Antiparasite and antimycobacterial activity of passifloricin analogues

Tetrahedron

Volumn 62, Issue 17, 2006, Pages 4086-4092

  Cardona, Wilson ^a   Quiñones, Winston ^a   Robledo, Sara ^a   Vélez, Ivan Darío ^a   Murga, Juan ^b   García Fortanet, Jorge ^b   Carda, Miguel ^b   Cardona, Diana ^a   Echeverri, Fernando ^a  

^a UNIVERSIDAD DE ANTIOQUIA   (Colombia)

^b UNIVERSITAT JAUME I   (Spain)

Author keywords

Allylation; Antiparasite; Antituberculosis; Lactone; Passifloricin

Indexed keywords

ANTIMYCOBACTERIAL AGENT; ANTIPARASITIC AGENT; LACTAM DERIVATIVE; PASSIFLORICIN DERIVATIVE; UNCLASSIFIED DRUG;

ALLYLATION; AMASTIGOTE; ANTIBACTERIAL ACTIVITY; ARTICLE; CYTOTOXICITY; DRUG SYNTHESIS; IN VITRO STUDY; LEISHMANIA PANAMENSIS; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN; PLASMODIUM FALCIPARUM; PRIORITY JOURNAL; RING CLOSING METATHESIS; STEREOCHEMISTRY; TROPHOZOITE;

LEISHMANIA PANAMENSIS; MYCOBACTERIUM TUBERCULOSIS; PLASMODIUM FALCIPARUM;

EID: 33646002010     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2006.02.017     Document Type: Article

References (34)

1. Remme J., Blas E., Chitsulo L., and Desjeux P. Parasitology 18 (2002) 421-426
2. Saeed M., Thomas H., Schick M., Abbas M., and Voelter W. Tetrahedron Lett. 42 (2001) 7401-7403
3. Davies-Coleman M., and Rivett D. Phytochemistry 26 (1987) 3047-3050
4. Mollet L.A., Davies-Coleman M.T., and Rivett D.A. Fortschr. Chem. Org. Naturst. 75 (1998) 181-209
5. Hoffmann H.M.R., and Rabe J. Angew. Chem., Int. Ed. Engl. 24 (1985) 94-110
6. Murga J., García-Fortanet J., Carda M., and Marco J.A. Tetrahedron Lett. 44 (2003) 7909-7912
7. Cardona W., Quiñones W., and Echeverri F. Molecules 9 (2004) 666-672
8. Garcia-Fortanet J., Murga J., Carda M., and Marco J.A. Org. Lett. 5 (2003) 1447-1449
9. Veeraraghavan R.P., Ran Reddy V.M., and Brown H.C. Tetrahedron Lett. 41 (2000) 583-586
10. Ran Reddy M.V., Brown H.C., and Veeraraghavan R.P. J. Organomet. Chem. 624 (2001) 239-243
11. Prepared by PCC oxidation of n-hexadecanol.
12. Veeraraghavan R.P., Chen G., and Brown H. Tetrahedron Lett. 38 (1997) 2417-2420
13. Latypov S.K., Seco J.M., Quiñoa E., and Riguera R. J. Org. Chem. 61 (1996) 8569-8577
14. Corey E.J., and Venkateswarlu A. J. Am. Chem. Soc. 94 (1972) 6190-6191
15. Brown H., and Rogic M. J. Am. Chem. Soc. 91 (1969) 2146-2147
16. Cossy J., Bauer D., and Bellosta V. Tetrahedron 58 (2002) 5909-5922
17. Blanchette M., Choy W., Davis J., Essenfeld A., Masamune S., Roush W., and Sakai T. Tetrahedron Lett. 25 (1984) 2183-2186
18. Angle S., and Henry R. J. Org. Chem. 62 (1997) 8549-8552
19. Xu D., and Sharpless K.B. Tetrahedron Lett. 35 (1994) 4685-4688
20. Corey E.J., Cho H., Rucker C., and Hua D. Tetrahedron Lett. 22 (1981) 3455-3458
21. Sturmer R., and Ritter K. Angew. Chem., Int. Ed. Engl. 32 (1993) 101-103
22. Cossy J., Bauer D., and Bellosta V. Tetrahedron 58 (2002) 5909-5922
23. Trnka T., and Grubbs R. Acc. Chem. Res. 34 (2001) 18-29
24. Prakash C., Saleh S., and Blair I. Tetrahedron Lett. 30 (1989) 19-22
25. Compound 28 was obtained from lactone 14 by hydrogenation.
26. Compound 27 was obtained from decyl alcohol.
27. Iriarte C., and Varela O. Tetrahedron: Asymmetry 11 (2000) 4945-4954
28. Barrett A., Beall J., Braddock D.C., Flack K., Gibson V.C., and Salter M. J. Org. Chem. 65 (2000) 6508-6514
29. Taber D., and You K. J. Am. Chem. Soc. 117 (1995) 5757-5762
30. Ireland R., Thompson W., Srouji G., and Etter R. J. Org. Chem. 46 (1981) 4863-4873
31. Murga J., García-Fortanet J., Carda M., and Marco J.A. J. Org. Chem. 69 (2004) 7277-7283
32. Cunico W., Cechinel C., Bonacorso H., Martins M.A., Zanatta N., De Souza M.V., Freitas I.O., Soares R., and Krettli U.A. Bioorg. Med. Chem. Lett. 16 (2006) 649-653
33. Cateni, F.; Zilic, J.; Zacchigna, M.; Bonivento, P.; Frausin, F.; Scarcia, V. Eur. J. Med. Chem. 2005, in press (consulted Jan 31-2006).
34. Ramana C.V., Srinivas B., Puranik V.G., and Gurjar M.K. J. Org. Chem. 70 (2005) 8216-8219