Pochoniolides A and B, new antioxidants from the fungal strain Pochonia chlamydosporia var. spinulospora FKI-7537

Rei Miyano; Hirotaka Matsuo; Kenichi Nonaka; Takayuki Mokudai; Yoshimi Niwano; Kazuro Shiomi; Yōko Takahashi; Satoshi Ōmura; Takuji Nakashima

doi:10.1016/j.jbiosc.2018.05.003

Pochoniolides A and B, new antioxidants from the fungal strain Pochonia chlamydosporia var. spinulospora FKI-7537

J Biosci Bioeng. 2018 Nov;126(5):661-666. doi: 10.1016/j.jbiosc.2018.05.003. Epub 2018 Jun 23.

Authors

Rei Miyano¹, Hirotaka Matsuo², Kenichi Nonaka², Takayuki Mokudai³, Yoshimi Niwano³, Kazuro Shiomi², Yōko Takahashi⁴, Satoshi Ōmura⁴, Takuji Nakashima⁵

Affiliations

¹ Graduate School of Infection Control Sciences, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo 108-8641, Japan.
² Graduate School of Infection Control Sciences, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo 108-8641, Japan; Kitasato Institute for Life Sciences, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo 108-8641, Japan.
³ Graduate School of Dentistry, Tohoku University, 4-1 Seiryo-cho, Aoba-ku, Sendai 980-8775, Japan.
⁴ Kitasato Institute for Life Sciences, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo 108-8641, Japan.
⁵ Graduate School of Infection Control Sciences, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo 108-8641, Japan; Kitasato Institute for Life Sciences, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo 108-8641, Japan. Electronic address: takuji@lisci.kitasato-u.ac.jp.

PMID: 29941346
DOI: 10.1016/j.jbiosc.2018.05.003

Abstract

New natural products, designated pochoniolides A and B, were isolated from the cultured broth of fungal strain FKI-7537 using a physicochemical screening methodology. Strain FKI-7537 was isolated from a soil sample collected at Niijima, Tokyo, Japan and identified as Pochonia chlamydosporia var. spinulospora by morphological characteristics and DNA sequence analysis. The chemical structures of pochoniolides A and B were elucidated by NMR and mass spectra and found to be new compounds consisting of a muconolactone moiety connected with a chromone unit. Pochoniolides A and B were identified as racemate mixtures using data on optical rotation and circular dichroism spectra. Furthermore, enantiomers of pochoniolide B, pochoniolides B₁ and B₂, were separated using a chiral HPLC column. Pochoniolides A and B showed hydroxyl radical-scavenging and singlet oxygen-quenching activities.

Keywords: Antioxidant; Muconolactone; Physicochemical screening; Pochonia chlamydosporia var. spinulospora; Pochoniolides.

MeSH terms

Antioxidants / chemistry
Antioxidants / isolation & purification*
Antioxidants / pharmacology
Cytotoxins / isolation & purification
Cytotoxins / pharmacology
Hypocreales / chemistry*
Magnetic Resonance Spectroscopy
Sequence Analysis, DNA
Soil Microbiology

Substances

Antioxidants
Cytotoxins