Pharmacokinetics of Enantiomers of Chiral Non-steroidal Anti-inflammatory Drugs

Overview

Journal Eur J Drug Metab Pharmacokinet

Date 1988 Jan 1

PMID 3294019

Citations 25

Authors

F Jamali

Affiliations

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References

Singh N, Jamali F, Pasutto F, Coutts R, Russell A . Stereoselective gas chromatographic analysis of etodolac enantiomers in human plasma and urine. J Chromatogr. 1986; 382:331-7. DOI: 10.1016/s0378-4347(00)83539-2. View

Caldwell J, Marsh M . Interrelationships between xenobiotic metabolism and lipid biosynthesis. Biochem Pharmacol. 1983; 32(11):1667-72. DOI: 10.1016/0006-2952(83)90107-7. View

HUMBER L, Demerson C, Swaminathan P, Bird P . Etodolac (1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid): a potent antiinflammatory drug. Conformation and absolute configuration of its active enantiomer. J Med Chem. 1986; 29(5):871-4. DOI: 10.1021/jm00155a047. View

Lan S, Kripalani K, Dean A, Egli P, DiFazio L, Schreiber E . Inversion of optical configuration of alpha-methylfluorene-2-acetic acid (cicloprofen) in rats and monkeys. Drug Metab Dispos. 1976; 4(4):330-9. View

Tamura S, Kuzuna S, Kawai K . Inhibition of prostaglandin biosynthesis by clidanac and related compounds: structural and conformational requirements for PG synthetase inhibition. J Pharm Pharmacol. 1981; 33(1):29-32. DOI: 10.1111/j.2042-7158.1981.tb13696.x. View

Hayball P, Meffin P . Enantioselective disposition of 2-arylpropionic acid nonsteroidal anti-inflammatory drugs. III. Fenoprofen disposition. J Pharmacol Exp Ther. 1987; 240(2):631-6. View

Lee E, Williams K, Day R, Graham G, Champion D . Stereoselective disposition of ibuprofen enantiomers in man. Br J Clin Pharmacol. 1985; 19(5):669-74. PMC: 1463853. DOI: 10.1111/j.1365-2125.1985.tb02694.x. View

Mehvar R, Jamali F . Pharmacokinetic analysis of the enantiomeric inversion of chiral nonsteroidal antiinflammatory drugs. Pharm Res. 1988; 5(2):76-9. DOI: 10.1023/a:1015979915771. View

Abas A, Meffin P . Enantioselective disposition of 2-arylpropionic acid nonsteroidal anti-inflammatory drugs. IV. Ketoprofen disposition. J Pharmacol Exp Ther. 1987; 240(2):637-41. View

10.

Tamura S, Kuzuna S, Kawai K, Kishimoto S . Optical isomerization of R(-)-clidanac to the biologically active S(+)-isomer in guinea-pigs. J Pharm Pharmacol. 1981; 33(11):701-6. DOI: 10.1111/j.2042-7158.1981.tb13908.x. View

11.

Williams K, Day R, Knihinicki R, Duffield A . The stereoselective uptake of ibuprofen enantiomers into adipose tissue. Biochem Pharmacol. 1986; 35(19):3403-5. DOI: 10.1016/0006-2952(86)90443-0. View

12.

Stafanger G, LARSEN H, Hansen H, Sorensen . Pharmacokinetics of ketoprofen in patients with chronic renal failure. Scand J Rheumatol. 1981; 10(3):189-92. DOI: 10.3109/03009748109095297. View

13.

Sioufi A, Colussi D, Marfil F, Dubois J . Determination of the (+)- and (-)-enantiomers of pirprofen in human plasma by high-performance liquid chromatography. J Chromatogr. 1987; 414(1):131-7. DOI: 10.1016/0378-4347(87)80031-2. View

14.

Buttinoni A, Ferrari M, Colombo M, Ceserani R . Biological activity of indoprofen and its optical isomers. J Pharm Pharmacol. 1983; 35(9):603-4. DOI: 10.1111/j.2042-7158.1983.tb04345.x. View

15.

Nagashima H, Tanaka Y, Watanabe H, Hayashi R, Kawada K . Optical inversion of (2R)- to (2S)-isomers of 2-[4-(2-Oxocyclopentylmethyl)-phenyl]propionic acid (loxoprofen), a new anti-inflammatory agent, and its monohydroxy metabolites in the rat. Chem Pharm Bull (Tokyo). 1984; 32(1):251-7. DOI: 10.1248/cpb.32.251. View

16.

Rubin A, Knadler M, Ho P, Bechtol L, Wolen R . Stereoselective inversion of (R)-fenoprofen to (S)-fenoprofen in humans. J Pharm Sci. 1985; 74(1):82-4. DOI: 10.1002/jps.2600740122. View

17.

ARIENS E . Stereochemistry, a basis for sophisticated nonsense in pharmacokinetics and clinical pharmacology. Eur J Clin Pharmacol. 1984; 26(6):663-8. DOI: 10.1007/BF00541922. View

18.

Mehvar R, Jamali F . Stereospecific high-performance liquid chromatographic (HPLC) assay of fenoprofen enantiomers in plasma and urine. Pharm Res. 1988; 5(1):53-6. DOI: 10.1023/a:1015867513045. View

19.

Tamassia V, Jannuzzo M, Moro E, Stegnjaich S, Groppi W, NICOLIS F . Pharmacokinetics of the enantiomers of indoprofen in man. Int J Clin Pharmacol Res. 1984; 4(3):223-30. View

20.

Foster R, Jamali F, Russell A, Alballa S . Pharmacokinetics of ketoprofen enantiomers in young and elderly arthritic patients following single and multiple doses. J Pharm Sci. 1988; 77(3):191-5. DOI: 10.1002/jps.2600770302. View