천연물에 포함된 유용성분의 용해도 예측

강지훈; 정성택; 노경호; Ji Hoon Kang; Sung Taik Chung; Kyung Ho Row

HWAHAK KONGHAK, Vol.39, No.4, 390-396, August, 2001

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천연물에 포함된 유용성분의 용해도 예측

Estimation of Solubility of the Useful Components in Some Natural Products

강지훈, 정성택, 노경호 ^†

인하대학교 초정밀분리기술센터, 화학공학과, 인천 402-751

Ji Hoon Kang, Sung Taik Chung, and Kyung Ho Row^†

Center for Advanced Bioseparation Technology, Dept. of Chem. Eng., Inha University, Incheon 402-751, Korea

E-mail:

초록

건강에 관심을 갖는 인구의 증가와 기호의 다양화에 의해 천연물의 수요가 점차 확대되어 가고 있다. 천연물에 포함된 주요한 유용성분들은 acanthoside-D, β-carotene, (+)catechin, daidzein, (-)epicatechin gallate, (-)epigallocatechin, (-)epigallocatechin gallate, genistein, indole-3-carbinol, d-limonene, perillyl alcohol, taxol, vitamin E 등이 있다. 화학적인 구조에 의한 유용성분의 용해도 매개변수를 예측하는 방법을 몇가지 계산과 함께 나타내었다. 이러한 기술은 유용성분과 용매사이의 용해도를 예측할 수 있는 적절한 방법으로 기대된다. 용해도 매개변수의 연구는 천연물로부터 유용성분을 추출하고 분리하기 위한 고순도 분리 공정에 이용될 것이다.

The demand on the natural product has increased due to the concern on the health and to meet various personal preferences. Among the natural products, the most useful components are acanthoside-D, β-carotene, (+)catechin, daidzein, (-)epicatechin gallate, (-)epigallocatechin, (-)epigallocatechin gallate, genistein, indole-3-carbinol, d-limonene, perillyl alcohol, taxol, vitamin E. A group-contribution technique for the calculation of solubility parameter for useful components is presented along with some calculations. The proposed method was found to be good in estimating solubilities of useful components in solvents. The study on the solubility parameter may be utilized for high-purity separation processes in order to separate and extract useful components from natural products.

Keywords:Solubility Prediction;Solubility Parameter;Natural Products

[References]

Wolff ME, "Burger's Medicinal Chemistry and Drug Discovery," 5th Ed., John Wiley & Sons, NY, USA, 996 (1995)
Santosh K, Rajesh A, Susan E, Gary SW, Hasan M, Carcinogenesis, 14, 361 (1993)
Nilsson U, Bergh M, Shao LP, Karlberg AT, Chromatographia, 42, 199 (1996)
Haag JD, Gould MN, Cancer Chemother. Pharmacol., 34, 477 (1994)
Hoftyzer PJ, Van Krevelen DW, "Properties of Polymers," 2nd ed., Butterworth, London, 152 (1976)
Grubenmann A, Dyes Pigments, 21, 273 (1993)
Kupperblatt GB, Chung CI, International J. Powder Metallurgy, 29(3), 229 (1993)
Bustamante P, Ochoa R, Reillo A, Escalera JB, Chem. Pharm. Bull., 42(5), 1129 (1994)
Row KH, Lee YY, HWAHAK KONGHAK, 31(6), 623 (1993)
Hansen CM, Ind. Eng. Chem. Prod. Res. Dev., 8, 2 (1969)
Dunkel M, Z. Physik. Chem., A138, 42 (1928)
Rheineck AE, Lin KF, J. Paint Technol., 40, 611 (1968)
Van Krevelen DW, "Properties of Polymers: Their Estimation and Correlation with Chemical Structure," 3rd ed., Elsevier, New York (1990)
Kambour RP, Gruner CL, Romagosa EE, J. Polym. Sci. B: Polym. Phys., 11, 1879 (1973)
Brandrup J, Immergut EH, "Polymer Handbook," 2nd ed., Wiley, New York (1975)
Wood JR, Bader MG, J. Mater. Sci., 29(3), 844 (1994)
Lagalante AF, Hansen BN, Bruno TJ, Sievers RE, Inorg. Chem., 34(23), 5781 (1995)
Kane M, Dean JR, Hitchen SM, Tomlinson WR, Analyst, 118, 1261 (1993)
Brauer RD, Bitterwolf TE, Smart NG, Burford MD, Wai CM, Analytica Chimica Acta, 349, 239 (1997)
Govers HAJ, J. Chem. Soc.-Faraday Trans., 89, 3751 (1993)
Barton AFM, "CRC Handbook of Solubility Parameters and Other Cohesion Parameters," CRC Press, Boca Raton, Fla, 85 (1983)
Barton AFM, Chem. Rev., 75(6), 731 (1975)
Reid RC, Prausnitz JM, Poling BE, "The Properties of Gases & Liquids," 4th ed., McGraw-Hill, New York (1987)
Lee KJ, Kang JH, Chung ST, Row KH, Korean J. Biotechnol. Bioeng., in press (2001)
Row KH, "Principles and Applications of Liquid Chromatography," 1st ed., Inha Univ., Inchon (1999)
Valcic S, Timmermann BN, Alberts DS, Wachter GA, Krutzsch M, Wymer J, Guillen JM, Anti-Cancer Drugs, 7, 461 (1996)
Choi YS, Row KH, J. Liq. Chrom. Rel. Technol., 23(11), 1671 (2000)
Jung YA, Row KH, Korean J. Chem. Eng., 15(5), 538 (1998)
Park YK, Chung ST, Row KH, J. Liq. Chrom. Rel. Techrom., 22(18), 2755 (1999)

[Referenced By]

[Related Articles]

[1] Wolff ME, "Burger's Medicinal Chemistry and Drug Discovery," 5th Ed., John Wiley & Sons, NY, USA, 996 (1995)

[2] Santosh K, Rajesh A, Susan E, Gary SW, Hasan M, Carcinogenesis, 14, 361 (1993)

[3] Nilsson U, Bergh M, Shao LP, Karlberg AT, Chromatographia, 42, 199 (1996)

[4] Haag JD, Gould MN, Cancer Chemother. Pharmacol., 34, 477 (1994)

[5] Hoftyzer PJ, Van Krevelen DW, "Properties of Polymers," 2nd ed., Butterworth, London, 152 (1976)

[6] Grubenmann A, Dyes Pigments, 21, 273 (1993)

[7] Kupperblatt GB, Chung CI, International J. Powder Metallurgy, 29(3), 229 (1993)

[8] Bustamante P, Ochoa R, Reillo A, Escalera JB, Chem. Pharm. Bull., 42(5), 1129 (1994)

[9] Row KH, Lee YY, HWAHAK KONGHAK, 31(6), 623 (1993)

[10] Hansen CM, Ind. Eng. Chem. Prod. Res. Dev., 8, 2 (1969)

[11] Dunkel M, Z. Physik. Chem., A138, 42 (1928)

[12] Rheineck AE, Lin KF, J. Paint Technol., 40, 611 (1968)

[13] Van Krevelen DW, "Properties of Polymers: Their Estimation and Correlation with Chemical Structure," 3rd ed., Elsevier, New York (1990)

[14] Kambour RP, Gruner CL, Romagosa EE, J. Polym. Sci. B: Polym. Phys., 11, 1879 (1973)

[15] Brandrup J, Immergut EH, "Polymer Handbook," 2nd ed., Wiley, New York (1975)

[16] Wood JR, Bader MG, J. Mater. Sci., 29(3), 844 (1994)

[17] Lagalante AF, Hansen BN, Bruno TJ, Sievers RE, Inorg. Chem., 34(23), 5781 (1995)

[18] Kane M, Dean JR, Hitchen SM, Tomlinson WR, Analyst, 118, 1261 (1993)

[19] Brauer RD, Bitterwolf TE, Smart NG, Burford MD, Wai CM, Analytica Chimica Acta, 349, 239 (1997)

[20] Govers HAJ, J. Chem. Soc.-Faraday Trans., 89, 3751 (1993)

[21] Barton AFM, "CRC Handbook of Solubility Parameters and Other Cohesion Parameters," CRC Press, Boca Raton, Fla, 85 (1983)

[22] Barton AFM, Chem. Rev., 75(6), 731 (1975)

[23] Reid RC, Prausnitz JM, Poling BE, "The Properties of Gases & Liquids," 4th ed., McGraw-Hill, New York (1987)

[24] Lee KJ, Kang JH, Chung ST, Row KH, Korean J. Biotechnol. Bioeng., in press (2001)

[25] Row KH, "Principles and Applications of Liquid Chromatography," 1st ed., Inha Univ., Inchon (1999)

[26] Valcic S, Timmermann BN, Alberts DS, Wachter GA, Krutzsch M, Wymer J, Guillen JM, Anti-Cancer Drugs, 7, 461 (1996)

[27] Choi YS, Row KH, J. Liq. Chrom. Rel. Technol., 23(11), 1671 (2000)

[28] Jung YA, Row KH, Korean J. Chem. Eng., 15(5), 538 (1998)

[29] Park YK, Chung ST, Row KH, J. Liq. Chrom. Rel. Techrom., 22(18), 2755 (1999)