Journal of Microbiology and Biotechnology

The Korean Society for Microbiology and Biotechnology (한국미생물·생명공학회)
권호 표지

After-Rinsing Hair Growth Promotion of Minoxidil-containing Amino ${\alpha}$-Cyclodextrins

  • Kim, Jin-Chul (College of Bioscience & Biotechnology, Kangwon National University and Institute of Bioscience and Biotechnology) ;
  • Kim, Myoung-Dong (College of Bioscience & Biotechnology, Kangwon National University and Institute of Bioscience and Biotechnology)
  • Published : 2007.12.31
Download PDF
⟨ Previous Next ⟩

Abstract

Triamino ${\alpha}$-cyclodextrin (CD) was synthesized and the inclusion complex with Minoxidil (MXD) was prepared. ${\alpha}$-CD was azidated by modifying the 6-hydroxylmethyl CD rim with sodium azide. Then, mono-, di-, tri-, and tetra-azidocyclodextrins were separated by a flash column chromatography and reduced to the corresponding amines by hydrogenation with Pd/C. The substantivities of MXD included in either 2-hydroxypropyl ${\alpha}$-CD (HP ${\alpha}$-CD) or triamino ${\alpha}$-CD were evaluated in vitro using hairless mice skins. After applying the preparations onto the skin and rinsing it, the amount of the drug left on the skin was determined using high-performance liquid chromatography (HPLC). It was the highest when the drug was included in triamino ${\alpha}$-CD. The electrostatic interaction between the protonated amino CD and the negatively charged skin would be responsible for the relatively high substantivity. The in vivo hair growth promotion effect of each preparation was investigated, where the sample application onto the clipped backs of female mice (C57BL6) and the subsequent rinsing of the backs were done once a day for 30 days. Only MXD in triamino ${\alpha}$-CD had hair growth promotion effect, possibly due to the significant substantivity.

Keywords

References

  1. Ferry, J. J., J. H. Shepard, and G. J. Szpunar. 1990. Relationship between contact time of applied dose and percutaneous absorption of minoxidil from a topical solution. J. Pharm. Sci. 79: 483-486 https://doi.org/10.1002/jps.2600790605
  2. Hanessian, S., A. Benalil, and C. Laferriere. 1995. The synthesis of functionalized cyclodextrins as scaffolds and templates for molecular diversity, catalysis, and inclusion phenomena. J. Org. Chem. 60: 4786-4797 https://doi.org/10.1021/jo00120a023
  3. Kim, C.-J., S.-A. Jun, N.-K. Lee, K.-T. Kim, S. K. Lee, C.-H. Kim, and H.-D. Paik. 2006. Encapsulation of Bacillus polyfermenticus SCD with alginate-methylcellulose and evaluation of survival in artificial conditions of large intestine. J. Microbiol. Biotechnol. 16: 443-449
  4. Kim, J.-C., M.-H. Lee, and M.-J. Rang. 2002. Minoxidilcontaining dosage forms: Substantivity and after-rinsing hair growth promotion. Drug Deliv. 10: 119-123 https://doi.org/10.1080/713840366
  5. Lee, J.-H., D.-H. Lee, J. H. Son, J.-K. Park, and S.-K. Kim. 2005. Optimization of chitosan-alginate encapsulation process using pig hepatocytes for development of bioartificial liver. J. Microbiol. Biotechnol. 15: 7-13
  6. Park, K.-H., D. M. Kang, and K. Na. 2006. Physicochemical characterization and carcinoma cell interaction of selforganized nanogels prepared from polysaccharide/biotin conjugates for development of anticancer drug carrier. J. Microbiol. Biotechnol. 16: 1369-1376
  7. Poulos, C. W., G. M. Brenner, L. V. Allen Jr., V. A. Prabhu, and P. L. Huerta Jr. 1994. Method for simulating hair growth with cationic derivative of minoxidil using therapeutic iontophoresis. USP. 5,466,695
  8. Tata, S., G. L. Flynn, and N. D. Weiner. 1995. Penetration of minoxidil from ethanol/propylene glycol solution: Effect of application volume and occlusion. J. Pharm. Sci. 84: 688- 691 https://doi.org/10.1002/jps.2600840605
  9. Tata, S., N. Weiner, and G. Flynn. 1994. Relative influence of ethanol and propylene glycol cosolvents on deposition of minoxidil into the skin. J. Pharm. Sci. 83: 1508-1510 https://doi.org/10.1002/jps.2600831026
  10. Touitou, E., N. Dayan, L. Bergelson, B. Godin, and M. Eliaz. 2000. Ethosomes - novel vesicular carriers for enhanced delivery: Characterization and skin penetration properties. J. Control. Release 65: 403-418 https://doi.org/10.1016/S0168-3659(99)00222-9
  11. Tsai, J.-C., G. L. Flynn, N. Weiner, and J. J. Ferry. 1993. Effect of minoxidil concentration on the deposition of drug and vehicle into the skin. Int. J. Pharm. 96: 111-117 https://doi.org/10.1016/0378-5173(93)90218-5
  12. Tsai, J.-C., M. J. Cappel, G. L. Flynn, N. D. Weiner, J. Kreuter, and J. J. Ferry. 1992. Drug and vehicle deposition from topical applications: Use of in vitro mass balance technique with minoxidil solutions. J. Pharm. Sci. 81: 736- 743 https://doi.org/10.1002/jps.2600810803