Three pairs of sesquiterpene enantiomers from Chloranthus multistachys pei

Phytochemical investigation on the whole plant of Chloranthus multistachys pei (Chloranthaceae) afforded three pairs of new sesquiterpene enantiomers (+)/(−)-chlorantene M [(+)/(−)-1], (+)/(−)-chlorantene M1 [(+)/(−)-2] and (+)/(−)-chlorantene N [(+)/(−)-3]. The structures of new compounds were dete...

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Bibliographic Details
Published in:Natural product research 2022-10, Vol.36 (20), p.5255-5262
Main Authors: Huang, Wei-ming, Chen, Fang-you, Bian, Yu-ting, Ning, Tian-jiao, Chen, Zhi-chao, Shuang, Peng-cheng, Luo, Yong-ming
Format: Article
Language:English
Subjects:
anti-inflammatory
Chloranthus multistachys Pei
enantiomer
Enantiomers
Inflammation
Lipopolysaccharides
Macrophages
NMR
Nuclear magnetic resonance
sesquiterpene
Single crystals
X-ray diffraction
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Summary:Phytochemical investigation on the whole plant of Chloranthus multistachys pei (Chloranthaceae) afforded three pairs of new sesquiterpene enantiomers (+)/(−)-chlorantene M [(+)/(−)-1], (+)/(−)-chlorantene M1 [(+)/(−)-2] and (+)/(−)-chlorantene N [(+)/(−)-3]. The structures of new compounds were determined through spectroscopic techniques (HR-ESI-MS, 1 D and 2 D NMR), besides, their absolute and relative configurations were established by using Single-crystal X-ray diffraction analysis and CD spectrum. The anti-inflammatory potential of all compounds was evaluated by applying LPS induced RAW 264.7 macrophage inflammatory model, and the results were that none of these compounds showed activity (IC 50 > 100 μM).
ISSN:1478-6419
1478-6427
DOI:10.1080/14786419.2021.1929974