Fitoterapia2022,Vol.1585.DOI:10.1016/j.fitote.2022.105173

A pair of enantiomeric dimers with an unprecedented skeleton from stem barks of Syringa pinnatifolia

Su G. Jiao S. Huang L. Zhang R. Xu J. Liu C. Tu P. Chai X. Liu J.
Fitoterapia2022,Vol.1585.DOI:10.1016/j.fitote.2022.105173

A pair of enantiomeric dimers with an unprecedented skeleton from stem barks of Syringa pinnatifolia

Su G. 1Jiao S. 1Huang L. 2Zhang R. 1Xu J. 1Liu C. 1Tu P. 1Chai X. 1Liu J.2
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作者信息

  • 1. Modern Research Center for Traditional Chinese Medicine School of Chinese Materia Medica Beijing University of Chinese Medicine
  • 2. State Key Laboratory Breeding Base of Dao-di Herbs National Resource Center for Chinese Materia Medica China Academy of Chinese Medical Sciences
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Abstract

? 2022A pair of enantiomers with a rearranged dimeric phenylethanol skeleton, namely (±)-disyringol A (1a and 1b), were isolated from the stem barks of Syringa pinnatifolia. The structures were established using IR, UV, MS, and NMR data, and their absolute configurations were resolved by experimental and calculated ECD data analysis. Their biosynthetic pathway was speculated on the basis of a phenylethanoid precursor and was proved by a total synthesis. Compounds 1a and 1b showed the inhibition against NO production in LPS-induced RAW264.7 cells with their IC50 values of 27.28 and 24.64 μM, respectively, however no protective effect was observed against the hypoxia-induced injuries to H9c2 cells.

Key words

Disyringol/ECD calculation/Phenylethanol dimers/Synthesis/Syringa pinnatifolia

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出版年

2022
Fitoterapia

Fitoterapia

SCI
ISSN:0367-326X
参考文献量20
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