Anti-inflammatory Limonoids From Cortex Dictamni.
PDF (1.4M)
+6 authors
Journal: 2020/March - Frontiers in Chemistry
ISSN: 2296-2646
Abstract:
The root barks of perennial herb <i>Dictamnus dasycarpus</i> (<i>Cortex Dictamni</i>) were reported to be rich in anti-inflammation activity constituents, limonoids. Then, the investigation of anti-inflammation therapeutic limonoids from this plant was developed in the present study. Through the combination of various chromatographies isolation, six new limonoids, named dictamlimonol A (<b>1</b>), dictamlimonoside B (<b>2</b>), and dictamlimonols C-F (<b>3</b>-<b>6</b>), along with seven known ones (<b>7</b>-<b>13</b>), were obtained. Their structures were ascertained based on the extensive spectroscopic methods and ECD data analysis. Among them, compound <b>1</b> was the first 7,19-epoxy limonoid found in natural products. The anti-inflammatory effects of all limonoids were evaluated in lipopolysaccharide (LPS)-treated RAW 264.7 cell lines. Compounds <b>5</b>, <b>7</b>-<b>11</b>, and <b>13</b> were found to inhibit LPS-induced nitric oxide (NO) production. Moreover, dictamlimonol D (<b>5</b>), fraxinellone (<b>11</b>), and dasylactone A (<b>13</b>) were found to reduce the LPS-induced expressions of interleukin-6 (IL-6), tumor necrosis factor (TNF-α), inducible nitric oxide synthase (iNOS), nuclear factor kappa-light-chain-enhancer of activated B cells (NF-κB), and cyclooxygenase-2 (COX-2) at the protein levels in a dose-dependent manner. These findings support that the administration of <i>Cortex Dictamni</i> may be beneficial for inflammation.
Open in
PUBMED | DOI | PMC | Google Scholar | Wikipedia
Relations:
Content
Conditions
(1)
Drugs
(1)
Chemicals
(10)
Genes
(5)
Organisms
(1)
Anatomy
(2)
Similar articles
Articles by the same authors
Discussion board
Front Chem 8: 73

Anti-inflammatory Limonoids From <em>Cortex Dictamni</em>

+2 authors
Click here for additional data file.(2.9M, pdf)
Tianjin Key Laboratory of TCM Chemistry and Analysis, Tianjin University of Traditional Chinese Medicine, Tianjin, China
Institute of TCM, Tianjin University of Traditional Chinese Medicine, Tianjin, China
State Key Laboratory of Medicinal Chemical Biology, College of Pharmacy, Nankai University, Tianjin, China
Tianjin Key Laboratory of Molecular Drug Research, Nankai University, Tianjin, China
Edited by: Zhendong Jin, The University of Iowa, United States
Reviewed by: Yingtong Di, Chinese Academy of Sciences, China; Gregory K. Friestad, The University of Iowa, United States
*Correspondence: Yi Zhang nc.ude.mctujt@hzxwwhz
Tao Wang nc.ude.mctujt@oatgnaw
This article was submitted to Organic Chemistry, a section of the journal Frontiers in Chemistry
†These authors have contributed equally to the work
Edited by: Zhendong Jin, The University of Iowa, United States
Reviewed by: Yingtong Di, Chinese Academy of Sciences, China; Gregory K. Friestad, The University of Iowa, United States
Received 2019 Sep 11; Accepted 2020 Jan 22.
Copyright © 2020 Chen, Ruan, Sun, Wang, Yang, Zhang, Yan, Yu, Guo, Zhang and Wang.
This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.

Abstract

The root barks of perennial herb Dictamnus dasycarpus (Cortex Dictamni) were reported to be rich in anti-inflammation activity constituents, limonoids. Then, the investigation of anti-inflammation therapeutic limonoids from this plant was developed in the present study. Through the combination of various chromatographies isolation, six new limonoids, named dictamlimonol A (1), dictamlimonoside B (2), and dictamlimonols C–F (3–6), along with seven known ones (7–13), were obtained. Their structures were ascertained based on the extensive spectroscopic methods and ECD data analysis. Among them, compound 1 was the first 7,19-epoxy limonoid found in natural products. The anti-inflammatory effects of all limonoids were evaluated in lipopolysaccharide (LPS)-treated RAW 264.7 cell lines. Compounds 5, 7–11, and 13 were found to inhibit LPS-induced nitric oxide (NO) production. Moreover, dictamlimonol D (5), fraxinellone (11), and dasylactone A (13) were found to reduce the LPS-induced expressions of interleukin-6 (IL-6), tumor necrosis factor (TNF-α), inducible nitric oxide synthase (iNOS), nuclear factor kappa-light-chain-enhancer of activated B cells (NF-κB), and cyclooxygenase-2 (COX-2) at the protein levels in a dose-dependent manner. These findings support that the administration of Cortex Dictamni may be beneficial for inflammation.

Keywords: Cortex Dictamni, dictamlimonoside, dictamlimonol, tumor necrosis factor, interleukin-6, inducible nitric oxide synthase, nuclear factor kappa-light-chain-enhancer of activated B cells, cyclooxygenase-2
Abstract

Footnotes

Funding. This work was financially supported by Important Drug Development Fund, Ministry of Science and Technology of China (2018ZX09711001-009-010, 2018ZX09735-002).

Footnotes
Click here for additional data file.(2.9M, pdf)
Collaboration tool especially designed for Life Science professionals.Drag-and-drop any entity to your messages.