New Derivatives of Lupeol and Their Biological Activity

The natural product lupeol (<b>1</b>) was isolated from <i>Bombax ceiba</i> leaves, which were used as starting material in the semisynthetic approach. Three new derivatives (<b>2a</b>, <b>2b</b>, and <b>3</b>) were synthesized using oxidat...

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Main Authors: Hoang-Thuy-Tien Le, Quoc-Cuong Chau, Thuc-Huy Duong, Quyen-Thien-Phuc Tran, Nguyen-Kim-Tuyen Pham, Thi-Hoai-Thu Nguyen, Ngoc-Hong Nguyen, Jirapast Sichaem
Format: Article
Language:English
Published: MDPI AG 2021-12-01
Series:Molbank
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Online Access:https://www.mdpi.com/1422-8599/2021/4/M1306
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author Hoang-Thuy-Tien Le
Quoc-Cuong Chau
Thuc-Huy Duong
Quyen-Thien-Phuc Tran
Nguyen-Kim-Tuyen Pham
Thi-Hoai-Thu Nguyen
Ngoc-Hong Nguyen
Jirapast Sichaem
author_facet Hoang-Thuy-Tien Le
Quoc-Cuong Chau
Thuc-Huy Duong
Quyen-Thien-Phuc Tran
Nguyen-Kim-Tuyen Pham
Thi-Hoai-Thu Nguyen
Ngoc-Hong Nguyen
Jirapast Sichaem
author_sort Hoang-Thuy-Tien Le
collection DOAJ
description The natural product lupeol (<b>1</b>) was isolated from <i>Bombax ceiba</i> leaves, which were used as starting material in the semisynthetic approach. Three new derivatives (<b>2a</b>, <b>2b</b>, and <b>3</b>) were synthesized using oxidation and aldolization. Their chemical structures were elucidated by spectroscopic analyses (HRESIMS and NMR). Compounds <b>3</b> showed significant <i>α</i>-glucosidase inhibition with an IC<sub>50</sub> value of 202 µM, whereas <b>2a</b> and <b>2b</b> were inactive.
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spelling doaj.art-8165e72be7ed4f3984d66b196435a0cd2023-11-23T09:43:40ZengMDPI AGMolbank1422-85992021-12-0120214M130610.3390/M1306New Derivatives of Lupeol and Their Biological ActivityHoang-Thuy-Tien Le0Quoc-Cuong Chau1Thuc-Huy Duong2Quyen-Thien-Phuc Tran3Nguyen-Kim-Tuyen Pham4Thi-Hoai-Thu Nguyen5Ngoc-Hong Nguyen6Jirapast Sichaem7Department of Organic Chemistry, Faculty of Chemistry, Ho Chi Minh City University of Education, Ho Chi Minh City 72711, VietnamDepartment of Organic Chemistry, Faculty of Chemistry, Ho Chi Minh City University of Education, Ho Chi Minh City 72711, VietnamDepartment of Organic Chemistry, Faculty of Chemistry, Ho Chi Minh City University of Education, Ho Chi Minh City 72711, VietnamDepartment of Organic Chemistry, Faculty of Chemistry, Ho Chi Minh City University of Education, Ho Chi Minh City 72711, VietnamFaculty of Environmental Science, Sai Gon University, Ho Chi Minh City 72711, VietnamFaculty of Basic Sciences, University of Medicine and Pharmacy at Ho Chi Minh City, 217 Hong Bang Street, Dist. 5, Ho Chi Minh City 700000, VietnamCirTech Institute, HUTECT University, Ho Chi Minh City 72324, VietnamResearch Unit in Natural Products Chemistry and Bioactivities, Faculty of Science and Technology, Thammasat University Lampang Campus, Lampang 52190, ThailandThe natural product lupeol (<b>1</b>) was isolated from <i>Bombax ceiba</i> leaves, which were used as starting material in the semisynthetic approach. Three new derivatives (<b>2a</b>, <b>2b</b>, and <b>3</b>) were synthesized using oxidation and aldolization. Their chemical structures were elucidated by spectroscopic analyses (HRESIMS and NMR). Compounds <b>3</b> showed significant <i>α</i>-glucosidase inhibition with an IC<sub>50</sub> value of 202 µM, whereas <b>2a</b> and <b>2b</b> were inactive.https://www.mdpi.com/1422-8599/2021/4/M1306lupeol derivativebenzylidene derivative<i>α</i>-glucosidase inhibitionOxone<sup>®</sup>
spellingShingle Hoang-Thuy-Tien Le
Quoc-Cuong Chau
Thuc-Huy Duong
Quyen-Thien-Phuc Tran
Nguyen-Kim-Tuyen Pham
Thi-Hoai-Thu Nguyen
Ngoc-Hong Nguyen
Jirapast Sichaem
New Derivatives of Lupeol and Their Biological Activity
Molbank
lupeol derivative
benzylidene derivative
<i>α</i>-glucosidase inhibition
Oxone<sup>®</sup>
title New Derivatives of Lupeol and Their Biological Activity
title_full New Derivatives of Lupeol and Their Biological Activity
title_fullStr New Derivatives of Lupeol and Their Biological Activity
title_full_unstemmed New Derivatives of Lupeol and Their Biological Activity
title_short New Derivatives of Lupeol and Their Biological Activity
title_sort new derivatives of lupeol and their biological activity
topic lupeol derivative
benzylidene derivative
<i>α</i>-glucosidase inhibition
Oxone<sup>®</sup>
url https://www.mdpi.com/1422-8599/2021/4/M1306
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AT nguyenkimtuyenpham newderivativesoflupeolandtheirbiologicalactivity
AT thihoaithunguyen newderivativesoflupeolandtheirbiologicalactivity
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