Chemical Constituents from Termite-associated Xylaria acuminatilongissima YMJ623

Ting Yu Cho, Guei Jane Wang, Yu Ming Ju, Mei Chuan Chen, Tzong Huei Lee

Research output: Contribution to journalArticle

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Abstract

Three previously unreported benzofurans, namely acumifurans A-C (1-3), along with five known compounds, 2-(isopropyl-1′-ol)-2,3-dihydrobenzofuran-5-carbinol (4), fomannoxin alcohol (5), fomannoxin (6), acremine S (7) and cyclo(L-Pro-L-Leu) (8), were isolated from the ethyl acetate extracts of the fermented broths of termite n est associated Xylaria acuminatilongissima YMJ623. Compound 4, a synthe tic benzofuran analogue of 1-3, was isolated for the first time from natural resources. The str uctures of 1-8 were determined through spectroscopic data analyses. The absolute configurations of 1-4 were established based mainly on ROESY experiment and Mosher's reaction, and compared the optical rotation data with the literatures. The effects of these compounds on the inhibition of NO production in lipopolysaccharide (LPS)-activated murine macrophage RAW264.7 cells were also evaluated. Of the compounds tested, 6 showed a mild NO production inhibitory activity without any cytotoxicity, and its mean maximum inhibition (Emax) at 100μM was 42.98±0.87 %. Eight compounds including three new benzofurans 1-3 were isolated from the ethyl acetate extracts of the fermented broth of termite-associated Xylaria acuminatilongissima YMJ623. The absolute configurations of 1-4 were established based on optical rotational data, ROESY experiments and Mosher's reaction. Benzofuran analogue 6 showed mild NO production inhibitory activity on LPS-induced RAW264.7 cells.

Original languageEnglish
Pages (from-to)404-409
Number of pages6
JournalJournal of the Chinese Chemical Society
Volume63
Issue number5
DOIs
Publication statusPublished - May 1 2016

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Lipopolysaccharides
Benzofurans
Optical rotation
Macrophages
Natural resources
Cytotoxicity
Methanol
Experiments
Alcohols
fomannoxin
benzofuran
ethyl acetate
coumaran
1-benzofuran

Keywords

  • Acumifuran
  • Nitric oxide
  • Xylaria acuminatilongissima
  • Xylariaceae

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Chemical Constituents from Termite-associated Xylaria acuminatilongissima YMJ623. / Cho, Ting Yu; Wang, Guei Jane; Ju, Yu Ming; Chen, Mei Chuan; Lee, Tzong Huei.

In: Journal of the Chinese Chemical Society, Vol. 63, No. 5, 01.05.2016, p. 404-409.

Research output: Contribution to journalArticle

Cho, Ting Yu ; Wang, Guei Jane ; Ju, Yu Ming ; Chen, Mei Chuan ; Lee, Tzong Huei. / Chemical Constituents from Termite-associated Xylaria acuminatilongissima YMJ623. In: Journal of the Chinese Chemical Society. 2016 ; Vol. 63, No. 5. pp. 404-409.
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