Skip to main content
SpringerLink
Log in

Chemical Profiling of Nothapodytes nimmoniana for Camptothecin, an Important Anticancer Alkaloid: Towards the Development of a Sustainable Production System

  • Chapter
Bioactive Molecules and Medicinal Plants

Abstract

Camptothecin (CPT), a pyrrolo quinoline alkaloid, is one of the most promising anticancer drugs of the 21st century. The compound was first isolated from the Chinese deciduous tree, Camptotheca acuminata. CPT exhibits a broad spectrum of antitumor activity both under in vitro and in vivo conditions. Irinotecan (CPT11) and Topotecan (TPT), two water-soluble derivatives of CPT, have been approved by the United States Food and Drug Administration for treating colorectal and ovarian cancers as well as against several types of brain tumor in children. Although CPT has been reported to exist in several species, the highest concentration (about 0.3 %) to date has been realized from Nothapodytes nimmoniana. The tree commonly referred to as “stinking tree” is native to warmer regions of South India. In the last few decades, driven by the enormous demand for CPT, there has been a decline of at least 20 % in the population, leading to red listing of the species. In recent years, efforts have been initiated in India to identify high-yielding individuals and populations of N. nimmoniana in its natural distribution range with the ultimate aim of using these lines to develop clonal orchards, as well as in developing in vitro production systems.In this chapter, we briefly review the overall status of N. nimmoniana as a source of CPT. Drawing upon existing literature as well as ongoing work at our laboratory, we discuss the basic patterns of accumulation of CPT in N. nimmoniana. We review the population variability for CPT accumulation along the distributional range of the species in the Western Ghats, India. Using a relatively new tool, namely the ecological niche model, we predict the chemical hot-spots of the species in the Western Ghats and offer a test of this prediction. Finally, we discuss strategies for a sustainable model of extraction of CPT from N. nimmoniana.

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 169.00
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 219.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 219.99
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

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. Raskin I, Ribnicky DM, Momarnytsky S, Ilic N, Poulev A, Borisjuk N, Brinker A, Moreno DA, Ripoll C, Yakoby N, O’Neal JM, Cornwell T, Pastor I, Fridlender B, (2002) Trends in Biotechnology 20:522

    Article  CAS  Google Scholar 

  2. Farnsworth NR, Morris RW (1976) Am J Pharm Educ 148:46

    CAS  Google Scholar 

  3. Fransworth NR (1988) Biodiversity Wilson 24:83

    Google Scholar 

  4. Daniel SF, Fransworth NR (2001) Environmental Health Perspective 109:69

    Article  Google Scholar 

  5. Nalawade SM, Abhay PS, Chen YL, Chao LK, Hsin ST (2003) Bot Bull Acad Sin 44:79

    Google Scholar 

  6. Yan XF, Yang W, Yu T, Zhang Y, Dai (2003) Bot Bull Acad Sin 44:99

    CAS  Google Scholar 

  7. Li SY, Adair KT (1994) Camptotheca acuminata Decaisne Xi Shu (Chinese Happy Tree) – A Promising Anti-tumour and Antiviral Tree for the 21st Century (ed. Stephen, FA, Henry M) Rockwell Monograph, Austin State University, Texas, 1994

    Google Scholar 

  8. Vladu B, Woynarowski J, Manikumar G, Mansukhlal C, Wani MEW, Daniel D, Von Hoff, Wadkins RM (2000) Molecular Pharmacology 57:243

    CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  10. Cragg GM, Boyd MR, Khanna RR, Kneller R, Mays TD, Mazan KD, Newman DJ, Sausville EA (1999) Pure Appl Chem 71:1619

    Article  CAS  Google Scholar 

  11. Lorence A, Craig LN (2004) Phytochemistry 65:2731

    Article  Google Scholar 

  12. Masuda N, Fukuoka M, Kusunoki Y (1992) J Clin Oncol 10:1225

    CAS  Google Scholar 

  13. Abigers D, Catimel G, Kozimor R (1995) Ann Oncol 6:141

    Google Scholar 

  14. Lilenbaum RC, Ratain MJ, Miller AA, Hargis JB, Hollis DR, Rosner GL, O‘Brien SM, Brewster L, Green MR, Schilsk RL (1995) J Clin Oncol 13:2230

    CAS  Google Scholar 

  15. Romanelli SP, Perego G, Pratesi N, Carenini M, Tortoreto ZF (1998) Cancer Chemother Pharmacol 41:385

    Article  CAS  Google Scholar 

  16. Clements MK, Jones CB, Cumming M, Doud SS (1999) Cancer Chemother Pharmacol 44:411

    Article  CAS  Google Scholar 

  17. Giovanella BC, Steblin JS, Wall ME, Wani MC, Nicholas AW, Liu LF, Siber R, Potmesil M (1989) Science 246:1046

    Article  CAS  Google Scholar 

  18. Priel E, Showalter SD, Blair DG (1991) AIDS Res. Hum. Retroviruses 7:65

    CAS  Google Scholar 

  19. Wall ME, Wani MC (1968) J Org Chem 34:1364

    Google Scholar 

  20. Arisawa M, Gunasekera SP, Cordell GA, Farnsworth NR (1981) Planta Med 43:404

    Article  CAS  Google Scholar 

  21. Govindachari TR, Viwanathan N (1972) Phytochemistry 11:3529

    Article  CAS  Google Scholar 

  22. Tafur S, Nelson JD, DeLong DC, Svoboda GH (1976) Lloydia 39:261

    CAS  Google Scholar 

  23. Aimi, Hoshino NH, Nishimura M, Sakai S, Haginiwa J (1990) Tetrahedron Lett 31:5169

    Article  CAS  Google Scholar 

  24. Gunashekera SP, Badawi MM, Cordell GA, Farnsworth NR, Chitnis M (1979) J Nat Prod 42:475

    Article  Google Scholar 

  25. Dai JR, Cardellina JH, Boyd MR (1999) J Nat Prod 62:1427

    Article  CAS  Google Scholar 

  26. Watase I, Hiroshi S, Mami Y, Kazuki S (2004) Plant Biotechnology 21:337

    Article  CAS  Google Scholar 

  27. Hombegowda HC, Vasudeva R, Georgi PM, Uma Shaanker R, Ganeshaiah KN (2002) Curr Sci 83:1077

    Google Scholar 

  28. Ravi Kumar, Ved DK (2000) (eds) 100 Red listed Medicinal Plants of Conservation Concern in Southern India, Foundation for revitalization of local Health Traditions, Bangalore

    Google Scholar 

  29. Ku KY, Tang TC (1980) Zhing Cao Yao 11:476

    CAS  Google Scholar 

  30. Wu TS, Leu YL, Hsu HC, Ou LF, Chen CC, Chen C, Ou JC, Wu YC (1995) Phytochemistry 39:383

    Article  CAS  Google Scholar 

  31. Biswanath D, Padma SR, Kashinatham A, Srinivas KVN (1997) Indian Journal of Chemistry 36:208

    Google Scholar 

  32. Nolte BA (1999) M.S. Thesis, Texas A&M University, College Station, TX

    Google Scholar 

  33. Padmanabha BV, Chandrasekar M, Ramesha BT, Hombegowda HC, Gunaga R, Suhas S, Vasudeva R, Ganeshaiah KN, Uma Shaanker R (2006) Curr Sci 90:95

    CAS  Google Scholar 

  34. Roja G, Heble MR (1994) Phytochemistry 36:65

    Article  CAS  Google Scholar 

  35. Suhas S, Ramesha BT, Ravikanth G, Rajesh PG, Vasudeva R, Ganeshaiah KN, Uma Shaanker R (2007) Curr Sci 92:1142

    CAS  Google Scholar 

  36. Myers N, Russell AM, Cristina GM, Gustavo ABF, Jennifer K (2000) Nature 403 :853

    Article  CAS  Google Scholar 

  37. Liu Z, John CA, Viator HP, Roysell J, Constantin J, Stanley BC (1999) Physiol Plant 105:402

    Article  CAS  Google Scholar 

  38. Liu Z, Stanley BC, Wayne JB, Yu Y, Raysell JC, Mathew JF, John CA(1998) Bot Bull Acad Sin 44:265

    Google Scholar 

  39. Yan XF, Wang Y, Yu T, Zhang YH, Yin LJ (2002) J Instu Anal 21:15

    Google Scholar 

  40. Ganeshaiah KN, Narayani B, Nilima N, Chandrasekara K, Swamy M, Uma Shaanker, R (2003) Curr Sci 85:1526

    Google Scholar 

  41. Hijmans RJ, Guarino L, Mathur P, Jarvis A (2004), DIVA-GIS. Free GIS for biodiversity research. http://www.diva- gis.org/

    Google Scholar 

  42. Hijmans RJ, Cruz E, Rojas L, Guarino L (2001) Manual. International Potato Center and International Plant Genetic Resources Institute, Lima, Peru

    Google Scholar 

  43. Hijmans RJ, David MS (2001) American Journal of Botany. 88:2101

    Article  CAS  Google Scholar 

  44. Prakash Kumar UM (2007) M.Sc Thesis University of Agricultural Sciences, Bangalore

    Google Scholar 

  45. Puri SC, Handa G, Gupta RK, Srivastava TN, Somal P, Sharma SN (1999) J. Indian Chem. Soc 76:370

    CAS  Google Scholar 

  46. Ved DK (2003) Medicinal plants trade in India- An overview. In: Ankila JH, Gladwin CJ, Uma Shaanker R (eds) Proceedings of the conference on Policies, management, Utilization and conservation of non-timber forest products (NTFP’s) in the South Asia region. Ashoka Trust for Research in Ecology and Environment, Bangalore and Forestry Research support Program for Asia and the Pacific, Food and Agriculture Organisation, Bangkok

    Google Scholar 

  47. Swapna M, Biswajit G, Timir BJ, Sumita J (2002) Planta Med 68:757

    Article  Google Scholar 

  48. Poupat C, Ingrid H, Francoise G, Alain A, Daniel G, Pierre P (2000) Planta Med 66:580

    Article  CAS  Google Scholar 

  49. Rita MM, Bedir E, Barrett H, Burandt JC, Canel C, Khan IA (2002) Planta Med 68:341

    Article  Google Scholar 

  50. Rita MM, Hemanth L, Ebru B, Muhammed M, Kent C (2001) Trends New Crops New Uses 36:527

    Google Scholar 

  51. Lopez-Meyer M, Nessler CL, McKnight TD (1994) Planta Med 60:558

    Article  CAS  Google Scholar 

  52. Li S, Yi Y, Wang Y, Zhang Z, Beasley RS (2002) Planta Med 68:1010

    Article  CAS  Google Scholar 

  53. Wiedenfeld H, Furmanowa M, Roeder E, Guzewska J, Gustowski W (1997) Plant Cell Tiss Org Cult 49:213

    Article  CAS  Google Scholar 

  54. Saito K, Sudo H, Yamazaki M, Koseki-Nakamura M, Kitajima M, Yamazaki M, Takayama H, Aimi N (2001) Plant Cell Rep 20:267

    Article  CAS  Google Scholar 

  55. Vineesh VR, Fijesh PV, Jelly Louis, Jaimsha VK, Jose Padikkala (2007) Curr Sci 92:1216

    CAS  Google Scholar 

  56. Zhou BN, Hoch JM, Johnson RK, Mattern MR, Eng WK, Ma J, Hecht SM, Newman DJ, Kingston DGI (2000) J Nat Prod 63:1273

    Article  CAS  Google Scholar 

  57. Aiyama R, Nagai H, Nokata K, Shinohara C, Sawada S (1988) Phytochemistry 27:3663

    Article  CAS  Google Scholar 

  58. Yamazaki Y, Urano A, Sudo H, Kitajima M, Takayama H, Yamazaki M, Aimi N, Saito K (2003) Phytochemistry 62:461

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Crop Physiology, University of Agricultural Sciences, GKVK Campus, 560065, Bangalore , India

    R. Uma Shaanker & B.T. Ramesha

  2. School of Ecology and Conservation, University of Agricultural Sciences, GKVK Campus, 560065, Bangalore, India

    R. Uma Shaanker, B.T. Ramesha, G. Ravikanth & K.N. Ganeshaiah

  3. Ashoka Trust for Research in Ecology and the Environment, 5th A Main, Hebbal, 560024, Bangalore , India

    R. Uma Shaanker, G. Ravikanth, R. Vasudeva & K.N. Ganeshaiah

  4. Department of Forest Biology, College of Forestry, 581401, Sirsi, India

    R. Gunaga & R. Vasudeva

  5. Department of Genetics and Plant Breeding, University of Agricultural Sciences, GKVK Campus, 560065, Bangalore, India

    K.N. Ganeshaiah

  6. Jawaharlal Nehru Centre for Advanced Scientific Research, Jakkur, 560065, Bangalore, India

    R. Uma Shaanker & K.N. Ganeshaiah

Authors
  1. R. Uma Shaanker
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. B.T. Ramesha
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. G. Ravikanth
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. R. Gunaga
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. R. Vasudeva
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. K.N. Ganeshaiah
    View author publications

    You can also search for this author in PubMed Google Scholar

Editor information

Editors and Affiliations

  1. Laboratory of Biomolecular Technology, Department of Botany, M.L. Sukhadia University, 313001, Udaipur, India

    K.G. Ramawat

  2. Groupe d‘Etude des Substances Végétales à Activité Biologique Laboratoire de Sciences Végétales, Mycologie et Biotechnologie,, UFR Pharmacie Universite Victor Segalen, 146 Rue Leo-Saignat, 33076, Bordeaux cedex, France

    J.M. Merillon

Rights and permissions

Reprints and permissions

Copyright information

© 2008 Springer-Verlag Berlin Heidelberg

About this chapter

Cite this chapter

Uma Shaanker, R., Ramesha, B., Ravikanth, G., Gunaga, R., Vasudeva, R., Ganeshaiah, K. (2008). Chemical Profiling of Nothapodytes nimmoniana for Camptothecin, an Important Anticancer Alkaloid: Towards the Development of a Sustainable Production System. In: Ramawat, K., Merillon, J. (eds) Bioactive Molecules and Medicinal Plants. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-540-74603-4_10

Download citation

Publish with us

Policies and ethics

Search

Navigation