Current status of polyamine and polyamine analogs analysis in cancer research

Critical Reviews in Analytical Chemistry

Volumn 40, Issue 2, 2010, Pages 60-67

  Önal, Armaǧan ^a  

^a ISTANBUL UNIVERSITY   (Turkey)

Author keywords

Analytical methods; Biological fluids; Cancer; Polyamine analogs; Polyamines

Indexed keywords

ANALYTICAL METHOD; ANTI-CANCER THERAPIES; BIOLOGICAL FLUIDS; CANCER RESEARCH; CURRENT STATUS; EXPERIMENTAL ANIMALS; MALIGNANT CELLS; MALIGNANT TUMORS; POLYAMINE LEVELS; POLYAMINES; SEPARATION TECHNIQUES;

AMINES; ANIMAL CELL CULTURE; BODY FLUIDS; CAPILLARY ELECTROPHORESIS; CELL CULTURE; GAS CHROMATOGRAPHY; GROWTH KINETICS; LIQUID CHROMATOGRAPHY; TISSUE CULTURE;

CELL GROWTH;

CANCER; CONCENTRATION (COMPOSITION); EXPERIMENTAL STUDY; GAS CHROMATOGRAPHY; HISTOLOGY; LIQUID CHROMATOGRAPHY; ORGANIC COMPOUND; RESEARCH WORK; TUMOR;

ANIMALIA;

EID: 77952059293     PISSN: 10408347     EISSN: 15476510     Source Type: Journal    
DOI: 10.1080/10408340903018486     Document Type: Article

References (81)

1. http://www.cancer.gov/cancertopics/whatiscancer. April 2, 2010.
2. http://info.cancerresearchuk.org/cancerandresearch/learnaboutcancer/whatcausescancer/.
3. F. R. Hirsch, D. T. Merrick, and W. A. Franklin, Role of biomarkers for early detection of lung cancer and chemoprevention. Eur. Resp. J. 19 (2002):1151-1158.
4. P. R. Srinivas, B. S. Kramer, and S. Srivastava, Trends in biomarker research for cancer detection. Lancet Oncol. 2 (2001): 698-704.
5. A. E. Pegg, Recent advances in the biochemistry of polyamines in eukaryotes. Biochem. J., 234 (1986):249-262.
6. C. W. Tabor and H. Tabor, Polyamines. Annu. Rev. Biochem. 53 (1984):749-790.
7. A. E. Pegg, Polyaminemetabolism and its importance in neoplastic growth and a target for chemotherapy. Cancer Res. 48 (1988):759-774.
8. A. Raina, Polyamines in rapid growth and cancer. Biochim. Biophys. Acta 473 (1978):241-293.
9. T. Thomas and T. J. Thomas, Polyamine metabolism and cancer. J. Cell. Mol. Med. 7 (2003):113-126.
10. E. W. Gerner, and F. L. Meyskens, Polyamines and cancer: old molecules, new understanding. Natl. Rev. Cancer 4 (2004):781-792.
11. N. Seiler and F. Raul, Polyamines and apoptosis. J Cell MolMed., 9 (2005): 623-642.
12. L. J. Marton and A. E. Pegg, Polyamines as targets for therapeutic intervention. Annu. Rev. Pharmacol. Toxicol. 35 (1995):55-91.
13. A. E. Pegg and P. P McCann, Polyamine metabolism and function: A brief review. Am. J. Physiol. 243 (1982):212-221.
14. R. A. Casero and L. J. Marton, Targeting polyamine metabolism and function in cancer and other hyperproliferative diseases. Nature Reviews Drug Discovery 6 (2007):373-390.
15. N. Seiler, Polyamine metabolism. Digestion 46 (2) (1990): 319-330.
16. F. R. Saunders and H. M. Wallace, Polyamine metabolism and cancer prevention. Biochemical Society Transactions 35 (2) (2007):364-368.
17. Y. Huanga, A. Pledgiea, R. A. Casero, Jr., and N. E. Davidson, Molecular mechanisms of polyamine analogs in cancer cells. Anti-Cancer Drugs 16 (2005):229-241.
18. W. E. Criss, A review of polyamines and cancer. Turk. J. Med. Sci. 33 (2003):195-205.
19. N. Palavan-Unsal, S. M. Aloglu-Senturk, and D. Arýsan,The function of poliamine metabolism in pr ostate cancer, Exp. Oncol. 28 (3) (2006):178-186.
20. A. Gugliucci, Polyamines as clinical laboratory tools. Clinica Chimica Acta 344 (2004):23-35.
21. M. Linsalata and F. Russo, Nutritional factors and polyamine metabolism in colorectal cancer. Nutrition 24 (2008):382-389.
22. H. M. Wallace A. V. Fraser, and A. Hughes, A perspective of polyamine metabolism. Biochem. J. 376 (2003):1-14.
23. N. Seiler, Howimportant is the oxidative degradation of spermine?: Minireview article. Amino Acids 26 (2004):317-319.
24. K. Igarashi and K. Kashiwagri, Polyamines: Mysterious modulators of cellular functions. Biochem. Biophys. Res. Commun. 271 (2000):559-564.
25. C. Moinard, L. Cynober, and J. P. de Bandt, Polyamines: Metabolism and implications in human diseases. Clin. Nutr. 24 (2005):184-197.
26. D. H. Russell, Ornithine decarboxylase as a biological and pharmacological tool. Pharmacology 20 (1980):117-129.
27. T. Thomas and T. J. Thomas, Polyamines in cell growth and cell death: Molecular mechanisms and therapeutic applications. Cell. Mol. Life Sci. 58 (2001):244-258.
28. D. M. L. Morgan, Polyamines, an overview. Mol. Biotechnol. 11(1999):229-250.
29. R. A. Casero and A. E. Pegg, The turning point in polyamine metabolism. FASEB J. 7 (1993):653-661.
30. F. N. Bolkenius and N. Seiler, Acetyl derivatives as intermediates in polyamine catabolism. Int. J. Biochem. 13 (1981):287-292
31. N. A. Ignatenko, H. Zhang, G. S. Watts, B. A. Skovan, D. E. Stringer, and E. W. Gerner, The chemopreventive agent á- difluoromethylornithine blocks K ras dependent tumor formation and specific gene expression in Caco-2 cells. Mol. Carcinog. 39 (2004):221-233.
32. N. Babbar, N. A. Ignatenko, R. A. Casero, Jr., and E. W. Gerner, Cyclooxygenase-independent induction of apoptosis by sulindac sulfone is mediated by polyamines in colon cancer. J. Biol. Chem. 278 (2003):47762-47775.
33. A. N. Kingsnorth and H. M. Wallace, Elevation of monoacetylated polyamines in human breast cancers. Eur. J. Cancer Clin. Oncol. 21 (1985):1057-1062.
34. H. M. Wallace, J. Duthie, D. M. Evans, S. Lamond, K. M. Nicoll, and S. D. Heys, Alterations in polyamine catabolic enzymes in human breast cancer tissue. Clin. Cancer Res. 6 (2000):3657-3661.
35. P. H. M. Hoet and B. Nemery, Polyamines in the lung: polyamine uptake and polyamine-linked pathological or toxicological conditions. Am. J. Physiol. Lung Cell. Mol. Physiol. 278 (2000):L417-L433.
36. G. M. LaMuraglia, F. Lacaine, and R. A. Malt, High ornithine decarboxylase activity and polyamine levels in human colorectal neoplasia. Ann. Surg. 204 (1986):89-93.
37. C.W. Porter, L. Herrera-Ornelas, P. Pera, N. F. Petrelli, and A.Mittelman, Polyamine biosynthetic activity in normal and neoplastic human colorectal tissues. Cancer 60 (1987):1275-1281.
38. B. W. Metcalf, P. Bey, C. Danzin, M. J. Jung, P. Casara, and J. P. Vevert, Catalytic irreversible inhibition of mammalian ornithine decarboxylase (E.C. +.1.1.17) by substrate and product analogs. J. Am. Chem. Soc. 100 (1978):2551-2553.
39. R. A. Casero, Jr., S. J. Ervin, P. Celano, S. B. Baylin, and R. J. Bergeron, Differential response to treatment with the bis(ethyl)polyamine analogues between human small cell lung carcinoma and undifferentiated large cell lung carcinoma in culture. Cancer Res. 49 (1989):639-643.
40. H. S. Basu, L. J. Marton, M. Pellarin, D. F. Deen, J. S. McManis, C. Z. Liu, R. J. Bergeron, and D. G. Feurstein, Design and testing of novel cytotoxic polyamine analogues. Cancer Res. 54 (1994):6210-6214.
41. N. E. Davidson, H. A. Hahm, D. E. McCloskey, P. M. Woster, and R. A. Casero, Jr., Clinical aspects of cell death in breast cancer:the polyamine pathway as a new target for treatment. Endocr. Relat. Cancer 6(1999):69-73.
42. N. Uehara, S. Shirakawa, H. Uchino, and Y. Saeki, Elevated contents of spermidine and spermine in the erythrocytes of cancer patients. Cancer 45 (1980):108-111.
43. D. H. Russell, Clinical relevance of polyamines as biochemical markers of tumor kinetics. Clin. Chem. 23(1) (1977): 22-27.
44. D. H. Russell, Clinical relevance of polyamines. Crit. Rev. Clin. Lab. Sci. 18 (1983):261-311.
45. A. E. Pegg and D. J. Feith, Polyamines and neoplastic growth. Biochem. Soc. Trans. 35 (2007):295-299.
46. M.Y. Khuhawar and G. A. Qureshi, Polyamines as cancer markers: Applicable separation methods. J. Chromatogr. B 764 (2001):385-407.
47. D. Teti, M. Visalli, and H. McNair, Analysis of polyamines as markers of (patho)physiological conditions. Journal of Chromatography B 781 (2002):107-149.
48. Y. Ma, G. Liu, M. Du, and I. Stayton, Recent developments in the determination of urinary cancer biomarkers by capillary electrophoresis. Electrophoresis 25 (2004):1473-1484.
49. M. Kawakita and K. Hiramatsu, Diacetylated derivatives of spermine and spermidine as novel promising tumor markers. Journal of Biochemistry 139 (3) (2006):315-322.
50. K. Hiramatsu, K. Takahashi, T. Yamaguchi, H. Matsumoto, H. Miyamoto. S. Tanaka, C. Tanaka, Y. Tamamori, M. Imajo, M. Kawaguchi, M. Toi, T. Mori, and M. Kawakita, N1,N12-diacetylspermine as a sensitive and specific novel marker for late-stage colorectal and breast cancers. Clin. Cancer Res. 11(8) (2005):2986-2990.
51. M. Kawakita, K. Hiramatsu, K. Takahashi, R. Yamada, M. Kawaguchi, N. Shinoura, T. Tanaka, K. Kariyone, Y. Tamamori, Y. Sasaki, and T. Mori, Urinary diacetylspermine: Its analysis and performance as a novel tumor marker. Rinsho byori. The Japanese Journal of Clinical Pathology 53(2) (2005):123-129.
52. M. Enjoji, M. Nakamuta, E. Arimura, S. Morizono, M. Kuniyoshi, M. Fukushima, K. Kotoh, and H. Nawata, Clinical significance of urinary N1,N12-diacetylspermine levels in patients with hepatocellular carcinoma. International Journal of Biological Markers 19(4) (2004):322-327.
53. K. Yamaguchi, M. Nakamura, K. Shirahane, H. Konomi, N. Torata, N. Hamasaki, M. Kawakita, and M. Tanaka, Urine diacetylspermine as a novel tumour maker for pancreatobiliary carcinomas. Digestive and Liver Disease 37 (2005):190-194.
54. M. Kobayashi, K. Samejima, K. Hiramatsu, and M. Kawakita, Mass spectrometric separation and determination of N1,N 12-diacetylspermine in the urine of cancer patients. Biol. Pharm. Bull. 25 (3) (2002):372-374.
55. D. Stejskal, V. Humenansk, Z. Hanulova, R. Fiala, R. Vrtal, P. Solichova, and M. Karpisek, Evaluation of urine n1,n12-diacetylspermine as potential tumor marker for urinary bladder cancer. Biomed. Pap. Med. Fac. Univ. Palacky Olomouc Czech Repub. 150(2) (2006):235-237.
56. K. Takahashi, K. Hiramatsu, M. Kawakita, T. Mori, T Yamaguchi, H. Matsumoto, H Miyamoto, and Y. Tamamori, The significance of urine di-acetyl spermine level as a cancer marker for colorectal cancer. Rinsho Byori. 52(4) (2004):332-335.
57. Y. Wang, W. Devereux, P. M. Woster, T. M. Stewart, A. Hacker, and R. A. Casero Jr. Cloning and characterization of a human polyamine oxidase that is Inducible by polyamine analogue exposure. Cancer Research 61 (2001):5370-5373.
58. J. Y. Jun, J. W. Griffith, R. Bruggeman, S. Washington, L. M. Demers, M. F. Verderame, and A. Manni, Effects of polyamine depletion by a-difluoromethylornithine on in vitro and in vivo biological properties of 4T1 murine mammary cancer cells. Breast Cancer Res. Treat. 107 (2008):33-40.
59. S. Qi-Feng, T. Hui, L. XianXi, Z. Bing; Z. Yan, and S. DongFeng, Inhibitory effect of ornithine decarboxylase and Sadenosylmethionine decarboxylase bi-antisense virus on lung cancer cell A-549. Journal of Shandong University (Health Sciences). 45(8) (2007): 757-761.
60. M. Lyudmila, Sv. P. Stefan, St. L. Valentin, E. Atanaska, Z. Sabina, and Iv. M. Vanio, Simultaneous determination of free polyamines, catecholamines and metanephrines in plasma and urine. Journal of Liquid Chromatography & Related Technologies 31:(2008):2128-2140.
61. K. Dziarkowska, J.A. Jonsson, and P. P. Wieczoreka, Single hollow fiber SLM extraction of polyamines followed by tosyl chloride derivatization and HPLC determination. Analytica Chimica Acta 606(2008):184-193.
62. L. L. Siu, E. K. Rowinsky, L. A. Hammond, G. R. Weiss, M. Hidalgo, G. M. Clark, J. Moczygemba, L. Choi, R. Linnartz, N. C. Barbet, I. T. Sklenar, R. Capdeville, G. Gan, C. W. Porter, D. D. VonHoff, and S. G. Eckhardt, Aphase I and pharmacokinetic study of SAM486A, a novel polyamine biosynthesis inhibitor, administered on a dailytimes- five every-three-week schedule in patients with advanced solid malignancies. Clinical Cancer Research. 8, (2002):2157-2166.
63. R. Reynoso-Orozco, A. Santerre, J. I. Delgado-Saucedo, J. C. Soĺýs, S. Veĺazquez-Magãna, and A. M. Puebla-Ṕerez, Polyamines as biomarkers of the antitumoral activity of Bursera fagaroides. Interciencia 33 (5) (2008):384-388.
64. B. Frydman, A. V. Blokhin, S. Brummel, G. Wilding, Y. Maxuitenko, A. Sarkar, S. Bhattacharya, D. Church, V. K. Reddy, J. A. Kink, L. J. Marton, A. Valasinas, and H. S. Basu, Cyclopropanecontaining polyamine analogues are efficient growth inhibitors of a human prostate tumor xenograft in nude mice. J. Med. Chem 46 (2003):4586-4600.
65. T. Arimural, A. Kojima-Yuasal, Y. Tatsumil, D. O. Kennedy, and I. Matsui-Yuasal, Involvement of polyamines in evening primrose extract-induced apoptosis in Ehrlich ascites tumor cells. Amino Acids 28 (2005):21-27.
66. Y.-H. Deng, H.-S. Zhang, X.-L. Du, and H. Wang, Quantification of biogenic amines in human plasma based on the derivatization with N-hydroxy-succinimidyl fluorescein-O-acetate by highperformance liquid chromatography. Journal of Separation Science 31 (6-7) (2008):990-998.
67. T. S. Weiss, G. B. A. Buschauer, W. E. Thasler, D. Dolgner, H. Zirngibl, and K-W. Jauch, Polyamine levels of human colorectal adenocarcinomas are correlated with tumor stage and grade. Int. J. Colorectal Dis. 17 (2002):381-387.
68. H. Inoue, K. Fukunaga, S. Munemura, and Y. Tsuruta, Simultaneous determination of free and N acetylated polyamines in urine by semimicro high-performance liquid chromatography using 4-(5,6 dimethoxy-2-phthalimidinyl)-2 methoxyphenylsulfonyl chloride as a fluorescent labeling reagent. Analytical Biochemistry 339 (2005):191-197.
69. T. Ekegren and C. Gomes-Trolin, Determination of polyamines in human tissues by precolumn derivatizationwith 9-Xuorenylmethyl chloroformate and high-performance liquid chromatography. Analytical Biochemistry 338 (2005):179-185.
70. V. Lozanov, B. Benkova, L. Mateva, S. Petrov, E. Popov, C. Slavov, and V. Mitev, Liquid chromatography method for simultaneous analysis of amino acids and biogenic amines in biological fluids with simultaneous gradient of pH and acetonitrile. Journal of Chromatography B 860 (2007):92-97.
71. J. A. Byun, S. H. Lee, B. H. Jung, M. H. Choi, M. H. Moon, and B. C. Chung, Analysis of polyamines as carbamoyl derivatives in urine and serum by liquid chromatography-tandem mass spectrometry. Biomed. Chromatogr. 22 (2008):73-80.
72. K. Samejima, M. Otani, Y. Murakami, T. Oka, M. Kasai, H. Tsumoto, and K. Kohda, Electrospray ionization and time-of-flight mass spectrometric method for simultaneous determination of spermidine and spermine. Biol. Pharm. Bull. 30(10) (2007):1943-1946.
73. M. R. Hakkinen, T. A. Keinanen, J. Vepsalainen, A. R. Khomutov, Lç. Alhonen, J. Janne, and S. Auriola, Analysis of underivatized polyamines by reversed phase liquid chromatography with electrospray tandem mass spectrometry. J. Pharm. Biomed. Anal. 45 (2007):625-634.
74. J. A. Byun, M. H. Choi, M. H. Moon, G. Kong, and B. C. Chung, Serum polyamines in pre- and post operative patients with breast cancer corrected by menopausal status. Cancer Letters 273 (2009):300-304.
75. N.-N. Fu, H.-S. Zhang, M. Ma, and H. Wang, Quantifi-cation of polyamines in human erythrocytes using a new near-infrared cyanine 1-(-succinimidyl-hexanoate)-10-methyl-3,3,30,30 tetramethylindocarbocyanine-5,50-disulfonate potassium with CE-LIF detection. Electrophoresis 28 (2007): 822-829.
76. G. Liu, J. Chen, and Y. Ma, Simultaneous determination of catecholamines and polyamines in PC-12 cell extracts bymicellar electrokinetic capillary chromatography with ultraviolet absorbance detection. Journal of Chromatography B 805 (2004):281-288.
77. R. L. H. Clements, A. Holt, E. S. Gordon, K. G. Todd, and G. B. Baker, Determination of rat hepatic polyamines by electroncapture gas chromatography. Journal of Pharmacological and Toxicological Methods 50 (1) (2004):35-39.
78. S. H. Lee, Y. J. Yang, K. M. Kim, and B. C. Chung, Altered urinary profiles of polyamines and endogenous steroids in patients with benign cervical disease and cervical cancer. Cancer Letters 201 (2003):121-131.
79. L. Li, K. Harab, J. Liua, Y. Yua, L. Gaoa, Y. Wanga, and Y. Wang, Rapid and simultaneous determination of hair polyamines as N-heptafluorobutyryl derivatives by gas chromatography-mass spectrometry. Journal of Chromatography B 876 (2008): 257-260.
80. M. J. Paik, D. Kuon, J. Cho, and K.-R. Kim, Altered urinary polyamine patterns of cancer patients under acupuncture therapy. Amino Acids. 37 (2) (2008):407-413.
81. H. M. Woo, K. M. Kim, M. H. Choi, B. H. Jung, J. Lee, G. Kong, S. J. Nam, S. Kim, S.W. Bai, and B. C. Chung, Mass spectrometry based metabolomic approaches in urinary biomarker study of women's cancers. Clinica Chimica Acta 400 (2009):63-69.