Absorption-promoting adjuvants: Enhancing action on rectal absorption

Advanced Drug Delivery Reviews

Volumn 28, Issue 2, 1997, Pages 205-228

  Nishihata, Toshiaki ^a   Rytting, J Howard ^b  

^a SANTEN PHARMACEUTICAL CO LTD   (Japan)

^b NONE

Author keywords

Absorption promoting adjuvant; Calmodulin antagonist; Chelating agent; Enamine derivatives; Fatty acid; Insulin; Lectin; Rectal absorption; Salicylate; Sulfhydryl depleter

Indexed keywords

ABSORPTION; AGENTS; AMINES; DERIVATIVES; DRUG INFUSION; ESTERS; FATTY ACIDS; INSULIN; PROTEINS; SODIUM COMPOUNDS; SULFUR COMPOUNDS;

ADJUVANTS; CALMODULIN; CHELATING AGENTS; ENAMINE; LECTIN; MICROVILLOUS INFUSION; SALICYLATE; SODIUM CAPRYLATE; SULFHYDRYL DEPLETERS;

CONTROLLED DRUG DELIVERY;

AMPICILLIN; CALMODULIN INHIBITOR; CEFMETAZOLE; CEFOXITIN; CHELATING AGENT; GENTAMICIN; INSULIN; LECTIN; OCTANOIC ACID; PENICILLIN G; SALICYLIC ACID DERIVATIVE; SULFHYDRYL DEPLETER; SUPPOSITORY BASE; UNCLASSIFIED DRUG;

ARTICLE; COLON ABSORPTION; DRUG ABSORPTION; DRUG BIOAVAILABILITY; DRUG FORMULATION; DRUG MECHANISM; DRUG SOLUBILITY; HUMAN; HUMAN CELL; HUMAN TISSUE; HYDROGEN BOND; PRIORITY JOURNAL;

EID: 0031563896     PISSN: 0169409X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0169-409X(97)00073-2     Document Type: Review

References (73)

1. E. Touitou, M. Donbrow, E. Azaz, New hydrophilic vehicles enabling rectal and vaginal absorption of insulin, heparin, phenol red and gentamycine, J. Pharm. Pharmacol. 30 (1978) 175-185.
2. M. Shichiri, Y. Yamazaki, R. Kawamori, M. Kikuchi, N. Hakui, H. Abe, Increased intestinal absorption of insulin: insulin suppository, J. Pharm. Pharmacol. 30 (1978) 806.
3. Y. Nishioka, T. Kawamura, Effect of surfactant on rectal insulin absorption in rabbits, Yakuzaigaku 38 (1978) 67-75.
4. E.J. Ariens, Drug Design, vol. I, Academic Press, New York, 1971.
5. T. Higuchi, V. Stella, Prodrug as Novel Drug Delivery System, ACS-Symposium Series 14, American Pharmaceutical Sciences, Washington, DC, 1977.
6. D.W. Powell, Barrier function of epithelia, Am. J. Physiol. 241 (1981) G275-G288.
7. E. Nakashima, A. Tsuji, H. Mizuno, T. Yamana, Kinetics and mechanism of in vitro uptake of amino-β-lactam antibiotics by rat small intestine and relation to the intact-peptide transport system, Biochem. Pharmacol. 33 (1984) 3345-3352.
8. T. Kimura, H. Endo, M. Yoshikawa, S. Muranishi, H. Sezaki, Carrier-mediated transport systems for amino penicillins in rat small intestine, J. Pharmacobio-Dyn. 1 (1978) 262-267.
9. P.J. Edelson, Z.A. Cohn, Effects of concanavalin A on mouse peritoneal macrophages. I. Stimulation of endocytic activity and inhibition of phago-lysosome formation, J. Exp. Med. 140 (1974) 1364-1386.
10. T. Nishihata, P.R. Burton, L.J. Caldwell, Induction of microvillous fusion and pinching-off by concanavalin A, Biochem. Biophys. Res. Commun. 140 (1986) 766-772.
11. T. Nishihata, M. Miyake, H. Takahata, A. Kamada, The effect of adjuvants an the colonic absorption of cefmetazole and eel calcitonin in rats, Int. J. Pharm. 33 (1986) 89-97.
12. A. Martinez-Palomo, I. Meza, G. Beaty, M. Cereijido, Experimental modulation of occluding junctions in a cultured transporting epithelium, J. Cell Biol. 87 (1980) 736-745.
13. T. Murakami, N. Yata, H. Tamauchi, A. Kawada, M. Yamazaki, K. Kubo, Biopharmaceutical study on the oral and rectal administrations of enamine prodrugs of amino acid-like beta-lactam antibiotics in rabbits. Chem. Pharm. Bull. 29 (1981) 1986-1997.
14. A. Kamada, T. Nishihata, S. Kim, M. Yamamoto, N. Yata, Study of enamine derivatives of phenylglycine as adjuvants for the rectal absorption of insulin, Chem. Pharm. Bull. 29 (1981) 2012-2019.
15. T. Nishihata, J. Kato, K-H. Kim, M. Kobayashi, I. Kitagawa, A. Kamada, Formation and hydrolysis of enamine in aqueous solution, Chem. Pharm. Bull. 32 (1984) 4545-4550.
16. R. Choh, H. Inagaki, T. Nishihata, A. Kamada, Enamine formation of various amino acids and ethylacetoacetate in aqueous solution in relation to colonic absorption of cefmetazole, Chem. Pharm. Bull. 33 (1985) 3027-3030.
17. T. Nishihata, Y. Okamura, A. Kamada, T. Higuchi, T. Yagi, R. Kawamori, M. Shichiri, Enhanced bioavailability of insulin after rectal administration with enamine as adjuvant in depancreatized dogs, J. Pharm. Pharmacol. 37 (1985) 22-26.
18. Y. Okamura, T. Nishihata, A. Kamada, T. Yagi, R. Kawamori, M. Shichiri, Effect of insulin suppository on depancreatized dogs, Yakuzaigaku 45 (1985) 246-253.
19. T. Nishihata, L.J. Caldwell, K. Sakai, Inhibitory effect of salicylate on 2,4-dmitrophenol and diethyl maleate in isolated rat intestinal epithelial cells, Biochim. Biophys, Acta. 970 (1988) 7-18.
20. S. Sithogorngul, P. Burton, T. Nishihata, L. Caldwell, Effect of sodium salicylate on epithelial cells of the rectal mucosa of rats: a light and electron microscopic study, Life Sci. 33 (1983) 1025-1032.
21. T. Nishihata, J.H. Rytting, T. Higuchi, L.J. Caldwell, S.J. Selk, Enhancement of rectal absorption of water soluble antibiotics in dogs, Int. J. Pharm. 21 (1984) 239-248.
22. T. Nishihata, J.H. Rytting, A. Kamada, T. Higuchi, Enhanced intestinal absorption of insulin in rats in the presence of sodium 5-methoxy salicylate. Diabetes 30 (1981) 1065-1067.
23. T. Nishihata, J.H. Rytting, T. Higuchi, L. Caldwell, Enhanced rectal absorption of insulin and heparin in rats in the presence of non-surfactant adjuvant, J. Pharm. Pharmacol. 33 (1981) 334-335.
24. S. Yoshioka, L. Caldwell, T. Higuchi, Enhanced rectal bioavailability of polypeptides using sodium 5-methoxysalicylate as an absorption promoter, J. Pharm. Sci. 71 (1982) 593-594.
25. G.B. West, Rectal absorption of dextran in rats in the presence of salicylates. Int. Arch. Allergy Appl. Immun. 68 (1982) 283-285.
26. T. Nishihata, Y. Okamura, H. Inagaki, M. Sudoh, A. Kamada, T. Yagi, R. Kawamori, M. Schichiri, Trials of rectal insulin suppositories in healthy humans. Int. J. Pharm. 34 (1986) 157-161.
27. S. Yamashita, Y. Yamazaki, M. Mizuno, M. Masada, T. Nadai, T. Kimura, H. Sezaki, Further investigations on the transport mechanism of cephalexin and ampicillin across rat jejunum. J. Pharmacobio-Dyn. 7 (1984) 227-233.
28. H. Takahata, R. Choh, J. Matsumoto, T. Nishihata, M. Yamazaki, A. Kamada, Effect of non-protein thiols in the intestinal tissue on the transport of salicylate, Chem. Pharm. Bull. 34 (1986) 3823-3829.
29. H. Kajii, T. Horie, M. Hayashi, S. Awazu, Effect of salicylic acid on the permeability of the plasma membrane of the small intestine of rats: a fluorescence spectroscopic approach to elucidate mechanism of promoted drug absorption, J. Pharm. Sci. 75 (1986) 475-478.
30. T. Nishihata, T. Higuchi, A. Kamada, Possible mechanism of uptake for several compounds in ionized form through human erythrocyte membrane, Life Sci. 34 (1984) 427-436.
31. T. Nishihata, K. Yasui, M. Yamazaki, A. Kamada, Effect of adjuvants on the rectal absorption and lymphatic uptake of pepleomycin in rats, J. Pharmacobio-Dyn. 7 (1984) 278-285.
32. K. Bartels, Deutsche Medicinishe Wochenschrift 4 (1878) 435.
33. S.B. Gilgom, J.J. Rupp, Metabolism 10 (1961) 419.
34. H.F. Woods, W.A. Stubbs, G. Johnson, K.G.M.M. Alberti, Inhibition by salicylate of gluconeogenesis in the isolated perfused rat liver, Clin. Exp. Pharmacol. Physiol. 1 (1974) 335-340.
35. T. Nishihata, M. Sudoh, M. Yamazaki, A. Kamada, Inhibition of gluconeogenesis by salicylate and 5-methoxy salicylate in liver of normal and alloxan-diabetic rats, Chem. Pharm. Bull. 34 (1986) 5086-5092.
36. K. Nishimura, Y. Nozaki, A. Yoshimi, S. Nakamura, M. Kitagawa, N. Kakeya, K. Kitao, Studies on promoting effects of carboxylic acid derivatives on rectal absorption of beta-lactam antibiotics in rats, Chem. Pharm. Bull. 33 (1985) 282-291.
37. H. Yoshitomi, T. Nishihata, G. Frederic, M. Dillsaver, T. Higuchi, Effect of triglyceride on the small intestinal absorption of sodium cefoxitin, J. Pharm. Pharmacol. 39 (1987) 887-892.
38. K. Takahashi, T. Murakami, R. Yumoto, T. Hattori, Y. Higashi, N. Yata, Decanoic acid induced enhancement of rectal absorption of hydrophilic compounds in rats, Pharm. Res. 11 (1994) 1401-1404.
39. K. Takahashi, T. Murakami, A. Kamata, R. Yumoto, Y. Higashi, N. Yata, Pharmacokinetic analysis of the absorption enhancing action of decanoic acid and its derivatives, Pharm. Res. 11 (1994) 388-392.
40. S. Muranishi, N. Takagi, H. Sezaki, Effect of fatty acids and monoglycerides on permeability of lipid bilayer, Chem. Phys. Lipids 28 (1981) 269-279.
41. S. Muranishi, Modification of intestinal absorption of drugs by lipoidal adjuvants, Pharm. Res. 2 (1985) 108-118.
42. H. Kajii, T. Horie, M. Hayashi, S. Awazu, Fluorescence study of the membrane-perturbing action of sodium caprylate as related to promotion of drug absorption, J. Pharm. Sci. 77 (1988) 390-392.
43. M. Tomita, M. Hayashi, T. Horie, T. Ishizawa, S. Awazu, Enhancement of colonic drug absorption by the transcellular permeation route, Pharm. Res. 5 (1988) 786-789.
44. M. Tomita, T. Sawada, T. Ogawa, H. Ouchi, M. Hayashi, S. Awazu, Differences in enhancing effects of sodium caprate on colonic and jejunal drug absorption, Pharm. Res. 9 (1992) 648-653.
45. T. Sawada, T. Ogawa, M. Tomita, M. Hayashi, S. Awazu, Role of paracellular pathway in nonelectrolyte permeation across rat colon epithelium enhanced by sodium caprate and sodium caprylate, Pharm. Res, 8 (1991) 1365-1371.
46. T. Nishihata, M. Miyake, A. Kamada, Study on the mechanism behind adjuvant action of diethylethoxymethylene malonate enhancing the rectal absorption of cefmetazole and lysozyme, J. Pharmacobio-Dyn. 7 (1984) 607-613.
47. M. Murakami, K. Takada, T. Fujii, S. Muranishi, Intestinal absorption enhanced by unsaturated fatty acids: inhibitory effect of sulfhydryl modifiers, Biochim. Biophys. Acta 939 (1988) 238-246.
48. M. Tomita, M. Shiga, M. Hayashi, S. Awazu, Enhancement of colonic drug absorption by the paracellular route, Pharm. Res. 5 (1988) 341-346.
49. T. Suzuka, A. Furuya, A. Kamada, T. Nishihata, Effect of phenothiazines and W-7 on rat colonic absorption of cefmetazole, J. Pharmacobio-Dyn. 10 (1987) 63-71.
50. M.J. Favus, E. Angeid-Backman, M.D. Breyer, F.L. Coe, Effects of trifluoperazine, ouabain, and ethacrynic acid on intestinal calcium transport, Am. J. Physiol. 244 (1983) G111-G115.
51. M. Hayashi, M. Shiga, M. Nishikawa, T. Horie, S. Awazu, Drug Absorption in Paracellular and Transcellular Route Promoted by Water Absorption, Abstract of Papers, The Third Japanese-American Conference on Pharmacokinetics and Biopharmaceutics, Kyoto, July 1985, p. 42.
52. T. Nishihata, T. Suzuka, A. Furuya, M. Yamazaki, A. Kamada, Influence of diethyl maleate-induced loss of thiols on cefmetazole uptake into isolated epithelial cells and on cefmetazole absorption from ileal loop of rats, Chem. Pharm. Bull. 35 (1987) 2914-2922.
53. T. Nishihata, M. Sudoh, H. Inagaki, A. Kamada, T. Yagi, R. Kawamori, M. Schichiri, An effective formulation for an insulin suppository: examination in normal dogs, Int. J. Pharm. 38 (1987) 83-89.
54. T. Nishihata, M. Sudoh, A. Kamada, M. Keigami, T. Fujimoto, S. Kamide, N. Tatsumi, Development and clinical investigation of sodium diclofenac sustained-release suppository, Int. J. Pharm. 33 (1986) 181-186.
55. T. Nishimura, A. Nozaki, S. Yoshimi, A. Kitagawa, T. Otani, N. Kakeya, K. Kitao, Pharmacokinetics of ampicillin suppository (KS-R1) in mice, rats and rabbits, Jpn. J. Antibiotics 36 (1983) 1683-1698.
56. T. Motohiro, Comparative well-controlled study of ampicillin rectal suppository versus intravenous administration of ampicillin against acute pneumonia in pediatric field, Jpn. J. Antibiotics 36 (1983) 1785-1805.
57. S. Baba, Comparative well-controlled study of ampicillin rectal suppository versus oral administration in acute suppurative otitis media in children, Jpn. J. Antibiotics 36 (1983) 1973-1993.
58. T. Motohiro, Fundamental study on ampicillin suppository (KS-R1) in adults and children, Jpn. J. Antibiotics 36 (1983) 1713-1768.
59. T. Nishihata, A. Kamada, K. Sakai, T. Yagi, R. Kawamori, M. Schichiri, Effectiveness of insulin suppositories in diabetic patients, J. Pharm. Pharmacol. 41 (1989) 799-801.
60. T. Nishihata, K. Yasui, M. Yamazaki, A. Kamada, Effect of adjuvant on the rectal absorption and lymphatic uptake of pepleomycin in rats, J. Pharmacobio-Dyn. 7 (1984) 278-285.
61. M. Miyake, T. Nishihata, N. Wada, E. Takeshima, A. Kamada, Rectal absorption of lysozyme and heparin in rabbits in the presence of non-surfactant adjuvants, Chem. Pharm. Bull. 32 (1984) 2020-2025.
62. T. Yagi, N. Hakui, Y. Yamazaki, R. Kawamori, M. Shichiri, H. Abe, S. Kim, M. Miyake, K. Kamikawa, T. Nishihata, A. Kamada, Insulin suppository: enhanced rectal absorption of insulin using an enamine derivative as a new promoter, J. Pharm. Pharmacol. 35 (1983) 177-178.
63. S. Kim, T. Nishihata, S. Kawabe, Y. Okamura, A. Kamada, T. Yagi, R. Kawamori, M. Schichiri, Effect of gelatin in the formulation on rectal insulin absorption in the presence of enamine in normal rats and depancreatized dogs, Int. J. Pharm. 21 (1984) 179-186.
64. M. Miyake, T. Nishihata, A. Nagano, Y. Kyobashi, A. Kamada, Rectal absorption of eel calcitonin in rats, Chem. Pharm. Bull. 33 (1985) 740-745.
65. T. Nishihata, K. Kamikawa, H. Takahata, A. Kamada, Enhanced intestinal absorption of amino acid and amino acid-like drugs by possible formation of enamine in administered solution by the presence of ethylacetoacetate, J. Pharmacobio-Dyn. 7 (1984) 143-150.
66. T. Nishihata, C-S. Lee, J.H. Rytting, T. Higuchi, The synergics effects of concurrent administration to rats of EDTA and sodium salicylate on rectal absorption of sodium cefoxitin and the effect of inhibitors, J. Pharm. Pharmacol. 39 (1987) 180-184.
67. T. Suzuka, N. Yata, K. Sakai, K. Nishihata, The effects of salicylate concentration on the uptake of salicylate and cefmetazole into rat isolated small intestinal epithelial cells, J. Pharm. Pharmacol. 40 (1988) 469-472.
68. T. Nishihata, T. Suzuka, A. Furuya, M. Yamazaki, A. Kamada, Influence of diethyl-maleate-induced loss of thiols on cefmetazole uptake into isolated epithelial cells, Chem. Pharm. Bull. 35 (1987) 2914-2922.
69. T. Nishihata, S. Kim, S. Morishita, A. Kamada, N. Yata, T. Higuchi, Adjuvant effect of glyceryl esters of acetoacetic acid on rectal absorption of insulin and inulin in rabbits, J. Pharm. Sci. 72 (1983) 280-285.
70. T. Nishihata, H. Tomida, G. Frederick, J.H. Rytting, T. Higuchi, Comparison of the effect of sodium salicylate, disodium EDTA, polyoxyethylene-23-lauryl ether as adjuvants for the rectal absorption of sodium cefoxitin, J. Pharm. Pharmacol. 37 (1985) 159-163.
71. T. Nishihata, B.T. Nghiem, H. Ysohitomi, T. Higuchi, A. Kamada, Changes in intestinal mucosal permeability caused by nonprotein thiol loss in rats, Pharm. Res. 3 (1986) 345-351.
72. T. Nishihata, C-S. Lee, B.T. Nghiem, T. Higuchi, Possible mechanism behind the adjuvant action of phosphate derivatives on rectal absorption of cefoxitin in rats and dogs, J. Pharm. Sci. 73 (1984) 1523-1525.
73. Kanai and Kanai, Oral glucose tolerance test, Guide of Clinical Inspection, Kinbara Press, Tokyo (1975), P.P. XV-29.