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Molecules 2018, 23(7), 1723; https://doi.org/10.3390/molecules23071723

New Octadecanoid Enantiomers from the Whole Plants of Plantago depressa

1
School of Chemistry and Chemical Engineering, University of Jinan, 336 West Road of Nan Xinzhuang, Jinan 250022, China
2
School of Biological Science and Technology, University of Jinan, 336 West Road of Nan Xinzhuang, Jinan 250022, China
*
Authors to whom correspondence should be addressed.
Academic Editor: Pavel B. Drasar
Received: 25 June 2018 / Revised: 10 July 2018 / Accepted: 11 July 2018 / Published: 14 July 2018
(This article belongs to the Special Issue Synthesis, Study and Utilization of Natural Products)
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Abstract

In this study, 19 octadecanoid derivatives—four pairs of enantiomers (18), two racemic/scalemic mixtures (910), and nine biosynthetically related analogues—were obtained from the ethanolic extract of a Chinese medicinal plant, Plantago depressa Willd. Their structures were elucidated on the basis of detailed spectroscopic analyses, with the absolute configurations of the new compounds assigned by time-dependent density functional theory (TD-DFT)-based electronic circular dichroism (ECD) calculations. Six of them (1, 36, and 9) were reported for the first time, while 2, 7, and 8 have been previously described as derivatives and are currently obtained as natural products. Our bioassays have established that selective compounds show in vitro anti-inflammatory activity by inhibiting lipopolysaccharide-induced nitric oxide (NO) production in mouse macrophage RAW 264.7 cells. View Full-Text
Keywords: Plantago depressa; octadecanoid; fatty acid; natural enantiomer; anti-inflammation Plantago depressa; octadecanoid; fatty acid; natural enantiomer; anti-inflammation
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Song, X.-Q.; Zhu, K.; Yu, J.-H.; Zhang, Q.; Zhang, Y.; He, F.; Cheng, Z.-Q.; Jiang, C.-S.; Bao, J.; Zhang, H. New Octadecanoid Enantiomers from the Whole Plants of Plantago depressa. Molecules 2018, 23, 1723.

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