Queenslandon, a New Antifungal Compound Produced by Chrysosporium queenslandicum: Production, Isolation and Structure Elucidation.

Abstract

In the course of our screening program for biologically active compounds from pathogenic microorganisms, an antibacterial and antifungal naphthoquinone group antibiotic complex was isolated from the culture broth of a strain Chrysosporium queenslandicum IFM 51121. The compounds of the complex were identified as altersolanol A, B and C1-3). Besides the antibiotics, the strain C. queenslandicum IFM 51121 produces also a new antifungal compound related to zearalenone family of mycotoxin4), designated queenslandon (1).In this paper we report the production, isolation and structure elucidation of the mycotoxin queenslandon ( Fig. 1), through the use of one and two dimensional NMR techniques and mass-spectrometry.C. queenslandicum IFM 51121 strain was isolated from a soil sample collected in Egypt, and deposited in the collection of Research Center for Pathogenic Fungi and Microbial Toxicoses, Chiba University, Japan.The mature slant culture of C. queenslandicum IFM 51121 was inoculated into a 50ml Erlenmeyer shake flask containing 25ml of a seed medium (2% glucose supplemented BHI medium). The inoculated flask was

Identification and characterization of compounds from Chrysosporium multifidum, a fungus with moderate antimicrobial activity isolated from Hermetia illucens gut microbiota

“…multifidum . The literature describes several chemical prospecting works carried out on species of the Chrysosporium genus, which led to the discovery of groups of compounds such as adenopeptines [27], nucleosides [28], zearalenone derivatives [29], benzoquinones [30], naphthoquinones [31], anthraquinones [32], benzolactones [33], naphthopyrones [34], naphthalenes [35], phenyl-2(1H)-pyridinones [36], alkylphenols [37], bisdechlorogeodins [38], sterols [39,40], and caryophillenes [41]. However, there is no prior record of any α-pyrone derivatives, so this would be the first report of these compounds within the genus.…”

“…Other known compounds isolated from Chrysosporium spp. have displayed biological activities as antitumor [36], antifungal [28,29,40,41] and cytotoxic [33] agents. However, only naphthoquinone-type compounds isolated from C .…”

Rare β-Resorcylic Acid Derivatives from a Halophyte-Associated Fungus Colletotrichum gloeosporioides JS0419 and Their Antifungal Activities

“…sequently reported to date [5][6][7][8][9][10][11][12][13][14]. All of these RAL-type compounds exhibit diverse biological activities, such as antifungal, cytotoxic, antimalarial, antiviral, antiparasitic, nematicidal, estrogenic, protein tyrosine kinase, and ATPase inhibition, resulting in significantly increasing attention in the field of natural product chemistry [10,11,[15][16][17][18][19][20].…”

The Total Synthesis of Aigialomycin D and Analogues

“…28 More recently isolated RALs include queenslandon (9, Figure 1-8), which was isolated from the fungal strain Chrysosporium queenslandicum IFM51121 in 2002. 29 This macrolide showed distinct anti-fungal activity but lacked antibacterial activity.…”