Generic placeholder image

Current Pharmaceutical Analysis

Editor-in-Chief

ISSN (Print): 1573-4129
ISSN (Online): 1875-676X

Research Article

A Sensitive Chromatographic Method for Hyaluronate Quantification Applied to Analyze the Desorption Behavior on Contact Lenses

Author(s): Wan-Hsin Chang, Pei-Yi Liu, Yuan-Ting Jiang* and Yuan-Hao Howard Hsu*

Volume 16, Issue 6, 2020

Page: [782 - 791] Pages: 10

DOI: 10.2174/1573412915666190304142952

open access plus

Abstract

Background: Sodium hyaluronate (NaHA) is generally supplemented in products related to contact lenses for increasing comfort during wearing. The quantity of sodium hyaluronate and the material of lenses affect the retention of sodium hyaluronate on the contact lenses.

Methods: We developed a convenient and sensitive but unconventional chromatographic method to quantify sodium hyaluronate and analyze its release behavior from contact lenses. The reverse-phase chromatography eluted sodium hyaluronate with high molecular masses in the shortest time and could separate salt and small compounds from sodium hyaluronate.

Results: This method could accurately quantify sodium hyaluronate with diverse molecular sizes. Because sodium hyaluronate was eluted in a narrow time frame, sensitivity was significantly enhanced, and the limit of detection of this method was 0.45 μg/mL. According to this quantitation method, the attached quantity of sodium hyaluronate is related to the water content of the material. Furthermore, a material test indicated that the release efficiency of sodium hyaluronate depends on the material of lenses. Nonionic Polymacon had a longer half-life in the sodium hyaluronate release curve than negative Methafilcon A and silicone hydrogel.

Conclusion: This hyaluronate quantification method is a fast, sensitive and accurate method, making it suitable for the in vitro hyaluronate research without further derivatization.

Keywords: Sodium hyaluronate, liquid chromatography, contact lenses, methafilcon, polymacon, silicone hydrogel.

Graphical Abstract

[1]
Meyer, K.; Palmer, J.W. The polysaccharide of the vitreous humor. J. Biol. Chem., 1934, 107(3), 629-634.
[2]
Laurent, T. C. Biochemistry of Hyaluronan. Acta Oto-Laryngologica, 1987, 104(sup442), 7-24.
[3]
Laurent, T.C.; Ryan, M.; Pietruszkiewicz, A. Fractionation of hyaluronic acid. The polydispersity of hyaluronic acid from the bovine vitreous body. Biochim. Biophys. Acta, 1960, 42, 476-485.
[PMID: 13759521]
[4]
Kogan, G.; Soltés, L.; Stern, R.; Gemeiner, P. Hyaluronic acid: a natural biopolymer with a broad range of biomedical and industrial applications. Biotechnol. Lett., 2007, 29(1), 17-25.
[PMID: 17091377]
[5]
Necas, J.; Bartosikova, L.; Brauner, P.; Kolar, J. Hyaluronic acid (hyaluronan): a review. Vet Med-Czech, 2008, 53(8), 397-411.
[6]
Becker, L. C.; Bergfeld, W. F.; Belsito, D. V.; Klaassen, C. D.; Marks, J. G.; Shank, R. C.; Slaga, T.J.; Snyder, P.W. Cosmetic Ingredient Review Expert Panel, W., DC; Andersen, F.A. Final report of the safety assessment of hyaluronic acid, potassium hyaluronate, and sodium hyaluronate. Int. J. Toxicol., 2009, 28(4_suppl), 5-67.
[7]
Hargittai, I.; Hargittai, M. Molecular structure of hyaluronan: an introduction. Struct. Chem., 2008, 19(5), 697-717.
[8]
Roy, A.; Sahu, R.K.; Matlam, M.; Deshmukh, V.K.; Dwivedi, J.; Jha, A.K. In vitro techniques to assess the proficiency of skin care cosmetic formulations. Pharmacogn. Rev., 2013, 7(14), 97-106.
[PMID: 24347917]
[9]
Kawada, C.; Yoshida, T.; Yoshida, H.; Matsuoka, R.; Sakamoto, W.; Odanaka, W.; Sato, T.; Yamasaki, T.; Kanemitsu, T.; Masuda, Y.; Urushibata, O. Ingested hyaluronan moisturizes dry skin. Nutr. J., 2014, 13(1), 70.
[PMID: 25014997]
[10]
Pavicic, T.; Gauglitz, G.G.; Lersch, P.; Schwach-Abdellaoui, K.; Malle, B.; Korting, H.C.; Farwick, M. Efficacy of cream-based novel formulations of hyaluronic acid of different molecular weights in anti-wrinkle treatment. J. Drugs Dermatol., 2011, 10(9), 990-1000.
[PMID: 22052267]
[11]
Salwowska, N.M.; Bebenek, K.A.; Żądło, D.A.; Wcisło-Dziadecka, D.L. Physiochemical properties and application of hyaluronic acid: a systematic review. J. Cosmet. Dermatol., 2016, 15(4), 520-526.
[PMID: 27324942]
[12]
Schlesinger, T.; Rowland Powell, C. Efficacy and safety of a low molecular weight hyaluronic Acid topical gel in the treatment of facial seborrheic dermatitis final report. J. Clin. Aesthet. Dermatol., 2014, 7(5), 15-18.
[PMID: 24847403]
[13]
Fakhari, A.; Berkland, C. Applications and emerging trends of hyaluronic acid in tissue engineering, as a dermal filler and in osteoarthritis treatment. Acta Biomater., 2013, 9(7), 7081-7092.
[PMID: 23507088]
[14]
Witteveen, A.G.H.; Sierevelt, I.N.; Blankevoort, L.; Kerkhoffs, G.M.M.J.; van Dijk, C.N. Intra-articular sodium hyaluronate injections in the osteoarthritic ankle joint: effects, safety and dose dependency. Foot Ankle Surg., 2010, 16(4), 159-163.
[PMID: 21047602]
[15]
Blaine, T.; Moskowitz, R.; Udell, J.; Skyhar, M.; Levin, R.; Friedlander, J.; Daley, M.; Altman, R. Treatment of persistent shoulder pain with sodium hyaluronate: a randomized, controlled trial. A multicenter study. J. Bone Joint Surg. Am., 2008, 90(5), 970-979.
[PMID: 18451387]
[16]
Chen, W.Y.; Abatangelo, G. Functions of hyaluronan in wound repair. Wound Repair Regen., 1999, 7(2), 79-89.
[PMID: 10231509]
[17]
Johnson, M.E.; Murphy, P.J.; Boulton, M. Effectiveness of sodium hyaluronate eyedrops in the treatment of dry eye. Graefes Arch. Clin. Exp. Ophthalmol., 2006, 244(1), 109-112.
[PMID: 15983814]
[18]
Vogel, R.; Crockett, R.S.; Oden, N.; Laliberte, T.W.; Molina, L. Sodium Hyaluronate Ophthalmic Solution Study Group. Demonstration of efficacy in the treatment of dry eye disease with 0.18% sodium hyaluronate ophthalmic solution (vismed, rejena). Am. J. Ophthalmol., 2010, 149(4), 594-601.
[PMID: 20346777]
[19]
Oh, H.J.; Li, Z.; Park, S.H.; Yoon, K.C. Effect of hypotonic 0.18% sodium hyaluronate eyedrops on inflammation of the ocular surface in experimental dry eye. J. Ocul. Pharmacol. Ther., 2014, 30(7), 533-542.
[PMID: 24766323]
[20]
Lee, H.S.; Ji, Y.S.; Yoon, K.C. Efficacy of hypotonic 0.18% sodium hyaluronate eye drops in patients with dry eye disease. Cornea, 2014, 33(9), 946-951.
[PMID: 24915018]
[21]
Scheuer, C.A.; Fridman, K.M.; Barniak, V.L.; Burke, S.E.; Venkatesh, S. Retention of conditioning agent hyaluronan on hydrogel contact lenses. Cont. Lens Anterior Eye, 2010, 33(Suppl. 1), S2-S6.
[PMID: 21074483]
[22]
Rah, M.J. A review of hyaluronan and its ophthalmic applications. Optometry, 2011, 82(1), 38-43.
[PMID: 21146792]
[23]
Maulvi, F.A.; Soni, T.G.; Shah, D.O. Extended release of hyaluronic acid from hydrogel contact lenses for dry eye syndrome. J. Biomater. Sci. Polym. Ed., 2015, 26(15), 1035-1050.
[PMID: 26176811]
[24]
Singh, A.; Li, P.; Beachley, V.; McDonnell, P.; Elisseeff, J.H. A hyaluronic acid-binding contact lens with enhanced water retention. Cont. Lens Anterior Eye, 2015, 38(2), 79-84.
[PMID: 25439759]
[25]
Rohrich, R.J.; Ghavami, A.; Crosby, M.A. The Role of Hyaluronic Acid Fillers.. The role of hyaluronic acid fillers (Restylane) in facial cosmetic surgery: review and technical considerations. Plast. Reconstr. Surg., 2007, 120(6)(Suppl.), 41S-54S.
[PMID: 18090342]
[26]
Bergeret-Galley, C.; Latouche, X.; Illouz, Y-G. The value of a new filler material in corrective and cosmetic surgery: DermaLive and DermaDeep. Aesthetic Plast. Surg., 2001, 25(4), 249-255.
[PMID: 11568826]
[27]
Bogdan Allemann, I.; Baumann, L. Hyaluronic acid gel (Juvéderm) preparations in the treatment of facial wrinkles and folds. Clin. Interv. Aging, 2008, 3(4), 629-634.
[PMID: 19281055]
[28]
Cohen, J.L.; Dayan, S.H.; Brandt, F.S.; Nelson, D.B.; Axford-Gatley, R.A.; Theisen, M.J.; Narins, R.S. Systematic review of clinical trials of small- and large-gel-particle hyaluronic acid injectable fillers for aesthetic soft tissue augmentation. Dermatol. Surg., 2013, 39(2), 205-231.
[PMID: 23164066]
[29]
Yeom, J.; Bhang, S.H.; Kim, B-S.; Seo, M.S.; Hwang, E.J.; Cho, I.H.; Park, J.K.; Hahn, S.K. Effect of cross-linking reagents for hyaluronic acid hydrogel dermal fillers on tissue augmentation and regeneration. Bioconjug. Chem., 2010, 21(2), 240-247.
[PMID: 20078098]
[30]
Petrella, R.J.; DiSilvestro, M.D.; Hildebrand, C. Effects of hyaluronate sodium on pain and physical functioning in osteoarthritis of the knee: a randomized, double-blind, placebo-controlled clinical trial. Arch. Intern. Med., 2002, 162(3), 292-298.
[PMID: 11822921]
[31]
Wang, C.T.; Lin, J.; Chang, C.J.; Lin, Y.T.; Hou, S.M. Therapeutic effects of hyaluronic acid on osteoarthritis of the knee. A meta-analysis of randomized controlled trials. J. Bone Joint Surg. Am., 2004, 86(3), 538-545.
[PMID: 14996880]
[32]
Tasciotaoglu, F.; Öner, C. Efficacy of intra-articular sodium hyaluronate in the treatment of knee osteoarthritis. Clin. Rheumatol., 2003, 22(2), 112-117.
[PMID: 12740675]
[33]
Shimizu, M.; Higuchi, H.; Takagishi, K.; Shinozaki, T.; Kobayashi, T. Clinical and biochemical characteristics after intra-articular injection for the treatment of osteoarthritis of the knee: prospective randomized study of sodium hyaluronate and corticosteroid. J. Orthop. Sci., 2010, 15(1), 51-56.
[PMID: 20151251]
[34]
Balazs, E.A.; Freeman, M.I.; Klöti, R.; Meyer-Schwickerath, G.; Regnault, F.; Sweeney, D.B. Hyaluronic acid and replacement of vitreous and aqueous humor. Mod. Probl. Ophthalmol., 1972, 10, 3-21.
[PMID: 4626802]
[35]
Nakagawa, M.; Tanaka, M.; Miyata, T. Evaluation of collagen gel and hyaluronic acid as vitreous substitutes. Ophthalmic Res., 1997, 29(6), 409-420.
[PMID: 9380343]
[36]
Sonmez, K.; Ozcan, P.Y.; Altintas, A.G.K. Surgical repair of scrolled descemet’s membrane detachment with intracameral injection of 1.8% sodium hyaluronate. Int. Ophthalmol., 2011, 31(5), 421-423.
[PMID: 22071716]
[37]
Kim, H.; Jeong, H.; Han, S.; Beack, S.; Hwang, B.W.; Shin, M.; Oh, S.S.; Hahn, S.K. Hyaluronate and its derivatives for customized biomedical applications. Biomaterials, 2017, 123, 155-171.
[PMID: 28171824]
[38]
Condon, P.I.; McEwen, C.G.; Wright, M.; Mackintosh, G.; Prescott, R.J.; McDonald, C. Double blind, randomised, placebo controlled, crossover, multicentre study to determine the efficacy of a 0.1% (w/v) sodium hyaluronate solution (Fermavisc) in the treatment of dry eye syndrome. Br. J. Ophthalmol., 1999, 83(10), 1121-1124.
[PMID: 10502570]
[39]
McDonald, C.C.; Kaye, S.B.; Figueiredo, F.C.; Macintosh, G.; Lockett, C. A randomised, crossover, multicentre study to compare the performance of 0.1% (w/v) sodium hyaluronate with 1.4% (w/v) polyvinyl alcohol in the alleviation of symptoms associated with dry eye syndrome. Eye (Lond.), 2002, 16(5), 601-607.
[PMID: 12194076]
[40]
Aragona, P.; Papa, V.; Micali, A.; Santocono, M.; Milazzo, G. Long term treatment with sodium hyaluronate-containing artificial tears reduces ocular surface damage in patients with dry eye. Br. J. Ophthalmol., 2002, 86(2), 181-184.
[PMID: 11815344]
[41]
Baeyens, V.; Bron, A.; Baudouin, C. Vismed/Hylovis Study Group. Efficacy of 0.18% hypotonic sodium hyaluronate ophthalmic solution in the treatment of signs and symptoms of dry eye disease. J. Fr. Ophtalmol., 2012, 35(6), 412-419.
[PMID: 22483761]
[42]
Mettler, L.; Sammur, W.; Schollmeyer, T.; Alkatout, I. Cross-linked sodium hyaluronate, an anti-adhesion barrier gel in gynaecological endoscopic surgery. Minim. Invasive Ther. Allied Technol., 2013, 22(5), 260-265.
[PMID: 23289513]
[43]
Hu, J.; Fan, D.; Lin, X.; Wu, X.; He, X.; He, X.; Wu, X.; Lan, P. Safety and efficacy of sodium hyaluronate gel and chitosan in preventing postoperative peristomal adhesions after defunctioning enterostomy: a prospective randomized controlled trials. Medicine (Baltimore), 2015, 94(51)e2354
[PMID: 26705233]
[44]
Cantone, E.; Castagna, G.; Sicignano, S.; Ferranti, I.; Rega, F.; Di Rubbo, V.; Iengo, M. Impact of intranasal sodium hyaluronate on the short-term quality of life of patients undergoing functional endoscopic sinus surgery for chronic rhinosinusitis. Int. Forum Allergy Rhinol., 2014, 4(6), 484-487.
[PMID: 24591296]
[45]
Oryan, A.; Moshiri, A.; Meimandi Parizi, A.H.; Raayat Jahromi, A. Repeated administration of exogenous Sodium-hyaluronate improved tendon healing in an in vivo transection model. J. Tissue Viability, 2012, 21(3), 88-102.
[PMID: 22766020]
[46]
Beaty, N.B.; Tew, W.P.; Mello, R.J. Relative molecular weight and concentration determination of sodium hyaluronate solutions by gel-exclusion high-performance liquid chromatography. Anal. Biochem., 1985, 147(2), 387-395.
[PMID: 4014682]
[47]
Alkrad, J.A.; Merstani, Y.; Neubert, R.H.H. New approaches for quantifying hyaluronic acid in pharmaceutical semisolid formulations using HPLC and CZE. J. Pharm. Biomed. Anal., 2002, 30(4), 913-919.
[PMID: 12408880]
[48]
Kühn, A.V.; Raith, K.; Sauerland, V.; Neubert, R.H.H. Quantification of hyaluronic acid fragments in pharmaceutical formulations using LC-ESI-MS. J. Pharm. Biomed. Anal., 2003, 30(5), 1531-1537.
[PMID: 12467925]
[49]
Vigliano, M.; Bianchera, A.; Bettini, R.; Elviri, L. Determination of hyaluronic acid in a chitosan-based formulation by RP C18 and HILIC LC–ESI-MS: an evaluation of matrix effect. Chromatographia, 2013, 76(23), 1761-1766.
[50]
Kakehi, K.; Ueda, M.; Suzuki, S.; Honda, S. Determination of hyaluronic acid by high-performance liquid chromatography of the oligosaccharides derived therefrom as 1-(4-methoxy)phenyl-3-methyl-5-pyrazolone derivatives. J. Chromatogr. A, 1993, 630(1-2), 141-146.
[PMID: 8444998]
[51]
Ruckmani, K.; Shaikh, S.Z.; Khalil, P.; Muneera, M.S.; Thusleem, O.A. Determination of sodium hyaluronate in pharmaceutical formulations by HPLC-UV. J. Pharm. Anal., 2013, 3(5), 324-329.
[PMID: 29403834]
[52]
Ruckmani, K.; Shaikh, S.Z.; Khalil, P.; Khatri, A.; Akmal, J. A new simple and rapid method for the determination of sodium hyaluronate in active pharmaceutical ingredient and ophthalmic formulations by DP5 photorode. World J. Anal. Chem., 2014, 2(2), 15-22.
[53]
Singla, A.K.; Chawla, M. Chitosan: some pharmaceutical and biological aspects--an update. J. Pharm. Pharmacol., 2001, 53(8), 1047-1067.
[PMID: 11518015]
[54]
Mourya, V.; Inamdar, N.N.; Tiwari, A. Carboxymethyl chitosan and its applications. Advanced Materials Letters, 2010, 1(1), 11-33.
[55]
Puccio, A.; Ferrari, F.; Rossi, S.; Bonferoni, M.C.; Sandri, G.; Dacarro, C.; Grisoli, P.; Caramella, C. Comparison of functional and biological properties of chitosan and hyaluronic acid, to be used for the treatment of mucositis in cancer patients. J. Drug Deliv. Sci. Technol., 2011, 21(3), 241-247.
[56]
Shariatinia, Z. Carboxymethyl chitosan: Properties and biomedical applications. Int. J. Biol. Macromolecules, 2018, 120(Pt B), 1406-1419.
[57]
Cowman, M.K.; Lee, H-G.; Schwertfeger, K.L.; McCarthy, J.B.; Turley, E.A. The content and size of hyaluronan in biological fluids and tissues. Front. Immunol., 2015, 6(261), 261.
[PMID: 26082778]

© 2024 Bentham Science Publishers | Privacy Policy