Synthesis and fungicidal activities of 4,5-dihydro-7H-pyrano[3,4-c]isoxazole derivatives

被引：7
|
作者：
Kim, HJ [1 ]
Jang, JY
Chung, KJ
Lee, JH
机构：
[1] Chonnam Natl Univ, Dept Chem Technol, Kwangju 500757, South Korea
[2] Korea Res Inst Chem Technol, Div Bioorgan, Daejon 305606, South Korea
来源：
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY | 1999年 / 63卷 / 03期
关键词：
pyrano[3,4-c]isoxazole; fungicidal activity; plant pathogen; rice blast; wheat leaf rust;
D O I：
10.1271/bbb.63.494
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：
4,5-Dihydro-7H-pyrano[3,4-c]isoxazoles (II and III) with an a-chlorophenyl or p-chlorophenyl group at C-7 were synthesized and the effect of substitution at C-3 of II and III on fungicidal activity was investigated in vivo. When the substituent at C-3 of II and III was CH2Br, CH = NOMe, CH = NOEt or CH = NO-allyl, the fungicidal effect was significant and selectively high on wheat leaf rust and barley powdery mildew at 250 ppm. Compound IId with the CH2Br substituent at C-7 showed high fungicidal activity against rice blast, providing more than 90% control of the disease at 2 ppm.
引用
收藏
页码：494 / 499
页数：6
相关论文
共 50 条
  • [31] Synthesis and structure of diamino derivatives of pyrano-[3,4-c]pyridines and 5,6,7,8-tetrahydroisoquinolines
    Ervand G. Paronikyan
    Shushanik Sh. Dashyan
    Henrik A. Panosyan
    Armen G. Ayvazyan
    Rafael A. Tamazyan
    Chemistry of Heterocyclic Compounds, 2018, 54 : 804 - 811
  • [32] The condensation of active methylene reagents with salicylaldehyde:: Novel synthesis of chromene, azaanthracene, pyrano[3,4-c]chromene and chromeno[3,4-c]pyridine derivatives
    Abu Elmaati, TM
    El-Taweel, FM
    Elmougi, SM
    Elagamey, A
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2004, 41 (05) : 655 - 658
  • [33] Synthesis and structure of diamino derivatives of pyrano-[3,4-c]pyridines and 5,6,7,8-tetrahydroisoquinolines
    Paronikyan, Ervand G.
    Dashyan, Shushanik Sh.
    Panosyan, Henrik A.
    Ayvazyan, Armen G.
    Tamazyan, Rafael A.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2018, 54 (08) : 804 - 811
  • [34] SYNTHESES AND HYPOTENSIVE ACTIVITIES OF 3-AMINO-4H-PYRROLO[3,4-C]ISOXAZOLES AND DERIVATIVES
    GADEKAR, SM
    NIBI, S
    JOHNSON, BD
    COHEN, E
    CUMMINGS, JR
    JOURNAL OF MEDICINAL CHEMISTRY, 1968, 11 (03) : 453 - &
  • [35] SYNTHESIS OF PYRANO[3,4-C]PYRAZOLE AND PYRAZOLO[3,4-D][1,2]DIAZEPINE DERIVATIVES
    MIGLIARA, O
    SPRIO, V
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1981, 18 (02) : 271 - 273
  • [36] Azido-tetrazole tautomerism of pyrano[3,4-c]pyridine derivatives
    Paronikyan, E. G.
    Dashyan, Sh. Sh.
    Minasyan, N. S.
    Stepanyan, G. M.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 53 (06) : 941 - 945
  • [37] Synthesis and Prediction of Antitumor Activity of New Fused Pyrano[3,4-c]pyridines and Pyrano[4′,3′:4,5]pyrido[2,3-d]pyrimidines
    Sh. Sh. Dashyan
    E. G. Paronikyan
    A. S. Ayvazyan
    S. S. Mamyan
    L. S. Hunanyan
    Russian Journal of General Chemistry, 2022, 92 : 383 - 392
  • [38] Diastereoselective Cascade Assembly of Functionalized Pyrano[3,4-c]pyrrole Derivatives
    Ievlev, Mikhail Yu.
    Ershov, Oleg V.
    Tafeenko, Viktor A.
    ORGANIC LETTERS, 2016, 18 (08) : 1940 - 1943
  • [39] Synthesis and Prediction of Antitumor Activity of New Fused Pyrano[3,4-c]pyridines and Pyrano [4′,3′:4,5]pyrido[2,3-d]pyrimidines
    Dashyan, Sh Sh
    Paronikyan, E. G.
    Ayvazyan, A. S.
    Mamyan, S. S.
    Hunanyan, L. S.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2022, 92 (03) : 383 - 392
  • [40] Synthesis of derivatives of pyrano[3,4-c][1,2,4]triazolo[4,3-a]pyridine and 8-(pyrazol-1-yl)pyrano[3,4-c]pyridine through pyridine ring rearrangement
    Paronikyan, Ervand G.
    Dashyan, Shushanik Sh.
    Minasyan, Nune S.
    Stepanyan, Grachya M.
    Ayvazyan, Armen G.
    Tamazyan, Rafael A.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2016, 52 (12) : 1078 - 1086
12345