TY - JOUR
T1 - Anti-inflammatory butanolides and lignanoids from the root of Machilus zuihoensis var. mushaensis
AU - Yang, Shuen Shin
AU - Wu, Ho Cheng
AU - Hwang, Tsong Long
AU - Chen, Ih Sheng
AU - Lin, Chien Jung
AU - Cheng, Ming Jen
AU - Chang, Hsun Shuo
N1 - Funding Information:
This study was supported by the Ministry of Science and Technology, Taiwan (MOST 110-2628-B-037-015) and KMU Research Center Grant (KMU-TC111A03-6). Furthermore, we thank the Center for Research Resources and Development of Kaohsiung Medical University for providing a nuclear magnetic resonance (NMR) spectrometer and also senior technician Chyi-Jia Wang for measuring the 2D NMR data; the High Valued Instrument 325 Center of National Sun Yat-sen University for helping the Fourier-transform mass spectrometry measurements; Prof. Chao-Lin Kuo and Prof. Yu-Jen Ko from Department of Pharmaceutical Sciences and Chinese Medicine Resources, China Medical University for providing the information of plant habitat.
Publisher Copyright:
© 2022 Elsevier Inc.
PY - 2022/12
Y1 - 2022/12
N2 - From the anti-inflammatory screening of Formosan Lauraceous plants, the methanolic extract of the root of Machilus zuihoensis var. mushaensis stood out for its potent inhibitory activity toward superoxide anion and elastase release in human neutrophils. Bioassay-guided fractionation of the root of M. zuihoensis var. mushaensis led to eight new compounds, including two butanolides (1–2), five lignanoids (3–7), and one sesquiterpenoid (8), along with 50 known compounds (9–58). Structures of these compounds were elucidated by NMR, UV, IR, CD, and MS analyses. Thirty-two isolates were evaluated for their anti-inflammatory activity. Among them, 9, 20, 27, 28, 30, 31, 35, and 40 exhibited significant superoxide anion generation inhibition selectively (IC50 value < 7.4 μM), 15 and 19 showed selective inhibition toward elastase release (IC50 value < 8.0 μM). Moreover, 3, 16, 21, and 22 simultaneously displayed superoxide anion generation and elastase release inhibition. It is worth mentioning that 21 and 22 showed more potent inhibitory activities (IC50 < 1.0 μM) on superoxide anion than the positive control, LY294002. Further quantitative HPLC analysis indicated the content of 21 and 22 were 0.90 and 3.04 mg/g (w/w) in the ethyl-acetate layer of the root of M. zuihoensis var. mushaensis, respectively. Altogether, M. zuihoensis var. mushaensis revealed a potential for developing the botanical new drug against inflammation-related disease.
AB - From the anti-inflammatory screening of Formosan Lauraceous plants, the methanolic extract of the root of Machilus zuihoensis var. mushaensis stood out for its potent inhibitory activity toward superoxide anion and elastase release in human neutrophils. Bioassay-guided fractionation of the root of M. zuihoensis var. mushaensis led to eight new compounds, including two butanolides (1–2), five lignanoids (3–7), and one sesquiterpenoid (8), along with 50 known compounds (9–58). Structures of these compounds were elucidated by NMR, UV, IR, CD, and MS analyses. Thirty-two isolates were evaluated for their anti-inflammatory activity. Among them, 9, 20, 27, 28, 30, 31, 35, and 40 exhibited significant superoxide anion generation inhibition selectively (IC50 value < 7.4 μM), 15 and 19 showed selective inhibition toward elastase release (IC50 value < 8.0 μM). Moreover, 3, 16, 21, and 22 simultaneously displayed superoxide anion generation and elastase release inhibition. It is worth mentioning that 21 and 22 showed more potent inhibitory activities (IC50 < 1.0 μM) on superoxide anion than the positive control, LY294002. Further quantitative HPLC analysis indicated the content of 21 and 22 were 0.90 and 3.04 mg/g (w/w) in the ethyl-acetate layer of the root of M. zuihoensis var. mushaensis, respectively. Altogether, M. zuihoensis var. mushaensis revealed a potential for developing the botanical new drug against inflammation-related disease.
KW - Anti-inflammation
KW - Butanolide
KW - Lauraceae
KW - Lignanoid
KW - Machilus zuihoensis var. mushaensis
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U2 - 10.1016/j.bioorg.2022.106166
DO - 10.1016/j.bioorg.2022.106166
M3 - Article
C2 - 36191429
AN - SCOPUS:85139050034
SN - 0045-2068
VL - 129
JO - Bioorganic Chemistry
JF - Bioorganic Chemistry
M1 - 106166
ER -