Articles

Binding interaction of carbonic anhydrase-liposome complex and medicinal molecules by Scatchard method

  • HU Yinghui ,
  • DAI Rongji ,
  • AN Jing ,
  • QIAN Qingqing ,
  • DENG Yulin
Expand
  • School of Life Science, Beijing Institute of Technology, Beijing 100081, China

Received date: 2015-03-23

  Revised date: 2015-06-22

  Online published: 2015-09-12

Abstract

In this in vitro study, carbonic anhydrase-liposome complex was prepared to simulate the in vivo interactions between drug molecules and carbonic anhydrase. The complex was prepared by ultrasonic cell disruption, mixing and extrusion. Zeta potential and the size of carbonic anhydrase-liposome complex were -45.06 mV and 99.43 nm, respectively, indicating this complex is stable and suitable to apply for capillary electrophoresis. The complex was further added in running buffers as pseudo stationary phase in capillary electrophoresis, and 4-carboxybenzenesulfonamide (containing 2.2×10-3 mol/L 4-methyl-2-pentanone as EOF marker) was added as a sample to establish the model of the interaction between the drug and carbonic anhydrase-liposome complex using Scatchard method. The binding constant in this model was 1.172×104mL·g-1. Among the 12 drugs studied using this method, caffeic acid, L-ascorbic acid, 2,4-dichloro-5-sulfamoylbenzoic acid, and 4-chloro-3-sulfamoyl benzoic acid had strong interactions with carbonic anhydrase-liposome complex, having higher binding constants than that of 4-carboxybenzenesulfonamide. Ferulic acid, aristolochic acid, gallic acid, protocatechuic acid, and nicotinic acid had weak interactions with carbonic anhydrase-liposome complex, having lower binding constants than that of 4-carboxybenzenesulfonamide. This method can be used to check interactions between carbonic anhydrase or other targets and drug molecules rapidly and effectively, reducing the development cycle of drugs.

Cite this article

HU Yinghui , DAI Rongji , AN Jing , QIAN Qingqing , DENG Yulin . Binding interaction of carbonic anhydrase-liposome complex and medicinal molecules by Scatchard method[J]. Science & Technology Review, 2015 , 33(17) : 96 -101 . DOI: 10.3981/j.issn.1000-7857.2015.17.011

References

[1] 彭春霞, 高艳明. 碳酸酐酶生理功能的研究进展[J]. 北京大学学报:医 学版, 2007, 39(2):210-212. Peng Chunxia, Gao Yanming. Studies of the physiological function of carbonic anhydrase[J]. Journal of Peking University:Health Science Edition, 2007, 39(2):210-212.
[2] 宋春泽, 周成合, 袁勇. 磺胺类碳酸酐酶抑制剂研究进展[J]. 中国新药 杂志, 2007, 16(18):1438-1444. Song Chunze, Zhou Chenghe, Yuan Yong. Advance in sulfonamides as carbonic anhydrase inhibitors[J]. Chinese Journal of New Drugs, 2007, 16(18):1438-1444.
[3] Petre C E, Dittmer D P. Liposomal daunorubicin as treatment for Kaposi's sarcoma[J]. International Journal of Nanomedicine, 2007, 2(3):277-288.
[4] Benesch M, Urban C. Liposomal cytarabine for leukemic and lymphomatous meningitis:recent developments[J]. Expert Opinion on Phamacotherapy, 2008, 9(2):301-309.
[5] Zhang Q, Huang X E, Gao L L. A clinical study on the premedication of paclitaxel liposome in the treatment of solid tumors[J]. Biomedicine & Pharmacotherapy, 2009, 63(8):603-607.
[6] Poon R T P, Borys N. Lyso-thermosensitive liposomal doxorubicin:a novel approach to enhance efficacy of thermal ablation of liver cancer[J]. Expert Opinion on Pharmacotherapy, 2009, 10(2):333-343.
[7] Petrelli F, Borgonovo K, Barni S, et al. Targeted delivery for breast cancer therapy:The history of nanoparticle-albumin-bound paclitaxel[J]. Expert Opinion on Pharmacotherapy, 2010, 11(8):1413-1432.
[8] Lim W T, Tan E H, Toh C K, et al. Phase I pharmacokinetic study of a weekly liposomal paclitaxel formulation (Genexol (R)-PM) in patients with solid tumors[J]. Annals of Oncology, 2010, 21(2):382-388.
[9] Barenholz Y. Doxil(R)-the first FDA-approved nano-drug:Lessons learned[J]. Journal of Controlled Release, 2012, 160(2):117-134.
[10] Keating G M, Dhillon S. Octocog Alfa (Advate (R)):A guide to its use in Hemophilia A[J]. Biodrugs, 2012, 26(4):269-273.
[11] Ayen W Y, Kumar N. In Vivo evaluation of doxorubicin-loaded (PEG) (3)-PLA nanopolymersomes (PolyDoxSome) using DMBA-induced mammary carcinoma rat model and comparison with marketed LipoDox (TM)[J]. Pharmaceuticl Research, 2012, 29(9):2522-2533.
[12] Gasparini R, Amicizia D, Lai P L, et al. Effectiveness of adjuvanted seasonal influenza vaccines (Inflexal V and Fluad) in preventing hospitalization for influenza and pneumonia in the elderly:A matched case-control study[J]. Human Vaccines & Immunotherapeutics, 2013, 9(1):144-152.
[13] Bendle M, Pealing J, Papanastasopoulos P, et al. Liposomal anthracycline chemotherapy and the risk of second malignancies in patients with Kaposi's sarcoma (KS) [J]. Cancer Chemotherapy and Pharmacology, 2014, 74(3):611-615.
[14] Baselga J, Manikhas A, Cortes J, et al. Phase III trial of nonpegylated liposomal doxorubicin in combination with trastuzumab and paclitaxel in HER2-positive metastatic breast cancer[J]. Annals of Oncology, 2014, 25(3):592-598.
[15] Brodowska K, Al-Moujahed A, Marmalidou A, et al. The clinically used photosensitizer Verteporfin (VP) inhibits YAP-TEAD and human retinoblastoma cell growth in vitro without light activation[J]. Experimental Eye Research, 2014, 124:67-73.
[16] Corradini D, Mancini G, Bello C. Liposome capillary electrophoresis of peptides and proteins[J]. Chromatographia, 2004, 60(1S):S125-S132.
[17] Wiedmer S K, Bo T, Riekkola M L. Phospholipid-protein coatings for chiral capillary electrochromatography[J]. Analytical Biochemistry, 2008, 373(1):26-33.
[18] Burns S T, Agbodjan A A, Khaledi M G. Characterization of solvation properties of lipid bilayer membranes in liposome electrokinetic chromatography[J]. Journal of Chromatography A, 2002, 973(1/2):167-176.
[19] Wei C L, Yang G L, Shang C. Investigation of biomembrane-drug interactions of different biomembranes by capillary electrophoresis[J]. Science Bulletin, 2009, 54(12):2033-2037.
[20] Hu K, Zhang L C, Li X T, et al. Rapid screening of monoamine oxidase B inhibitors in natural extracts by capillary electrophoresis after enzymatic reaction at capillary inlet[J]. Journal of Chromatography B-Analytical Technologies in the Biomedical and Life Science, 2010, 878(30):3156-3160.
[21] Li Y X, Liu D N, Bao J J. Characterization of tyrosine kinase and screening enzyme inhibitor by capillary electrophoresis with laserinduced fluoresce detector[J]. Journal of Chromatography B-Analytical Technologies in the Biomedical and Life Science, 2011, 879(1):107-112.
[22] Aleksenko S S, Hartinger C G, Semenova O, et al. Characterization of interactions between human serum albumin and tumor-inhibiting amino alcohol platinum(II) complexes using capillary electrophoresis[J]. Journal of Chromatographya A, 2007, 1155(2):218-221.
[23] Taga A, Satoh R, Ishiwata S, et al. In vitro assay of the interaction between Rnc1 protein and Pmp1 mRNA by affinity capillary electrophoresis with a carboxylated capillary[J]. Journal of Pharmaceutical and Biomedical Analysis, 2010, 53(5):1332-1337.
[24] 李爱梅, 黄茁, 卢文平, 等. 毛细管电泳法测定水体中四环素类抗生 素的基质效应及场放大进样技术的应用[J]. 色谱, 2014, 32(8):897-903. Li Aimei, Huang Zhuo, Lu Wenping, et al. Matrix effect and application of field-amplified sample injection in the analysis of four tetracyclines in waters by capillary electrophoresis[J]. Chinese Journal of Chromatography, 2014, 32(8):897-903.
[25] Fu H, Li J, Meng W, et al. Study of binding constant of tolllikereceptor 4 and lipopolysaccharide using capillary zone electrophoresis[J]. Electrophoresis , 2011, 32(6/7), 749-751.
[26] 厉红, 屈锋, 邓玉林, 等. 毛细管电泳应用于测定牛血清白蛋白与脂 质体的相互作用[J]. 色谱, 2008, 26(4):473-477. Li Hong, Qu Feng, Deng Yulin, et al. Investigation on interaction between bovineserum albumin and liposome using capillary electrophoresis[J]. Chinese Journal of Chromatography, 2008, 26(4):473-477.
[27] Poulsen S A, Bornaghi L F, Healy P C. Synthesis and structureactivity relationships of novel benzene sulfonamides with potent binding affinity for bovine carbonic anhydrase II[J]. Bioorganic & Medicinal Chemistry Letters, 2005, 15(24):5429-5433.
Outlines

/