Nanostructures from alkyl vitamin C derivatives (ASCn): Properties and potential platform for drug delivery

International Journal of Pharmaceutics

Volumn 345, Issue 1-2, 2007, Pages 26-34

  Palma, Santiago ^a   Manzo, Ruben ^a   Lo Nostro, Pierandrea ^b   Allemandi, Daniel ^a  

^a UNIVERSIDAD NACIONAL DE CÓRDOBA   (Argentina)

^b UNIVERSITY OF FLORENCE   (Italy)

Author keywords

Coagel; Drug delivery; Nanostructures; Vitamin C

Indexed keywords

DRUG CARRIER; NANOMATERIAL; SURFACTANT;

CRITICAL MICELLE CONCENTRATION; CRYSTAL STRUCTURE; DRUG DELIVERY SYSTEM; DRUG SOLUBILITY; FLOW KINETICS; GEL; HYDROPHOBICITY; LIPOPHILICITY; LIQUID CRYSTAL; PRIORITY JOURNAL; REVIEW; SKIN PERMEABILITY; TEMPERATURE DEPENDENCE;

ANIMALS; ASCORBIC ACID; CHEMISTRY, PHARMACEUTICAL; CHEMISTRY, PHYSICAL; DRUG DELIVERY SYSTEMS; HUMANS; NANOSTRUCTURES; RHEOLOGY; SKIN ABSORPTION; VITAMINS;

EID: 36048975622     PISSN: 03785173     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ijpharm.2007.09.014     Document Type: Review

References (29)

1. Agarwal R., Katare O., and Vyas S. Preparation and in vitro evaluation of liposomal/niosomal delivery systems for antipsoriatic drug dithranol. Int. J. Pharm. 228 (2001) 43
2. Ambrosi M., Lo Nostro P., Fratoni L., Dei L., Ninham B.W., Palma S., Manzo R., Allemandi D., and Baglioni P. Water of hydration in coagels. Phys. Chem. Chem. Phys. 6 (2004) 1401
3. Ambrosi M., Fratini E., Alfredsson V., Ninham B.W., Giorgi R., Lo Nostro P., and Baglioni P. Nanotubes from a vitamin C-based bolaamphiphile. J. Am. Chem. Soc. 128 (2006) 7209
4. Capuzzi G., Lo Nostro P., Kulkarni K., Fernandez J., and Vincieri F. Interactions of 6-O-stearoylascorbic acid and vitamin K1 in mixed Langmuir films at the gas-water interface. Langmuir 12 (1996) 5413
5. Capuzzi G., Lo Nostro P., Kulkarni K., and Fernandez J. Mixtures of stearoyl-6-O-ascorbic acid and -tocopherol: a monolayer study at the gas/water interface. Langmuir 12 (1996) 3957
6. Capuzzi G., Kulkarni G., Fernandez J., Vincieri J., and Lo Nostro P. Mixture of ascorbyl-stearete and vitamin D3: a monolayer study at the gas-water interface. J. Colloid Interface Sci. 186 (1997) 271
7. Clint J. Surfactant Aggregation (1992), Blackie, London
8. Djerassi D. The role of the corrective vitamins A, B5 and C in the new, high performance cosmetics. Drug Cosmet. Ind. 160 (1997) 60
9. Gopinath D., Ravi D., Rao B., Apte S., Renuka D., and Rambhau D. Ascorbyl palmitate vesicles (Aspasomes): formation, characterization and applications. Int. J. Pharm. 271 (2004) 95
10. Israelachvili J., Mitchell D., and Ninham B.W. Theory of self-assembly of hydrocarbon amphiphiles into micelles and bilayers. J. Chem. Soc., Faraday Trans. 72 (1976) 1525
11. Kleszczewska E. l-Ascorbic acid-clinical use, toxicity, properties, methods of determination and application in chemical analysis. Pharmazie 55 (2000) 640
12. Kodama M., and Seki S. Thermodynamical investigations on phase transitions of surfactant-water systems: thermodynamic stability of coagel and coagel phases and the role of water molecules in the appearance. Adv. Colloid Interface Sci. 35 (1991) 1
13. Kohler U., Yang P., Weng S., and Mantsch H. Can. J. Spectrosc. 33 (1988) 122
14. Lo Nostro P., Ramsch R., Fratini E., Lagi M., Ridi F., Carretti E., Ambrosi M., Ninham B.W., and Baglioni P. Organogels from a vitamin C-based surfactant. J. Phys. Chem. B 111 (2007) 11714-11721 10.1021/jp0730085
15. Lo Nostro P., Capuzzi G., and Mulinacci N. Self-assembly and antioxidant properties of octanoyl-6-O-ascorbic acid. Langmuir 16 (2000) 1744
16. Lo Nostro P., Capuzzi G., Pinelli P., Mulinacci N., Romani A., and Vincieri F. Self-assembling and antioxidant activity of some vitamin C derivatives. Colloids Surf. A: Physicochem. Eng. Aspects 167 (2000) 83
17. Lo Nostro P., Ninham B., Fratoni L., Palma S., Manzo R., Allemandi D., and Baglioni P. Effect of water structure on the formation of coagels from ascorbyl-alkanoates. Langmuir 19 (2003) 3222
18. Myers D. Surfactant Science and Technology. second ed. (1994), VCH, New York p. 83
19. Palma, S., 2003. Estudio de compuestos anfifílicos y su utilización en tecnología farmacéutica. PhD Thesis. Universidad Nacional de Córdoba, Córdoba, Argentina.
20. Palma S., Manzo R., Allemandi D., Fratoni L., and Lo Nostro P. Drugs solubilization in ascorbyl-decanoate micellar solutions. Colloids Surf. A: Physicochem. Eng. Aspects 212 (2003) 163
21. Palma S., Manzo R., Lo Nostro P., Fratoni L., and Allemandi D. Vehiculización de Antralina en coageles de n-alquil derivados del Ácido Ascórbico. S. Palma, R. Manzo, P. Lo Nostro, L. Fratoni y D. Allemandi. Acta Farmacéutica Bonaerense 22 (2003) 305
22. Palma S., Jiménez-Kairuz A., Fratoni L., Lo Nostro P., Manzo R., and Allemandi D. Coagels from 6-O-alkyl ascorbic acid derivatives as drug carriers: structure and rheology. II Farmaco 58 (2003) 1271
23. Palma S., Maletto B., Lo Nostro P., Manzo R., Pistoresi-Palencia M., and Allemandi D. Potential use of ascorbic acid based surfactants as skin penetration enhancers. Drug Dev. Ind. Pharm. 32 (2006) 1
24. Palma S., Manzo R., Allemandi D., Fratoni L., and Lo Nostro P. Coagels from ascorbic acid derivatives. Langmuir 18 (2002) 9219
25. Palma S., Manzo R., Allemandi D., Fratoni L., and Lo Nostro P. Solubilization of hydrophobic drugs in octanoyl-6-O-ascorbic acid micellar dispersions. J. Pharm. Sci. 91 (2002) 1810
26. Rowe R.C., Sheskey P.J., and Owen S.C. Handbook of Pharmaceutical Excipients. fifth ed. (2006), Pharmaceutical Press, London
27. Sapper H., Cameron D., and Mantsch H. The thermotropic phase behavior of ascorbyl palmitate: an infrared spectroscopic study. Can. J. Chem. 59 (1981) 2543
28. Shibayama H., Ueda K., Yoshio K., Matsuda S., Hisama M., and Miyasawa M. Synthesis and characterization of new ascorbic derivative: sodium isostearyl 2-O-l-ascorbyl phosphate. J. Oleo Sci. 54 (2005) 601-608
29. Silva G.M., and Maia Campos P.M. Ascorbic acid and its derivatives in cosmetic formulations. Cosmet. Toil 115 (2000) 59