Chemotherapy of leishmaniasis part III: synthesis and bioevaluation of novel aryl substituted terpenyl pyrimidines as antileishmanial agents

European Journal of Medicinal Chemistry

Volumn 41, Issue 6, 2006, Pages 779-785

  Chandra, Naveen ^a   Pandey, Susmita ^a   Ramesh, ^a   Suryawanshi, S N ^a   Gupta, Suman ^a  

^a CENTRAL DRUG RESEARCH INSTITUTE   (India)

Author keywords

Antileishmanial activity; Aryl substituted terpenyl pyrimidines; In vitro; Ionones; L. donovani; MTT

Indexed keywords

4 (2 NITROPHENYL) 6 [2 (2,6,6 TRIMETHYLCYCLOHEX 2 ENYL)ETHENYL]PYRIMIDIN 2 YLAMINE; 4 (3 NITROPHENYL) 6 [2 (2,6,6 TRIMETHYLCYCLOHEX 2 ENYL)ETHENYL]PYRIMIDIN 2 YLAMINE; 4 (3,4 DIMETHOXYPHENYL) 6 [2 (2,6,6 TRIMETHYLCYCLOHEX 2 ENYL)ETHENYL]PYRIMIDIN 2 YLAMINE; 4 (3,4,5 TRIMETHOXYPHENYL) 6 [2 (2,6,6 TRIMETHYLCYCLOHEX 2 ENYL)ETHENYL]PYRIMIDIN 2 YLAMINE; 4 (4 BENZYLOXYPHENYL) 6 [2 (2,6,6 TRIMETHYLCYCLOHEX 2 ENYL)ETHENYL] PYRIMIDIN 2 YLAMINE; 4 (4 CHLOROPHENYL) 6 [2 (2,6,6 TRIMETHYLCYCLOHEX 2 ENYL)ETHENYL]PYRIMIDIN 2 YLAMINE; 4 (4 FLUOROPHENYL) 6 [2 (2,6,6 TRIMETHYLCYCLOHEX 2 ENYL)ETHENYL]PYRIMIDIN 2 YLAMINE; 4 (4 NITROPHENYL) 6 [2 (2,6,6 TRIMETHYLCYCLOHEX 2 ENYL)ETHENYL]PYRIMIDIN 2 YLAMINE; 4 [4 (2 NITROPHENYL) 6 [2 (2,6,6 TRIMETHYLCYCLOHEX 2 ENYL)ETHENYL]PYRIMIDIN 2 YL]MORPHOLINE; 4 [4 (3 NITROPHENYL) 6 [2 (2,6,6 TRIMETHYLCYCLOHEX 2 ENYL)ETHENYL]PYRIMIDIN 2 YL]MORPHOLINE; 4 [4 (3,4 DIMETHOXYPHENYL) 6 [2 (2,6,6 TRIMETHYLCYCLOHEX 2 ENYL)ETHENYL]PYRIMIDIN 2 YL]MORPHOLINE; 4 [4 (3,4,5 TRIMETHOXYPHENYL) 6 [2 (2,6,6 TRIMETHYLCYCLOHEX 2 ENYL)ETHENYL]PYRIMIDIN 2 YL]MORPHOLINE; 4 [4 (4 BENZYLOXYPHENYL) 6 [2 (2,6,6 TRIMETHYLCYCLOHEX 2 ENYL)ETHENYL]PYRIMIDIN 2 YL]MORPHOLINE; 4 [4 (4 CHLOROPHENYL) 6 [2 (2,6,6 TRIMETHYLCYCLOHEX 2 ENYL)ETHENYL] PYRIMIDIN 2 YL]MORPHOLINE; 4 [4 (4 FLUROPHENYL) 6 [2 (2,6,6 TRIMETHYLCYCLOHEX 2 ENYL)ETHENYL]PYRIMIDIN 2 YL]MORPHOLINE; 4 [4 (4 NITROPHENYL) 6 [2 (2,6,6 TRIMETHYLCYCLOHEX 2 ENYL)ETHENYL]PYRIMIDIN 2 YL]MORPHOLINE; ANTILEISHMANIAL AGENT; PENTAMIDINE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; PYRIMIDINE DERIVATIVE; UNCLASSIFIED DRUG; ANTIPROTOZOAL AGENT;

ANTIPROTOZOAL ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG SCREENING; DRUG SYNTHESIS; IC 50; IN VITRO STUDY; LEISHMANIASIS; NONHUMAN; PROMASTIGOTE; STRUCTURE ACTIVITY RELATION; SUBSTITUTION REACTION; ANIMAL; CHEMISTRY; DRUG EFFECT; INFRARED SPECTROPHOTOMETRY; LEISHMANIA DONOVANI; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

ANIMALS; ANTIPROTOZOAL AGENTS; DRUG EVALUATION, PRECLINICAL; LEISHMANIA DONOVANI; LEISHMANIASIS; MAGNETIC RESONANCE SPECTROSCOPY; MASS SPECTROMETRY; PYRIMIDINES; SPECTROPHOTOMETRY, INFRARED;

EID: 33744989917     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2006.02.004     Document Type: Article

References (17)

1. Davidson R.N. Practical guide for the treatment of leishmaniasis. Drugs 56 (1998) 1009-1018
2. Herwaldt B.L. Leishmaniasis. Lancet 354 (1999) 1191-1199
3. Goldsmith D.R., and Perry C.M. Drugs 64 (2004) 1905-1911
4. Croft S.L., Seifert K., and Duchene M. Mol. Biochem. Parasitol. 126 (2003) 165-172
5. Gomes D.C.F., Vilela Alegrio L., Frire de Lima M.E., Leon L., and Catarina A.C. Araujo, Arzneimittelforschung 52 (2002) 120-124
6. Koide T., Nose M., Ogihara Y., Yabu Y., and Ohta N. Biol. Pharm. Bull. 25 (2002) 131-133
7. Vignolio Alves L., Marcuzzo do Canto-Cavalheiro M., Cysne-Finkelstein L., and Leon L. Biol. Pharm. Bull. 26 (2003) 453-456
8. Sairafianpour M., Christensen J., Staerk D., Budnik B.A., Kharazmi A., Bagherzadeh K., and Jaroszewski J.W. J. Nat. Prod. 64 (2001) 1398-1403
9. Tan N., Kaloga M., Oliver A., Radtke F., and Albrecht. Kiderlen, Sevil Oksuz, Ayhan Ulubelen, Herbert Kolodziej, Phytochemistry 61 (2002) 881-884
10. Anzaldi M., Sottofattori E., Rizzetto R., Granello di Casaleto B., and Balbi A. Eur. J. Med. Chem. 34 (1999) 837-842
11. Rosowsky A., Papoulis A.T., and Queener S.F. J. Heterocyclic Chem. 36 (1999) 723-728
12. Shafinaz F., Chowdhury V., Bernier V., Hurtado Guerrero R., Leal I., Brun R., Croft S.L., Goodman J.M., Maes L., Ruiz-Perez L.M., Pacanowska D.G., and Gilbert I.H. J. Med. Chem. 42 (1999) 4300-4312
13. Chowdhury F.S., Di Lucrezia R., Hurtado Guerrero R., Brun R., Goodman J., Ruiz-Perez L.M., Pacanowska D.G., and Gilbert I.H. Bioorg. Med. Chem. Lett. 11 (2001) 977-980
14. Pandey S., Suryawanshi S.N., Gupta S., and Srivastava V.M.L. Eur. J. Med. Chem. 39 (2004) 969-973
15. Suryawanshi S.N., Rani A., Kumar B., and Bhakuni D.S. J. Ind. Inst. Sci. 74 (1994) 627-631
16. Fringuelli F., Pani G., Piermatti O., and Pizzo F. Tetrahedron 50 (1994) 11499-11508
17. Kayser O., Kiderlen A.F., Folkens U., and Kolodziej H. Plant Med. 65 (1999) 316-319