Norfloxacin이 담지된 Poly(ε-caprolactone)/Poly(ethylene glycol) 이중블록공중합체 미셀의 제조

정영일; 장미경; 나재운; Young-IL Jeong; Mi-Kyeong Jang; Jae-Woon Nah

Polymer(Korea), Vol.33, No.2, 137-143, March, 2009

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Norfloxacin이 담지된 Poly(ε-caprolactone)/Poly(ethylene glycol) 이중블록공중합체 미셀의 제조

Norfloxacin-Incorporated Polymeric Micelle Composed of Poly(ε-caprolactone)/Poly(ethylene glycol) Diblock Copolymer

정영일, 장미경 , 나재운 ^†

순천대학교 고분자공학과

Young-IL Jeong, Mi-Kyeong Jang , and Jae-Woon Nah^†

Department of Polymer Science and Engineering, Sunchon National University, Jeonnam 540-742, Korea

E-mail:

초록

이 연구에서 norfloxacin(NFX)이 담지된 poly(ε-caprolactone)/poly(ethylene glycol)(PCL/PEG, abbreviated as CE) 이중블록공중합체로 구성된 고분자 미셀을 제조하였다. 입자크기는 PCL블록길이에 따라 60∼200nm사이였다. 임계회합농도는 소수성 PCL 블록길이가 증가함에 따라 감소하는 경향을 보였다. 1H-NMR 연구에서 PCL 블록은 내핵, PEG는 외피를 형성한 미셀구조로 형성되었음을 확인하였다. 약물의 방출은 약 2일간 지속되었으며 PCL 블록길이와 약물함량이 증가함에 따라 감소하는 경향을 보였다. 항미생물 성능 실험에서 고분자 미셀은 기존의 NFX와 비슷한 독성을 보였다.

We prepared norfloxacin (NFX)-incorporated polymeric micelle using poly(ε-caprolactone)/ poly(ethylene glycol) (PCL/PEG, CE) diblock copolymers. Particle size was from 60 to 200 nm according to the PCL block length. Their critical association concentration (CAC) was decreased according to the increase of PCL block length. 1H-NMR study showed core-shell type micelle structures of CE diblock copolymers in the aqueous environment. Drug release from polymeric micelle was continued over 2 days. Duration of drug release was varied according to the PCL block length and drug contents. At antimicrobial activity test, polymeric micelle showed almost similar cytotoxicity compared to NFX itself.

Keywords:polymeric micelle;norfloxacin;biodegradable polymer;antimicrobial agent;diblock copolymer.

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[2] Park JS, Yang JC, Yuk SH, Shin HS, Rhee JM, Kim MS, Lee HB, Khang G, Polym.(Korea), 31(3), 189 (2007)

[3] Gref R, Minamitake Y, Peracchia MT, Trubetskoy V, Torchilin V, Langer R, Science, 263(5153), 1600 (1994)

[4] Jeong YI, Cheon JB, Kim SH, Nah JW, Lee YM, Sung YK, Akaike T, Cho CS, J. Control. Release, 51, 169 (1998)

[5] Yokoyama M, Miyauchi M, Yamada N, Okano T, Sakurai Y, Kataoka K, Cancer Res., 50, 1693 (1990)

[6] Hopper DC, Wolfson JS, Quinolone Antimicrobial Agents, 2ed., American Society for Microbiology, Washington, DC (1993)

[7] Naumann P, Dopp C, Internist(Berl.), 30, 20 (1989)

[8] Reynolds JE, Ed., The Extra Pharmacopeia, 30th ed., Pharmaceutical Press, London, p. 145 (1993)

[9] Takahata M, Nishino T, Antimicrob. Agents Chemother., 32, 1192 (1988)

[10] Shen LL, J. Biol. Chem., 264, 2973 (1989)

[11] Aoyama H, Sato K, Kato T, Hirai K, Mitsuhashi S, Antimicrob. Agents Chemother., 31, 1640 (1987)

[12] Wolfson JS, Hooper DC, Rev. Infect. Dis., 11, S960 (1989)

[13] Firestone BA, Tran DT, Int. J. Pharm., 164, 119 (1998)

[14] Zhang CL, Wang Y, J. Chem. Eng. Data., 53, 1295 (2008)

[15] Ahumada AA, Seeck J, Allemandi DA, Manzo RH, STP Pharm. Sci., 3, 250 (1993)

[16] Fallati CS, Mazzieri MR, Manzo RH, STP Pharm. Sci., 6, 162 (1996)

[17] Lee JH, Kopecek J, Andrade JD, J. Biomed. Mater. Res., 23, 351 (1989)

[18] Cerrai P, Tricoli M, Andruzzi F, Paci M, Polymer, 30, 338 (1989)

[19] Wilhelm M, Zhao CL, Wang Y, Xu R, Winnik MA, Mura JL, Riess G, Croucher MD, Macromolecules, 24, 1033 (1991)

[20] Kwon G, Naito M, Yokoyama M, Okano T, Sakurai Y, Kataoka K, Langmuir, 9, 945 (1993)

[21] Jeong YI, Shim YH, Song KC, Park YG, Ryu HW, Nah JW, Bull. Korean Chem. Soc., 23, 1579 (2002)

[22] Pinto-Alphandary H, Andremont A, Couvreur P, Int. J. Antimicro., Agents, 13, 155 (2000)

[23] briones E, Isabel C, Lanao JM, J. Control. Release, 125, 210 (2008)

[24] Couvreur P, Fattal E, Andremont A, Pharm. Res., 8, 1079 (1991)