Antiinflammatory, analgesic and kinase inhibition activities of some acridine derivatives

Central European Journal of Chemistry

Volumn 2, Issue 1, 2004, Pages 1-15

  Sondhi, Sham M ^a   Bhattacharjee, Gurudas ^a   Jameel, Rafid K ^a   Shukla, Rakesh ^b   Raghubir, Ram ^b   Lozach, Olivier ^c   Meijer, Laurent ^c  

^a INDIAN INSTITUTE OF TECHNOLOGY ROORKEE   (India)

^b CENTRAL DRUG RESEARCH INSTITUTE   (India)

^c STATION BIOLOGIQUE   (France)

Author keywords

1H NMR; Acridine derivatives; Analgesic; Antiinflammatory; HRMS

Indexed keywords

EID: 20344393258     PISSN: 16443624     EISSN: None     Source Type: Journal    
DOI: 10.2478/BF02476181     Document Type: Article

References (33)

1. V.K. Misra and S.C. Bahel: "Synthesis of thaiazolyl compounds as potential fungicides", Journal of Indian Chemical Society, Vol. 61, (1984), pp. 916-918.
2. A. Srivastava, R.B. Pathak, S.C. Bahel: "Synthesis of antifungal N-acridin-5-yl,N′ - α-aryloxy-butanoylhydrazines", Journal of Indian Chemical Society, Vol. 62, (1985), pp. 486-487.
3. L. Ngadi, N.G. Bisri, A. Mahamoud, A.M. Galy, J.P. Galy, J.C. Soyfer, J. Barbe, M. Placidi: "Synthesis and antiparasitic activity of new 1-nitro, 1-amino and 1-acetamido-9 acridinones", Arzeimittel Forsch., Vol. 43, (1993), pp. 480-483.
4. I.S. Shul'ga, A.K. Sukhomlinov, I.A. Goncharov, and E.M. Dikaya: "Synthesis and antimicrobial activity of some 4-nitro-aminoacridine derivatives", Farm. Zh.(Kiev), Vol. 29, (1974), pp. 27-29.
5. N.A. Gaiukevich, G.S. Bashura, I.M. Pestsev, O.A. Pimenov and A.I. Pyatkop: "Antimicrobial activity of some acridine derivatives", Farm. Zh. (Kiev), Vol. 28, (1973), pp. 50-54.
6. G.W. Gribble, G.D. Jaycox and M. Mosher: "Preparation of bis (9-aminoacridine) DNA intercalating agents having antitumor activity", PCT Int. Appl. W.O. 9857956;
7. Chem. Abstr., Vol. 130, (1999), 66397u.
8. T. Sugaya, Y. Mimura, Y. Shida, Y. Osawa, I. Matsukuma: "6H-Pyrazolo [4,5,1-de] acridin-6-ones as a novel class of antitumor agents. Synthesis and biological activity", Journal of Medicinal Chemistry, Vol. 37, (1994), pp. 1028-1032.
9. M. Kimura, I. Okabayashi and A. Kato: "Acridine derivatives V [1]. Synthesis and P388 antitumor activity of novel 9-anilino-2,3-ethylenedioxyacridines", J. Het. Chem., Vol. 30, (1993), pp. 1101-1104.
10. S.G. Isaev, I.S. Shul'ga, A.V. Kaliman, N.E. Sheveleva and L.F. Silaeva: "Synthesis and biological activity of 9-arylamino acridine nitro derivatives", Farm. Zh. (Kiev), Vol. 2, (1988), pp. 68-69.
11. I.B. Taraporewala and J.M. Kauffman: "Synthesis and structure activity relationships of anti-inflammatory 9,10-dihydro-9-oxo-2-acridinealkanoic acids and 4-(2-carboxyphenyl) aminobenzene alkanoic acids", J. Pharm. Sci., Vol. 79, (1990), pp. 173-178.
12. A.N. Gaidukevich, G.P. Kazakov, A.A. Kravchenko, L.A. Porokhnyak, V.V. Dinchuk: "Synthesis and biological activity of acridinyl-9-thioacetic acids and their derivatives", Khim. Farm. Zh., Vol. 21, (1987), pp. 1067-1070;
13. A.N. Gaidukevich, G.P. Kazakov, A.A. Kravchenko, L.A. Porokhnyak, V.V. Dinchuk: Chem. Abstr., Vol. 108, (1988), 68486s.
14. W.E. Bondinell, V.A. Reader and T.W.F. Ku: "Subistituted bisacridines and related compounds as CCR5 receptor ligands, antin ammatory agents and antiviral agents". PCT Int. Appl. W.O. 9830218;
15. Chem. Abstr., Vol. 129, (1998), 122582u.
16. W.A. Denny, B.C. Baguley, B.F. Cain and M.J. Waring: "Antitumor acridines in molecular aspects of anticancer drug action", S. Neidle and M.J. Waring (Ed.), Macmillan, London, (1983), pp. 1-34.
17. W.A. Denny, B.F. Cain, E.J. Atwell, C. Hansch, A. Pathananickal and A. Leo: "Potential antitumor agents. 36 Quantitative relationships between experimental antitumor activity, toxicity and structure for the general class of 9-anilinoacridine antitumor agents", J. Med, Chem., Vol. 25, (1982), pp. 276-315.
18. B.C. Baguley, W.A. Denny, G.J. Atwell, G.J. Finlay, G.W. Rewcastle, S.J. Twigden and W.R. Wilson: "Synthesis, antitumor activity, and DNA binding properties of new derivatives of amsacrine, N-5-dimethyl-9-[(2-methoxy-4-methylsulfonylamino)phenylamino]-4- acridinecarboxamide", Cancer Res., Vol. 44, (1984), pp. 3245-3251.
19. S.M. Sondhi, M. Johar, S. Rajvanshi, S.G. Dastidar, R. Shukla, R. Raghubir and J.W. Lown: "Anticancer, anti-inflammatory, and analgesic activity evaluation of heterocyclic compounds synthesized by the reaction of 4-isothiocyanato-4- metylpentan-2-one with substituted o-phenylenediamines, o-diaminopyridine and (un) substituted o-diaminopyridines", Australian Journal of Chemistry, Vol. 54, (2001), pp. 69-74.
20. S.M. Sondhi, M. Johar, R. Shukla, R. Raghubir, N. Bharti and A. Azam: "Synthesis, antiinfalmmatory, analgesic and antiamoebic activity evaluation of some Pyrimidobenizimidazole and pyrimidopyridoimidazole derivatives", Australian Journal of Chemistry, Vol. 54, (2001), pp. 461-467.
21. S.M. Sondhi, N. Singhal, M. Johar, B.S. Narayan Reddy and J.W. Lown: "Heterocyclic compounds as inflammation inhibitors", a review., Curr. Med. Chem., Vol. 9, (2002), pp. 1045-1074.
22. S.M. Sondhi, S. Rajvanshi, M. Johar, N. Bharti, A. Azam and A.K. Singh: "Antiinflammatory, analgesic and antiamoebic activityevaluation of pyrimido[1,6-a]benzimidazole derivatives synthesized by the reaction of ketoisothiocyanates with mono and diamines", Eur. J. Med. Chem., Vol. 37, (2002), pp. 835-843.
23. S.M. Sondhi, N. Singhal, R.P. Verma, S.K. Arora and S.G. Dastidar: "Synthesis of hemin and porphyrin derivatives and their evaluation for anticancer activities", Indian Journal of Chemistry, Sec. B, Vol. 40, (2001), pp. 113-119.
24. S.M. Sondhi, S. Rajvanshi, M. Johar, S.G. Dastidar: "Synthesis and anticancer activity evaluation of some hemin and hematoporphyrin derivatives", Indian Journal of Chemistry, Sec. B, Vol. 41, (2002), pp. 388-393.
25. S.M. Sondhi, M. Johar, N. Singh and S.G. Dastidar: "Synthesis of bis coupled hemin-thiazoline derivatives and their anticancertivity evaluation", Indian Journal of Chemistry Sec. B, (In Press).
26. C.F.H. Allen and G.H.W. Mcbee: "Acridone", Org. Synthesis Coll., Vol. 2, (1959), pp. 15-17.
27. A. Albert and B. Ritiche: "9-Aminoacridine", Org. Synthesis Coll., Vol. 3, (1960), pp. 53-56.
28. M.P. Mahajan, S.K. Vasudeva and N.K. Ralhan: "Synthesis of 2-Iminothiazolines", Indian Journal of Chemistry, Vol. 10, (1972), pp. 318-319.
29. C.A. Winter, E.A. Risley and G.W. Nuss: "Carrageenin induced edema in hind paw of the rat as an assay for anti-inflammatory drugs", Proc. Soc. Exp. Biol. Med., Vol. 111, (1962), pp. 544-547.
30. P.P. Singh, A.Y. Junnarkar, C.S. Rao, R.K. Verma and D.R. Shridhar: "Acetic acid phenylquinone writhing test : A critical study in mice", Meth. Find. Exptl. Clinc. Pharmacol., Vol. 5, (1983), pp. 601-606.
31. A. Primot, B. Baratte, M. Gompel, A. Borgan, et.al: "Puriťion of GSK-3 by affinity chromatography on immobilized axin",Protein Expression Purification, Vol. 20, (2000), pp. 394-404.
32. S. Lecler, M. Garnier, R. Hoessel, D. Marko, J.A. Bibb, et.al: "Indirubins inhibit glycogen synthase Kinase-3β and CDK-5 /p 25, two kinases involved in abnormal tau phosphorylation in Alzheimer's disease-A property common to most CDK inhibitors ?", J. Biol. Chem., Vol. 276, (2001), pp. 251-260.
33. M. Leost, C. Schultz, A. Link, Y.Z. Wu, J. Biernat, E.M. Mandelkow: "Paullones are potent inhibitors of glycogen synthase kinase - 3β and cyclin-dependent 5 /p25", European Journal of Biochemistry, Vol. 267, (2000), pp. 5983-5994.