Angew. Chem., Int. Ed., 39, 377, 10.1002/(SICI)1521-3773(20000117)39:2<377::AID-ANIE377>3.0.CO;2-E

Mickel, 2004, Curr. Opin. Drug Discovery Dev., 7, 869

Mickel, 2004, Org. Process Res. Dev., 8, 122, 10.1021/op034134j

Paterson, 2003, Eur. J. Org. Chem., 12, 2193, 10.1002/ejoc.200300061

Burlingame, 2004, Bioorg. Med. Chem. Lett., 14, 2335, 10.1016/j.bmcl.2004.01.102

Smith, III, 2005, Org. Lett., 7, 311, 10.1021/ol047686a

Smith, III, 2005, Org. Lett., 7, 315, 10.1021/ol0476873

Shaw, 2005, J. Am. Chem. Soc., 127, 6532, 10.1021/ja051185i

Smith, III, 2005, Org. Lett., 7, 4613, 10.1021/ol051691c

Smith, III, 2005, Org. Lett., 7, 5229, 10.1021/ol052070m

Shaw, 2006, Bioorg. Med. Chem. Lett., 16, 1961, 10.1016/j.bmcl.2005.12.066

Minguez, 2002, Mol. Cancer Ther., 1, 1305

Minguez, 2003, Bioorg. Med. Chem., 11, 3335, 10.1016/S0968-0896(03)00186-X

Choy, 2003, J. Med. Chem., 46, 2846, 10.1021/jm0204136

Gunasekera, 2001, J. Nat. Prod., 64, 171, 10.1021/np000423e

Gunasekera, 2002, J. Nat. Prod., 65, 1830, 10.1021/np0203234

Gunasekera, 2002, J. Nat. Prod., 65, 1643, 10.1021/np020219m

Smith, III, 2005, Bioorg. Med. Chem. Lett., 15, 3623, 10.1016/j.bmcl.2005.05.068

Dang, 2004, Cancer Biol. Ther., 3, 326, 10.4161/cbt.3.3.704

Smith, III, 2001, Org. Lett., 3, 695, 10.1021/ol006967p

Monteagudo, 2001, J. Am. Chem. Soc., 123, 6929, 10.1021/ja015569u

Shin, 2002, Org. Lett., 4, 4443, 10.1021/ol026942l

Paterson, 2004, Chem. Commun., 632, 10.1039/b316390c

Paterson, 2004, Angew. Chem., Int. Ed., 43, 4629, 10.1002/anie.200460589

Shin, 2004, Angew. Chem., Int. Ed., 43, 4634, 10.1002/anie.200460593

Shin, 2005, Org. Lett., 7, 2873, 10.1021/ol050808u

Fukui, 2006, Org. Lett., 8, 301, 10.1021/ol0526827

McDaid, 1999, Cancer Chemother. Pharmacol., 44, 131, 10.1007/s002800050957

Cinel, 2000, Org. Lett., 2, 257, 10.1021/ol9912027

Britton, 2001, Tetrahedron Lett., 42, 2953, 10.1016/S0040-4039(01)00347-1

Nakao, 2003, J. Nat. Prod., 66, 524, 10.1021/np0205452

Ketzinel, 1996, J. Nat. Prod., 59, 873, 10.1021/np960361l

Britton, 2001, J. Am. Chem. Soc., 123, 8632, 10.1021/ja016459q

Chandrasekhar, 2004, Bioorg. Med. Chem. Lett., 14, 3687, 10.1016/j.bmcl.2004.05.017

Chiang, 2005, Chem. Commun., 1860, 10.1039/b413426e

D'Ambrosio, 1988, Helv. Chim. Acta, 71, 964, 10.1002/hlca.19880710504

Nicolaou, 1998, J. Am. Chem. Soc., 120, 10814, 10.1021/ja9823870

Tanaka, 1996, Chem. Lett., 4, 255, 10.1246/cl.1996.255

Jefford, 1996, Tetrahedron Lett., 37, 159, 10.1016/0040-4039(95)02113-2

Cutignano, 2001, Eur. J. Org. Chem., 4, 775, 10.1002/1099-0690(200102)2001:4<775::AID-EJOC775>3.0.CO;2-Z

Gapud, 2004, Mol. Pharmacol., 66, 113, 10.1124/mol.66.1.113

Clark, 2006, Mol. Pharmacol., 3, 457, 10.1021/mp060016h

Lu, 2006, Mol. Pharmacol., 69, 1207, 10.1124/mol.105.019075

Mulzer, 2003, Chem. Rev., 103, 3753, 10.1021/cr940368c

Ahmed, 2003, J. Org. Chem., 68, 3026, 10.1021/jo026743f

Wender, 2003, Org. Lett., 5, 3507, 10.1021/ol035339f

Mooberry, 2004, Proc. Natl. Acad. Sci. U. S. A., 101, 8803, 10.1073/pnas.0402759101

Paterson, 2005, Bioorg. Med. Chem. Lett., 15, 2243, 10.1016/j.bmcl.2005.03.018

Wender, 2006, Org. Lett., 8, 1507, 10.1021/ol060233g

Paterson, 2005, Tetrahedron Lett., 46, 3677, 10.1016/j.tetlet.2005.03.149

Thepchatri, 2005, J. Am. Chem. Soc., 127, 12838, 10.1021/ja042890e

Page, 2005, J. Chem. Ecol., 31, 1161, 10.1007/s10886-005-4254-0

Page, 2005, Aquaculture, 250, 256, 10.1016/j.aquaculture.2005.04.069

Liao, 2003, Angew. Chem., Int. Ed., 42, 1648, 10.1002/anie.200351145

Jin, 2005, Org. Lett., 7, 1303, 10.1021/ol050070g

Miller, 2004, Apoptosis, 9, 785, 10.1023/B:APPT.0000045789.54694.cf

Jiménez-Barbero, 2006, J. Am. Chem. Soc., 128, 8757, 10.1021/ja0580237

Manzo, 2003, Org. Lett., 5, 4591, 10.1021/ol035721s

Karjala, 2005, Cancer Res., 65, 3040, 10.1158/0008-5472.CAN-04-4369

D'Amato, 1994, Proc. Natl. Acad. Sci. U. S. A., 91, 3964, 10.1073/pnas.91.9.3964

Seegers, 1989, J. Steroid Biochem., 32, 797, 10.1016/0022-4731(89)90455-X

Lottering, 1992, Cancer Res., 52, 5926

Schumacher, 1999, Clin. Cancer Res., 5, 493

Verdier-Pinard, 2000, Mol. Pharmacol., 57, 568, 10.1124/mol.57.3.568

Wang, 2000, J. Med. Chem., 43, 2419, 10.1021/jm0001119