Synthesis and fungicidal activity of lipophylic N- and O-acyl derivatives of β-hydroxy DL-α-amino acids

被引:0
作者
Dirvianskyte, N [1 ]
Straukas, J [1 ]
Razumas, V [1 ]
Butkus, E [1 ]
机构
[1] Inst Biochem, LT-2600 Vilnius, Lithuania
来源
ZEITSCHRIFT FUR NATURFORSCHUNG C-A JOURNAL OF BIOSCIENCES | 2003年 / 58卷 / 5-6期
关键词
DL-(phenyl)serines; N- and O-acylation; fungicidal activity;
D O I
暂无
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Synthesis of N- and O-acyl derivatives Of DL-serine and threo-DL-phenylserine was accomplished by a regioselective acylation of the corresponding amino acid. The residues introduced into amino acid structure contain hydrophobic long chain or aromatic, namely lauroyl, myristoyl and phenylacetyl moieties. The fungicidal activity against six strains of fungi was studied. Several compounds were found to be effective against growth of fungi, and O-myristoyl-DL-serine 2 and N-phenylacetyl-threo-DL-phenylserine 8 completely inhibited the growth of the mycelium of the fungus Verticillium dahliae.
引用
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页码:366 / 370
页数:5
相关论文
共 10 条
  • [1] Fungicidal activity of 3′-substituted-3-stilbenols
    Fisher, TH
    Jin, YY
    Schultz, TP
    [J]. HOLZFORSCHUNG, 2001, 55 (06) : 568 - 572
  • [2] HOMMA Y, 1973, Annals of the Phytopathological Society of Japan, V39, P338, DOI 10.3186/jjphytopath.39.338
  • [3] Molecular design of antifungal agents
    Kubo, I
    Xiao, P
    Nihei, K
    Fujita, K
    Yamagiwa, Y
    Kamikawa, T
    [J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2002, 50 (14) : 3992 - 3998
  • [4] Design of novel peptide analogs with potent fungicidal activity, based on PMAP-23 antimicrobial peptide isolated from porcine myeloid
    Lee, DG
    Kim, PI
    Park, YK
    Woo, ER
    Choi, JS
    Choi, CH
    Hahm, KS
    [J]. BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 2002, 293 (01) : 231 - 238
  • [5] Broad-spectrum antimicrobial activity in vitro of the synthetic peptide D4E1
    Rajasekaran, K
    Stromberg, KD
    Cary, JW
    Cleveland, TE
    [J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2001, 49 (06) : 2799 - 2803
  • [6] ABSORPTION, TRANSLOCATION AND DEGRADATION OF N-LAUROYL-L-VALINE IN PLANTS - (STUDIES ON CONTROL OF PLANT DISEASES BY AMINO-ACID DERIVATIVES .6.
    SHIDA, T
    HOMMA, Y
    MISATO, T
    [J]. JOURNAL OF THE AGRICULTURAL CHEMICAL SOCIETY OF JAPAN, 1975, 49 (08): : 409 - 415
  • [7] FUNGICIDAL ACTIVITY OF N-(2-CYANO-2-METHOXIMINOACETYL)AMINO ACIDS AND THEIR DERIVATIVES
    SMITH, PH
    CHAMBERLAIN, K
    SUGARS, JM
    BROMILOW, RH
    [J]. PESTICIDE SCIENCE, 1995, 44 (03): : 219 - 224
  • [8] STRUBE M, 1985, Wissenschaftliche Zeitschrift Martin-Luther-Universitaet Halle-Wittenberg Mathematisch-Naturwissenschaftliche Reihe, V34, P17
  • [9] MODE OF ACTION OF L-THREO-BETA-PHENYLSERINE AS A CHEMOTHERAPEUTANT OF CUCUMBER SCAB
    VANANDEL, OM
    [J]. NATURE, 1966, 211 (5046) : 326 - &
  • [10] Synthesis, fungicidal activity, and QSAR of pyridazinonethiadiazoles
    Zou, XJ
    Jin, GY
    Zhang, ZX
    [J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2002, 50 (06) : 1451 - 1454