TY - JOUR
T1 - Chemical Constituents from Termite-associated Xylaria acuminatilongissima YMJ623
AU - Cho, Ting Yu
AU - Wang, Guei Jane
AU - Ju, Yu Ming
AU - Chen, Mei Chuan
AU - Lee, Tzong Huei
N1 - Publisher Copyright:
© Copyright 2016 The Chemical Society Located in Taipei & Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, Germany.
PY - 2016/5/1
Y1 - 2016/5/1
N2 - 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.
AB - 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.
KW - Acumifuran
KW - Nitric oxide
KW - Xylaria acuminatilongissima
KW - Xylariaceae
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U2 - 10.1002/jccs.201500525
DO - 10.1002/jccs.201500525
M3 - Article
AN - SCOPUS:84966298427
SN - 0009-4536
VL - 63
SP - 404
EP - 409
JO - Journal of the Chinese Chemical Society
JF - Journal of the Chinese Chemical Society
IS - 5
ER -