유착방지제의 응용을 위한 가시광 경화형 Carrageenan 유도체의 제조

김재원; 김은혜; 한가득; 노승현; 김신웅; 최창순; 나재운; 김태연; 손태일; Jae-Won Kim; Eun-Hye Kim; Ga-Dug Han; Seung-Hyun Noh; Shin-Woong Kim; Chang-sun Choi; Jae-woon Nah; Tae-Yeon Kim; Tae-Il Son

Polymer(Korea), Vol.42, No.3, 400-408, May, 2018

DOI10.7317/pk.2018.42.3.400 Export Citation

유착방지제의 응용을 위한 가시광 경화형 Carrageenan 유도체의 제조

Preparation of Visible light-Curable Carrageenan Derivatives for Application as Anti-adhesion Agent

김재원, 김은혜, 한가득, 노승현, 김신웅, 최창순¹, 나재운², 김태연³, 손태일^{1, †}

중앙대학교 시스템생명공학과
¹중앙대학교 식품생명공학부 식품영양학과
²순천대학교 고분자공학과
³분당재생병원 성형외과학과

Jae-Won Kim, Eun-Hye Kim, Ga-Dug Han, Seung-Hyun Noh, Shin-Woong Kim, Chang-sun Choi¹, Jae-woon Nah², Tae-Yeon Kim³, and Tae-Il Son^{1, †}

Department of Systems Biotechnology, Chung-Ang University, Anseong-si, Gyeonggi-do 17546, Korea
¹Department of Food and Nutrition, School of Food Science and Technology, Chung-Ang University, Ansung-si, Kyounggi-do 17546, Korea
²Department of Polymer Science and Engineering, Sunchon National University, 255 Jungang-ro, Suncheon, Jeonnam 57940, Korea
³Department of Plastic and Reconstructive Surgery, Bundang-Jesaeng-General Hospital, Seohyun-dong, Bundang-gu, Seongnam-si, Gyeonggi 13590, Korea

E-mail:

초록

유착방지제를 개발하기 위해 천연고분자인 K-Carrageenan을 이용하여 가시광 경화형 carrageenan 유도체(FCm-Carrageenan)를 제조하였다. Carrageenan은 생분해성, 생체적합성 등과 같은 특성을 가진 천연고분자이다. Riboflavin은 무독성, 생체적합성을 가지는 천연 광개시제이다. Riboflavin은 가시광 경화형 carrageenan 유도체에 광경화를 유도한다. 1H NMR(proton nuclear magnetic resonance), GPC(gel permeation chromatography) 분석을 통하여 F-Cm-Carrageenan이 제조된 것을 확인하였으며 가시광 조사시간에 따른 광경화 정도를 판단하기 위해서 광경화 실험을 진행하였다. 또한 유착방지제로 응용가능 여부를 판단하기 위해서 세포독성 실험, 유착방지 실험, 세포투과 실험을 진행하였다. 따라서 가시광 경화형 carrageenan 유도체는 새로운 형태의 유착방지제로서 응용될 수 있다고 사료된다.

To develop anti-adhesion agent using photo-reaction, visible light curable carrageenan derivatives (F-Cm-Carrageenan) was prepared by using K-Carrageenan which is natural polymer. Carrageenan is a natural polymer having properties such as bio-degradability and bio-compatibility. Riboflavin is a non-toxic, bio-compatible natural photo-initiator. Riboflavin induces photo-crosslinking in visible light-curing carrageenan derivatives. 1H NMR (proton nuclear magnetic resonance) and GPC (gel permeation chromatography) analysis were conducted to confirm that F-Cm-Carrageenan was prepared. Photo-curing test was conducted to determine the degree of photo-curing with visible light irradiation time. To evaluate the applicability as an anti-adhesion agent, cytotoxicity test, anti-adhesion test and cell penetration test were conducted. Therefore, it is considered that the visible light curable carrageenan derivatives can be applied as a new type of anti-adhesion agent.

Keywords:visible light curable carrageenan derivatives;riboflavin;photo-curing;anti-adhesion;anti-adhesion agent

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[1] Diamond MP, Decherney AH, Microsurgery, 8, 103 (1987)

[2] Lih E, Oh SH, Joung YK, Lee JH, Han DK, Prog. Polym. Sci, 44, 29 (2015)

[3] Li L, Wang N, Jin X, Deng R, Nie S, Sun L, Gong C, Biomaterials, 35, 3903 (2014)

[4] Nakagawa H, Matsumoto Y, Matsumoto Y, Miwa Y, Nagasaki Y, Biomaterials, 69, 166 (2015)

[5] Shi R, Xue J, Wang H, Wang R, Gong M, Chen D, Tian W, J. Mater. Chem. B, 3, 4064 (2015)

[6] Yeo Y, Ito T, Bellas E, Highley CB, Marini R, Kohane DS, Ann. Surg., 245, 819 (2007)

[7] Hu C, Liu S, Zhang Y, Li B, Yang H, Fan C, Cui W, Acta Biomaterialia, 9, 7382 (2013)

[8] Picker KM, Drug Dev. Ind. Pharm., 25, 340 (1999)

[9] Gupta VK, Hariharan M, Wheatley TA, Price JC, Eur. J. Pharm. Biopharm., 51, 241 (2001)

[10] Campo VL, Kawano DF, Silva DBD, Carvalho I, Carbohydr. Polym., 77, 167 (2009)

[11] Nakano M, Ogata A, Chem. Pharm. Bull., 32, 782 (1984)

[12] Leong KH, Chung LY, Noordin MI, Mohamad K, Nishikawa M, Onuki Y, Morishita M, Takayama K, Carbohydr. Polym., 83, 1507 (2011)

[13] Song HJ, Kim JW, Park JS, Kim YS, Choi YS, Kim BG, Cha SJ, Park SJ, Chang IT, Park SI, Park ES, Hong SA, Ann. Surg. Treat. Res., 77, 7 (2009)

[14] Na HN, Park SH, Kim KI, Kim MK, Son TI, Macromol. Res., 20(11), 1144 (2012)

[15] Park S, Seo S, Na H, Kim K, Lee J, Woo H, Lee J, Seok H, Lee J, Chung S, Chung KH, Han DK, Ito Y, Jang E, Son T, Macromol. Res., 19(9), 921 (2011)

[16] Park SH, Seo SY, Lee HJ, Na HN, Lee JW, Woo HD, Son TI, Macromol. Res., 20(8), 842 (2012)

[17] Heo Y, Lee HJ, Kim EH, Kim MK, Ito Y, Son TI, J. Appl. Polym. Sci., 131, DOI: 10.1002/app.40113 (2014).

[18] Son TI, Sakuragi M, Takahashi S, Obuse S, Kang J, Fujishiro M, Matsushita H, Gong J, Shimizu S, Tajima Y, Yoshida Y, Suzuki K, Yamamoto T, Nakamura M, Ito Y, Acta Biomater., 6, 4005 (2010)

[19] Kim KI, Na HN, Ito Y, Son TI, Macromol. Res., 19(3), 216 (2011)

[20] Kim SH, Chu CC, J. Biomed. Mater. Res. Part B: Appl. Biomater., 91, 391 (2009)

[21] Vinuth M, Naik HSB, Vinoda BM, Pradeepa SM, Kumar GA, Sekhar KC, J. Environ. Anal. Toxicol., 6, DOI:10.4172/2161-0525.1000355 (2016).

[22] Tabery HM, Acta Ophthalmol., 76, 142 (1998)

[23] Rich H, Odlyha M, Cheema U, Mudera V, Bozec L, J. Mater. Sci. -Mater. Med., 25, 11 (2014)