Examination on biological activities and fates of new steroids, steroid-17-yl methyl glycolate derivatives

Tohoku Journal of Experimental Medicine

Volumn 187, Issue 2, 1999, Pages 127-140

  Suzuki, Toshio ^a   Tada, Hitoshi ^a   Sato, Etsuko ^a   Tojima, Yoichi ^b  

^a AKITA UNIVERSITY HOSPITAL   (Japan)

^b Ohta Pharmaceutical Co Ltd   (Japan)

Author keywords

Antedrug; Corticosteroid; Dexamethasone; Prednisolone; Topical steroid

Indexed keywords

BUDESONIDE; CARBOXYLIC ACID; DEXAMETHASONE; DRUG METABOLITE; METHYL 11BETA,17ALPHA DIHYDROXY 20 PIVALOYLOXY 3 OXO 1,4 PREGNADIENE 21 OATE; OXAZOLONE; PREDNISOLONE; STEROID; STEROID 17 YL METHYL GLYCOLATE DERIVATIVE; UNCLASSIFIED DRUG;

ADULT; ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; ATOPIC DERMATITIS; CLINICAL TRIAL; CONTROLLED CLINICAL TRIAL; CONTROLLED STUDY; DRUG CLEARANCE; DRUG HALF LIFE; DRUG SYNTHESIS; EDEMA; HUMAN; HUMAN EXPERIMENT; INTRAVENOUS DRUG ADMINISTRATION; MALE; NONHUMAN; NORMAL HUMAN; PSORIASIS; RAT; SKIN DISEASE; TOPICAL DRUG ADMINISTRATION; VASOCONSTRICTION;

ADMINISTRATION, TOPICAL; ADULT; ANIMALS; BLOOD VESSELS; DEXAMETHASONE; EAR DISEASES; EDEMA; FEMALE; GLUCOCORTICOIDS; GLYCOLATES; HALF-LIFE; HUMANS; MALE; MICE; MICE, INBRED STRAINS; MIDDLE AGED; PREDNISOLONE; RATS; RATS, SPRAGUE-DAWLEY; SKIN; STEROIDS; VASOCONSTRICTOR AGENTS;

EID: 0032916089     PISSN: 00408727     EISSN: None     Source Type: Journal    
DOI: 10.1620/tjem.187.127     Document Type: Article

References (22)

1. Al-Habet, S.M.H. & Lee, H.J. (1990) In vitro hydrolysis of steroid acid ester derivatives of prednisolone in plasma of different species. J. Pharm. Sci., 79, 916-918.
2. Barry, B.W. (1976) Bioavailability of topical steroids. Dermatologica, 152 (Suppl. 1), 47-65.
3. Boudinot, F.D. & Jusko, W.J. (1986) Dose-dependent pharmacokinetics of prednisolone in normal and adrenalectomized rats. J. Pharmacokinet. Biopharm., 14, 453-467.
4. Disanto, A.R. & Desante, K.A. (1975) Bioavailability and pharmacokinetics of prednisone in humans. J. Pharm. Sci., 64, 109-112.
5. Fujiwara, Y., Matsuda, Y., Unno, K., Suzuki, T., Kurosaki, Y., Nakayama, T. & Kimura, T. (1991) Design and syntheses of colon-specific pro-antedrugs for oral treatment of ulcerative colitis. Drug Delivery System, 19, 365-374. (in Japanese with English abstract)
6. Garg, V. & Jusko, W.J. (1994) Effects of indomethacin on the pharmacokinetics and pharmacodynamics of prednisolone in rats. J. Pharm. Sci., 83, 747-750.
7. Hong, S.U., Park, K.H., Chae, J.S., Lee, J.W., Kim, C.S. & Kim, J.K. (1989) Pharmacological evaluation of five novel dexamethasone heneicosoic (21) acid derivatives. Drugs Exp. Clin. Res., 15, 511-520.
8. Kimura, T., Yamaguchi, T., Usuki, K., Kurosaki, Y., Nakayama, T., Fujiwara, Y., Unno, K. & Suzuki, T. (1991) Biotransformation of 20(R/S)-glucopyranosyloxy methylprednisolonates and their evaluation as colonie mucosa-specific pro-antedrugs. Drag Delivery System, 6, 375-379. (in Japanese with English abstract)
9. Kimura, T., Yamaguchi, T., Usuki, K., Kurosaki, Y., Nakayama, T., Fujiwara, Y., Matsuda, Y., Unno, K. & Suzuki, T. (1994) Colonie mucosa-specific "pro-antedrugs" for oral treatment of ulcertive colitis: design, synthesis and fate of methyl 20-glucopyranosyloxyprednisolonates. J. Controlled Release, 30, 125-135.
10. Lee, H.J. & Soliman, M.R.I. (1982) Anti-inflammatory steroids without pituitary-adrenal suppression. Science, 215, 989-991.
11. Lee, H.J., Khalil, M.A. & Lee, J.W. (1984) A new class of corticosteroids, esters of steroid-21-oates, synthesized on the basis of the antedrugs concept, possess local anti-inflammatory without systemic toxicities. Drug Exp. Clin. Res., 10, 835-844.
12. Lewbart, M.L. & Mattox, V.R. (1963) Conversion of steroid-17yl glyoxal to epimeric Glycolic esters. J. Org. Chem., 28, 1799-1786.
13. McKenzie, A.W. & Stoughton, R.B. (1962) Method for comparing percutaneous absorption of steroids. Arch. Dermatol., 86, 608-610.
14. Mulay, S. & Varma, D.R. (1984) Influence of streptozotocin-diabetes on the pharmacokinetics, placental transfer and tissue localization of dexamethasone in rats. Br. J. Pharmacol., 83, 139-144.
15. Pariser, D.M. (1991) Topical steroids: A guide for use in the elderly patient. Geriatrics, 46, 51-63.
16. Ptak, W. & Asherson, G.L. (1969) Contact and delayed hypersensitivity in the mouse-the role of different cell populations. Immunology, 17, 769-775.
17. Scheuplein, R.J., Blank, I.H., Brauner, G.J., Dorothy, J. & MacFarlane, A.B. (1969) Percutaneous absorption of steroids. J. Invest. Dermatol., 52, 63-70.
18. Sugawara, T. (1960) Histochemical studies on non-specific esterase of the skin Part I: The distribution of non-specific esterase in healthy human skin. Jpn. J. Dermatol., 70, 777-792. (in Japanese)
19. Suzuki, T., Tada, H., Matsuda, Y., Yang, X.-H. & Unno, K. (1993) General method for determination of configuration of steroid-17-yl methyl glycolates at C-20. Chem. Pharm. Bull., 41, 1481-1483.
20. Varma, D.R. & Yue, T.L. (1984) Influence of protein-calorie malnutrition on the pharmacokinetics, placental transfer and tissue localization of dexamethasone in rats. Br. J. Pharmacol., 83, 131-137.
21. Yamaoka, K., Nakagawa, T. & Uno, T. (1978) Statistical moments in pharmacokinetics. J. Pharmacokinet. Biopharm., 6, 547-558.
22. Yamaoka, K., Tanigawara, Y., Nakagawa, T. & Uno, T. (1981) A pharmacokinetic analysis program (MULTI) for microcomputer. J. Pharmacobio-Dynamics, 4, 879-885.