Functionalized para-substituted benzenes as 1,8-cineole production modulators in an endophytic Nodulisporium species

Authors

    Authors

    J. Nigg; G. Strobel; W. B. Knighton; J. Hilmer; B. Geary; S. Riyaz-Ul-Hassan; J. K. Harper; D. Valenti;Y. M. Wang

    Comments

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    Abbreviated Journal Title

    Microbiology-(UK)

    Keywords

    NEIGHBOR-JOINING METHOD; NATURAL-PRODUCTS; STREPTOMYCES-SP; MUSCODOR-ALBUS; HYDROCARBONS; FUNGUS; ANTIBIOTICS; DERIVATIVES; PHYLOGENIES; GRASSES; Microbiology

    Abstract

    A Nodulisporium species (designated Ti-13) was isolated as an endophyte from Cassia fistula. The fungus produces a spectrum of volatile organic compounds (VOCs) that includes ethanol, acetaldehyde and 1,8-cineole as major components. Initial observations of the fungal isolate suggested that reversible attenuation of the organism via removal from the host and successive transfers in pure culture resulted in a 50% decrease in cineole production unrelated to an overall alteration in fungal growth. A compound (CPM1) was obtained from Betula pendula (silver birch) that increases the production of 1,8-cineole by an attenuated Ti-13 strain to its original level, as measured by a novel bioassay method employing a 1,8-cineole-sensitive fungus (Sclerotinia sclerotiorum). The host plant produces similar compounds possessing this activity. Bioactivity assays with structurally similar compounds such as ferulic acid and gallic acid suggested that the CPM1 does not act as a simple precursor to the biosynthesis of 1,8-cineole. NMR spectroscopy and HPLC-ES-MS indicated that the CPM1 is a para-substituted benzene with alkyl and carboxyl substituents. The VOCs of Ti-13, especially 1,8-cineole, have potential applications in the industrial, fuel and medical fields.

    Journal Title

    Microbiology-Sgm

    Volume

    160

    Publication Date

    1-1-2014

    Document Type

    Article

    Language

    English

    First Page

    1772

    Last Page

    1782

    WOS Identifier

    WOS:000341678900020

    ISSN

    1350-0872

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