Bioactivity‐guided isolation of anti‐inflammatory limonins from Chukrasia tabularis

Abstract Chukrasia tabularis is an economically important tree and widely cultured in the southeast of China. Its barks, leaves, and fruits are consumed as a traditional medicine and perceived as a valuable source for bioactive limonin compounds. The extracts from root barks of C. tabularis showed s...

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Main Authors: Jin‐Huang Shen, Yi‐Fan Zhang, Li Zhang, Na‐Na Yang, Xin‐Hua Ma, Tian‐Hua Zhong, Yong‐Hong Zhang
Format: Article
Language:English
Published: Wiley 2022-12-01
Series:Food Science & Nutrition
Subjects:
Online Access:https://doi.org/10.1002/fsn3.3015
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author Jin‐Huang Shen
Yi‐Fan Zhang
Li Zhang
Na‐Na Yang
Xin‐Hua Ma
Tian‐Hua Zhong
Yong‐Hong Zhang
author_facet Jin‐Huang Shen
Yi‐Fan Zhang
Li Zhang
Na‐Na Yang
Xin‐Hua Ma
Tian‐Hua Zhong
Yong‐Hong Zhang
author_sort Jin‐Huang Shen
collection DOAJ
description Abstract Chukrasia tabularis is an economically important tree and widely cultured in the southeast of China. Its barks, leaves, and fruits are consumed as a traditional medicine and perceived as a valuable source for bioactive limonin compounds. The extracts from root barks of C. tabularis showed significant anti‐inflammatory effect. The aim of this research was to explore the material basis of C. tabularis anti‐inflammatory activity, and to purify and identify anti‐inflammatory active ingredients. By a bioassay‐guided isolation of dichloromethane fraction obtained two novel phragmalin limonins, Chukrasitin D and E (1 and 2), together with 12 known limonins (3–14). The chemical structure of these compounds is determined on the basis of extensive spectral analysis and chemical reactivity. In addition, the activities of these isolated limonins on the production of nitric oxide (NO), tumor necrosis factor alpha (TNF‐α), and nuclear factor kappa B (NF‐κB) in RAW264.7 cells induced by lipopolysaccharide (LPS) were evaluated. Limonins 1 and 2 indicated significant anti‐inflammatory activity with IC50 values of 6.24 and 6.13 μM. Compound 1 notably inhibited the production of NF‐κB, TNF‐α and interleukin 6 (IL‐6) in macrophages. The present results suggest that the root barks of C. tabularis exhibited anti‐inflammatory effect and the limonins may be responsible for this activity.
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spelling doaj.art-d1c5b22d84784ed2b9424d7d452fcfb42022-12-22T04:22:07ZengWileyFood Science & Nutrition2048-71772022-12-0110124216422510.1002/fsn3.3015Bioactivity‐guided isolation of anti‐inflammatory limonins from Chukrasia tabularisJin‐Huang Shen0Yi‐Fan Zhang1Li Zhang2Na‐Na Yang3Xin‐Hua Ma4Tian‐Hua Zhong5Yong‐Hong Zhang6Fujian Key Laboratory of Natural Medicine Pharmacology, School of Pharmacy Fujian Medical University Fuzhou ChinaMedical Imaging Department First Affiliated Hospital of Fujian Medical University Fuzhou ChinaFujian Key Laboratory of Natural Medicine Pharmacology, School of Pharmacy Fujian Medical University Fuzhou ChinaFujian Key Laboratory of Natural Medicine Pharmacology, School of Pharmacy Fujian Medical University Fuzhou ChinaFujian Key Laboratory of Natural Medicine Pharmacology, School of Pharmacy Fujian Medical University Fuzhou ChinaKey Laboratory of Marine Biogenetic Resources, Third Institute of Oceanography Ministry of Natural Resources Xiamen ChinaFujian Key Laboratory of Natural Medicine Pharmacology, School of Pharmacy Fujian Medical University Fuzhou ChinaAbstract Chukrasia tabularis is an economically important tree and widely cultured in the southeast of China. Its barks, leaves, and fruits are consumed as a traditional medicine and perceived as a valuable source for bioactive limonin compounds. The extracts from root barks of C. tabularis showed significant anti‐inflammatory effect. The aim of this research was to explore the material basis of C. tabularis anti‐inflammatory activity, and to purify and identify anti‐inflammatory active ingredients. By a bioassay‐guided isolation of dichloromethane fraction obtained two novel phragmalin limonins, Chukrasitin D and E (1 and 2), together with 12 known limonins (3–14). The chemical structure of these compounds is determined on the basis of extensive spectral analysis and chemical reactivity. In addition, the activities of these isolated limonins on the production of nitric oxide (NO), tumor necrosis factor alpha (TNF‐α), and nuclear factor kappa B (NF‐κB) in RAW264.7 cells induced by lipopolysaccharide (LPS) were evaluated. Limonins 1 and 2 indicated significant anti‐inflammatory activity with IC50 values of 6.24 and 6.13 μM. Compound 1 notably inhibited the production of NF‐κB, TNF‐α and interleukin 6 (IL‐6) in macrophages. The present results suggest that the root barks of C. tabularis exhibited anti‐inflammatory effect and the limonins may be responsible for this activity.https://doi.org/10.1002/fsn3.3015anti‐inflammationChukrasia tabularislimoninsNOTNF‐α
spellingShingle Jin‐Huang Shen
Yi‐Fan Zhang
Li Zhang
Na‐Na Yang
Xin‐Hua Ma
Tian‐Hua Zhong
Yong‐Hong Zhang
Bioactivity‐guided isolation of anti‐inflammatory limonins from Chukrasia tabularis
Food Science & Nutrition
anti‐inflammation
Chukrasia tabularis
limonins
NO
TNF‐α
title Bioactivity‐guided isolation of anti‐inflammatory limonins from Chukrasia tabularis
title_full Bioactivity‐guided isolation of anti‐inflammatory limonins from Chukrasia tabularis
title_fullStr Bioactivity‐guided isolation of anti‐inflammatory limonins from Chukrasia tabularis
title_full_unstemmed Bioactivity‐guided isolation of anti‐inflammatory limonins from Chukrasia tabularis
title_short Bioactivity‐guided isolation of anti‐inflammatory limonins from Chukrasia tabularis
title_sort bioactivity guided isolation of anti inflammatory limonins from chukrasia tabularis
topic anti‐inflammation
Chukrasia tabularis
limonins
NO
TNF‐α
url https://doi.org/10.1002/fsn3.3015
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