Alkaloids and Styryl lactones from <i<Goniothalamus ridleyi</i< King and Their <i<α</i<-Glucosidase Inhibitory Activity
Gonioridleylactam (<b<1</b<), a new compound, is a unique dimeric aristolactam isolated from the EtOAc extract of the twigs of <i<Goniothalamus ridleyi</i< King. The structure of gonioridleylactam (<b<1</b<) consists of two different aristolactams linked together...
Ausführliche Beschreibung
Autor*in: |
Isaraporn Polbuppha [verfasserIn] Passakorn Teerapongpisan [verfasserIn] Piyaporn Phukhatmuen [verfasserIn] Virayu Suthiphasilp [verfasserIn] Tharakorn Maneerat [verfasserIn] Rawiwan Charoensup [verfasserIn] Raymond J. Andersen [verfasserIn] Surat Laphookhieo [verfasserIn] |
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Format: |
E-Artikel |
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Sprache: |
Englisch |
Erschienen: |
2023 |
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Schlagwörter: |
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Übergeordnetes Werk: |
In: Molecules - MDPI AG, 2003, 28(2023), 3, p 1158 |
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Übergeordnetes Werk: |
volume:28 ; year:2023 ; number:3, p 1158 |
Links: |
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DOI / URN: |
10.3390/molecules28031158 |
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Katalog-ID: |
DOAJ080614892 |
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10.3390/molecules28031158 doi (DE-627)DOAJ080614892 (DE-599)DOAJe749b71c36ad418c8b2a5a3d1c78e739 DE-627 ger DE-627 rakwb eng QD241-441 Isaraporn Polbuppha verfasserin aut Alkaloids and Styryl lactones from <i<Goniothalamus ridleyi</i< King and Their <i<α</i<-Glucosidase Inhibitory Activity 2023 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Gonioridleylactam (<b<1</b<), a new compound, is a unique dimeric aristolactam isolated from the EtOAc extract of the twigs of <i<Goniothalamus ridleyi</i< King. The structure of gonioridleylactam (<b<1</b<) consists of two different aristolactams linked together with two methylenedioxy bridges at C–3/C–3′ and C–4/C–4′, generating a ten-membered ring of [1,3,6,8]tetraoxecine. A new natural product, gonioridleyindole (3-hydroxymethyl-1-methyl-1<i<H</i<-benz[<i<f</i<]indole-4,9-dione, <b<2</b<), together with eight known compounds (<b<3–10</b<) were also isolated from this plant. Their structures were extensively characterized by spectroscopic methods and comparisons were made with the literature. Compounds <b<1–4</b<, <b<7</b<, and <b<9</b< were evaluated for their <i<α</i<-glucosidase inhibitory activity. Of these, 3,5-demethoxypiperolide (<b<7</b<) displayed the highest <i<α</i<-glucosidase inhibitory activity, with an IC<sub<50</sub< value of 1.25 µM. <i<Goniothalamus ridleyi</i< dimeric aristolactam styryl lactone <i<α</i<-glucosidase inhibitory activity Organic chemistry Passakorn Teerapongpisan verfasserin aut Piyaporn Phukhatmuen verfasserin aut Virayu Suthiphasilp verfasserin aut Tharakorn Maneerat verfasserin aut Rawiwan Charoensup verfasserin aut Raymond J. Andersen verfasserin aut Surat Laphookhieo verfasserin aut In Molecules MDPI AG, 2003 28(2023), 3, p 1158 (DE-627)311313132 (DE-600)2008644-1 14203049 nnns volume:28 year:2023 number:3, p 1158 https://doi.org/10.3390/molecules28031158 kostenfrei https://doaj.org/article/e749b71c36ad418c8b2a5a3d1c78e739 kostenfrei https://www.mdpi.com/1420-3049/28/3/1158 kostenfrei https://doaj.org/toc/1420-3049 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2055 GBV_ILN_2111 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 28 2023 3, p 1158 |
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10.3390/molecules28031158 doi (DE-627)DOAJ080614892 (DE-599)DOAJe749b71c36ad418c8b2a5a3d1c78e739 DE-627 ger DE-627 rakwb eng QD241-441 Isaraporn Polbuppha verfasserin aut Alkaloids and Styryl lactones from <i<Goniothalamus ridleyi</i< King and Their <i<α</i<-Glucosidase Inhibitory Activity 2023 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Gonioridleylactam (<b<1</b<), a new compound, is a unique dimeric aristolactam isolated from the EtOAc extract of the twigs of <i<Goniothalamus ridleyi</i< King. The structure of gonioridleylactam (<b<1</b<) consists of two different aristolactams linked together with two methylenedioxy bridges at C–3/C–3′ and C–4/C–4′, generating a ten-membered ring of [1,3,6,8]tetraoxecine. A new natural product, gonioridleyindole (3-hydroxymethyl-1-methyl-1<i<H</i<-benz[<i<f</i<]indole-4,9-dione, <b<2</b<), together with eight known compounds (<b<3–10</b<) were also isolated from this plant. Their structures were extensively characterized by spectroscopic methods and comparisons were made with the literature. Compounds <b<1–4</b<, <b<7</b<, and <b<9</b< were evaluated for their <i<α</i<-glucosidase inhibitory activity. Of these, 3,5-demethoxypiperolide (<b<7</b<) displayed the highest <i<α</i<-glucosidase inhibitory activity, with an IC<sub<50</sub< value of 1.25 µM. <i<Goniothalamus ridleyi</i< dimeric aristolactam styryl lactone <i<α</i<-glucosidase inhibitory activity Organic chemistry Passakorn Teerapongpisan verfasserin aut Piyaporn Phukhatmuen verfasserin aut Virayu Suthiphasilp verfasserin aut Tharakorn Maneerat verfasserin aut Rawiwan Charoensup verfasserin aut Raymond J. Andersen verfasserin aut Surat Laphookhieo verfasserin aut In Molecules MDPI AG, 2003 28(2023), 3, p 1158 (DE-627)311313132 (DE-600)2008644-1 14203049 nnns volume:28 year:2023 number:3, p 1158 https://doi.org/10.3390/molecules28031158 kostenfrei https://doaj.org/article/e749b71c36ad418c8b2a5a3d1c78e739 kostenfrei https://www.mdpi.com/1420-3049/28/3/1158 kostenfrei https://doaj.org/toc/1420-3049 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2055 GBV_ILN_2111 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 28 2023 3, p 1158 |
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10.3390/molecules28031158 doi (DE-627)DOAJ080614892 (DE-599)DOAJe749b71c36ad418c8b2a5a3d1c78e739 DE-627 ger DE-627 rakwb eng QD241-441 Isaraporn Polbuppha verfasserin aut Alkaloids and Styryl lactones from <i<Goniothalamus ridleyi</i< King and Their <i<α</i<-Glucosidase Inhibitory Activity 2023 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Gonioridleylactam (<b<1</b<), a new compound, is a unique dimeric aristolactam isolated from the EtOAc extract of the twigs of <i<Goniothalamus ridleyi</i< King. The structure of gonioridleylactam (<b<1</b<) consists of two different aristolactams linked together with two methylenedioxy bridges at C–3/C–3′ and C–4/C–4′, generating a ten-membered ring of [1,3,6,8]tetraoxecine. A new natural product, gonioridleyindole (3-hydroxymethyl-1-methyl-1<i<H</i<-benz[<i<f</i<]indole-4,9-dione, <b<2</b<), together with eight known compounds (<b<3–10</b<) were also isolated from this plant. Their structures were extensively characterized by spectroscopic methods and comparisons were made with the literature. Compounds <b<1–4</b<, <b<7</b<, and <b<9</b< were evaluated for their <i<α</i<-glucosidase inhibitory activity. Of these, 3,5-demethoxypiperolide (<b<7</b<) displayed the highest <i<α</i<-glucosidase inhibitory activity, with an IC<sub<50</sub< value of 1.25 µM. <i<Goniothalamus ridleyi</i< dimeric aristolactam styryl lactone <i<α</i<-glucosidase inhibitory activity Organic chemistry Passakorn Teerapongpisan verfasserin aut Piyaporn Phukhatmuen verfasserin aut Virayu Suthiphasilp verfasserin aut Tharakorn Maneerat verfasserin aut Rawiwan Charoensup verfasserin aut Raymond J. Andersen verfasserin aut Surat Laphookhieo verfasserin aut In Molecules MDPI AG, 2003 28(2023), 3, p 1158 (DE-627)311313132 (DE-600)2008644-1 14203049 nnns volume:28 year:2023 number:3, p 1158 https://doi.org/10.3390/molecules28031158 kostenfrei https://doaj.org/article/e749b71c36ad418c8b2a5a3d1c78e739 kostenfrei https://www.mdpi.com/1420-3049/28/3/1158 kostenfrei https://doaj.org/toc/1420-3049 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2055 GBV_ILN_2111 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 28 2023 3, p 1158 |
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10.3390/molecules28031158 doi (DE-627)DOAJ080614892 (DE-599)DOAJe749b71c36ad418c8b2a5a3d1c78e739 DE-627 ger DE-627 rakwb eng QD241-441 Isaraporn Polbuppha verfasserin aut Alkaloids and Styryl lactones from <i<Goniothalamus ridleyi</i< King and Their <i<α</i<-Glucosidase Inhibitory Activity 2023 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Gonioridleylactam (<b<1</b<), a new compound, is a unique dimeric aristolactam isolated from the EtOAc extract of the twigs of <i<Goniothalamus ridleyi</i< King. The structure of gonioridleylactam (<b<1</b<) consists of two different aristolactams linked together with two methylenedioxy bridges at C–3/C–3′ and C–4/C–4′, generating a ten-membered ring of [1,3,6,8]tetraoxecine. A new natural product, gonioridleyindole (3-hydroxymethyl-1-methyl-1<i<H</i<-benz[<i<f</i<]indole-4,9-dione, <b<2</b<), together with eight known compounds (<b<3–10</b<) were also isolated from this plant. Their structures were extensively characterized by spectroscopic methods and comparisons were made with the literature. Compounds <b<1–4</b<, <b<7</b<, and <b<9</b< were evaluated for their <i<α</i<-glucosidase inhibitory activity. Of these, 3,5-demethoxypiperolide (<b<7</b<) displayed the highest <i<α</i<-glucosidase inhibitory activity, with an IC<sub<50</sub< value of 1.25 µM. <i<Goniothalamus ridleyi</i< dimeric aristolactam styryl lactone <i<α</i<-glucosidase inhibitory activity Organic chemistry Passakorn Teerapongpisan verfasserin aut Piyaporn Phukhatmuen verfasserin aut Virayu Suthiphasilp verfasserin aut Tharakorn Maneerat verfasserin aut Rawiwan Charoensup verfasserin aut Raymond J. Andersen verfasserin aut Surat Laphookhieo verfasserin aut In Molecules MDPI AG, 2003 28(2023), 3, p 1158 (DE-627)311313132 (DE-600)2008644-1 14203049 nnns volume:28 year:2023 number:3, p 1158 https://doi.org/10.3390/molecules28031158 kostenfrei https://doaj.org/article/e749b71c36ad418c8b2a5a3d1c78e739 kostenfrei https://www.mdpi.com/1420-3049/28/3/1158 kostenfrei https://doaj.org/toc/1420-3049 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2055 GBV_ILN_2111 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 28 2023 3, p 1158 |
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Alkaloids and Styryl lactones from <i<Goniothalamus ridleyi</i< King and Their <i<α</i<-Glucosidase Inhibitory Activity |
abstract |
Gonioridleylactam (<b<1</b<), a new compound, is a unique dimeric aristolactam isolated from the EtOAc extract of the twigs of <i<Goniothalamus ridleyi</i< King. The structure of gonioridleylactam (<b<1</b<) consists of two different aristolactams linked together with two methylenedioxy bridges at C–3/C–3′ and C–4/C–4′, generating a ten-membered ring of [1,3,6,8]tetraoxecine. A new natural product, gonioridleyindole (3-hydroxymethyl-1-methyl-1<i<H</i<-benz[<i<f</i<]indole-4,9-dione, <b<2</b<), together with eight known compounds (<b<3–10</b<) were also isolated from this plant. Their structures were extensively characterized by spectroscopic methods and comparisons were made with the literature. Compounds <b<1–4</b<, <b<7</b<, and <b<9</b< were evaluated for their <i<α</i<-glucosidase inhibitory activity. Of these, 3,5-demethoxypiperolide (<b<7</b<) displayed the highest <i<α</i<-glucosidase inhibitory activity, with an IC<sub<50</sub< value of 1.25 µM. |
abstractGer |
Gonioridleylactam (<b<1</b<), a new compound, is a unique dimeric aristolactam isolated from the EtOAc extract of the twigs of <i<Goniothalamus ridleyi</i< King. The structure of gonioridleylactam (<b<1</b<) consists of two different aristolactams linked together with two methylenedioxy bridges at C–3/C–3′ and C–4/C–4′, generating a ten-membered ring of [1,3,6,8]tetraoxecine. A new natural product, gonioridleyindole (3-hydroxymethyl-1-methyl-1<i<H</i<-benz[<i<f</i<]indole-4,9-dione, <b<2</b<), together with eight known compounds (<b<3–10</b<) were also isolated from this plant. Their structures were extensively characterized by spectroscopic methods and comparisons were made with the literature. Compounds <b<1–4</b<, <b<7</b<, and <b<9</b< were evaluated for their <i<α</i<-glucosidase inhibitory activity. Of these, 3,5-demethoxypiperolide (<b<7</b<) displayed the highest <i<α</i<-glucosidase inhibitory activity, with an IC<sub<50</sub< value of 1.25 µM. |
abstract_unstemmed |
Gonioridleylactam (<b<1</b<), a new compound, is a unique dimeric aristolactam isolated from the EtOAc extract of the twigs of <i<Goniothalamus ridleyi</i< King. The structure of gonioridleylactam (<b<1</b<) consists of two different aristolactams linked together with two methylenedioxy bridges at C–3/C–3′ and C–4/C–4′, generating a ten-membered ring of [1,3,6,8]tetraoxecine. A new natural product, gonioridleyindole (3-hydroxymethyl-1-methyl-1<i<H</i<-benz[<i<f</i<]indole-4,9-dione, <b<2</b<), together with eight known compounds (<b<3–10</b<) were also isolated from this plant. Their structures were extensively characterized by spectroscopic methods and comparisons were made with the literature. Compounds <b<1–4</b<, <b<7</b<, and <b<9</b< were evaluated for their <i<α</i<-glucosidase inhibitory activity. Of these, 3,5-demethoxypiperolide (<b<7</b<) displayed the highest <i<α</i<-glucosidase inhibitory activity, with an IC<sub<50</sub< value of 1.25 µM. |
collection_details |
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container_issue |
3, p 1158 |
title_short |
Alkaloids and Styryl lactones from <i<Goniothalamus ridleyi</i< King and Their <i<α</i<-Glucosidase Inhibitory Activity |
url |
https://doi.org/10.3390/molecules28031158 https://doaj.org/article/e749b71c36ad418c8b2a5a3d1c78e739 https://www.mdpi.com/1420-3049/28/3/1158 https://doaj.org/toc/1420-3049 |
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true |
author2 |
Passakorn Teerapongpisan Piyaporn Phukhatmuen Virayu Suthiphasilp Tharakorn Maneerat Rawiwan Charoensup Raymond J. Andersen Surat Laphookhieo |
author2Str |
Passakorn Teerapongpisan Piyaporn Phukhatmuen Virayu Suthiphasilp Tharakorn Maneerat Rawiwan Charoensup Raymond J. Andersen Surat Laphookhieo |
ppnlink |
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doi_str |
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callnumber-a |
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up_date |
2024-07-03T15:36:57.317Z |
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