Synthesis and Biological Evaluation of Allylamine Antimycotics

항진균제 알릴아민류의 합성과 생물학적 평가

  • Published : 1997.04.01

Abstract

For the development of antifungal agents, modification of naftifine which exhibits significant antimycotic activity was performed by replacing the naphthalene ring of it to hete ro cyclic rings such as morpholine. benzothiazole, piperidine and pyridine derivatives. The synthesized compounds were tested in vitro antifungal activity against five different fungi with naftifine as a comparative antimycotic molecule. From the biological evaluation two compounds, (E)-N-(3-phenyl-2-propenyl)-N-(4-piperidinylmethyl)amine(3d) and (E)-N-(3-phenyl-2-propenyl)-N-(3-pyridylmethyl)amine(3f) showed relatively noticeable activity(MIC=50${\mu}g$/ml). On the other hand, the other compounds had no activity.

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References

  1. Nature v.182 Experimental ringworm in guineapig: oral treatment with griseofulvine Gentle, J. C.
  2. Chemotheraphy v.17 Miconazole, a broad spectrum antimycotic agent with antibacterial activity Van Cutsen, J. M.;Thienpont, D.
  3. Drugs v.16 Econazole, a review of its an tifungal activity and therapeutic efficacy Heel, R. C.;Brogden, R. N.;speight, T. M.;Avery, G. S.
  4. J. Med. Chem. v.22 Antimycotic inidazole Ⅳ. Synthesis and antifungal activity of ketoconazole, a new potent orally active broad-spectrum antifungal agent Heeres, R. J.;Backx, J. J.;Mostmans, J. H.;Van Gutsem, J.
  5. CRC Handbook of chemotherapeutic agents v.1 Conner, D. T.;Verderame, M.(ed.)
  6. Chim. Acta. v.1262 Synthesis and reactions of some spiro[(1H-naphthalenone)-1,3-piperidine] Berny, D.;Schah, K.
  7. J. Med. Chem. v.29 Synthesis and structure-activity relationship of naftifine-related allylamine antimycotics Stuetz, A.;Georgopoulos, A.;Granitzer, W.;Petranyi, G.;Berney, D.
  8. 약학회지 v.40 Synthesis and biological evaluation of new allylamine antimycotica Chung, B. H.;Park, E. J.;Moon, H. J.;Yoo, J. C.
  9. Chem. Ber. v.38 Ersatz von an stickstoff gebundenen wasserstoffatom durch die methylgruppe mit hlife von formaldehyde Eschweiler, W.
  10. J. Am. Chem. Soc. v.55 The action of formaldehyde on amines and amino acids Clarke, H. T.;Gillespie, H. B.;Weisshaus, S. Z.
  11. Tetrahedron Lett. v.25 Rduktive methylierung primaerer und sekundaerer amine mit hilfe von formaldehyde und salzen der phosphorigen saeure Loibner, H.;Prokner, A.;Stuetz, S.
  12. Tetrahedron Lett v.3 Sur une nouvelle methode demethylation des amines primaires et secondaires Sondengam, B. L.;Hentchoya, H. J.;Charles, G.
  13. Rev. Infect. Dis. v.398 Rapid diagonosis of candida albicans and aspergillosis Benett, J. E.
  14. Antibiotics in Laboratory medicine(3rd edition) Lorian, V.