Microbial Screening Based on the Mizoroki-Heck Reaction Permits Exploration of Hydroxyhexylitaconic-Acid-Producing Fungi in Soils
| Autor: | Tomonari Tanaka, Kazuhito Wada, Takahiro Kusukawa, Hitomi Ohara, Yusuke Nomura, Mei Sano, Keiji Matsumoto, Yuji Aso, Hiroshi Ando, Ryoki Yada |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
Microbiology (medical)
01 natural sciences Microbiology High-performance liquid chromatography Article HeLa 03 medical and health sciences chemistry.chemical_compound Virology Heck reaction Aspergillus terreus Itaconic acid Cytotoxicity lcsh:QH301-705.5 030304 developmental biology 0303 health sciences biology 010405 organic chemistry Chemistry screening Aspergillus niger Correction itaconic acid biology.organism_classification 0104 chemical sciences Mizoroki–Heck reaction Biochemistry lcsh:Biology (General) hydroxyhexyl itaconic acid Ploidy |
| Zdroj: | Microorganisms Volume 8 Issue 5 Microorganisms, Vol 8, Iss 648, p 648 (2020) |
| ISSN: | 2076-2607 |
| Popis: | Recently, we developed a unique microbial screening method based on the Mizoroki&ndash Heck reaction for itaconic acid (IA)-producing fungi. This method revealed that 37 out of 240 fungal strains isolated from soils produce vinyl compounds, including IA. In this study, we further characterized these compounds in order to verify that the screening method permits the isolation of fungi that produce other vinyl compounds, excluding IA. HPLC analysis showed that 11 out of 37 isolated strains produced IA, similar to Aspergillus terreus S12-1. Surprisingly, the other 8 isolated strains produced two vinyl compounds with HPLC retention times different from that of IA. From these strains, the vinyl compounds of Aspergillus niger S17-5 were characterized. Mass spectrometric and NMR analyses showed that they were identical to 8-hydroxyhexylitaconic acid (8-HHIA) and 9-HHIA. This finding showed that 8-HHIA- and 9-HHIA-producing fungi, as well as IA-producing fungi, are ubiquitously found in soils. Neither 8-HHIA nor 9-HHIA showed antibacterial or anti-inflammatory activities. Interestingly, 8-HHIA and 9-HHIA showed cytotoxicity against the human cervical cancer cell line (HeLa) and human diploid cell line (MRC-5), and MRC-5 only, respectively, compared to IA at the same concentration. This study indicates that the screening method could easily discover fungi producing 8-HHIA and 9-HHIA in soils. |
| Databáze: | OpenAIRE |
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