Incorporation of NSAIDs in micelles: Implication of structural switchover in drug-membrane interaction

Biophysical Chemistry

Volumn 104, Issue 1, 2003, Pages 315-325

  Chakraborty, Hirak ^a   Banerjee, Rona ^a   Sarkar, Munna ^a  

^a SAHA INSTITUTE OF NUCLEAR PHYSICS   (India)

Author keywords

Anisotropy; Chemical reactivity; COX inhibitors; Free energy change; Optical spectroscopy; Oxicam drugs

Indexed keywords

AMMONIUM DERIVATIVE; CETRIMIDE; LAURYLSULFONATE SODIUM; MELOXICAM; NONSTEROID ANTIINFLAMMATORY AGENT; OXICAM DERIVATIVE; PIROXICAM; TENOXICAM; TRITON X 100; UNCLASSIFIED DRUG;

ARTICLE; BIODIVERSITY; DRUG EFFICACY; MEMBRANE; MICELLE; PRIORITY JOURNAL; SURFACE PROPERTY;

EID: 0038016448     PISSN: 03014622     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0301-4622(02)00389-7     Document Type: Article

References (19)

1. Hawkey C.J. COX-2 inhibitors. Lancet. 353:1999;307-314.
2. Sporn M.B., Suh N. Chemoprevention of cancer. Carcinogenesis. 21:2000;525-530.
3. min mouse by piroxicam: kinetics, strain effects and resistance to chemosuppression. Carcinogenesis. 20:1999;51-58.
4. Grossman E.M., Longo W.E., Panesar N., Mazuski J.E., Kaminski D.L. The role of cyclooxygenase enzymes in the growth of human gall bladder cancer cells. Carcinogenesis. 21:2000;1403-1409.
5. Goldman A.P., Williams C.S., Sheng H., et al. Meloxicam inhibits the growth of colorectal cancer cells. Carcinogenesis. 19:1998;2195-2199.
6. Anderson R., Eftychis H.A., Weiner A., Findlay G.H. An in vivo and in vitro investigation of the phototoxic potential of tenoxicam, a new non-steroidal anti-inflammatory agent. Dermatologica. 175:1987;229-234.
7. Serrano G., Fortea J.M., Latasa J.M., SanMartin O., Bonillo J., Miranda M.A. Oxicam-induced photosensitivity. Patch and photopatch testing studies with tenoxicam and piroxicam photoproducts in normal subjects and in piroxicam-droxicam photosensitive patients. J. Am. Acad. Dermatol. 26:1992;545-548.
8. Gebhardt M., Wollina U. Cutaneous side effects of nonsteroidal anti-inflammatory drugs (NSAID). Z. Rheumatol. 54:1995;405-412.
9. Bayerl C., Pagung R., Jung E.G. Meloxicam in acute UV dermatitis - a pilot study. Photodermatol. Photoimmunol. Photomed. 14:1998;167-169.
10. Yoon M., Chol H.N., Kwon H.W., Park K.H. Solvent dependence of absorption and fluorescence spectra of piroxicam. A possible intramolecular proton transfer in the excited state. Bull. Korean Chem. Soc. 9:1998;171-175.
11. Bordner J., Hammen P.D., Whipple E.B. Deuterium isotope effects on carbon 13NMR shifts and the tautomeric equilibrium in N-substituted pyridyl derivatives of piroxicam. J. Am. Chem. Soc. 111:1989;6572-6578.
12. Geckle J.M., Rescek D.M., Whipple E.B. Zwitterionic piroxicam in polar solution. Magn. Reson. Chem. 27:1989;150-154.
13. Tsai R.S., Carrupt P.A., Tayar N.E., Giroud Y., Andrade P., Testa B. Physicochemical and structural properties of non-steroidal anti-inflammatory oxicams. Helv. Chim. Acta. 76:1993;842-854.
14. 13C-NMR investigation of the structure of the 1:1 amorphous piroxicam:β-cyclodextrin inclusion compound. Biospectroscopy. 5:1999;243-251.
15. Chandrasekharan N.V., Dai H., Roos L.T., et al. COX-3, a cyclooxygenase-1 variant inhibited by acetaminophen and other analgesic/antipyretic drugs: cloning, structure, and expression. Proc. Natl. Acad. Sci. USA. 99:2002;13926-13931.
16. Banerjee R., Sarkar M. Spectroscopic studies of microenvironment dictated structural forms of piroxicam and meloxicam. J. Luminescence. 99:2002;255-263.
17. Kalyanasundaram K., Thomas J.K. Environmental effects on vibronic band intensities in pyrene monomer fluorescence and their application in studies of micellar systems. J. Am. Chem. Soc. 99:1977;2039-2044.
18. Lakowicz J.R. Principles of Fluorescence Spectroscopy. second ed. 1999;Kluwer Academic/Plenum Publishers, New York.
19. Rottman C., Avnir D. Getting a library of activities from a single compound: tunability and very large shifts in acidity constants induced by sol-gel entrapped micelles. J. Am. Chem. Soc. 123:2001;5730-5734.