Phytochemical investigation on the whole plant of pei (Chloranthaceae) afforded three pairs of new sesquiterpene enantiomers (+)/(-)-chlorantene M [(+)/(-)-], (+)/(-)-chlorantene M1 [(+)/(-)-] and (+)/(-)-chlorantene N [(+)/(-)-]. 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 > 100 μM).[Formula: see text].
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[Chemical constituents of sesquiterpenes from Chloranthus multistachys].
Zhongguo Zhong Yao Za Zhi
August 2021
School of Pharmacy, Jiangxi University of Chinese Medicine Nanchang 330004, China.
With repeated silica gel, octadecyl silica(ODS), and Sephadex LH-20 column chromatography, normal-phase and reverse-phase high performance liquid chromatography(HPLC), etc., a pair of new enantiomers and 5 known compounds were separated from the 95% ethanol extract of Chloranthus multistachys. These compounds were identified by the nuclear magnetic resonance spectroscopy(including 1 D-NMR and 2 D-NMR), single-crystal X-ray diffraction, circular dichroism(CD) spectroscopy, mass spectrometry(MS), and some other methods as(1R,4R,5R,8S,10R)-chloraeudolide H(1 a),(1S,4S,5S,8R,10S)-chloraeudolide H(1 b), hydroxyisogermafurenolide(2), 4α-hydroxy-5α,8β(H)-eudesm-7(11)-en-8,12-olide(3), chloraniolide A(4), chlorantene D(5), 4α,8β-dihydroxy-5α(H)-eudesm-7(11)-en-8,12-olide(6).
View Article and Find Full Text PDFThree pairs of sesquiterpene enantiomers from pei.
Nat Prod Res
October 2022
School of Pharmacy, Jiangxi University of Chinese Medicine, Nanchang, China.
Phytochemical investigation on the whole plant of pei (Chloranthaceae) afforded three pairs of new sesquiterpene enantiomers (+)/(-)-chlorantene M [(+)/(-)-], (+)/(-)-chlorantene M1 [(+)/(-)-] and (+)/(-)-chlorantene N [(+)/(-)-]. 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.
View Article and Find Full Text PDFSesquiterpenoids and phenylpropanoids from Chloranthus serratus.
J Nat Prod
December 2008
State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, People's Republic of China.
Seven new sesquiterpenoids, chlorantenes A-G (1-7), two new phenylpropanoids (8 and 9), and six known sesquiterpenoids were isolated from the whole plants of Chloranthus serratus. Their structures were elucidated on the basis of spectroscopic analyses. Chlorantene A (1) was a sesquiterpene with a unique C-4 and C-10 linkage, and chlorantene B (2) possessed a nitro group at C-1.
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