Inhibition of α-glucosidase and α-amylase by diaryl derivatives of imidazole-thione and 1,2,4-triazole-thiol

European Journal of Medicinal Chemistry

Volumn 46, Issue 6, 2011, Pages 2596-2601

  Balba, Mahmoud ^a,d   El Hady, Neama Abd ^a   Taha, Nabil ^b   Rezki, Nadjet ^c   El Ashry, El Sayed H ^a  

^a Alexandria University Faculty Of Science   (Egypt)

^b Alexandria University   (Egypt)

^c UNIVERSITÉ DES SCIENCES ET DE LA TECHNOLOGIE D ORAN MOHAMED BOUDIAF   (Algeria)

^d BEIRUT ARAB UNIVERSITY   (Lebanon)

Author keywords

Enzyme inhibitors; Imidazole thione; Inhibitor of amylase; Inhibitor of glucosidase; Triazole thiol

Indexed keywords

1,2,4 TRIAZOLE DERIVATIVE; 4,5 DIPHENYL 1,2,4 TRIAZOLE 3 THIOL; 4,5 DIPHENYLIMIDAZOLE 2 THIONE; 5 (2 HYDROXYPHENYL) 4 PHENYL 1,2,4 TRIAZOLE 3 THIOL; ALPHA GLUCOSIDASE; AMYLASE; IMIDAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ARTICLE; CONTROLLED STUDY; DRUG INHIBITION; DRUG STRUCTURE; IN VITRO STUDY; IN VIVO STUDY; LD 50; MALE; NONHUMAN;

ALPHA-AMYLASES; ALPHA-GLUCOSIDASES; ANIMALS; DOSE-RESPONSE RELATIONSHIP, DRUG; ENZYME INHIBITORS; IMIDAZOLES; KINETICS; LIVER; MALE; MOLECULAR STRUCTURE; RABBITS; STRUCTURE-ACTIVITY RELATIONSHIP; SULFHYDRYL COMPOUNDS; THIONES; TRIAZOLES;

EID: 79955578825     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2011.03.051     Document Type: Article

References (57)

1. A. Helenius, M. Markus Aebi, Science 291 (2001) 2364-2369.
2. A. Yusa, K. Kitajima, O. Habuchi, J. Biol, Chem. 281 (2006) 20393-20403.
3. G. Long, M. Westenberg, H. Wang, J.M. Vlak, Z. Hu, J. Gen, Virol 87 (2006) 839-846.
4. S. Nadanaka, H. Yoshida, F. Kano, M. Murata, K. Mori, Mol. Biol. Cell 15 (2004) 253-258.
5. A. Goffard, N. Callens, B. Bartosch, C. Wychowski, F.L. Cosset, C. Montpellier, J. Dubuisson, J. Virol. 79 (2005) 8400-8409.
6. J.B. Torrelles, A.K. Azad, L.S. Schlesinger, J. Immunol. 177 (2006) 1805-1816.
7. G. Long, X. Pan, J.M. Vlak, J. Gen, Virol 88 (2007) 441-449.
8. S. Simizu, S. Takagi, Y. Tamura, H. Osada, Cancer Res. 65 (2005) 7455-7461.
9. J. Quan, X. Yin, M. Jin, M. Shen, Zhong Yao Cai 26 (2003) 654-656.
10. C. Braun, G.D. Brayer, S.G. Withers, Am. Soc. Biochem. Mol. 270 (1995) 26778-26781.
11. Y. Li, S. Wen, B.P. Kota, G. Peng, G.Q. Li, J. Ethnopharmacol. 99 (2005) 239-244.
12. S. Onal, S. Timur, B. Okutucu, F. Zihnioglu, Prep. Biochem. Biotechnol. 35 (2005) 29-36.
13. P.M. Heacock, S.R. Hertzler, J.A. Williams, B.W. Wolf, J. Am. Diet. Assoc. 105 (2005) 65-71.
14. I.H. Ansari, B. Kwon, F.A. Osorio, A.K. Pattnaik, J. Virol. 80 (2006) 3994-4004.
15. J. Balzarini, K. Van Laethem, S. Hatse, M. Froeyen, W. Peumans, E. Van Damme, D. Schols, J. Biol. Chem. 280 (2005) 41005-41014.
16. J. Schirawski, H.U. Bohnert, G. Steinberg, K. Snetselaar, L. Adamikowa, R. Kahmann, Plant Cell 17 (2005) 3532-3543.
17. X. Shi, K. Brauburger, R.M. Elliott, J. Virol. 79 (2005) 13725-13734.
18. Y. Kuramitsu, J. Hamad, T. Tsuroka, K. Morikowa, M. Hosokowa, Anticancer Drugs 9 (1998) 88-92.
19. Y. Zeng, Y.T. Pan, N. Asano, R.J. Nash, A.D. Elbein, Glycobiology 7 (1997) 297-304.
20. E. Borges de Meloa, A. Gomes, I. Carvalho, Tetrahedron 62 (2006) 10277-10302.
21. R. Heidari, S. Zareae, M. Heidarizadeh, Pakistan J. Nutr. 4 (2005) 101-105.
22. S.G. Withers, K. Umezawa, Biochem. Biophys. Res. Commun. 177 (1991) 532-573.
23. M. Balbaa, N. Abdel-Hady, F. El-Rashidy, L. Awad, E.S.H. El-Ashry, R.R. Schmidt, Carbohydr. Res. 317 (1999) 100-109;
24. (a) E.S.H. El Ashry, A.A.H. Abdel-Rahman, M. Kattab, A.H. Shobier, R.R. Schmidt, J. Carbohydr. Chem. 19 (2000) 345-357;
25. (b) E.S.H. El Ashry, A.A.H. Abdel-Rahman, R.R. Schmidt, Carbohydr. Res. 315 (1999) 106-116;
26. (c) E.S.H. El Ashry, A.A.H. Abdel-Rahman, Y. ElKilany, R.R. Schmidt, Tetrahedron 55 (1999) 2381-2388.
27. M. Balbaa, H. Mansour, H. El-Sawy, E.S.H. El Ashry, Nucleos. Nucleot. Nucl. Acids 21 (2002) 695-708;
28. (a) O.M.E. Awad, W.E. Attia, E.S.H. El Ashry, Carbohydr. Res. 339 (2004) 469-476.
29. E.S.H. El Ashry, N. Rashed, L.F. Awad, E. Ramadan, S.M. Abdel-Maggeed, N. Rezki, ARKIVOC vii (2007) 30-40;
30. (a) E.S.H. El Ashry, N. Rashed, L.F. Awad, E. Ramadan, S.M. Abdel-Maggeed, N. Rezki, J. Carbohydr. Chem. 27 (2008) 70-85.
31. L.J. Reed, H. Muench, Am. J. Hyg. 27 (1938) 4493-4494.
32. U.K. Laemmli, Nature 227 (1970) 680-685.
33. W. Wettendorff, A. Delcourt, Acta Clin. Belgica 21 (1966) 25-35.
34. M.A. Nihad, S.A. Mona, Bul. Alexandria Fac. Med 1 (1994) 192-198.
35. G. Allen, in: T.S. Work, R.H. Burdon (Eds.), fourth ed, Biochemistry and Molecular Biology, vol. 9. North-Holland, Amsterdam, 1981, pp. 322-385.
36. A. Dahlquist, Enzymol. Biol. Clin. 11 (1970) 52-56.
37. P. Tinder, Ann. Clin. Biochem. 6 (1969) 24-29.
38. E.A. Fischer, E.A. Stein, Biochem. Prep. 8 (1961) 27-32.
39. P. Bernfeld, in: S.R. Colowich, N.O. Kaplan (Eds.), Methods in Enzymol, vol. 1, Academic Press, New York, 1995, pp. 149-158.
40. T.O. Tsuyosh, T. James, Ann. Clin. Biochem. 86 (1978) 193-205.
41. I.H. Segl (Ed.), Biochemical Calculations, second ed. Wiley, New York, 1976, pp. 208-323.
42. A.B. Hughes, A.J. Rudge, Nat. Prod. Rep. 11 (1994) 135-162.
43. O. Ando, M. Nakajima, M. Kifune, H. Fang, K. Tanzama, Biochim. Biophys. Acta 1244 (1995) 295-302.
44. C. Danzin, A. Ehrhard, Arch. Biochem. Biophys. 257 (1987) 472-475.
45. M.S. Kang, A.D. Elbein, Plant Physiol. 71 (1983) 551-554.
46. B.R. Ellmers, B.L. Rhinehart, K.M. Robinson, Biochem. Pharmacol. 36 (1987) 2381-2385.
47. S. Onodera, H. Matsui, S. Chiba, J. Biochem. 105 (1989) 611-618.
48. M. Yoshimizu, Y. Tajima, F. Matsuzawa, S. Aikawa, K. Iwamoto, T. Kobayashi, T. Edmunds, K. Fujishima, D. Tsuji, K. Itoh, M. Ikekita, I. Kawashima, K. Sugawara, N. Ohyanagi, T. Suzuki, T. Togawa, K. Ohno, H. Sakuraba, Clin. Chim. Acta 391 (2008) 68-73.
49. E.S.H. El Ashry, N. Rashed, A.H. Shobier, Pharmazie 55 (2000) 251-262.
50. E.S.H. El-Ashry, N. Rashed, A.H. Shobier, Pharmazie 55 (2000) 333-348.
51. E.S.H. El Ashry, N. Rashed, A.H. Shobier, Pharmazie 55 (2000) 403-415.
52. E.S.H. El Ashry, A. El Nemr (Eds.), Synthesis of Naturally Occurring Nitrogen Heterocycles from Carbohydrates, Blackwell, Oxford, 2005.
53. M.S.J. Simmonds, J. Chem. Ecol. 16 (1990) 3167-3196.
54. R.J. Nash, S.V. Evans, L.E. Fellows, E.A. Bell, Plant Symposium Brisbane, Australia 1985 (1984) pp. 309-314.
55. L.E. Fellows, Pestic. Sci. 17 (1986) 602-606.
56. D.L. Taylor, L.E. Fellows, G.H. Farrar, R.J. Nash, D. Taylor-Robinson, M.A. Mobherler, T.A. Ryder, D.J. Jeffries, A.S. Tyms, Antivir. Res. 10 (1988) 11-26.
57. R.J. Nash, K.A. Fenton, A.M.R. Gatehouse, E.A. Bell, Entomol. Exp. Appl. 42 (1986) 71-77.