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Beta-cyclodextrin complexes of celecoxib: molecular-modeling, characterization, and dissolution studies.
AAPS PharmSci. 2004 Mar 05; 6(1):E7.AP

Abstract

Celecoxib, a specific inhibitor of cycloxygenase-2 (COX-2) is a poorly water-soluble nonsteroidal anti-inflammatory drug with relatively low bioavailability. The effect of beta-cyclodextrin on the aqueous solubility and dissolution rate of celecoxib was investigated. The possibility of molecular arrangement of inclusion complexes of celecoxib and beta-cyclodextrin were studied using molecular modeling and structural designing. The results offer a better correlation in terms of orientation of celecoxib inside the cyclodextrin cavity. Phase-solubility profile indicated that the solubility of celecoxib was significantly increased in the presence of beta-cyclodextrin and was classified as A(L)-type, indicating the 1:1 stoichiometric inclusion complexes. Solid complexes prepared by freeze drying, evaporation, and kneading methods were characterized using differential scanning calorimetry, powder x-ray diffractometry, and scanning electron microscopy. In vitro studies showed that the solubility and dissolution rate of celecoxib were significantly improved by complexation with beta-cyclodextrin with respect to the drug alone. In contrast, freeze-dried complexes showed higher dissolution rate than the other complexes.

Authors+Show Affiliations

Pharmacology Division, Indian Institute of Chemical Technology, Hyderabad, India-500007.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

15198508

Citation

Reddy, M Narender, et al. "Beta-cyclodextrin Complexes of Celecoxib: Molecular-modeling, Characterization, and Dissolution Studies." AAPS PharmSci, vol. 6, no. 1, 2004, pp. E7.
Reddy MN, Rehana T, Ramakrishna S, et al. Beta-cyclodextrin complexes of celecoxib: molecular-modeling, characterization, and dissolution studies. AAPS PharmSci. 2004;6(1):E7.
Reddy, M. N., Rehana, T., Ramakrishna, S., Chowdhary, K. P., & Diwan, P. V. (2004). Beta-cyclodextrin complexes of celecoxib: molecular-modeling, characterization, and dissolution studies. AAPS PharmSci, 6(1), E7.
Reddy MN, et al. Beta-cyclodextrin Complexes of Celecoxib: Molecular-modeling, Characterization, and Dissolution Studies. AAPS PharmSci. 2004 Mar 5;6(1):E7. PubMed PMID: 15198508.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Beta-cyclodextrin complexes of celecoxib: molecular-modeling, characterization, and dissolution studies. AU - Reddy,M Narender, AU - Rehana,Tasneem, AU - Ramakrishna,S, AU - Chowdhary,K P R, AU - Diwan,P V, Y1 - 2004/03/05/ PY - 2004/6/17/pubmed PY - 2004/10/16/medline PY - 2004/6/17/entrez SP - E7 EP - E7 JF - AAPS pharmSci JO - AAPS PharmSci VL - 6 IS - 1 N2 - Celecoxib, a specific inhibitor of cycloxygenase-2 (COX-2) is a poorly water-soluble nonsteroidal anti-inflammatory drug with relatively low bioavailability. The effect of beta-cyclodextrin on the aqueous solubility and dissolution rate of celecoxib was investigated. The possibility of molecular arrangement of inclusion complexes of celecoxib and beta-cyclodextrin were studied using molecular modeling and structural designing. The results offer a better correlation in terms of orientation of celecoxib inside the cyclodextrin cavity. Phase-solubility profile indicated that the solubility of celecoxib was significantly increased in the presence of beta-cyclodextrin and was classified as A(L)-type, indicating the 1:1 stoichiometric inclusion complexes. Solid complexes prepared by freeze drying, evaporation, and kneading methods were characterized using differential scanning calorimetry, powder x-ray diffractometry, and scanning electron microscopy. In vitro studies showed that the solubility and dissolution rate of celecoxib were significantly improved by complexation with beta-cyclodextrin with respect to the drug alone. In contrast, freeze-dried complexes showed higher dissolution rate than the other complexes. SN - 1522-1059 UR - https://www.unboundmedicine.com/medline/citation/15198508/Beta_cyclodextrin_complexes_of_celecoxib:_molecular_modeling_characterization_and_dissolution_studies_ L2 - https://www.ncbi.nlm.nih.gov/pmc/articles/pmid/15198508/ DB - PRIME DP - Unbound Medicine ER -