Flufuran, an Antifungal 3,5-Disubstituted Furan Produced by Aspergillus flavus LINK

被引:37
|
作者
Evidente, Antonio [1 ]
Cristinzio, Gennaro [2 ]
Punzo, Biancavaleria [1 ]
Andolfi, Anna [1 ]
Testa, Antonino [2 ]
Melck, Dominique [3 ]
机构
[1] Univ Naples Federico II, Dipartimento Sci Suolo Pianta Ambiente & Produz, IT-80055 Portici, Italy
[2] Univ Naples Federico II, Dipartimento Arboricoltura Bot & Patol Vegetale, IT-80055 Portici, Italy
[3] CNR, Ist Chim Biomol, IT-80078 Pozzuoli, Italy
关键词
D O I
10.1002/cbdv.200800292
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
A 3,5-disubstituted furan, named flufuran, was isolated from a culture filtrate of a strain of Aspergillus flavus obtained from a chestnut compost created in the same orchard. Flufuran was identified by spectroscopic methods, and its structure was confirmed through the preparation of some key derivatives, also used to test the antifungal activity. At a concentration of 0.2 mg/ml, assayed against three Phytophthora species, pathogenic of some forest and agrarian plants, flufuran and especially its acetyl derivative showed significant antifungal activity. Although flufuran appears to be identical to a fungal metabolite isolated previously from some Polyporus spp., its interesting antifungal activity has never been reported before.
引用
收藏
页码:328 / 334
页数:7
相关论文
共 50 条
  • [1] Synthesis of 3,5-disubstituted isoxazolines as potential antibacterial and antifungal agents
    Imran, M
    Khan, SA
    [J]. INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2004, 13 (03) : 213 - 216
  • [2] A Synthesis of 3,5-Disubstituted Phenols
    Davidson, James P.
    Sarma, Keshab
    Fishlock, Dan
    Welch, Michael H.
    Sukhtankar, Sunil
    Lee, Gary M.
    Martin, Michael
    Cooper, Gary F.
    [J]. ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2010, 14 (02) : 477 - 480
  • [3] Synthesis of 3,5-disubstituted Isoxazolines and Isoxazoles
    Ingle, A. V.
    Doshi, A. G.
    Raut, A. W.
    Kadu, N. S.
    [J]. ORIENTAL JOURNAL OF CHEMISTRY, 2011, 27 (04) : 1815 - 1818
  • [4] PHOTOCHEMICAL REACTION OF 3,5-DISUBSTITUTED ISOXAZOLES
    SATO, T
    YAMAMOTO, K
    FUKUI, K
    [J]. CHEMISTRY LETTERS, 1973, (02) : 111 - 114
  • [5] Convenient synthesis of 3,5-disubstituted isoxazoles
    Kurangi, Reshma F.
    Kawthankar, Rima
    Sawal, Sulfala
    Desai, Vidya G.
    Tilve, Santosh G.
    [J]. SYNTHETIC COMMUNICATIONS, 2007, 37 (4-6) : 585 - 587
  • [6] Synthesis of 3,5-disubstituted Pyrazoles and their Derivatives
    Ingle, A. V.
    Doshi, A. G.
    Raut, A. W.
    Kadu, N. S.
    [J]. ORIENTAL JOURNAL OF CHEMISTRY, 2011, 27 (04) : 1691 - 1698
  • [7] Asymmetric Synthesis of 3,5-Disubstituted Prolines
    Zhao, Liang
    Zhou, Shengbin
    Tong, Junhua
    Wang, Jiang
    Liu, Hong
    [J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2018, 38 (06) : 1437 - 1446
  • [8] A STEREOSELECTIVE SYNTHESIS OF 3,5-DISUBSTITUTED OCTAHYDROINDOLIZINES
    VAVRECKA, M
    HESSE, M
    [J]. HELVETICA CHIMICA ACTA, 1989, 72 (04) : 847 - 855
  • [9] REDUCTION OF 3,5-DISUBSTITUTED PYRIDINES TO DIHYDROPYRIDINES
    BOOKER, E
    EISNER, U
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1975, (10): : 929 - 931
  • [10] Electrochemical synthesis of 3,5-disubstituted isoxazoles
    Xiao, Huan-Lan
    Zeng, Cheng-Chu
    Tian, Hong-Yu
    Hu, Li-Ming
    Little, R. Daniel
    [J]. JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 2014, 727 : 120 - 124