New isocoumarins, naphthoquinones, and a cleistanthane-type diterpene from Nectria pseudotrichia 120-1NP

Nanang Rudianto Ariefta; Priska Kristiana; Takako Aboshi; Tetsuya Murayama; Keitaro Tawaraya; Takuya Koseki; Naoaki Kurisawa; Ken-Ichi Kimura; Yoshihito Shiono

doi:10.1016/j.fitote.2018.03.012

New isocoumarins, naphthoquinones, and a cleistanthane-type diterpene from Nectria pseudotrichia 120-1NP

Fitoterapia. 2018 Jun:127:356-361. doi: 10.1016/j.fitote.2018.03.012. Epub 2018 Apr 3.

Authors

Nanang Rudianto Ariefta¹, Priska Kristiana², Takako Aboshi², Tetsuya Murayama², Keitaro Tawaraya², Takuya Koseki², Naoaki Kurisawa³, Ken-Ichi Kimura⁴, Yoshihito Shiono⁵

Affiliations

¹ The United Graduate School of Agricultural Sciences, Iwate University, Morioka, Iwate 020-8550, Japan; Department of Food, Life, and Environmental Science, Faculty of Agriculture, Yamagata University, Tsuruoka, Yamagata 997-8555, Japan. Electronic address: nanang.ariefta@gmail.com.
² Department of Food, Life, and Environmental Science, Faculty of Agriculture, Yamagata University, Tsuruoka, Yamagata 997-8555, Japan.
³ Graduate School of Arts and Sciences, Iwate University, Morioka, Iwate 020-8550, Japan.
⁴ The United Graduate School of Agricultural Sciences, Iwate University, Morioka, Iwate 020-8550, Japan; Graduate School of Arts and Sciences, Iwate University, Morioka, Iwate 020-8550, Japan.
⁵ The United Graduate School of Agricultural Sciences, Iwate University, Morioka, Iwate 020-8550, Japan; Department of Food, Life, and Environmental Science, Faculty of Agriculture, Yamagata University, Tsuruoka, Yamagata 997-8555, Japan. Electronic address: yshiono@tds1.tr.yamagata-u.ac.jp.

PMID: 29621598
DOI: 10.1016/j.fitote.2018.03.012

Abstract

Four new compounds, namely, nectriapyrones A (2) and B (3), nectriaquinone B (5), and zythiostromic acid C (8), were isolated from the brown rice culture of Nectria pseudotrichia 120-1NP together with four known compounds (1, 4, 6, and 7). To the best of our knowledge, this is the first report of 4 from a natural source. Their structures were determined on the basis of 1D/2D-NMR spectroscopy and HRESITOFMS data. In addition, the absolute configuration of secondary alcohols in 8 were determined using modified Mosher's ester method. All isolated compounds were evaluated for their antimicrobials activity, phytotoxicity, and cytotoxicity.

Keywords: Cytotoxicity; Endophyte; Isocoumarin; Naphthoquinone; Nectria pseudotrichia; Zythiostromic acid.

MeSH terms

Diterpenes / isolation & purification*
HL-60 Cells
Humans
Isocoumarins / isolation & purification*
Lactuca / drug effects
Microbial Sensitivity Tests
Molecular Structure
Naphthoquinones / isolation & purification*
Nectria / chemistry*

Substances

Diterpenes
Isocoumarins
Naphthoquinones