Synthesis and schistosomicidal activity of new substituted thioxo-imidazolidine compounds

Pharmazie

Volumn 60, Issue 1, 2005, Pages 13-17

  Albuquerque, M C P A ^a   Silva, T G ^a   Pitta, M G R ^a   Silva, A C A ^a   Silva, P G ^a   Malagueno E ^a   Santana, J V ^a   Wanderley, A G ^a   Lima, M C A ^a   Galdino, S L ^a   Barbe, J ^b   Pitta, Ivan Rocha ^a  

^a FEDERAL UNIVERSITY OF PERNAMBUCO   (Brazil)

^b AIX MARSEILLE UNIVERSITY   (France)

Author keywords

[No Author keywords available]

Indexed keywords

3 (4 BROMOBENZYL) 5 (4 FLUOROBENZYLIDENE) 1 METHYL 2 THIOXOIMIDAZOLIDIN 4 ONE; 3 (4 CHLOROBENZYL) 5 (4 FLUOROBENZYLIDENE) 1 METHYL 2 THIOXOIMIDAZOLIDIN 4 ONE; 3 (4 FLUOROBENZYL) 5 (4 FLUOROBENZYLIDENE) 1 METHYL 2 THIOXOIMIDAZOLIDIN 4 ONE; 3 BENZYL 5 (4 FLUOROBENZYLIDINE) 1 METHYL 2 THIOXOIMIDAZOLIDIN 4 ONE DERIVATIVE; 4 ACRIDIN 9 YLMETHYLENE 1 BENZYL 5 THIOXOIMIDAZOLIDIN 2 ONE DERIVATIVE; 4 FLUOROBENZALDEHYDE; 5 BENZYLIDENE 3 (4 NITROBENZYL) 2 THIOXOIMIDAZOLIDIN 4 ONE DERIVATIVE; ANTISCHISTOSOMAL AGENT; BENZALDEHYDE DERIVATIVE; CYANOACRYLATE; THIOXOIMIDAZOLIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ALKYLATION; ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; CONTROLLED STUDY; DRUG STRUCTURE; DRUG SYNTHESIS; FEMALE; MALE; MICHAEL ADDITION; MOUSE; NONHUMAN; POLYMERIZATION; SUBSTITUTION REACTION;

ANIMALS; CRYSTALLOGRAPHY, X-RAY; FEMALE; IMIDAZOLIDINES; INDICATORS AND REAGENTS; MAGNETIC RESONANCE SPECTROSCOPY; MALE; MICE; SCHISTOSOMA MANSONI; SCHISTOSOMICIDES;

EID: 19944433868     PISSN: 00317144     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (20)

1. Albuquerque JFC, Rocha Filho JA, Brandão SSF, Lima MCA, Ximenes EA, Galdino SL, Pitta JR, Chantegrel J, Perrissin M, Luu-Duc C (1999) Synthesis and antimicrobial activity of substituted imidazolidinediones and thioxoimidazolidinones. Farmaco 54: 77-82.
2. Albuquerque JF, Albuquerque A, Azevedo CC, Thomasson F, Galdino SL, Chantegrel J, Catanho MTJ, Pitta IR, Luu-Duc C (1995) Substituted thiazolidinediones and thio-imidazolidinones: synthesis, structural study and pharmacological activity. Pharmazie 50: 387-389.
3. Andrade AMC, Lima WT, Rocha MPA, Lima MCA, Galdino SL, Barbosa Filho JM, Góes AJS, Pitta IR (2002) Synthesis and structural study of substituted thioxo thiazolidinones and thioxo imidazolidinones. Boll Chim Farm 141: 428-433.
4. Brandão SSF, Guarda VL, Pitta IR, Chantegrel J, Perrissin M, Souza VM, Galdino SL, Thomasson F, Lima MCA, Leite LFCC, Luu-Duc C (2000) Synthèse et étude structurale des arylidèneimidazolidines et arylidènebenzothiazines. Boll Chim Farm 139: 54-58.
5. Brandao SSF, Andrade AMC, Pereira DTM, Barbosa Filho JM, Lima MCA, Galdino SL, Pitta IR, Barbe J A novel way of synthesis of 1,3,5-trisubstituted- 2-thioxoimidazolidinones. Heterocycl Comm (in press).
6. De Simone CA, Pereira MA, Luu-Duc C, Pitta IR, Galdino SL, Menezes EHC, Zukerman-Schpector J. (1996) 3-Benzyl-5-(2-fluorobenzylidene)-imidazolidine-2,4- dione. Acta Cryst C52: 2771-2772.
7. Duvall RH, Dewitt WB (1967) An improved perfusion technique for recovering adult schistosomes from laboratory animals. Am J Trop Med Hyg 16: 483-486.
8. Finkbeiner H (1965) The carboxylation of hydantoins. J Org Chem 30: 3414-3419.
9. Krapcho J, Turk CF (1973) 4-[3-(Dimethylamino)propyl]-3,4-dihydro-2- (hydroxyethyl)-3-phenyl-2H-1,4-benzothiazine and related compounds. A new class of antiinflammatory agents. J Med Chem 16: 776-779.
10. Le Moal H, Carrie R, Foucaud A, Bargain M, Sevellec C (1966) Recherches sur la structures et les propriétés physicochimiques de composés à liaison éthyléniques activées. I-Synthèse et structure des esters α-cyano acryliques β,β disubstitués. Bull Soc Chim France 1033-1040.
11. Lima MCA, Costa DLB, Goes AJS, Galdino SL, Pitta IR, Luu-Duc C. (1992) Synthèse et activité antimicrobienne de dérivés chlorobenzyl benzylidène imidazolidinediones et thiazolidinediones substituées. Pharmazie 47: 182-184.
12. Malone RA (1977) The Pharmacological approach to natural product screening and evaluation. In: Warner H, Wolf P (eds): New natural products and plant drugs With Pharmacological, Biological or Therapeutic Activity, Springer Verlag, Berlin, p. 24-53.
13. Mercer JG, Chapell LM (1985) Schistosoma mansoni: effect of maintenance in vitro on the physiology and biochemistry of adult worms. Parasitology 90: 339-349.
14. Mosher MD, Natale NR (1995) The preparation of intercalating isoxazoles via a nitrile oxide cycloaddition. J Heterocycl Chem 32: 779-781.
15. Robinson CH, Bueding E, Fisher J (1970) Relationship between structure, conformation, and antischistosomal activity of nitroheterocyclic compounds. Mol Pharmacol 6: 604-616.
16. Romley GL, Greenleaf AL, Kenyon GL (1971) On the specifity of creatinine kinase. New glicociamines and glycociamine analogs related to creatine. J Amer Chem Soc 20: 5542-5551.
17. Silva TG, Barbosa FSV, Brandão SSF, Lima MCA, Leite LFCC, Galdino SL, Pitta IR, Barbe J (2001) Synthesis and structural elucidation of new benzylidene imidazolidines and acridinylidene thiazolidines. Heterocycl Comm 7: 523-528.
18. Tsuge O, Nishinohara M, Tashiro M (1963) Compounds related to acridine I-Condensation of acridine derivatives having active methyl group and aromatic nitroso compounds. Bull Chem Soc Japan 44: 1477-1485.
19. Valls N, Segarra VM, Alcalde E, Marin A, Elguero J (1985) Synthesis, espectroscopy and tautomeric study of thiazoles substituted in position 2 and 4 by hydroxy, marcapto and amino groups. J Prakt Chem 327: 251-260.
20. Waruiru RM (1992) Autoradiographic quantification of the efficacy of niridazole in mice infected with 75Se-labelled cercariae of Schistosoma mansoni. Veterin Parasitol 43: 75-83.