Synthesis, properties and microemulsion formulation of ibuprofen eugenol ester

Pharmazie

Volumn 60, Issue 12, 2005, Pages 883-887

  Zhao, X L ^a   Chen, D W ^a   Gao, P ^a   Luo, Y F ^a   Li, K X ^a  

^a SHENYANG PHARMACEUTICAL UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

IBUPROFEN DERIVATIVE; IBUPROFEN EUGENOL ESTER; UNCLASSIFIED DRUG;

ANIMAL TISSUE; AREA UNDER THE CURVE; ARTICLE; CONTROLLED STUDY; DRUG DOSAGE FORM; DRUG FORMULATION; DRUG HYDROLYSIS; DRUG ISOLATION; DRUG LIVER LEVEL; DRUG METABOLISM; DRUG SOLUBILITY; DRUG STABILITY; DRUG STRUCTURE; DRUG SYNTHESIS; INFRARED SPECTROSCOPY; LIPID SOLUBILITY; MASS SPECTROMETRY; MELTING POINT; MICROEMULSION; NONHUMAN; PARTICLE SIZE; PH MEASUREMENT; PROTON NUCLEAR MAGNETIC RESONANCE; RAT;

ANIMALS; ANTI-INFLAMMATORY AGENTS, NON-STEROIDAL; CHEMISTRY, PHARMACEUTICAL; CHEMISTRY, PHYSICAL; EMULSIONS; ENZYMES; EUGENOL; FEMALE; HALF-LIFE; HYDROLYSIS; IBUPROFEN; INDICATORS AND REAGENTS; LIVER; MALE; RATS; RATS, WISTAR; SOLUBILITY;

EID: 29244468565     PISSN: 00317144     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (20)

1. Balant LP, Doelker E, Buri P (1990) Prodrugs for the improvement of drug absorption via different routes of administration. Eur J Drug Metab Dispos 15: 143-153.
2. Bergenstaho B, Fontell K (1983) Phase equilibria in the system soybean lecithin/water. Prog Colloid Polym Sci 68: 48-52.
3. Bonina FP, Puglia C, Barbuzzi T, de Caprariis P, Palagiano F (2001) In vitro and in vivo evaluation of polyoxyethylene esters as dermal prodrugs of ketoprofen, naproxen and diclofenac. Eur J Pharm Sci 14: 123-134.
4. Bruggeman WA, Steen JVD, Hutzinger O (1982) Reversed-phase thin-layer chromatography of polynuclear aromatic hydrocarbons and chlorinated biphenyls-relationship with hydrophobicity as measured by aqueous solubility and octanol-water partition coefficient. J Chromatogr 238: 335-346.
5. Brunner GM, Carrupt P, Lisa P, Testa B, Rose S (1995) Esters of L-dopa: structure hydrolysis relationship and ability to induce circling behavior in an experimental model of hemiparkinsonism. J Pharm Pharmacol 47: 861-869.
6. Bundgaard H (1987) Design of bioreversible drug derivatives and utility of the double prodrug concept. In: Roche, EB (Ed.): Bioreversible Carriers in Drug Design: Theory and Application, Pergamon Press, New York, pp. 13-94.
7. Constantinides PP (1995) Lipid microemulsions for improving drug dissolution and oral absorption: physical and biopharmaceutical aspects. Pharm Res 12: 1561-1572.
8. Ji YB (1999) Pharmacological Action and Application of Anticancer Traditional Chinese Medicine, Science & Technology Publish Station, Heilongjiang, China, pp. 5.
9. Kim CK, Cho YJ, Gao ZG (2001) Preparation and evaluation of biphenyl dimethyl dicarboxylate microemulsions for oral delivery. J Control Release 70: 149-155.
10. Laporte JR, Carne X, Vidal X, Moreno V, Juan J (1991) Upper gastrointestinal bleeding in relation to previous use of analgesics and non-steroidal anti-inflammatory drugs. Catalan Countries Study on upper gastrointestinal bleeding. Lancet 337: 85-89.
11. Mahmoud S, Alaa K, Hosny E (2002) Biological and metabolic study of naproxen-propyphenazone mutual prodrug. Eur J Pharm Sci 17: 121-130.
12. Otagiri M, Imai T, Fukuhara A (1999) Improving the pharmacokinetic and pharmacodynamic proporties of a drug by chemical conversion to a chimera drug. J Controll Release 62: 223-229.
13. Rautio J, Nevalainen T, Taipale H, Vepslainen J, Gynther J, Laine K, Jarvinen T (2000) Piperazinylalkyl prodrugs of naproxen improve in vitro skin permeation. Eur J Pharm Sci 11: 157-163.
14. Sharma V, Khan MS (2003) Prodrugs and mutual prodrugs: synthesis of some new pyrazolone and oxadiazole analogues of a few non-steroidal anti-inflammatory drugs. Pharmazie 58: 99-103.
15. Tantishaiyakul V, Wiwattanawongsa K, Pinsuwan S, Kasiwong S, Phadoonhsombut N (2002) Characterization of mefenamic acid-guaiacol ester: stability and transport across Caco-2 cell monolayers. Pharm Res 19: 1013-1018.
16. Taylor MD (1996) Improved passive oral drug delivery via prodrugs. Adv Drug Deliv Rev 19: 131-148.
17. Thorsteinsson T, Masson M, Loftsson T, Haraldsson GG, Stefansson E (1999) Diacyl glyceryl ester prodrugs for slow release in the skin: synthesis and in vitro degradation and absorption studies for naproxen derivatives. Pharmazie 54: 831-836.
18. Von Corswant C, Thoren P, Engestrom S (1998) Triglycéride based microemulsion for intravenous administration of sparingly soluble substances. J Pharm Sci 87: 200-208.
19. Wynne HA, Long A, Nicholson E, Ward A, Keir D (1998) Are altered pharmacokinetics of non-steroidal anti-inflammatory drugs (NSAIDs) a risk factor for gastrointestinal bleeding? Br J Clin Pharmacol 45: 405-408.
20. Yoshikawa M, Nishiyama S, Takaiti O (1995) Metabolism of dopamine prodrug docarpamine. Hypertens Res 18: 211-213.