TY - JOUR
T1 - A new bibenzyl and a new methylflavan from the tubers of Bletilla striata
AU - Lee, Jin Woo
AU - Kim, Jun Gu
AU - Lee, Dongho
AU - Lee, Mi Kyeong
AU - Hwang, Bang Yeon
N1 - Funding Information:
This work was supported by the National Research Foundation of Korea (NRF) grant funded by the Korea government (MIST) (No. 2020R1A2C1008406). The authors wish to thank the Korea Basic Science Institute for the NMR spectroscopic measurements.
Funding Information:
This work was supported by the National Research Foundation of Korea (NRF) grant funded by the Korea government (MIST) (No. 2020R1A2C1008406 ). The authors wish to thank the Korea Basic Science Institute for the NMR spectroscopic measurements.
Publisher Copyright:
© 2021 Phytochemical Society of Europe
PY - 2021/8
Y1 - 2021/8
N2 - A new bibenzyl, (+)-(1S)-4ʹ,5ʺ-dihydroxy-1,3ʹ,5ʹ,3ʺ-tetramethoxybibenzyl (1), and a new methylflavan, (2S)-7,4′-dihydroxy-5-methoxy-8-methylflavan (2), together with 10 known compounds were isolated from the methanolic extract of the tubers of Bletilla striata. Their chemical structures were elucidated based on spectrometric data interpretation, especially 1D and 2D NMR, HRESIMS, and electronic circular dichroism (ECD) data. All isolates (1 - 12) were evaluated for their inhibitory properties on nitric oxide production induced in RAW 264.7 cells, and dihydrophenantrenes 4 and 6 exhibited the best inhibitory effects with IC50 values of 29.5, and 6.5 μM, respectively. Additionally, significant activity possessed phenantrene 5 and methylflavane 2 with IC50 values of 38.9, and 44.9 μM, respectively.
AB - A new bibenzyl, (+)-(1S)-4ʹ,5ʺ-dihydroxy-1,3ʹ,5ʹ,3ʺ-tetramethoxybibenzyl (1), and a new methylflavan, (2S)-7,4′-dihydroxy-5-methoxy-8-methylflavan (2), together with 10 known compounds were isolated from the methanolic extract of the tubers of Bletilla striata. Their chemical structures were elucidated based on spectrometric data interpretation, especially 1D and 2D NMR, HRESIMS, and electronic circular dichroism (ECD) data. All isolates (1 - 12) were evaluated for their inhibitory properties on nitric oxide production induced in RAW 264.7 cells, and dihydrophenantrenes 4 and 6 exhibited the best inhibitory effects with IC50 values of 29.5, and 6.5 μM, respectively. Additionally, significant activity possessed phenantrene 5 and methylflavane 2 with IC50 values of 38.9, and 44.9 μM, respectively.
KW - Bibenzyl
KW - Bletilla striata
KW - Dihydrophenantrene
KW - Methylflavan
KW - Nitric oxide
KW - Orchidaceae
UR - http://www.scopus.com/inward/record.url?scp=85109083391&partnerID=8YFLogxK
U2 - 10.1016/j.phytol.2021.06.007
DO - 10.1016/j.phytol.2021.06.007
M3 - Article
AN - SCOPUS:85109083391
VL - 44
SP - 149
EP - 153
JO - Phytochemistry Letters
JF - Phytochemistry Letters
SN - 1874-3900
ER -