Comparison of pancreatic lipase inhibitory isoflavonoids from unripe and ripe fruits of Cudrania tricuspidata

The composition and content of the active constituents and their biological activity vary according to diverse factors including their maturation stages. A previous study showed that the fruits of Cudrania tricuspidata inhibited pancreatic lipase activity, a key enzyme in fat absorption. In this stu...

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Published in:PloS one 2017-03, Vol.12 (3), p.e0172069-e0172069
Main Authors: Jo, Yang Hee, Kim, Seon Beom, Liu, Qing, Do, Seon-Gil, Hwang, Bang Yeon, Lee, Mi Kyeong
Format: Article
Language:English
Subjects:
Analysis
Animals
Biological activity
Biology and Life Sciences
Chemical composition
Chemical properties
Constituents
Cudrania tricuspidata
Enzyme Inhibitors - isolation & purification
Enzyme Inhibitors - pharmacology
Erythrina
Flavonoids
Flavonoids - isolation & purification
Flavonoids - pharmacology
Flemingia
Fractionation
Fruit - chemistry
Fruit - growth & development
Fruits
High-performance liquid chromatography
Inhibition
Isoflavones
Isoflavonoids
Lipase
Lipase - antagonists & inhibitors
Liquid chromatography
Maclura - chemistry
Maclura - growth & development
Maturation
Medicine and Health Sciences
Moraceae
Obesity
Oils & fats
Pancreas
Pancreas - enzymology
Pharmacy
Phenolic compounds
Phenols
Physical Sciences
Physiological aspects
Research and Analysis Methods
Studies
Swine
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cited_by cdi_FETCH-LOGICAL-c725t-820ef2f723ea1ef5792a9c0e857a9a1c636e72504b82d593e1c55b288096a8993
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creator Jo, Yang Hee
Kim, Seon Beom
Liu, Qing
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Hwang, Bang Yeon
Lee, Mi Kyeong
description The composition and content of the active constituents and their biological activity vary according to diverse factors including their maturation stages. A previous study showed that the fruits of Cudrania tricuspidata inhibited pancreatic lipase activity, a key enzyme in fat absorption. In this study, we investigated the chemical composition and pancreatic lipase inhibitory activity of unripe and ripe fruits of C. tricuspidata. Unripe fruits of C. tricuspidata have a higher content of total phenolic and flavonoids and exhibited stronger pancreatic lipase inhibition compared to ripe fruits. HPLC analysis revealed the different chemical compositions of the unripe and ripe fruits. Further fractionation resulted in the isolation of 30 compounds including two new isoflavonoids. Analysis of the chemical constituents of the unripe and ripe fruits revealed that a 2,2-dimethylpyran ring, a cyclized prenyl, was the predominant side chain in the unripe fruits, whereas it was a linear prenyl group in the ripe fruits. In addition, a new isoflavonoid (19) from the unripe fruits showed the most potent inhibition on pancreatic lipase. Taken together, the maturation stage is an important factor for maximum efficacy and that unripe fruits of C. tricuspidata are a good source of new bioactive constituents for the regulation of obesity.
doi_str_mv 10.1371/journal.pone.0172069
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A previous study showed that the fruits of Cudrania tricuspidata inhibited pancreatic lipase activity, a key enzyme in fat absorption. In this study, we investigated the chemical composition and pancreatic lipase inhibitory activity of unripe and ripe fruits of C. tricuspidata. Unripe fruits of C. tricuspidata have a higher content of total phenolic and flavonoids and exhibited stronger pancreatic lipase inhibition compared to ripe fruits. HPLC analysis revealed the different chemical compositions of the unripe and ripe fruits. Further fractionation resulted in the isolation of 30 compounds including two new isoflavonoids. Analysis of the chemical constituents of the unripe and ripe fruits revealed that a 2,2-dimethylpyran ring, a cyclized prenyl, was the predominant side chain in the unripe fruits, whereas it was a linear prenyl group in the ripe fruits. In addition, a new isoflavonoid (19) from the unripe fruits showed the most potent inhibition on pancreatic lipase. 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Taken together, the maturation stage is an important factor for maximum efficacy and that unripe fruits of C. tricuspidata are a good source of new bioactive constituents for the regulation of obesity.</abstract><cop>United States</cop><pub>Public Library of Science</pub><pmid>28253267</pmid><doi>10.1371/journal.pone.0172069</doi><tpages>e0172069</tpages><orcidid>https://orcid.org/0000-0001-5814-2720</orcidid><oa>free_for_read</oa></addata></record>
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subjects Analysis
Animals
Biological activity
Biology and Life Sciences
Chemical composition
Chemical properties
Constituents
Cudrania tricuspidata
Enzyme Inhibitors - isolation & purification
Enzyme Inhibitors - pharmacology
Erythrina
Flavonoids
Flavonoids - isolation & purification
Flavonoids - pharmacology
Flemingia
Fractionation
Fruit - chemistry
Fruit - growth & development
Fruits
High-performance liquid chromatography
Inhibition
Isoflavones
Isoflavonoids
Lipase
Lipase - antagonists & inhibitors
Liquid chromatography
Maclura - chemistry
Maclura - growth & development
Maturation
Medicine and Health Sciences
Moraceae
Obesity
Oils & fats
Pancreas
Pancreas - enzymology
Pharmacy
Phenolic compounds
Phenols
Physical Sciences
Physiological aspects
Research and Analysis Methods
Studies
Swine
title Comparison of pancreatic lipase inhibitory isoflavonoids from unripe and ripe fruits of Cudrania tricuspidata
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