Main Article Content
Abstract
Pharmaceutical excipients such as cellulose (CL) and cyclodextrin (CD) derivatives are chiral in nature. Currently, these derivatives are also used as chiral stationary phases (CSPs) in liquid chromatography. The stereoselectivity of these derivatives towards enantiomers that may modulates the release of chiral drugs. Based on this, it has been hypothesized that, the stereoselectivity of the enantiomers with the CL and CD excipients may alter the release of chiral drug. Hence, the present study aimed to investigate the influence of CL and CDs on stereoselective release of formulation containing racemic ondansetron (rac-OND). In this study, formulation containing rac-OND and selected CLs; carboxymethylcellulose (CMC), hydroxypropyl methylcellulose (HPMC), and microcrystalline cellulose (MC) and CDs; beta-cyclodextrin (β-CD) and hydroxypropyl β-cyclodextrin (HCD) was prepared. Subsequently, these formulations were evaluated for enantioselective release by HPLC method. The results revealed that the formulations containing microcrystalline cellulose and hydroxypropyl methylcellulose showed slightly different release of the two enantiomers at the end of the dissolution profile. In addition, the effect of enantioselective interaction was investigated by changing content of chiral excipient and pH (1.5, 4.6 and 7.4) to support the enantioselectivity obtained on dissolution.
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References
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- 2. Mukesh, Overview on chirality and applications of stereo-selective dissolution testing in the formulation and development work. Dissolution Technologies, 2003 pp.16-20.
- 3. Patil PA, Kothekar MA. Development of safer molecules through chirality. Indian J Med Sci. 2006 Oct;60(10):427-37.
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- 5. Smith HS, Cox LR, Smith EJ. 5-HT3 receptor antagonists for the treatment of nausea/vomiting. Ann Palliat Med. 2012 Jul;1(2):115-20.
- 6. Solinís MA, de la Cruz Y, Calvo B, Hernández RM, Gascón AR, Goñi I, Gurruchaga MD, Pedraz JL. Release of salbutamol sulphate and ketoprofen enantiomers from matrices containing HPMC and cellulose derivatives. Chirality. 2002 Nov;14(10):806-13.
- 7. Somagoni JMohan, Eaga CM, and Madhsudan RY. Chirality and its Importance in Pharmaceutical Field- An Overview, International Journal of Pharmaceutical Sciences and Nanotechnology, 2009, 4, pp. 309-316.
- 8. Srichana T, Suedee R. Evaluation of stereoselective dissolution of racemic salbutamol matrices prepared with commonly used excipients and 1H-NMR study. Drug Dev Ind Pharm. 2001 May;27(5):457-64.
- 9. Suedee R, Srichana T, Martin GP. Evaluation of matrices containing molecularly imprinted polymers in the enantioselective-controlled delivery of beta-blockers. J Control Release. 2000 May 15;66(2-3):135-47.
- 10. Urbaniak B, Milanowski B, Lulek J, Kokot ZJ. Study of ofloxacin enantiomers dissolution from selected solid dosage forms using high performance capillary electrophoresis method. Acta Pol Pharm. 2017 May;74(3):955-968.
- 11. Valliappan K, Kannan K, Manavalan R and Muralidharan, C. Evaluation of stereoselective dissolution of racemic ketoprofen from formulations containing chiral excipients. Indian Journal of Pharmaceutical Sciences. 2003 65. 253-259.
- 12. Yuan S, Peng Q, Palczewski K, Vogel H, Filipek S. Mechanistic studies on the stereoselectivity of the serotonin 5-HT1A receptor. Angew Chem Int Ed Engl. 2016 Jul 18;55(30):8661-5.
References
1. Huli Yu, Xueyong Y, Junya L, Jianping D, Youping W, Materials established for enantioselective release of chiral compounds. Industrial & Engineering Chemistry Research, 2016 55 (21), 6037-6048.
2. Mukesh, Overview on chirality and applications of stereo-selective dissolution testing in the formulation and development work. Dissolution Technologies, 2003 pp.16-20.
3. Patil PA, Kothekar MA. Development of safer molecules through chirality. Indian J Med Sci. 2006 Oct;60(10):427-37.
4. Shen Q, Wang L, Zhou H, Jiang HD, Yu LS, Zeng S. Stereoselective binding of chiral drugs to plasma proteins. Acta Pharmacol Sin. 2013 Aug;34(8):998-1006.
5. Smith HS, Cox LR, Smith EJ. 5-HT3 receptor antagonists for the treatment of nausea/vomiting. Ann Palliat Med. 2012 Jul;1(2):115-20.
6. Solinís MA, de la Cruz Y, Calvo B, Hernández RM, Gascón AR, Goñi I, Gurruchaga MD, Pedraz JL. Release of salbutamol sulphate and ketoprofen enantiomers from matrices containing HPMC and cellulose derivatives. Chirality. 2002 Nov;14(10):806-13.
7. Somagoni JMohan, Eaga CM, and Madhsudan RY. Chirality and its Importance in Pharmaceutical Field- An Overview, International Journal of Pharmaceutical Sciences and Nanotechnology, 2009, 4, pp. 309-316.
8. Srichana T, Suedee R. Evaluation of stereoselective dissolution of racemic salbutamol matrices prepared with commonly used excipients and 1H-NMR study. Drug Dev Ind Pharm. 2001 May;27(5):457-64.
9. Suedee R, Srichana T, Martin GP. Evaluation of matrices containing molecularly imprinted polymers in the enantioselective-controlled delivery of beta-blockers. J Control Release. 2000 May 15;66(2-3):135-47.
10. Urbaniak B, Milanowski B, Lulek J, Kokot ZJ. Study of ofloxacin enantiomers dissolution from selected solid dosage forms using high performance capillary electrophoresis method. Acta Pol Pharm. 2017 May;74(3):955-968.
11. Valliappan K, Kannan K, Manavalan R and Muralidharan, C. Evaluation of stereoselective dissolution of racemic ketoprofen from formulations containing chiral excipients. Indian Journal of Pharmaceutical Sciences. 2003 65. 253-259.
12. Yuan S, Peng Q, Palczewski K, Vogel H, Filipek S. Mechanistic studies on the stereoselectivity of the serotonin 5-HT1A receptor. Angew Chem Int Ed Engl. 2016 Jul 18;55(30):8661-5.