Antifungal Activities of trans-Cinnamaldehyde Derivatives

trans-Cinnamaldehyde 유도체의 항진균활성 검색

  • 방규호 (코오롱제약(주) 기술연구소) ;
  • 조근희 (대전시 보건환경연구원 약품화학과) ;
  • 이영하 (충남대학교 미생물학과)
  • Published : 2001.10.01

Abstract

Antifungal activities of trans-cinnamaldehyde (CA) derivatives including commercial CA derivatives as well as synthesized CA derivatives against various human pathogenic fungi were investigated. Among the derivatives tested, -chlorocinnamaldehyde, $\alpha$-bromocinnamaldehyde and 7-phenyl-2,4,6-heptatrienal were more potent than CA in antifungal activity, $\alpha$-Bromocinnamaldehyde was the most effective in inhibiting the growth of representative fungi of dermatomycosis with minimum inhibitory cocentration(MIC) of 0.61~9.76$\mu\textrm{g}$/ml . In the structure-activity relationship, introduction of the chlorine and bromine group into the C-2 of CA resulted in the decrease of MIC. Derivative with more double bonds exhibited the increase of antifungal activity against various pathogenic fungi.

Keywords

References

  1. Science v.264 no.371 Human mycoses-Drugs and targets for emerging pathogens Georgopapadakou,N.H.;Walsh,J.
  2. Science v.266 no.1632 The emerging fungal threat Sternberg,S.
  3. The need for new fungal drugs Clark,A.C.
  4. J.Appl.Bucteriol.,Symposium Supplement v.74 no.12S Cell envelope diversity and dynamics in yeast and filamentous fungi Gooday,G.W.
  5. Pure & Appl.Chem. v.63 no.483 Carbohydrates as structural constituents of yeast cell and septum Cabib,E.;Silverma,S.J.;Shaw,J.A.;Gupta,S.D.;Park,H.M.;Mulins,J.T.;Mol,P.C.;Bower,B.
  6. Yakhak Hoeji v.40 no.582 Screening of the antifungal activity from natural products against Candida albicans and Penicillium avellaneum. Min,B.S.;Bang,K.H.;Lee,J.S.;Bae.K.H.
  7. The Korean J.of Mycology v.25 no.4 Purification and properties of an antifungal component,AF-001,for Cinnamomi Cortex Bang,K.H.;Rhee,Y.H.;Min,B.S.
  8. Biosci.Biotechnol.Biochem v.64 no.5 Inhibition of fungal cell wall synthesizing enzymes by trans-cinnamaldehyde Bang,K.H.;Lee,D.W.;Park,H.M.;Rhee,Y.H.
  9. Helv.Ⅱ v.87 Uber konjugrierte doppelbindungen I.Synthese von dipheny1-poly-enen. Kuhn,R.;Winsterstein,A.
  10. Disease of the clinical laboratory Ormsby,O.S.;Montgomery,H.
  11. Mycology for the clinical laboratory Moore,G.S.;Jaciow,D.W.
  12. J.Org.Chem. v.55 no.5312 New functionalized Horner-Wadsworth-Emmons reagents:Useful building blocks in the synthesis of polyunsaturated aldehyde Kann,N.;Rein,T.;Akermark,B.;Helquist,P.
  13. Tetrahedron v.47 no.10855 Reactifs de polyvinylogation:acces aise et rapid a des polyenals varies Ramondec,Y.;G.PLE.