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Molecules 2017, 22(11), 1897; doi:10.3390/molecules22111897

Total Synthesis and Metabolic Stability of Hispidulin and Its d-Labelled Derivative

1
Graduate Institute of Pharmacognosy, College of Pharmacy, Taipei Medical University, Taipei 110, Taiwan
2
School of Pharmacy, College of Pharmacy, Taipei Medical University, Taipei 110, Taiwan
3
Program for Cancer Biology and Drug Discovery, College of Medical Science and Technology, Taipei Medical University, Taipei 110, Taiwan
4
Graduate Institute of Brain and Mind Sciences, College of Medicine, National Taiwan University, Taipei 110, Taiwan
5
Graduate Institute of Pharmacology, College of Medicine, National Taiwan University, Taipei 100, Taiwan
6
Program in Biotechnology Research and Development, College of Pharmacy, Taipei Medical University, Taipei 110, Taiwan
7
Program for the Clinical Drug Discovery from Botanical Herbs, Taipei 110, Taiwan
8
School of Pharmacy, National Defense Medical Center, Taipei 114, Taiwan
*
Author to whom correspondence should be addressed.
Received: 18 October 2017 / Revised: 1 November 2017 / Accepted: 2 November 2017 / Published: 4 November 2017
(This article belongs to the Section Natural Products)
View Full-Text   |   Download PDF [2196 KB, uploaded 4 November 2017]   |  

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. View Full-Text
Keywords: hispidulin; total synthesis; flavone; microsome stability; deuterium-labelled compound hispidulin; total synthesis; flavone; microsome stability; deuterium-labelled compound
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Chen, L.-C.; Hsu, K.-C.; Chiou, L.-C.; Tseng, H.-J.; Huang, W.-J. Total Synthesis and Metabolic Stability of Hispidulin and Its d-Labelled Derivative. Molecules 2017, 22, 1897.

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