Physicochemical characterization of β-cyclodextrin and hydroxy ethyl β-cyclodextrin complexes of rifampicin
Keywords:
Cyclodextrins, characterization, DSC, FTIR, Rifampicin, SEM, and Thermal Stability, in vitro anti-tubercular activityAbstract
An attempt was made to optimize the oral delivery of rifampicin by formation of inclusion complexes with cyclodextrinsincluding β-Cyclodextrin (β-CD), and hydroxy-ethyl-β-cyclodextrin (HEβ-CD). The aim of the study was to increase thesolubility, stability of rifampicin by way of complexation and to evaluate the effect of cyclodextrin on its anti-tubercularactivity. The phase solubility studies showed that it followed Type-AL solubility curve and the slope of the line is lessthan one, indicating 1:1 molar ratio of drug to complexing agent. Cyclodextrin complexes were prepared by kneading(KN) and common solvent (CS) methods. The physical mixtures (PM) were also prepared in the same ratio. In case ofβ-CD complexes, a 2 fold increase in solubility was observed with CS complex. Formation of complex with side chain4-methyl piperazin-1-ylimino-methyl of rifampicin was confi rmed by FTIR. Formation of complex was confi rmed by DSC,SEM, and powder x-ray diffraction studies. In vitro anti-tubercular activity of rifampicin was found to be enhanced in case of all the complexes indicated by a reduction in MIC of rifampicin to half. Inclusion complexation with β-CDand hydroxy ethyl β-cyclodextrin improved its physico-chemical properties and in vitro anti-tubercular activity.Downloads
References
Loftsson T, Brewster ME. Cyclodextrin as pharmaceutical excipients. Pharma Manager. 1997; 22-32
Loftsson T, Brewster ME. Pharmaceutical applications of cyclodextrin.1. Drug solublization and stabilization. J. Pharm.
Science. 1996; 85: 1024-1074
Jarho P, Urtti A, Jarvinen K, Pate DW, Jarvinen T. Hydroxy propyl-beta-cyclodextrin increases aqueous solubility and stability of anandamide. Life Sci. 1996; 58: 181-185
Jarho P, Urtti A, Jarvinen T. Hydroxy propyl-beta-cyclodextrin increases aqueous solubility and stability of pilocarpin prodrugs. Pharm. Res. 1995; 12: 1371-1375
Sanghavi NM, Venkatesh H, Tandel V. Solublization of glibenclamide with beta-cyclodextrin and it derivatives. Drug. Dev. Ind. Pharm. 1994; 20: 1275-1283
Martin A. In: Physical pharmacy, 4th edn. New Delhi: B.I. Waverly Pvt Ltd, 1995; pp. 259- 260.
British Pharmacopoeia London: Her Magesty’s Stationary Office, Vol. I pp 1988, 493-494
Hartmann G, Honikel KO, Knussel F, Nuesh. Biochin. Biophys. Acta, 145, 1967; 145, 843.
Reynolds JEF. Martindale The Extra Pharmacopoeia, 31st edn. London: Royal Pharmaceutical Society, 1996; pp. 129-297
Lemke TL. Antimycobacterial Agents. In: Foye, W.O., Lemke, T.L., Williams DA. Principles of medicinal chemistry, 4th edn, New Delhi: B. I. Waverly Pvt Ltd, 1995; pp. 747-758
Rawlins EA. In: Bentley’s Text Book of Pharmaceutics, 8th edn.London:BailliereTindall, 1992; pp. 594-611
Higuchi T, Connors KA. In: Advances in analytical chemistry instrumentation, vol IV. New York: Wiley-Interscience, 1965; pp.117
Tenjarla S, Puranajoti P, Kasina R, Mandal T. Preparation, characterization, and evaluation of miconazole-cyclodetrin
complexes for improved and topical delivery. J.Pharm. Sciences. 1998; 87: 425-429
Veiga MD, Diaz PJ, Ahasan F. Interaction of Griseofulvin with cyclodextrin in solid binary systems. J. Pharm. Sciences. 1998; 87: 891-900.
Rawlins EA. In: Bentley’s Text Book of Pharmaceutics, 8th edn. London: Bailliere Tindall, 1992; pp. 3-18
Yateen shah. S. Khanna KC, Jindal, VS Dighe. Drug Dev. Ind. Pharmacy, 18 (14), 1589-1596, 1992 and J. Pharm. Biomed. Analysis 12(4), 493-497, 1996.
Collins CH, Patricia M L, Grange JM. In: Microbiological Methods, 7th edn. Oxford OX 28DP: Butterworth Heinemann Ltd, 1995; pp. 410-413
Aithal KS, Udupa N, Sreenivasan KK. Physicochemical properties of drug-cyclodextrin complexes. Indian Drugs. 1995; 32: 293-305
Eugene F, Timothy AH. Preformulation. In. Lachman, L., Liberman, H. A., Kanig, J.L. The Theory and Practice of Industrial Pharmacy, 3rd edn. Bombay: Varghese Publishing House, 1987; 171-196
Buchi N. Nalluri, KPR Chowdary, KVR Murthy, AR Hayman, G Becket. Physicochemical Characterization and Dissolution
Properties of Nimesulide-Cyclodextrin Binary Systems AAPS Pharm SciTech 2003; 4 (1) Article.
Masson M, Loftsson T, Masson G. Cyclodextrins as permeation enhancers: some theoretical evalutions and in vitro testing. J. Controlled Release. 1999; 59: 107-118
Grancher N, Venard V, Kedzierevicz F, Ammerlaan W, Finance C, Muller CP, et al Improved antiviral activity in vitro of ribovarin against measle virus after complexation with cyclodextrins. Antiviral Res. 2004; Jun: 62 (3): 135-7
Perdomo-Lopez, Rodriguez-Perez, A.I. Yzquierdo-Peiro J.M. White, A., Estrada, E.G., Villa, T.G., Torres-Labandeira, J.J., Effect of Cyclodextrins on the Solubility and Antimycotic Activity of Sertaconazole: Experimental and Computational Studies. J. Pharm. Sci. Vol. 91 No. 11. November 2002, 2408-2415.
Rao BP, Suresh S, Preparation and Evaluation of γ-cyclodextrin Complexes of Rifampicin, Indian Drugs 41 (11) November 2004, 650-654.
Downloads
Published
How to Cite
Issue
Section
License
The articles, which are published in this journal, are subject to the following terms in relation to the rights of patrimonial or exploitation:
- The authors will keep their copyright and guarantee to the journal the right of first publication of their work, which will be distributed with a Creative Commons BY-NC-SA 4.0 license that allows third parties to reuse the work whenever its author, quote the original source and do not make commercial use of it.
b. The authors may adopt other non-exclusive licensing agreements for the distribution of the published version of the work (e.g., deposit it in an institutional telematic file or publish it in a monographic volume) provided that the original source of its publication is indicated.
c. Authors are allowed and advised to disseminate their work through the Internet (e.g. in institutional repositories or on their website) before and during the submission process, which can produce interesting exchanges and increase citations of the published work. (See The effect of open access).