Synthesis and screening of 1-methyl-4-substituted benzoyl piperazides against adult Setaria digitata for antifilarial activity

Acta Tropica

Volumn 111, Issue 2, 2009, Pages 168-171

  Kalyanasundaram, M ^a   Mathew, Nisha ^a   Paily, K P ^a   Prabakaran, G ^a  

^a VECTOR CONTROL RESEARCH CENTRE   (India)

Author keywords

Antifilarial; Lymphatic filariasis; Macrofilaricidal activity; Piperazide

Indexed keywords

3 (4,5 DIMETHYL 2 THIAZOLYL) 2,5 DIPHENYLTETRAZOLIUM BROMIDE; ANTIFILARIAL AGENT; BENZOYL PIPERAZIDE; PHENYL ACTEYL PIPERAZIDE; UNCLASSIFIED DRUG;

ANTIMICROBIAL ACTIVITY; BIOASSAY; DOSE-RESPONSE RELATIONSHIP; DRUG RESISTANCE; FTIR SPECTROSCOPY; PARASITE;

ANTIFILARIAL ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG ACTIVITY; DRUG DETERMINATION; DRUG EFFICACY; DRUG PURIFICATION; DRUG SAFETY; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; FILARIASIS; INFRARED SPECTROSCOPY; MASS SPECTROMETRY; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; SETARIA DIGITATA; STRUCTURE ACTIVITY RELATION;

ANIMALS; DRUG EVALUATION, PRECLINICAL; FILARICIDES; FILARIOIDEA; HUMANS; LOCOMOTION; MAGNETIC RESONANCE SPECTROSCOPY; MASS SPECTROMETRY; MICROBIAL VIABILITY; PIPERAZINES; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; STRUCTURE-ACTIVITY RELATIONSHIP; TETRAZOLIUM SALTS; THIAZOLES;

BOVINAE; SETARIA DIGITATA;

EID: 67349149096     PISSN: 0001706X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.actatropica.2009.04.008     Document Type: Article

References (28)

1. Awadzi K., Attah S.K., Addy E.T., Opoku N.O., Quartey B.T., Lazdins-Helds J.K., Ahmed K., Boatin B.A., Boakye D.A., and Edwards G. Thirty-month follow-up of sub-optimal responders to multiple treatments with ivermectin, in two onchocerciasis-endemic foci in Ghana. Ann. Trop. Med. Parasitol. 98 (2004) 359-370
2. Comley .J.C.W., Rees M.J., Turner C.H., and Jenkins D.C. Colorimetric quantitation of filarial viability. Int. J. Parasitol. 19 1 (1989) 77-83
3. Dreyer G., Noroes J., Amaral F., Nen A., Medeiros Z., Coutinho A., and Addiss D. Direct assessment of the adulticidal efficacy of a single dose of ivermectin in bancroftian filariasis. Trans. R. Soc. Trop. Med. Hyg. 89 (1995) 441-443
4. Dreyer G., Addiss D., Santos A., Figueredo-Silva J., and Noroes J. Direct assessment in vivo of the efficacy of combined single-dose ivermectin and diethylcarbamazine against adult Wuchereria bancrofti. Trans. R. Soc. Trop. Med. Hyg. 92 2 (1998) 219-222
5. Dreyer G., Addiss D., Williamson J., and Noroes J. Efficacy of co-administered diethylcarbamazine and albendazole against adult Wuchereria bancrofti. Trans. R. Soc. Trop. Med. Hyg. 100 12 (2006) 1118-1125
6. Fatma N., Sharma S., and Chatterjee R.K. 2,2′-Dicarbomethoxyamino-5,5′-dibenzimidazolyl ketone-a new antifilarial agent. Acta Trop. 46 5-6 (1989) 311-321
7. Fatma N., Mathur K.B., and Chatterjee R.K. Chemotherapy of experimental filariasis: enhancement of activity profile of ivermectin with immunomodulators. Acta Trop. 57 1 (1994) 55-67
8. Fujimaki Y., Sithithaworn P., Mitsui Y., and Aoki Y. Delayed macrofilaricidal activity of diethylcarbamazine against Brugia pahangi in Mongolian jirds. J. Helminthol. 78 4 (2004) 293-295
9. Hawking F. Diethylcarbamazine: a review of literature with special reference to its pharmacodynamics, toxicity, and use in the therapy of onchocerciasis and other filarial infections. WHO/ONCHO/78 (1978) 142
10. Hewitt R.I., Kushner S., Stewart H., White E., Wallace W.S., and Subbarow Y. Experimental chemotherapy of filariasis 2. Effect of piperazine derivatives against naturally acquired filarial infections in cotton rats and dogs. J. Lab. Clin. Med. 32 (1947) 304-1313
11. Hussein O., Setouhy M.E.L., Ahmed E.S., Kandil A.M., Ramzy R.M., Helmy H., and Weil G.J. Duplex doppler sonographic assessment of the effects of diethylcarbamazine and albendazole therapy on adult filarial worms and adjacent host tissues in bancroftian filariasis. Am. J. Trop. Med. Hyg. 71 4 (2004) 471-477
12. Ismail M.M., Weil G.J., Jayasinghe K.S., Premaratne U.N., Abeyewickrema W., Rajaratnam H.N., Sheriff M.H., Perera C.S., and Dissanaike A.S. Prolonged clearance of microfilaremia in patients with bancroftian filariasis after multiple high doses of ivermectin or diethylcarbamazine. Trans. R. Soc. Trop. Med. Hyg. 90 (1996) 684-688
13. Köhler P., Davies K.P., and Zahner H. Activity, mechanism of action and pharmacokinetics of 2-tert-butylbenzothiazole and CGP 6140 (amocarzine) antifilarial drugs. Acta Trop. 51 3-4 (1992) 195-211
14. Mccarthy J.S., Guinea A., Weil G.J., and Ottesen E.A. Clearance of circulating filarial antigen as a measure of the macrofilaricidal activity of diethylcarbamazine in Wuchereria bancrofti infection. J. Infect. Dis. 172 2 (1995) 521-526
15. Nisha M., Paily K.P., Vanamail P., Abidha P., Kalyanasundaram M., and Balaraman K. Macrofilaricidal activity of the plant Plumbago indica/rosea in vitro. Drug Dev. Res. 56 1 (2002) 33-39
16. Nisha M., and Kalyanasundaram M. Antifilarial agents. Expert Opin. Ther. Pat. 17 3 (2007) 767-789
17. Nisha M., Kalyanasundaram M., Paily K.P., Vanamail P., Abidha P., and Balaraman K. In vitro screening of medicinal plant extracts for macrofilaricidal activity. Parasitol. Res. 100 3 (2007) 575-579
18. Nisha M., Shailja M., Vanamail P., and Kalyanasundaram M. Antifilarial lead molecules isolated from Trachyspermum ammi. Molecules 13 (2008) 2156-2168
19. Peixoto C.A., Rocha A., Aguiar-Santos A., and Peixoto C.A. The effects of diethylcarbamazine on the ultra structure of microfilariae of Wuchereria bancrofti in vivo and in vitro. Parasitol. Res. 92 6 (2004) 513-517
20. Saxena R., Sharma S., Iyer R.N., and Anand N. Studies in potential filaricides. 5. 3-Ethyl-8-methyl-1, 3, 8-triazabicyclo [4,4,0] decan-2-one, a new antifilarial agent. J. Med. Chem. 14 (1971) 929-930
21. Sturm P., Cory M., Henry D.W., McCall J.W., and Ziegler J.B. Antifilarial Agents. 1,2-Cyclobutanediamines as analogues of diethylcarbamazine. Status of structure-activity relationships among diethylcarbamazine analogues. J. Med. Chem. 20 10 (1977) 1327-1333
22. Sturm P., Cory M., and Henry D.W. Antifilarial agents. 3-Aminopyrrolidine and 1,4-diazabicyclo [3.2.1] octane derivatives as analogues of diethylcarbamazine. J. Med. Chem. 20 10 (1977) 1333-1337
23. Sturm P., Henry D.W., and Thompson P.E. Antifilarial agents. Diazabicyclooctanes and diazabicycloheptanes as bridged analogs of diethylcarbamazine. J. Med. Chem. 17 5 (1974) 481-487
24. Thompson P.E., Zeigler J.B., and McCall J.W. Comparative effects of 3-ethyl-8-methyl-1, 3, 8-triazabicyclo [4, 4, 0] decan-2-one and diethylcarbamazine against Litomosoides carinii in rodents. Antimicrob. Agents Chemother. (1973) 693-697
25. Tripathi R.P., Tripathi R., Bhaduri A.P., Singh S.N., Chatterjee R.K., and Murthy P.K. Antifilarial activity of some 2H-1-benzopyran-2-ones (coumarins). Acta Trop. 76 2 (2000) 101-106
26. Tripathi R.P., Tiwari V.K., Misra-Bhattacharya S., Tyagi K., Srivastava V.M., and Murthy P.K. 7-O-[4-methyl piperazine-1-(2-acetyl)]-2H-1-benzopyran-2-one: a novel antifilarial lead compound. Acta Trop. 87 2 (2003) 215-224
27. Weil G.J., Lammie J., Richards Jr. F.O., and Eberhard M.L. Changes in circulating parasite antigen levels after treatment of bancroftian filariasis with diethylcarbamazine. J. Infect. Dis. 164 (1991) 814-816
28. Zahner H., and Schares G. Experimental chemotherapy of filariasis: comparative evaluation of the efficacy of filaricidal compounds in Mastomys coucha infected with Litomosoides carinii, Acanthocheilonema viteae, Brugia malayi and B. pahangi. Acta Trop. 52 4 (1993) 221-266