Skip to main content

Advertisement

SpringerLink
Log in

Development of an indirect competitive enzyme-linked immunosorbent assay (icELISA) using highly specific monoclonal antibody against paclitaxel

  • Original Paper
  • Published:
Journal of Natural Medicines Aims and scope Submit manuscript

Abstract

Paclitaxel, the major active component of the yew tree, is used as an important anti-cancer agent. To obtain the monoclonal antibody (MAb) against paclitaxel for paclitaxel determination using immunoassay, 7-xylosyltaxol was conjugated to the carrier protein bovine serum albumin (BSA) to construct the immunogen, and the ratio of hapten in XylTax–BSA conjugate was determined by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. After immunization of mice with this conjugate, hybridomas secreting MAbs against paclitaxel were obtained by fusing the splenocytes with the mouse myeloma cell line SP2/0. After hybridoma screening, the anti-paclitaxel MAb 3A3 was obtained, which showed a relatively high specificity to paclitaxel (cross-reactivities against other naturally occurred taxanes: 7-xylosyltaxol, 31.8 %; cephalomannine, 6.17 %; baccatin III, 10-deacetyl-baccatin III, 1-hydroxybaccatin I, 13-acetyl-9-dihydrobaccatin III and 1-acetoxyl-5-deacetyl-baccatin I, <0.11 %). Using the MAb 3A3, we established an indirect competitive enzyme-linked immunosorbent assay (icELISA) for paclitaxel determination with a detection range of 0.098–312.5 μg ml−1. Determination of paclitaxel contents in various yew tree samples with this icELISA resulted in recovery rates ranging from 92 to 94.8 %, and intra- and inter-assay variations of 3.6 and 4.7 %, respectively. This icELISA provides a valuable method of paclitaxel determination for various purposes.

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

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2

Similar content being viewed by others

References

  1. Shi QW, Kiyota H (2005) New natural taxane diterpenoids from Taxus species since 1999. Chem Biodivers 2:1597–1623

    Article  PubMed  CAS  Google Scholar 

  2. Wani MC, Taylor HL, Wall ME, Coggon P, McPhail AT (1971) Plant antitumor agents. VI. Isolation and structure of taxol, a novel antileukemic and antitumor agent from Taxus brevifolia. J Am Chem Soc 193:2325–2327

    Article  Google Scholar 

  3. Hata Y, Sandier A, Loehrer EJ, Sledge GW, Weber G (1994) Synergism of Taxol and gallium nitrate in human breast carcinoma cells: schedule dependency. Oncol Res 6:19–24

    PubMed  CAS  Google Scholar 

  4. Holmes FA, Waiters RS, Theriault RL, Forman AD, Newton LK, Raber MN, Buzdar AU, Frye DK, Hortobagyi GN (1991) Phase II trial of taxol, an active drug in the treatment of metastatic breast cancer. J Natl Cancer Inst 83:1797–1805

    Article  PubMed  CAS  Google Scholar 

  5. Gregory RE, DeLisa AF (1993) Paclitaxel: a new antineoplastic agent for refractory ovarian cancer. Clin Pharm 12:401–415

    PubMed  CAS  Google Scholar 

  6. Markman M (1991) Taxol: an important new drug in the management of epithelial ovarian cancer. Yale J Biol Med 64:583–590

    PubMed  CAS  Google Scholar 

  7. Marty M, Extra JM, Culine S, Rousseau F (1992) Taxol and ovarian adenocarcinomas [in French]. Pathol Biol (Paris) 39:834–835

    CAS  Google Scholar 

  8. Williams S, Mutch DG, Xu L, Collins JL (1992) Divergent effects of taxol on tumor necrosis factor-α-mediated cytolysis of ovarian carcinoma cells. Am J Obstet Gynecol 167:1870–1876

    Article  PubMed  CAS  Google Scholar 

  9. Choy H, Akerley W, Safran H, Clark J, Rege V, Papa A, Glantz M, Puthawala Y, Soderberg C, Leone L (1994) Phase I trial of outpatient weekly paclitaxel and concurrent radiation therapy for advanced non-small-cell lung cancer. J Clin Oncol 12:2682–2686

    PubMed  CAS  Google Scholar 

  10. Hajek R, Vorlicek J, Slavik M (1996) Paclitaxel (Taxol®): a review of its antitumor activity in clinical studies. Neoplasma 43:141–154

    PubMed  CAS  Google Scholar 

  11. Mekhail TM, Markman M (2002) Paclitaxel in cancer therapy. Expert Opin Pharmacother 3:755–766

    Article  PubMed  CAS  Google Scholar 

  12. Rowinsky EK, Donehower RC (1995) Paclitaxel (Taxol). N Engl J Med 332:1004–1014

    Article  PubMed  CAS  Google Scholar 

  13. Bala S, Uniyal GC, Chattopadhyay SK, Tripathi V, Sashidhara KV, Kulshrestha M, Sharma RP, Jain SP, Kukreja AK, Kumar S (1999) Analysis of taxol and major taxoids in Himalayan yew, Taxus wallichiana. J Chromatogr A 858:239–244

    Article  PubMed  CAS  Google Scholar 

  14. Harvey SD, Campbell JA, Kelsey RG, Vance NC (1991) Separation of taxol from related taxanes in Taxus brevifolia extracts by isocratic elution reversed-phase microcolumn high-performance liquid chromatography. J Chromatogr A 587:300–305

    Article  CAS  Google Scholar 

  15. Rizzo J, Riley C, Hoff DV, Kuhn J, Phillips J, Brown T (1990) Analysis of anticancer drugs in biological fluids: determination of taxol with application to clinical pharmacokinetics. J Pharm Biomed Anal 8:159–164

    Article  PubMed  CAS  Google Scholar 

  16. Suno M, Ono T, Lida S, Umetsu N, Ohtali KI, Yamada T, Awaya T, Satomi M, Tasaki Y, Shimizu K, Matsubara K (2007) Improved high-performance liquid chromatographic detection of paclitaxel in patient’s plasma using solid-phase extraction, and semi-micro-bore C18 separation and UV detection. J Chromatogr B 860:141–144

    Article  CAS  Google Scholar 

  17. Theodoridis G, Laskaris G, Verpoorte R (1999) HPLC analysis of taxoids in plant and plant cell tissue cultures. Am Biotechnol Lab 17:40–44

    CAS  Google Scholar 

  18. Willey TA, Bekos EJ, Gaver RC, Duncan GF, Tay LK (1993) High-performance liquid chromatographic procedure for the quantitative determination of paclitaxel (taxol) in human plasma. J Chromatogr B 621:231–238

    Article  CAS  Google Scholar 

  19. Hoke SH, Wood JM, Cooks RG, Li XH, Chang CJ (1992) Rapid screening for Taxanes by tandem mass spectrometry. Anal Chem 64:2313–2315

    Article  PubMed  CAS  Google Scholar 

  20. Auriola SOK, Lepisto AM, Naaranlahti T, Lapinjoki SP (1992) Determination of taxol by high-performance liquid chromatography–thermospray mass spectrometry. J Chromatogr A 594:153–158

    Article  CAS  Google Scholar 

  21. Bitsch F, Ma W, Macdonald F, Nieder M, Shackleton CHL (1993) Analysis of taxol and related diterpenoids from cell cultures by liquid chromatography–electrospray mass spectrometry. J Chromatogr B 615:273–280

    Article  CAS  Google Scholar 

  22. Gardner ER, Dahut W, Figg WD (2008) Quantitative determination of total and unbound paclitaxel in human plasma following Abraxane treatment. J Chromatogr B 862:213–218

    Article  CAS  Google Scholar 

  23. Hamel E, Lin CM, Johns DG (1982) Tubulin-dependent biochemical assay for the antineoplastic agent taxol and application to measurement of the drug in serum. Cancer Treat Rep 66:1381–1386

    PubMed  CAS  Google Scholar 

  24. Stasko MW, Witherup KM, Ghiorzi TJ, McCloud TG, Look S, Muschik GM, Issaq HJ (1989) Multimodal thin layer chromatographic separation of taxol and related compounds from Taxus brevifolia. J Liq Chromatogr 12:2133–2143

    CAS  Google Scholar 

  25. Chan KC, Alvarado AB, McGuire MT, Muschik GM, Issaq HJ, Snader KM (1994) High-performance liquid chromatography and micellar electrokinetic chromatography of taxol and related taxanes from bark and needle extracts of Taxus species. J Chromatogr B 657:301–306

    Article  CAS  Google Scholar 

  26. Morinaga O, Uto T, Sakamoto S, Tanaka H, Shoyama Y (2009) Enzyme-linked immunosorbent assay for total sennosides using anti-sennoside A and anti-sennoside B monoclonal antibodies. Fitoterapia 80:28–31

    Article  PubMed  CAS  Google Scholar 

  27. Paudel MK, Putalun W, Sritularak B, Morinaga O, Shoyama Y, Tanaka H, Morimoto S (2011) Development of a combined technique using a rapid one-step immunochromatographic assay and indirect competitive ELISA for the rapid detection of baicalin. Anal Chim Acta 701:189–193

    Article  PubMed  CAS  Google Scholar 

  28. Shang MY, Tian M, Tanaka H, Li XW, Cai SQ, Shoyama Y (2011) Quality control of traditional Chinese medicine by monoclonal antibody method. Curr Drug Discov Technol 8:60–65

    Article  PubMed  CAS  Google Scholar 

  29. Sritularak B, Morinaga O, Yuan CS, Shoyama Y, Tanaka H (2009) Quantitative analysis of ginsenosides Rb1, Rg1, and Re in American ginseng berry and flower samples by ELISA using monoclonal antibodies. J Nat Med 63:360–363

    Article  PubMed  CAS  Google Scholar 

  30. Tanaka H, Putalun W, De-Eknamkul W, Matangkasombut O, Shoyama Y (2007) Preparation of a novel monoclonal antibody against the antimalarial drugs, artemisinin and artesunate. Planta Med 73:1127–1132

    Article  PubMed  CAS  Google Scholar 

  31. Grothaus PG, Raybould TJG, Bignami GS, Lazo CB, Byrnes JB (1993) An enzyme immunoassay for the determination of taxol and taxanes in Taxus sp. tissues and human plasma. J Immunol Methods 158:5–15

    Article  PubMed  CAS  Google Scholar 

  32. Grothaus PG, Bignami GS, Maliey SO, Harada KE, Byrnes JB, Waller DF, Raybould TJG, McGuire MT, Alvarado B (1995) Taxane-specific monoclonal antibodies: measurement of taxol, baccatin III, and “total taxanes” in Taxus brevifolia extracts by enzyme immunoassay. J Nat Prod 58:1003–1014

    Article  PubMed  CAS  Google Scholar 

  33. Jaziri M, Diallo BM, Vanhaelen MH (1991) Enzyme-linked immunosorbent assay for the detection and the semi-quantitative determination of taxane diterpenoids related to taxol in Taxus sp. and tissue cultures. J Pharm Belg 46:93–99

    PubMed  CAS  Google Scholar 

  34. Leu JG, Jech SK, Wheeler NC (1993) Immunoassay of taxol and taxol-like compounds in plant extracts. Life Sci 53:183–187

    Article  Google Scholar 

  35. Leu JG, Chen BX, Schiff PB, Erlanger BF (1993) Characterization of polyclonal and monoclonal anti-taxol antibodies and measurement of taxol in serum. Cancer Res 53:1388–1391

    PubMed  CAS  Google Scholar 

  36. Svojanovsky SR, Egodage KL, Wu J, Slavik M, Wilson GS (1999) High sensitivity ELISA determination of taxol in various human biological fluids. J Pharm Biomed Anal 20:549–555

    Article  PubMed  CAS  Google Scholar 

  37. Tanaka H, Xuan LJ, Morimoto S, Shoyama Y, Isobe R, Nojima K (2001) Direct determination of naturally occurring biologically active compound–serum albumin conjugate by matrix-assisted laser desorption/ionization mass spectrometry. Spectroscopy 15:1–18

    Article  CAS  Google Scholar 

  38. Galfre G, Milstein C (1981) Preparation of monoclonal antibodies: strategies and procedures. Methods Enzymol 73:3–46

    Article  PubMed  CAS  Google Scholar 

  39. Goding JW (1980) Antibody production by hybridomas. J Immunol Methods 39:285–308

    Article  PubMed  CAS  Google Scholar 

  40. Murakami H, Masui H, Sato GH, Sueoka N, Chow TP, Kano-Sueoka T (1982) Growth of hybridoma cells in serum-free medium: ethanolamine is an essential component. Proc Natl Acad Sci USA 79:1158–1162

    Article  PubMed  CAS  Google Scholar 

  41. Weiler EW, Kruger H, Zenk MH (1980) Radioimmunoassay for the determination of the steroidal alkaloid solasodine and related compounds in living plants and herbarium specimens. Planta Med 39:112–124

    Article  CAS  Google Scholar 

  42. Mori A, Mukaida M, Ishiyama I, Hori J, Okada Y, Sasaki M, Mii K, Mizugaki M (1990) Homicidal poisoning by aconite: report of a case from the viewpoint of clinical forensic medicine. Jpn J Legal Med 44:352–357

    CAS  Google Scholar 

  43. Zhang J, Xu XP, Liu J, Tian CX, Zhou S (2008) Study on the taxol distribution in different parts of difference sources Taxus growing in China. Chin J Pharm Anal 1:16–19

    Google Scholar 

  44. Xu XJ, Song CZ (2009) Advances on the study of immunoassay of taxol. J Biol 26:50–53

    CAS  Google Scholar 

Download references

Acknowledgments

The research was financially supported by the Natural Science Foundation of China (NSFC No. 30500652), Guangdong Administration of Traditional Chinese Medicine Scientific and Technological Projects (No. 1060131), and in part by a Grant-in-Aid from the Ministry of Education, Culture, Sports, Science and Technology of Japan, a research grant from Takeda Science Foundation, and a research grant from Sasagawa Scholarship.

Author information

Authors and Affiliations

  1. School of Traditional Chinese Medicine, Southern Medical University, 1023 Shatai Road South, Guangzhou, 510515, People’s Republic of China

    Zhi Chao & Mingming Tan

  2. Graduate school of Pharmaceuticals, Kyusyu University, Fukuoka, 812-8582, Japan

    Madan Kumar Paudel, Seiichi Sakamoto, Kaori Sasaki-Tabata, Hiroyuki Tanaka & Satoshi Morimoto

  3. School of Nursing, Guangzhou Medical College, Guangzhou, 510450, People’s Republic of China

    Liling Ma

  4. Department of Pharmacy, Nagasaki International University, Nagasaki, 859-3298, Japan

    Yukihiro Shoyama

  5. Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai, 201203, People’s Republic of China

    Lijiang Xuan

Authors
  1. Zhi Chao
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Mingming Tan
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Madan Kumar Paudel
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Seiichi Sakamoto
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Liling Ma
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Kaori Sasaki-Tabata
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. Hiroyuki Tanaka
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. Yukihiro Shoyama
    View author publications

    You can also search for this author in PubMed Google Scholar

  9. Lijiang Xuan
    View author publications

    You can also search for this author in PubMed Google Scholar

  10. Satoshi Morimoto
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to Zhi Chao or Hiroyuki Tanaka.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Chao, Z., Tan, M., Paudel, M.K. et al. Development of an indirect competitive enzyme-linked immunosorbent assay (icELISA) using highly specific monoclonal antibody against paclitaxel. J Nat Med 67, 512–518 (2013). https://doi.org/10.1007/s11418-012-0708-1

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11418-012-0708-1

Keywords

Search

Navigation