Structure determination, bitterness evaluation and hepatic gluconeogenesis inhibitory activity of triterpenoids from the Momordica charantia fruit

[Display omitted] •18 triterpenoids including two new ones were isolated from bitter melon.•The bitterness of all isolated compounds was evaluated.•Four triterpenoids displayed hepatic gluconeogenesis inhibitory activities.•Hypoglycemic activity of triterpenoids was not correlated with its bitternes...

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Veröffentlicht in:Food chemistry 2022-03, Vol.372, p.131224-131224, Article 131224
Hauptverfasser: Deng, Yuanyuan, Ma, Yongxuan, Liu, Huijuan, Zhang, Yan, Wei, Zhencheng, Liu, Guang, Tang, Xiaojun, Jia, Xuchao
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container_end_page 131224
container_issue
container_start_page 131224
container_title Food chemistry
container_volume 372
creator Deng, Yuanyuan
Ma, Yongxuan
Liu, Huijuan
Zhang, Yan
Wei, Zhencheng
Liu, Guang
Tang, Xiaojun
Jia, Xuchao
description [Display omitted] •18 triterpenoids including two new ones were isolated from bitter melon.•The bitterness of all isolated compounds was evaluated.•Four triterpenoids displayed hepatic gluconeogenesis inhibitory activities.•Hypoglycemic activity of triterpenoids was not correlated with its bitterness. Triterpenoids are hypoglycemic substances and flavor components of Momordica charantia L., whether their bitterness correlated with hypoglycemic potential remain unknown. Thus, triterpenoids in M. charantia were isolated by phytochemical methods and identified by spectroscopic analysis. The bitterness levels and hypoglycaemic activity of isolated triterpenoids were evaluated by electronic tongue and hepatic gluconeogenesis assay. Eighteen triterpenoids including two new ones, Momordicoside Y and Z, were identified. Among the six identified bitter triterpenoids, karaviloside III, goyaglycoside C, and momordicoside F2 were bitterer than caffeine (P 
doi_str_mv 10.1016/j.foodchem.2021.131224
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Triterpenoids are hypoglycemic substances and flavor components of Momordica charantia L., whether their bitterness correlated with hypoglycemic potential remain unknown. Thus, triterpenoids in M. charantia were isolated by phytochemical methods and identified by spectroscopic analysis. The bitterness levels and hypoglycaemic activity of isolated triterpenoids were evaluated by electronic tongue and hepatic gluconeogenesis assay. Eighteen triterpenoids including two new ones, Momordicoside Y and Z, were identified. Among the six identified bitter triterpenoids, karaviloside III, goyaglycoside C, and momordicoside F2 were bitterer than caffeine (P &lt; 0.05), with caffeine equivalent (CE) values of 289.19, 4.32, and 41.24 mg CE/mg, respectively. Momordicoside Y, charantoside C, momordicoside F1, and momordicoside G could inhibit hepatic gluconeogenesis by 23.9%, 36.2%, 33.4%, 34.4% at 40 μM, respectively. These four compounds could interact with active site of phosphoenolpyruvate carboxykinase in molecular docking simulation. No correlation was observed between hepatic gluconeogenesis inhibitory activity and bitterness of triterpenoids.</description><identifier>ISSN: 0308-8146</identifier><identifier>EISSN: 1873-7072</identifier><identifier>DOI: 10.1016/j.foodchem.2021.131224</identifier><language>eng</language><publisher>Elsevier Ltd</publisher><subject>Bitter melon ; Bitterness ; Gluconeogenesis ; Momordica charantia ; Triterpenoids</subject><ispartof>Food chemistry, 2022-03, Vol.372, p.131224-131224, Article 131224</ispartof><rights>2021 Elsevier Ltd</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c345t-27ed80144883bc04f071738943bb269b320ca3ebd48f4e1af3448b2b28bfbbe13</citedby><cites>FETCH-LOGICAL-c345t-27ed80144883bc04f071738943bb269b320ca3ebd48f4e1af3448b2b28bfbbe13</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.foodchem.2021.131224$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids></links><search><creatorcontrib>Deng, Yuanyuan</creatorcontrib><creatorcontrib>Ma, Yongxuan</creatorcontrib><creatorcontrib>Liu, Huijuan</creatorcontrib><creatorcontrib>Zhang, Yan</creatorcontrib><creatorcontrib>Wei, Zhencheng</creatorcontrib><creatorcontrib>Liu, Guang</creatorcontrib><creatorcontrib>Tang, Xiaojun</creatorcontrib><creatorcontrib>Jia, Xuchao</creatorcontrib><title>Structure determination, bitterness evaluation and hepatic gluconeogenesis inhibitory activity of triterpenoids from the Momordica charantia fruit</title><title>Food chemistry</title><description>[Display omitted] •18 triterpenoids including two new ones were isolated from bitter melon.•The bitterness of all isolated compounds was evaluated.•Four triterpenoids displayed hepatic gluconeogenesis inhibitory activities.•Hypoglycemic activity of triterpenoids was not correlated with its bitterness. Triterpenoids are hypoglycemic substances and flavor components of Momordica charantia L., whether their bitterness correlated with hypoglycemic potential remain unknown. Thus, triterpenoids in M. charantia were isolated by phytochemical methods and identified by spectroscopic analysis. The bitterness levels and hypoglycaemic activity of isolated triterpenoids were evaluated by electronic tongue and hepatic gluconeogenesis assay. Eighteen triterpenoids including two new ones, Momordicoside Y and Z, were identified. Among the six identified bitter triterpenoids, karaviloside III, goyaglycoside C, and momordicoside F2 were bitterer than caffeine (P &lt; 0.05), with caffeine equivalent (CE) values of 289.19, 4.32, and 41.24 mg CE/mg, respectively. Momordicoside Y, charantoside C, momordicoside F1, and momordicoside G could inhibit hepatic gluconeogenesis by 23.9%, 36.2%, 33.4%, 34.4% at 40 μM, respectively. These four compounds could interact with active site of phosphoenolpyruvate carboxykinase in molecular docking simulation. No correlation was observed between hepatic gluconeogenesis inhibitory activity and bitterness of triterpenoids.</description><subject>Bitter melon</subject><subject>Bitterness</subject><subject>Gluconeogenesis</subject><subject>Momordica charantia</subject><subject>Triterpenoids</subject><issn>0308-8146</issn><issn>1873-7072</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNqFkctuFDEQRS0EEkPCLyAvWdCDX5l2dqCIlxTEIsna8qOcrlG3PdjukeY3-GIcBtasSlV175WuDiFvONtyxnfv99uYc_ATLFvBBN9yyYVQz8iG61EOIxvFc7JhkulBc7V7SV7VumeMCcb1hvy6a2X1bS1AAzQoCybbMKd31GHre4JaKRztvP45U5sCneDQF08f59XnBPkRugorxTRhd-VyotY3PGI70RxpK9iDDpAyhkpjyQttE9DveckloLfUT7bY1ND254rtkryIdq7w-u-8IA-fP93ffB1uf3z5dvPxdvBSXbVBjBA040ppLZ1nKrKRj1JfK-mc2F07KZi3ElxQOirgNsoudcIJ7aJzwOUFeXvOPZT8c4XazILVwzzb3mmtRlxpNjKmhe7S3VnqS661QDSHgostJ8OZeYJg9uYfBPMEwZwhdOOHsxF6kSNCMdUjJA8BC_hmQsb_RfwGwnSYbw</recordid><startdate>20220315</startdate><enddate>20220315</enddate><creator>Deng, Yuanyuan</creator><creator>Ma, Yongxuan</creator><creator>Liu, Huijuan</creator><creator>Zhang, Yan</creator><creator>Wei, Zhencheng</creator><creator>Liu, Guang</creator><creator>Tang, Xiaojun</creator><creator>Jia, Xuchao</creator><general>Elsevier Ltd</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20220315</creationdate><title>Structure determination, bitterness evaluation and hepatic gluconeogenesis inhibitory activity of triterpenoids from the Momordica charantia fruit</title><author>Deng, Yuanyuan ; Ma, Yongxuan ; Liu, Huijuan ; Zhang, Yan ; Wei, Zhencheng ; Liu, Guang ; Tang, Xiaojun ; Jia, Xuchao</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c345t-27ed80144883bc04f071738943bb269b320ca3ebd48f4e1af3448b2b28bfbbe13</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Bitter melon</topic><topic>Bitterness</topic><topic>Gluconeogenesis</topic><topic>Momordica charantia</topic><topic>Triterpenoids</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Deng, Yuanyuan</creatorcontrib><creatorcontrib>Ma, Yongxuan</creatorcontrib><creatorcontrib>Liu, Huijuan</creatorcontrib><creatorcontrib>Zhang, Yan</creatorcontrib><creatorcontrib>Wei, Zhencheng</creatorcontrib><creatorcontrib>Liu, Guang</creatorcontrib><creatorcontrib>Tang, Xiaojun</creatorcontrib><creatorcontrib>Jia, Xuchao</creatorcontrib><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Food chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Deng, Yuanyuan</au><au>Ma, Yongxuan</au><au>Liu, Huijuan</au><au>Zhang, Yan</au><au>Wei, Zhencheng</au><au>Liu, Guang</au><au>Tang, Xiaojun</au><au>Jia, Xuchao</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Structure determination, bitterness evaluation and hepatic gluconeogenesis inhibitory activity of triterpenoids from the Momordica charantia fruit</atitle><jtitle>Food chemistry</jtitle><date>2022-03-15</date><risdate>2022</risdate><volume>372</volume><spage>131224</spage><epage>131224</epage><pages>131224-131224</pages><artnum>131224</artnum><issn>0308-8146</issn><eissn>1873-7072</eissn><abstract>[Display omitted] •18 triterpenoids including two new ones were isolated from bitter melon.•The bitterness of all isolated compounds was evaluated.•Four triterpenoids displayed hepatic gluconeogenesis inhibitory activities.•Hypoglycemic activity of triterpenoids was not correlated with its bitterness. Triterpenoids are hypoglycemic substances and flavor components of Momordica charantia L., whether their bitterness correlated with hypoglycemic potential remain unknown. Thus, triterpenoids in M. charantia were isolated by phytochemical methods and identified by spectroscopic analysis. The bitterness levels and hypoglycaemic activity of isolated triterpenoids were evaluated by electronic tongue and hepatic gluconeogenesis assay. Eighteen triterpenoids including two new ones, Momordicoside Y and Z, were identified. Among the six identified bitter triterpenoids, karaviloside III, goyaglycoside C, and momordicoside F2 were bitterer than caffeine (P &lt; 0.05), with caffeine equivalent (CE) values of 289.19, 4.32, and 41.24 mg CE/mg, respectively. Momordicoside Y, charantoside C, momordicoside F1, and momordicoside G could inhibit hepatic gluconeogenesis by 23.9%, 36.2%, 33.4%, 34.4% at 40 μM, respectively. These four compounds could interact with active site of phosphoenolpyruvate carboxykinase in molecular docking simulation. No correlation was observed between hepatic gluconeogenesis inhibitory activity and bitterness of triterpenoids.</abstract><pub>Elsevier Ltd</pub><doi>10.1016/j.foodchem.2021.131224</doi><tpages>1</tpages></addata></record>
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subjects Bitter melon
Bitterness
Gluconeogenesis
Momordica charantia
Triterpenoids
title Structure determination, bitterness evaluation and hepatic gluconeogenesis inhibitory activity of triterpenoids from the Momordica charantia fruit
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