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Characteristic α-Acid Derivatives from Humulus lupulus with Antineuroinflammatory Activities

Author:
Li, Jiayuan, Li, Ning, Li, Xuezheng, Chen, Gang, Wang, Cungang, Lin, Bin, Hou, Yue
Source:
Journal of natural products 2017 v.80 no.12 pp. 3081-3092
ISSN:
1520-6025
Subject:
Humulus lupulus, alpha acids, biochemical pathways, circular dichroism spectroscopy, hops, inhibitory concentration 50, nitric oxide, nuclear magnetic resonance spectroscopy, spectral analysis, structure-activity relationships
Abstract:
Twenty compounds, including 14 new α-acid derivatives, a new chromone, and five known compounds, were identified from the pistillate inflorescence of Humulus lupulus (hops), and their structures were elucidated via physical data analysis. The absolute configurations of new α-acid derivatives 1–11b were determined by comparing their computed and experimental electronic circular dichroism spectra using TDDFT and NMR spectroscopic data. A putative biosynthetic pathway for the identified components was deduced. Their antineuroinflammatory effects were assayed systematically, and their structure–activity relationships are discussed briefly. Among the identified compounds, compound 14 displayed moderate inhibitory effects against nitric oxide production with an IC₅₀ value of 7.92 μM.
Agid:
6042964