Polimery uwalniające tlenek azotu(II)

B. Parzuchowska; P. Parzuchowski

doi:10.14314/polimery.2014.106

Published : 2014-02-28

Vol. 59 No. 2 (2014)

Nitric oxide(II) releasing polymers

B. Parzuchowska P. Parzuchowski

DOI: https://doi.org/10.14314/polimery.2014.106

Abstract

The paper is a literature review concerning the polymeric materials capable of generating nitric oxide(II). The role of nitric oxide (NO) in an organism comprise the protective, regulatory, and signaling functions. NO molecule is involved in the regulation of blood pressure, clotting, neurotransmission and the immune response. The problems associated with chemical bonding of NO donor molecules — diazeniumdiolates — to the polymeric chains or filler particles have been discussed. The basic information on the synthesis, properties and methods of the investigation of diazeniumdiolates was given. The modifications of polymeric materials by introducing of nitric oxide donors to the polymers commonly regarded as biocompatible such as: polysiloxanes, polyurethanes, polyacrylates or PVC have been presented. The best results were obtained for the polymers of low polarity such as polysiloxanes, modified silica or acrylic polymers, which are able to generate several µmol of NO per mg of the material. The largest amounts of nitric oxide were released from low-polarity polymers modified with diazeniumdiolates of the anionic type, whereas the generation of zwitterionic diazeniumdiolates have not produced satisfactory results. Some of the described polymeric systems were capable of delivering nitric oxide at an almost negligible nmol per mg level. Efficient NO flux generated by biological systems, however, is so small that even such a weak nitric oxide donors may find further applications.

Keywords

tlenek azotu (II) ; polimery ; diolany diazoniowe nitric oxide (II) ; polymers ; diazeniumdiolates

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Zasady cytowania

Parzuchowska, B., & Parzuchowski, P. (2014). Nitric oxide(II) releasing polymers. Polimery, 59(2), 106–119. https://doi.org/10.14314/polimery.2014.106

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Remove [1] Saavedra J. E., Keefer L. K.: J. Chem. Educ. 2002, 79, 1427.

[2] Palmer R. M. J., Ferrige A. G., Moncada S.: Nature 1987, 327, 524.

[3] Marletta M. A., Yoon P. S., Iyengar R., Leaf C. D.,Wishnok J. S.: Biochemistry 1988, 27, 8706.

[4] Garthwaite J., Charles S. L., Chess-Williams R.: Nature 1988, 336, 385.

[5] www.nitricoxide.org

[6] www.nobelprize.org

[7] Tannenbaum S. R., Wishnok J. S., Leaf C. D.: Am. J. Clin. Nutr. 1991, 53, 247S.

[8] Schmidt H. H. H. W., Kelm M.: w „Methods in Nitric Oxide Research” (red. Feelisch M., Stamler J. S.), John Wiley, Chichester 1996, str. 491.

[9] Batchelor M. M.: „Synthesis and characterization of nitric oxide releasing agents/polymers for biomedical applications”, rozprawa doktorska, University of Michigan, USA 2004.

[10] Parzuchowski P. G.: Niepublikowane prace własne.

[11] Wan A., Gao Q., Li H.: J. Mater. Sci.: Mater. Med. 2009, 20, 321.

[12] Wu Y., Zhou Z., Meyerhoff M. E.: J. Biomed. Mater. Res. 2007, 81A, 956.

[13] Vaughn M. W., Kuo L., Liao J. C.: Am. J. Physiol. 1998, 247, H1705.

[14] Radomski M. W., Palmer R. M. J., Moncada S.: Biochem. Biophy. Res. Comm. 1987, 148, 1482.

[15] Mowery K. A., Schoenfisch M. H., Saavedra J. E., Keefer L. K., Meyerhoff M. E.: Biomaterials 2000, 21, 9.

[16] Zhang H., Annich G. M., Miskulin J., Osterholzer K., Merz S. I., Bartlett R. H., Meyerhoff M. E.: Biomaterials 2002, 23, 1485.

[17] Zhang H., Annich G. M., Miskulin J., Stankiewicz K., Osterholzer K., Merz S. I., Bartlett R. H., Meyerhoff M. E.: J. Am. Chem. Soc. 2003, 125, 5015.

[18] Shin J. H., Metzger S. K., Schoenfisch M. H.: J. Am. Chem. Soc. 2007, 129, 4612.

[19] Reynolds M. M., Hrabie J. A., Oh B. K., Politis J. K., Citro M. L., Keefer L. K., Meyerhoff M. E.: Biomacromolecules 2006, 7, 987.

[20] Reynolds M. M., Saavedra J. E., Showalter B. M., Valdez C. A., Shanklin A. P., Oh B. K., Keefer L. K., Meyerhoff M. E.: J. Mater. Chem. 2010, 20, 3107.

[21] Parzuchowski P. G., Frost M. C., Meyerhoff M. E.: J. Am. Chem. Soc. 2002, 124, 12 182.

[22] Zhou Z., Meyerhoff M. E.: Biomacromolecules 2005, 6, 780.

[23] Duan S., Cai S., Yang Q., Forrest M. L.: Biomaterials 2012, 33, 3243.

[24] Duan S., Cai S., Xie Y., Bagby T., Ren S., Forrest M. L.: J. Polym. Sci., Part A 2012, 50, 2715.

[25] McMurtry V., Saavedra J. E., Nieves-Alicea R., Simeone A. M., Keefer L. K., Tari A. M.: Int. J. Oncol. 2011, 38, 963.

[26] Riganti C., Miraglia E., Viarisio D., Costamagna C., Pescarmona G., Ghigo D., Bosia A.: Cancer Res. 2005, 65, 516.

[27] Maciag A. E., Chakrapani H., Saavedra J. E., Morris N. L., Holland R. J., Kosak K. M., Shami P. J., Anderson L. M., Keefer L. K.: J. Pharmacol. Exp. Ther. 2011, 336, 313.

[28] Kou Y., Wan A.: Bioorg. Med. Chem. Lett. 2008, 18, 2337.

[29] Farsani R. E., Raissi S., Shokuhfar A., Sedghi A.: Proc. World Acad. Sci. Eng. Technol. 2009, 38, 434.

[30] Pat. USA 7 968 664 (2011).

[31] DeRosa F., Kibbe M. R., Najjar S. F., Citro M. L., Keefer L. K., Hrabie J. A.: J. Am. Chem. Soc. 2007, 129, 3786.

[32] Lowe A., DengW., Smith D.W., Balkus K. J.: Macromolecules 2012, 45, 5894.

[33] DengW., Lobovsky A., Iacono S. T.,Wu T., Tomar N., Budy S. M., Long T., HoffmanW. P., Smith D.W. Jr.: Polymer 2011, 52, 622.

[34] Zhao H., Serrano M. C., Popowich D. A., Kibbe M. R., Ameer G. A.: J. Biomed. Mater. Res. A 2010, 93A, 356.

[35] Gierke G. E., Nielsen M., Frost M. C.: Sci. Technol. Adv.Mater. 2011, 12, 055007.

[36] Damodaran V. B., Joslin J. M., Wold K. A., Lantvit S. M., Reynolds M. M.: J. Mater. Chem. 2012, 22, 5990.

[37] Wold K. A., Damodaran V. B., Suazo L. A., Bowen R. A., Reynolds M. M.: Appl. Mater. Interfaces 2012, 4, 3022.

[38] Jourd’heuil D., Hallén K., Feelish M., Grisham M. B.: Free Radical Biol. Med. 2000, 28, 409.

[39] Dicks A. P., Swift H. R., Williams D. L. H., Butler A. R., Al-Sadoni H. H., Cox B. G. J.: Chem. Soc. Perkin. Trans.-2 1996, 4, 481.

[40] Holmes A. J., Williams D. L. H. J.: Chem. Soc. Perkin. Trans.-2 2000, 8, 1639.

[41] Singh R. J., Hogg N., Joseph J., Kalyanaraman B.: J. Biol. Chem. 1996, 271, 18 596.

[42] Damodaran V. B., Reynolds M. M.: J. Mater. Chem. 2011, 21, 5870.

[43] Zhao H., Feng Y., Guo J.: J. Appl. Pol. Sci. 2011, 122, 1712.

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B. Parzuchowska polimery@ichp.pl

Affiliation
Katedra i Klinika Chorób Wewnęrznych, Nadciśnienia Tętniczego i Angiologii, Samodzielny Publiczny Centralny Szpital Kliniczny, ul. Banacha 1a, 02-097 Warszawa

P. Parzuchowski

Affiliation
Katedra Chemii i Technologii Polimerów, Wydział Chemiczny, Politechnika Warszawska, ul. Noakowskiego 3, 00-664 Warszawa