Total synthesis and metabolic stability of hispidulin and its d-labelled derivative

Liang Chieh Chen; Kai Cheng Hsu; Lih Chu Chiou; Hui Ju Tseng; Wei Jan Huang

doi:10.3390/molecules22111897

Total synthesis and metabolic stability of hispidulin and its d-labelled derivative

Liang Chieh Chen, Kai Cheng Hsu, Lih Chu Chiou, Hui Ju Tseng, Wei Jan Huang

Research output: Contribution to journal › Article › peer-review

12 Citations (Scopus)

Abstract

Hispidulin is a naturally occurring flavone known to have various Central nervous system (CNS) activities. Proposed synthetic approaches to synthesizing hispidulin have proven unsatisfactory due to their low feasibility and poor overall yields. To solve these problems, this study developed a novel scheme for synthesizing hispidulin, which had an improved overall yield as well as more concise reaction steps compared to previous methods reported. Additionally, using the same synthetic strategy, d-labelled hispidulin was synthesized to investigate its metabolic stability against human liver microsome. This work may produce new chemical entities for enriching the library of hispidulin-derived compounds.

Original language	English
Article number	1897
Journal	Molecules
Volume	22
Issue number	11
DOIs	https://doi.org/10.3390/molecules22111897
Publication status	Published - Nov 2017

Keywords

Deuterium-Labelled Compound
Flavone
Hispidulin
Microsome Stability
Total Synthesis

ASJC Scopus subject areas

Analytical Chemistry
Chemistry (miscellaneous)
Molecular Medicine
Pharmaceutical Science
Drug Discovery
Physical and Theoretical Chemistry
Organic Chemistry

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title = "Total synthesis and metabolic stability of hispidulin and its d-labelled derivative",

abstract = "Hispidulin is a naturally occurring flavone known to have various Central nervous system (CNS) activities. Proposed synthetic approaches to synthesizing hispidulin have proven unsatisfactory due to their low feasibility and poor overall yields. To solve these problems, this study developed a novel scheme for synthesizing hispidulin, which had an improved overall yield as well as more concise reaction steps compared to previous methods reported. Additionally, using the same synthetic strategy, d-labelled hispidulin was synthesized to investigate its metabolic stability against human liver microsome. This work may produce new chemical entities for enriching the library of hispidulin-derived compounds.",

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author = "Chen, {Liang Chieh} and Hsu, {Kai Cheng} and Chiou, {Lih Chu} and Tseng, {Hui Ju} and Huang, {Wei Jan}",

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T1 - Total synthesis and metabolic stability of hispidulin and its d-labelled derivative

AU - Chen, Liang Chieh

AU - Hsu, Kai Cheng

AU - Chiou, Lih Chu

AU - Tseng, Hui Ju

AU - Huang, Wei Jan

PY - 2017/11

Y1 - 2017/11

N2 - Hispidulin is a naturally occurring flavone known to have various Central nervous system (CNS) activities. Proposed synthetic approaches to synthesizing hispidulin have proven unsatisfactory due to their low feasibility and poor overall yields. To solve these problems, this study developed a novel scheme for synthesizing hispidulin, which had an improved overall yield as well as more concise reaction steps compared to previous methods reported. Additionally, using the same synthetic strategy, d-labelled hispidulin was synthesized to investigate its metabolic stability against human liver microsome. This work may produce new chemical entities for enriching the library of hispidulin-derived compounds.

AB - Hispidulin is a naturally occurring flavone known to have various Central nervous system (CNS) activities. Proposed synthetic approaches to synthesizing hispidulin have proven unsatisfactory due to their low feasibility and poor overall yields. To solve these problems, this study developed a novel scheme for synthesizing hispidulin, which had an improved overall yield as well as more concise reaction steps compared to previous methods reported. Additionally, using the same synthetic strategy, d-labelled hispidulin was synthesized to investigate its metabolic stability against human liver microsome. This work may produce new chemical entities for enriching the library of hispidulin-derived compounds.

KW - Deuterium-Labelled Compound

KW - Flavone

KW - Hispidulin

KW - Microsome Stability

KW - Total Synthesis

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Total synthesis and metabolic stability of hispidulin and its d-labelled derivative

Abstract

Keywords

ASJC Scopus subject areas

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