Skip to main content
SpringerLink
Log in

Natural Product Scaffolds in Cancer Therapy

  • Chapter
  • First Online:
Natural Products and Cancer Drug Discovery

Part of the book series: Cancer Drug Discovery and Development ((CDD&D))

  • 2135 Accesses

Abstract

Natural products are a unique pool of structurally amazing and so far unprecedented novel molecular scaffolds. The sources for these compounds are as diverse as their respective structures and this diversity is reflected by the variety of their mechanisms of action. Even though these compounds selected by evolution were not designed to fight cancer in the first place, they are indispensable in modern cancer therapy. This review gives insight into sources, structural features, and structure activity relationships of a selection of natural products frequently used in cancer therapy. This analysis will be carried out on taxol, eribulin, geldanamycin, camptothecin, epothilone, podophyllotoxin, and the anthracycline scaffolds.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Log in via an institution
Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 129.00
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 169.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 169.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

References

  • Adams J, Gao Y, Georges Evangelinos AT, Grenier L, Pak R, Porter JR, Wright JL (2005) WO2005063714

    Google Scholar 

  • Aicher TD, Buszek KR, Fang FG, Forsyth CJ, Jung SH, Kishi Y, Matelich MC, Scola PM, Spero DM, Yoon SK (1992) J Am Chem Soc 114:3162

    CAS  Google Scholar 

  • Ajikumar PK, Xiao W-H, Tyo KEJ, Wang Y, Simeon F, Leonard E, Mucha O, Phon TH, Pfeifer B, Stephanopoulos G (2010) Science 330:70

    PubMed  CAS  Google Scholar 

  • Altmann KH (2003) Mini Rev Med Chem 3:149

    PubMed  CAS  Google Scholar 

  • Arcamone F, Cassinelli G, Fantini G, Grein A, Orezzi P, Pol C, Spalla C (1969) Biotechnol Bioeng 11:1101

    PubMed  CAS  Google Scholar 

  • Bai R, Pauli KD, Herald CL, Malspeis L, Pettit GR, Hamel E (1991) J Biol Chem 266:15882

    PubMed  CAS  Google Scholar 

  • Balog DM, Meng D, Kamanecka T, Bertinato P, Su D-S, Sorensen EJ, Danishefsky SJ (1996) Angew Chem Int Ed Engl 35:2801

    CAS  Google Scholar 

  • Bedows E, Hatfiled EM (1982) J Nat Prod 45:725

    PubMed  CAS  Google Scholar 

  • Biamonte MA, Van de Water R, Arndt JW, Scannevin RH, Perret D, Lee W-C (2010) J Med Chem 53:3

    PubMed  CAS  Google Scholar 

  • Bissery M-C. (2002) US 6,403,634

    Google Scholar 

  • Blum R, Carter S (1974) Ann Intern Med 80:249

    PubMed  CAS  Google Scholar 

  • Bode JW, Carreira EM (2001) J Am Chem Soc 123:3611

    PubMed  CAS  Google Scholar 

  • Bollag DM (1995) Cancer Res 55:2325

    PubMed  CAS  Google Scholar 

  • Bollag DM, McQueney PA, Zhu J, Hensens O, Koupal L, Leisch J, Goetz M, Lazarides E, Woods CM (1995) Cancer Res 55:2325

    PubMed  CAS  Google Scholar 

  • Borchardt JK (2002) Drug News Perspect 15:187

    PubMed  Google Scholar 

  • Borsche W, Niemann J (1932) Liebigs Ann Chem 494:126

    CAS  Google Scholar 

  • Borzilleri RM, Zheng X, Schmidt RJ, Johnson JA, Kim S-H, DiMarco JD, Fairchild CR, Gougoutas JZ, Lee FYF, Long BH, Vite GD (2000) J Am Chem Soc 122:8890

    CAS  Google Scholar 

  • Brockmann H (1963) Fortschr Chem Org Naturst 21:121

    PubMed  CAS  Google Scholar 

  • Brockmann H, Bauer K (1950) Naturwissenschaften 337:492

    Google Scholar 

  • Buey R, Diaz J, Andreu J (2004) Chem Biol 11:225

    PubMed  CAS  Google Scholar 

  • Burden DA, Osheroff N (1998) Biochim Biophys Acta 1400:139

    PubMed  CAS  Google Scholar 

  • Caesar GJ. Commentarii de Bello Gallico, (52 bc) Book VI, 32

    Google Scholar 

  • Cai J-C, Hutchinson CR (1983) In: Brossi A (ed) The alkaloids, vol 21. Academic, New York, p 101

    Google Scholar 

  • Canel C, Moraes RM, Dayan FE, Ferreira D (2000) Phytochemistry 54:115

    PubMed  CAS  Google Scholar 

  • Charlton JL (1998) J Nat Prod 61:1447

    PubMed  CAS  Google Scholar 

  • Chen S-H, Huang S, Wie J, Farina V (1993) J Org Chem 58:4520

    CAS  Google Scholar 

  • Chen JG, Yang CP, Cammer M, Horwitz SB (2003) Cancer Res 63:7891

    PubMed  CAS  Google Scholar 

  • Cho SJ, Tropsha A, Suffness M, Cheng YC, Lee KH (1996) J Med Chem 39:1383

    PubMed  CAS  Google Scholar 

  • Chou TC, Zhang X-G, Balog A, Shu D-S, Meng D, Savin KA, Bertino JR, Danishefsky SJ (1998a) Proc Natl Acad Sci U S A 95:9642

    PubMed  CAS  Google Scholar 

  • Chou T-C, Zhang X-G, Balog A, Su D-S, Meng D, Savin K, Bertino JR, Danishefsky SJ (1998b) Proc Natl Acad Sci U S A 95:9642

    PubMed  CAS  Google Scholar 

  • Chou T-C, Zhang X-G, Harris CR, Kuduk SD, Balog A, Savin K, Bertino JR, Danishefsky SJ (1998c) Proc Natl Acad Sci U S A 95:15798

    PubMed  CAS  Google Scholar 

  • Chou T-C, O’Connor OA, Tong WP, Guan Y, Zhang X-G, Stachel SJ, Lee C, Danishefsky SJ (2001) Proc Natl Acad Sci U S A 98:8113

    PubMed  CAS  Google Scholar 

  • Chou T-C, Zhang X, Zhong Z-Y, Li Y, Feng L, Eng S, Myles DR, Johnson R, Wu N, Yin JI, Wilson RM, Danishefsky SJ (2008) Proc Natl Acad Sci U S A 105:13157

    PubMed  CAS  Google Scholar 

  • Colin M, Guènard D, Guèritte-Voegelein F, Potier P. (1989) FR 8610401

    Google Scholar 

  • Collin M, Guènard D, Guèritte-Voegelein F, Potier P. (1990) EP 0253738

    Google Scholar 

  • Cortes J, Vahdat L, Blum JL, Twelves C, Campone M, Roche H, Bacelot T, Awada A, Paridaens R, Goncalves A, Shuster DE, Wanders J, Fang F, Gurnani R, Richmond E, Cole PE, Ashworth S, Allison MA (2010) J Clin Oncol 28:3922

    PubMed  CAS  Google Scholar 

  • Cortes J, O’Shaughnessy J, Loesch D, Blum JL, Vahdat LT, Petrakova K, Chollet P, Manikas A, Diéras V, Delozier T, Vladimirov V, Cardoso F, Koh H, Bougnoux P, Dutcus CE, Seegobin S, Mir D, Meneses N, Wanders J, Twelves C (2011) Lancet 377:914

    PubMed  CAS  Google Scholar 

  • Cragg GM, Grothaus PG, Newman DJ (2009) Chem Rev 109:3012

    PubMed  CAS  Google Scholar 

  • Croteau R, Ketchum REB, Long RM, Kaspera R, Wildung MR (2006) Phytochem Rev 5:75

    PubMed  CAS  Google Scholar 

  • Cummings J, Willmott N, Smyth JF (1991) Eur J Cancer 27:532

    PubMed  CAS  Google Scholar 

  • Danishefsky SJ, Masters JJ, Young WB, Link JT, Snyder LB, Magee TV, Jung DK, Isaacs RCA, Bornmann WG, Alaimo CA, Coburn CA, Di Grandi MJ (1996) J Am Chem Soc 118:2843

    CAS  Google Scholar 

  • Das B, Madhusudhan P, Reddy PV, Anitha Y (2001) Indian J Chem 40B:453

    CAS  Google Scholar 

  • DE 4416 374 (1995); DE 195 13 040 (1996)

    Google Scholar 

  • De Boer C, Meulman PA, Wnuk RJ, Peterson DH (1970) J Antibiot 23:442

    Google Scholar 

  • Denis J-N, Greene AE, Serra AA, Luche M-J (1986) J Org Chem 51:46

    CAS  Google Scholar 

  • Denis J-N, Greene AE, Guénard D, Guéritte-Voegelein F, Mangatal L, Potier P (1988) J Am Chem Soc 110:5917

    CAS  Google Scholar 

  • Dennis MJ, Beijnen JH, Grochow LB, van Warmerdam LJ (1997) Semin Oncol 24(1 suppl 5):S5-12–S5-18

    Google Scholar 

  • DeVita VT Jr, Hellman S, Rosenberg SA (1993) Cancer—principles and practice of oncology. J.B. Lippincott, New York, p 377

    Google Scholar 

  • Didier E, Oddon G, Panze D, Leion P, Piquet D. (1999) US 5,962,702

    Google Scholar 

  • Diéras V, Limentani S, Romieu G, Tubiana-Hulin M, Lortholary A, Kaufman P, Girre V, Besenval M, Valero V (2008) Ann Oncol 19:1255

    PubMed  Google Scholar 

  • Dikalov S, Landmesser U, Harrison DG (2002) J Biol Chem 277:25480

    PubMed  CAS  Google Scholar 

  • Dong C-G, Henderson JA, Kaburagi Y, Sasaki T, Kim JT, Urabe D, Guo H, Kishi Y (2009) J Am Chem Soc 131:15642

    PubMed  CAS  Google Scholar 

  • Dorr RT (1996) Semin Oncol 23(4 suppl):23

    PubMed  CAS  Google Scholar 

  • Du W (2003) Tetrahedron 59:8649

    CAS  Google Scholar 

  • Duan JJW, Kishi Y (1993) Tetrahedron Lett 34:7541

    CAS  Google Scholar 

  • Dubost M, Ganter P, Maval R, Ninet L, Pinneret S, Preud’Homme J, Werner GH (1963) C R Acad Sci 257:1813

    CAS  Google Scholar 

  • Dumontet C, Jordan MA (2010) Nat Rev Drug Discov 9:790

    PubMed  CAS  Google Scholar 

  • Emmenegger H, Stähelin H, Rutschmann J, von Wartburg A (1961) Arzneimittelforschung 11:327

    PubMed  CAS  Google Scholar 

  • Erickson-Miller CL, May RD, Tomaszewski J (1997) Cancer Chemother Pharmacol 39:467

    PubMed  CAS  Google Scholar 

  • European Medicines Agency. Withdrawal Assessment Report for Ixempra, Apr 2009

    Google Scholar 

  • Forli S, Manetti F, Altmann K-H, Botta M (2010) ChemMedChem 5:35–40

    PubMed  CAS  Google Scholar 

  • Fukasawa H, Li P-M, Yamamoto C, Murakami Y, Mizuno S, Uehara Y (1991) Biochem Pharmacol 42:1661

    Google Scholar 

  • Ganesh T, Norris A, Sharma S, Bane S, Alcaraz AA, Synder JP, Kingston DGI (2006) Bioorg Med Chem 14:3447

    PubMed  CAS  Google Scholar 

  • Ganesh T, Yang C, Norris A, Glass T, Bane S, Ravindra R, Banerjee A, Metaferia B, Thomas SL, Giannakakou P, Alcaraz AA, Lakdawala AS, Synder JP, Kingston DGI (2007) J Med Chem 50:713

    PubMed  CAS  Google Scholar 

  • Ganguly A, Yang H, Cabral F (2010) Mol Cancer Ther 9:2914

    PubMed  CAS  Google Scholar 

  • Ge J, Normant E, Porter JR, Ali JA, Dembski MS, Gao Y, Georges AT, Grenier L, Pak RH, Patterson J, Sydor JR, Tibbitts TT, Tong JK, Adams J, Palombella VJ (2006) J Med Chem 49:4606

    PubMed  CAS  Google Scholar 

  • Gelderblom H, Verweij J, Nooter K, Spareboom AE (2001) Eur J Cancer 37:1590

    PubMed  CAS  Google Scholar 

  • Gensler WJ, Samour CM, Wang SY (1954) J Am Chem Soc 76:315

    CAS  Google Scholar 

  • Giannakakou P, Gussio R, Nogales E, Downing KH, Zaharevitz D, Bollubuck B, Poy G, Sackett D, Nicolaou KC, Fojo T (2000) Proc Natl Acad Sci U S A 97:2904

    PubMed  CAS  Google Scholar 

  • Giovanella BC, Stehlin JS, Wall ME (1989) Science 246:1046

    PubMed  CAS  Google Scholar 

  • Gordaliza M, Garcia PA, Miguel de Coral JM, Castro MA, Gomez-Zurita MA (2004) Toxicon 44:441

    PubMed  CAS  Google Scholar 

  • Gottlieb JA, Luce JK (1972) Cancer Chemother Rep 56:103

    PubMed  CAS  Google Scholar 

  • Grein A, Spalla C, DiMarco A, Canevazzi G (1963) Giorn Microbiol 11:109

    Google Scholar 

  • Guénard D, Guèritte-Voegelein F, Potier P (1993) Acc Chem Res 26:160

    Google Scholar 

  • Guèritte-Voegelein F, Guènard D, Lavelle F, Le Goff M-T, Mangatal L, Potier P (1991) J Med Chem 34:992

    PubMed  Google Scholar 

  • Guo H, Dong C-G, Kim D-S, Urabe D, Wang J, Kim JT, Liu X, Sasaki T, Kishi Y (2009) J Am Chem Soc 131:15387

    PubMed  CAS  Google Scholar 

  • Haim N, Nemec J, Roman J, Sinha BK (1987) Cancer Res 47:5835

    PubMed  CAS  Google Scholar 

  • Hammonds TR, Denyer SP, Jackson DE, Irving WL (1996) J Med Microbiol 45:167

    PubMed  CAS  Google Scholar 

  • Hande KR (1998) Eur J Cancer 34:1514

    PubMed  CAS  Google Scholar 

  • Hirata Y, Uemura D (1986) Pure Appl Chem 58:701

    CAS  Google Scholar 

  • Hoffmann J, Vitale I, Buchmann B, Galluzzi L, Schwede W, Senovilla L, Skuballa W, Vivet S, Lichtner RB, Vicencio JM, Panaretakis T, Siemeister G, Lage H, Nanty L, Hammer S, Mittelstaedt K, Winsel S, Eschenbrenner J, Castedo M, Demarche C, Klar U, Kroemer G (2008) Cancer Res 68:5301

    PubMed  CAS  Google Scholar 

  • Höfle G, Bedorf N, Steinmetz H, Schomburg D, Gerth K, Reichenbach H (1996) Angew Chem Int Ed Engl 35:1567

    Google Scholar 

  • Holton RA (1991). US 5,015,744

    Google Scholar 

  • Holton RA (1992). US 5,175,315

    Google Scholar 

  • Holton RA (1993). US 5,274,124

    Google Scholar 

  • Holton RA, Somoza C, Kim H-B, Liang F, Biediger RJ, Boatman D, Shindo M, Smith CC, Kim S, Nadizadeh H, Suzuki Y, Tao C, Vu P, Tang S, Zhang P, Murthi KK, Gentile LN, Liu JH (1994a) J Am Chem Soc 116:1597

    CAS  Google Scholar 

  • Holton RA, Kim H-B, Somoza C, Liang F, Diediger RJ, Boatman PD, Shindo M, Smith CC, Kim S, Nadizadeh H, Suszuki Y, Tao C, Vu P, Tang S, Zhang P, Murthi KK, Gentile LN, Liu JH (1994b) J Am Chem Soc 116:1599

    CAS  Google Scholar 

  • Hsiang YH, Liu LF (1988) Cancer Res 48:1722

    PubMed  CAS  Google Scholar 

  • http://clinicaltrials.gov/ct/show/NCT01126502

  • http://drugbank.ca/drugs/DB01030

  • http://en.wikipedia.org/wiki/Daunorubicin

  • Hutchinson CR (1981) Tetrahedron 37:1047

    CAS  Google Scholar 

  • Imbert TF (1998) Biochimie 80:207

    PubMed  CAS  Google Scholar 

  • Internal research report Dr. R. J. Lake, Post-Doctoral Fellow, Marine Chemistry Group, University of Canterbury, 1988

    Google Scholar 

  • Itokawa H, Lee KH (2003) Taxus: the genus Taxus. Taylor and Francis, London, pp 1–18

    Google Scholar 

  • Jackson KL, Henderson JA, Phillips AJ (2009) Chem Rev 109:3044

    PubMed  CAS  Google Scholar 

  • Johnson T (1999) CRC ethnobotany desk reference. CRC Press, Boca Raton

    Google Scholar 

  • Jordan M, Wilson L (2004) Nat Rev Cancer 4:253

    PubMed  CAS  Google Scholar 

  • Kaplan IW (1942) Med Surg J 94:388

    Google Scholar 

  • Keizer HG, Pinedo HM, Schuurhuis GJ, Joenje H (1990) Pharmacol Ther 47:219

    PubMed  CAS  Google Scholar 

  • Kelland LR, Sharp SY, Rogers PM, Myers TG, Workman P (1999) J Natl Cancer Inst 91:1940

    PubMed  CAS  Google Scholar 

  • Kim D-S, Dong C-G, Kim JT, Guo H, Huang J, Tiseni PS, Kishi Y (2009) J Am Chem Soc 131:15636

    PubMed  CAS  Google Scholar 

  • Kishi Y, Fang FG, Forsyth CJ, Scola PM, Yoon SK (1995) US 5,436,23

    Google Scholar 

  • Klar U, Graf H, Schenk O, Röhr B, Schulz H (1998) Bioorg Med Chem Lett 8:1397

    PubMed  CAS  Google Scholar 

  • Klar U, Buchmann B, Schwede W, Skuballa W, Hoffmann J, Lichtner RB (2006) Angew Chem Int Ed Engl 45:7942

    PubMed  CAS  Google Scholar 

  • Kollmannsberger C, Mross K, Jakob A, Kanz L, Bokemeyer C (1999) Oncology 56:1

    PubMed  CAS  Google Scholar 

  • Kour A, Shawl AS, Rehman S, Sultan P, Qazi PH, Suden P, Khajuria RK, Verma V (2008) World J Microbiol Biotechnol 24:1115

    CAS  Google Scholar 

  • Kowalski R, Giannakakou P, Hamel E (1997) J Biol Chem 272:2534

    PubMed  CAS  Google Scholar 

  • Kuhn M, von Wartburg A (1969) Helv Chim Acta 52:948

    PubMed  CAS  Google Scholar 

  • Laatsch H, Fotso S (2008) Top Curr Chem 282:3

    CAS  Google Scholar 

  • Laco GS, Collins JR, Luke BT, Kroth H, Sayer JM, Jerina DM, Pommier Y (2002) Biochemistry 41:1428

    PubMed  CAS  Google Scholar 

  • Ledford H (2010) Nature 468:608

    PubMed  CAS  Google Scholar 

  • Leighton J, Kalla RL (1958) Ann N Y Acad Sci 76:513

    PubMed  CAS  Google Scholar 

  • Li QY, Zu YG, Shi RZ, Yao LP (2006) Curr Med Chem 13:2021

    PubMed  CAS  Google Scholar 

  • Litaudon M, Hart JB, Blunt JW, Lake RJ, Munro MHG (1994) Tetrahedron Lett 35:9435

    CAS  Google Scholar 

  • Litaudon M, Hickford SJH, Lill RE, Lake RJ, Blunt JW, Munro MHG (1997) J Org Chem 62:1868

    CAS  Google Scholar 

  • Littlefield BA, Palme M, Seletsky BM, Towle MJ, Yu MJ (1999) WO 99/65894

    Google Scholar 

  • Liu YQ, Yang L, Tian X (2007) Curr Bioact Compd 3:37

    CAS  Google Scholar 

  • Long BH, Brattain MG (1984) In: Issell BF, Muggia FM, Carter SA (eds) Etoposide: current status and new developments. Academic, New York, p 223

    Google Scholar 

  • Long BH, Minocha A (1983) Proc Am Assoc Cancer Res 24:1271

    Google Scholar 

  • Long BH, Musial ST, Brattain MG (1984) Biochemistry 23:1183

    PubMed  CAS  Google Scholar 

  • Luduvico I, Hyaric ML, Almeida MV, Da Silva AD (2006) Mini Rev Org Chem 3:49

    CAS  Google Scholar 

  • Lv M, Xu H (2011) Mini Rev Med Chem 11:901

    PubMed  CAS  Google Scholar 

  • Mann J (1994) Nature 367:594

    PubMed  CAS  Google Scholar 

  • Martello L, Verdier-Pinard P, Shen H (2003) Cancer Res 63:1207

    PubMed  CAS  Google Scholar 

  • Martin C, Zhang M, Gaisser S, Coates N, Wilkinson B (2011) US 2011/00991452

    Google Scholar 

  • Menna P, Salvatorelli E, Gianni L, Minotti G (2008) Top Curr Chem 283:21

    CAS  Google Scholar 

  • Michaelis ML, Ranciat N, Chen Y, Bechtel M, Ragan R, Hepperle M, Liu Y, Georg G (1998) J Neurochem 70:1623

    PubMed  CAS  Google Scholar 

  • Michaelis ML, Ansar S, Chen Y, Reiff ER, Seyb KI, Himes RH, Audus KL, Georg GI (2005) J Pharmacol Exp Ther 312:659

    PubMed  CAS  Google Scholar 

  • Moerman DE (1986) Medicinal plants of native America. Museum of Anthropology, University of Michigan, Ann Arbor

    Google Scholar 

  • Moertel CG, Schutt AJ, Reitemeier RJ, Hahn RG (1972) Cancer Chemother Rep 56:95

    PubMed  CAS  Google Scholar 

  • Molnar I, Schupp T, Ono M, Zirkle RE, Milnamow M, Nowak-Thompson B, Engel N, Toupet C, Stratmann A, Cyr DD, Gorlach J, Mayo JM, Hu A, Goff S, Schmid J, Ligon JM (2000) Chem Biol 7:97

    PubMed  CAS  Google Scholar 

  • Mukaiyama T, Shiina S, Iwadare H, Saitoh M, Nishimura T, Ohkawa N, Sakoh H, Nishimura K, Tani Y-I, Hasegawa M, Yamada K, Saitoh K (1999) Chem Eur J 5:121

    CAS  Google Scholar 

  • Mulzer J, Mantoulidis A, Öhler E (2000) J Org Chem 65:7456

    PubMed  CAS  Google Scholar 

  • Munro MGH, Blunt JW, Dumdei EJ, Hickford SJH, Lill RE, Battershill CN, Duckworth AR (1999) Prog Ind Microbiol 35:155

    Google Scholar 

  • Narayan S, Carlson EM, Cheng H, Du H, Hu Y, Jiang Y, Lewis BM, Seletsky BM, Tendyke K, Zhang H, Zheng W, Littlefield BA, Towle MJ, Yu MJ (2011a) Bioorg Med Chem Lett 21:1630

    PubMed  CAS  Google Scholar 

  • Narayan S, Carlson EM, Cheng H, Condon K, Du H, Eckley S, Hu Y, Jiang Y, Kumar V, Lewis BM, Saxton P, Schuck E, Seletsky BM, Tendyke K, Zhang H, Zheng W, Littlefield BA, Towle MJ, Yu MJ (2011b) Bioorg Med Chem Lett 21:1634

    PubMed  CAS  Google Scholar 

  • Narayan S, Carlson EM, Cheng H, Condon K, Du H, Eckley S, Hu Y, Jiang Y, Kumar V, Lewis BM, Saxton P, Schuck E, Seletsky BM, Tendyke K, Zhang H, Zheng W, Littlefield BA, Towle MJ, Yu MJ (2011c) Bioorg Med Chem Lett 21:1639

    PubMed  CAS  Google Scholar 

  • Nettles JH, Li H, Cornett B, Krahn JM, Snyder JP, Downing KH (2004) Science 305:866–869

    PubMed  CAS  Google Scholar 

  • Newman DJ (2008) J Med Chem 51:2589

    PubMed  CAS  Google Scholar 

  • Newman DJ, Cragg GM (2010) In: Buss AD, Buttler MS (eds) Natural product chemistry for drug discovery, RSC biomolecular sciences no. 18. RSC, London, pp 3–27

    Google Scholar 

  • Nicolaou KC, Yang Z, Liu JJ, Ueno H, Natermet PG, Guy RK, Claiborne CF, Renaud J, Couladouros EA, Paulvannan K, Sorensen EJ (1994) Nature 367:630

    PubMed  CAS  Google Scholar 

  • Nicolaou KC, Ninkovic S, Sarabia F, Vourloumis D, He Y, Vallberg H, Finlay MRV, Yang Z (1997a) J Am Chem Soc 119:7974

    CAS  Google Scholar 

  • Nicolaou K, Winssinger N, Pastor J (1997b) Nature 387:268

    PubMed  CAS  Google Scholar 

  • Ojima I, Habus I, Zhao M, Georg GI, Jayasinghe LR (1991) J Org Chem 56:1681

    CAS  Google Scholar 

  • Ojima I, Chakravarty S, Inoue T, Lin S, He L, Horwitz SB, Kuduk SD, Danishefsky SJ (1999) Proc Natl Acad Sci U S A 96:4256

    PubMed  CAS  Google Scholar 

  • Ojima I, Chen J, Sun L, Borella CP, Wang T, Miller ML, Lin S, Geng X, Kuznetsowa L, Qu C, Gallager D, Zhao X, Zanardi I, Xia S, Horwitz SB, Mallen-St. Clair J, Guerriero JL, Bar-Sagi D, Veith JM, Pera P, Bernacki RJ (2008) J Med Chem 51:3203

    PubMed  CAS  Google Scholar 

  • Oki T (1980). In: Crooke ST, Reich SD (eds) Anthracyclines (Proc. workshop). Academic, New York, pp 323–342

    Google Scholar 

  • Onodera H, Kaneko M, Takahashi Y, Uochi Y, Funahashi J, Nakashima T, Soga S, Suzuki M, Ikeda S, Yamashita Y, Rahayu ES, Kanda Y, Ichimura M (2008) Bioorg Med Chem Lett 18:1577 (wrong page in database search online for 1588!)

    Google Scholar 

  • Padlan EA, Kabat EA (1991) Methods Enzymol 203:3

    PubMed  CAS  Google Scholar 

  • Pettit G, Herald CL, Boyd MR, Leet JE, Dufresne C, Doubek DL, Schmidt JM, Cerney RL, Hooper JNA, Rützler KC (1991) J Med Chem 34:3339

    PubMed  CAS  Google Scholar 

  • Pommier Y (1997) In: Teacher BA (ed) Cancer therapeutic: experimental and clinical agents. Humana Press, Taotowa, p 153

    Google Scholar 

  • Pommier Y (2006) Nat Rev Cancer 6:789

    PubMed  CAS  Google Scholar 

  • Querolle O, Dubois J, Thoret S, Roussi F, Guéritte F, Guénard D (2004) J Med Chem 47:5937

    PubMed  CAS  Google Scholar 

  • Rastelli G, Tian Z-Q, Wang Z, Myles DC, Liu Y (2005) Bioorg Med Chem Lett 15:5016

    PubMed  CAS  Google Scholar 

  • Redinbo MR, Stewart L, Kuhn P, Champoux JJ, Hol WGJ (1998) Science 279:1504

    PubMed  CAS  Google Scholar 

  • Reese M, Sanchez-Pedregal VM, Kibicek K, Meiler J, Blommers MJJ, Griesinger C, Carlomagno T (2007) Angew Chem Int Ed Engl 46:1864

    PubMed  CAS  Google Scholar 

  • Rivkin A, Yoshimura F, Gabarda AE, Cho YS, Chou T-C, Dong H, Danishefsky SJ (2004) J Am Chem Soc 126:10913

    PubMed  CAS  Google Scholar 

  • Rivkin A, Chou T-C, Danishefsky SJ (2005) Angew Chem Int Ed 44:2838

    CAS  Google Scholar 

  • Ross W, Rowe T, Glisson B, Yalowich J, Liu L (1984) Cancer Res 44:5857

    PubMed  CAS  Google Scholar 

  • Rothermel J, Wartmann M, Chen T (2003) Semin Oncol 30(S6):51

    PubMed  CAS  Google Scholar 

  • Roussi F, Ngo QA, Thoret S, Guéritte F, Guénard D (2005) Eur J Org Chem:3952

    Google Scholar 

  • Salas J (2008) Nat Prod Rep 26:628

    Google Scholar 

  • Samaranayake G, Magri NF, Jitrangsri C, Kingston DGI (1991) J Org Chem 56:5114

    CAS  Google Scholar 

  • Sasaki K, Inoue Y (1980) DE 3006097

    Google Scholar 

  • Sasaki K, Rinehart KL, Slomp G, Grostic MF, Olson EC (1970) J Am Chem Soc 92:7591

    PubMed  CAS  Google Scholar 

  • Schiff PB, Fant J, Horwitz SB (1979) Nature 277:665

    PubMed  CAS  Google Scholar 

  • Schinzer D, Limberg A, Bauer A, Böhm OM, Cordes M (1997) Angew Chem Int Ed Engl 36:523

    CAS  Google Scholar 

  • Schnur RC, Corman ML (2006) J Lab Comp Radiopharm 34:529

    Google Scholar 

  • Schnur RC, Corman ML, Gallaschun RJ, Cooper BA, Dee MF, Doty ML, Muzzi ML, Moyer JD, DiOrio CI, Barbacci EG, Miller PE, O’Brien AT, Morin MJ, Foster BA, Pollack VA, Savage DM, Sloan DE, Pustilnik LR, Moyer MP (1995a) J Med Chem 38:3806

    PubMed  CAS  Google Scholar 

  • Schnur RC, Corman ML, Gallaschun RJ, Cooper BA, Dee MF, Doty JL, Muzi ML, DiOrio CI, Barbacci EG, Miller PE, Pollack VA, Savage DM, Pustilnik LR, Moyer JD, Moyer MP (1995b) J Med Chem 38:3813

    PubMed  CAS  Google Scholar 

  • Seidel V, Windhövel J, Eaton G, Alfermann AW, Arroo RRJ, Medarde M, Petersen M, Woolley JG (2002) Planta 215:1031

    PubMed  CAS  Google Scholar 

  • Seifert CF, Nesser ME, Thompson DF (1994) Ann Pharmacother 28:1063

    PubMed  CAS  Google Scholar 

  • Sènilh V, Blechert S, Colin M, Guènard D, Picot F, Potier P, Varenne P (1984) J Nat Prod 47:131

    Google Scholar 

  • Sinha BK (1989) Chem Biol Interact 69:293

    PubMed  CAS  Google Scholar 

  • Siveski-Iliskovic N, Hill M, Chow DA, Singal PK (1995) Circulation 91:10

    PubMed  CAS  Google Scholar 

  • Smith AB III, Chen SS-Y, Nelson FC, Reichert JM, Salvatore BA (1995) J Am Chem Soc 117:12013

    CAS  Google Scholar 

  • Sonnendecker G, Kremers E (1986) Urdangs history of pharmacy. American Institute of the History of Pharmacy, Madison, p 17

    Google Scholar 

  • Stähelin HF, von Wartburg A (1991) Cancer Res 51:5

    PubMed  Google Scholar 

  • Staker BL, Feese MD, Cushman M, Pommier Y, Zembower D, Stewart L, Burgin AB (2005) J Med Chem 48:2336

    PubMed  CAS  Google Scholar 

  • Stamos DP, Kishi Y (1996) Tetrahedron Lett 37:8643

    CAS  Google Scholar 

  • Stamos DP, Sean SC, Kishi Y (1997) J Org Chem 62:7552

    CAS  Google Scholar 

  • Stephenson F (2002) Fla State Univ Res Rev 12(3):12–37

    Google Scholar 

  • Stoll A, von Wartburg A, Angliker E, Renz J (1954) J Am Chem Soc 76:5004

    CAS  Google Scholar 

  • Su D-S, Meng D, Bertinato P, Balog DM, Sorensen EJ, Danishefsky SJ, Zheng Y-H, Chou T-C, He L, Horwitz SB (1997) Angew Chem Int Ed Engl 36:757

    CAS  Google Scholar 

  • Sun L, Veith JM, Pera P, Bernacki RJ, Ojima I (2010) Bioorg Med Chem 18:7101

    PubMed  CAS  Google Scholar 

  • Synder JP, Nettles JH, Cornett B, Downing KH, Nogales E (2001) Proc Natl Acad Sci U S A 98:5312

    Google Scholar 

  • The New York Times, p 29 (3 May 1987)

    Google Scholar 

  • Thomas CJ, Rahier NJ, Hecht SM (2004) Bioorg Med Chem 12:1585

    PubMed  CAS  Google Scholar 

  • Tian Z-Q, Liu Y, Zhang D, Wang Z, Dong SD, Cerreras CW, Zhou Y, Rastelli G, Santi DV, Myles DC (2004) Bioorg Med Chem 12:5317

    PubMed  CAS  Google Scholar 

  • Towle MJ, Salvato KA, Budrow J, Wels BF, Kuznetsov G, Aalfs KK, Welsh S, Zheng W, Seletsky BM, Palme MH, Habgood GJ, Singer LA, DiPietro LV, Wang Y, Chen JJ, Quincy DA, Davis A, Yoshimatsu K, Kishi Y, Yu MJ, Littlefield BA (2001) Cancer Res 61:1013

    PubMed  CAS  Google Scholar 

  • Twelves C, Cortes J, Vahdat LT, Wanders J, Akerele C, Kaufman PA (2010) Clin Breast Cancer 10:160

    PubMed  CAS  Google Scholar 

  • Uemura D, Takahashi K, Yamamoto T, Katayama C, Tanaka J, Okumura Y, Hirata Y (1985) J Am Chem Soc 107:4796

    CAS  Google Scholar 

  • Venditto VJ, Simanek EE (2010) Mol Pharm 7(2):307

    PubMed  CAS  Google Scholar 

  • Wall ME, Wani MC, Cook CE, Palmer KH, McPhail AI, Sim GA (1966) J Am Chem Soc 88:3888

    CAS  Google Scholar 

  • Wang Y, Habgood GJ, Christ WJ, Kishi Y, Littlefield BA, Yu MJ (2000) Bioorg Med Chem Lett 10:1029

    PubMed  CAS  Google Scholar 

  • Wani MC, Taylor HL, Wall ME, Coggon P, McPhail AT (1971) J Am Chem Soc 93:2325

    PubMed  CAS  Google Scholar 

  • Wegele H, Müller L, Buchner J (2004) Rev Physiol Biochem Pharmacol 151:1

    PubMed  CAS  Google Scholar 

  • Weiss RB (1992) Semin Oncol 19:670

    PubMed  CAS  Google Scholar 

  • Wender PA, Mucciaro TP (1992) J Am Chem Soc 114:5878

    CAS  Google Scholar 

  • Wender PA, Badham NF, Conway SP, Floreancig PE, Glass TE, Houze JB, Krauss NE, Lee D, Marquess DG, McGrane PL, Meng W, Natchus MG, Shuker AJ, Sutton JC, Taylor RE (1997) J Am Chem Soc 119:2757

    CAS  Google Scholar 

  • Whitesell L, Mimnaugh EG, De Costa B, Myers CE, Neckers LM (1994) Proc Natl Acad Sci U S A 91:8324

    PubMed  CAS  Google Scholar 

  • Williams DH, Stone MJ, Hauck PR, Rahman SK (1989) J Nat Prod 52:1189–1208

    PubMed  CAS  Google Scholar 

  • Wilson CR, Sauer J-M, Hooser SB (2001) Toxicon 39:175

    PubMed  CAS  Google Scholar 

  • Wink M (2010) Encyclopedia of life sciences. Wiley, Chichester

    Google Scholar 

  • Xu H, Lv M, Tian X (2009) Curr Med Chem 16:327

    PubMed  CAS  Google Scholar 

  • Yamaguchi S, Nakashima T, Kanda Y (2007) WO 2007/001049

    Google Scholar 

  • Yamazaki Y, Kitajima M, Arita M, Takayama H, Sudo H, Yamazaki M, Aimi N, Saito K (2004) Plant Physiol 134:161

    PubMed  CAS  Google Scholar 

  • Yang Z, He Y, Vourloumis D, Vallberg H, Nicolaou KC (1997) Angew Chem Int Ed Engl 36:166

    CAS  Google Scholar 

  • Yiqing Z, Zhong Z, Liu F, Sun M, Craig D, Eng S, Feng L, Sherrill M, Cropp GF, Yu K, Hannah AL, Johnson RG Jr (2005) Proc Am Assoc Cancer Res:46

    Google Scholar 

  • Yukimune Y, Tabata H, Higashi Y, Hara Y (1996) Nat Biotechnol 14:1129

    PubMed  CAS  Google Scholar 

  • Zhang M-Q, Gaisser S, Nur-E-Alam M, Sheehan LS, Vousden WA, Gaitatzis N, Peck G, Coates NJ, Moss SJ, Radzom M, Foster TA, Sheridan RM, Gregory MA, Roe SM, Prodromou C, Pearl L, Boyd SM, Wilkinson B, Martin CJ (2008) J Med Chem 51:5494

    PubMed  CAS  Google Scholar 

  • Zheng W, Seletsky BM, Palme MH, Lydon PJ, Singer LA, Chase CE, Lemelin CA, Shen Y, Davis H, Tremblay L, Towle MJ, Salvato KA, Wels BF, Aalfs KK, Kishi Y, Littlefield BA, Yu MJ (2004) Bioorg Med Chem Lett 14:5551

    PubMed  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. AnalytiCon Discovery GmbH, Hermannswerder Haus 17, 14471, Potsdam, Germany

    Christian P. Mang & Lars Ole Haustedt

Authors
  1. Christian P. Mang
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Lars Ole Haustedt
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to Christian P. Mang or Lars Ole Haustedt .

Editor information

Editors and Affiliations

  1. , Natural Products/World Wide Medicinal Ch, Pfizer Inc, 445 Eastern Point Road, Groton, 06340, Connecticut, USA

    Frank E. Koehn

Rights and permissions

Reprints and permissions

Copyright information

© 2013 Springer Science+Business Media New York

About this chapter

Cite this chapter

Mang, C.P., Haustedt, L.O. (2013). Natural Product Scaffolds in Cancer Therapy. In: Koehn, F. (eds) Natural Products and Cancer Drug Discovery. Cancer Drug Discovery and Development. Springer, New York, NY. https://doi.org/10.1007/978-1-4614-4654-5_6

Download citation

  • DOI: https://doi.org/10.1007/978-1-4614-4654-5_6

  • Published:

  • Publisher Name: Springer, New York, NY

  • Print ISBN: 978-1-4614-4653-8

  • Online ISBN: 978-1-4614-4654-5

  • eBook Packages: MedicineMedicine (R0)

Publish with us

Policies and ethics

Search

Navigation