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

• Published in: Molecules (Basel, Switzerland) Vol. 22; no. 11; p. 1897
• Main Authors: Chen, Liang-Chieh, Hsu, Kai-Cheng, Chiou, Lih-Chu, Tseng, Hui-Ju, Huang, Wei-Jan
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 04.11.2017; MDPI
• Subjects: Central nervous system; Deuterium - chemistry; Deuterium - pharmacokinetics; Deuterium - pharmacology; deuterium-labelled compound; Feasibility studies; flavone; Flavones - chemical synthesis; Flavones - chemistry; Flavones - pharmacokinetics; Flavones - pharmacology; hispidulin; Humans; Isotope Labeling - methods; Liver; Metabolism; microsome stability; Microsomes, Liver - metabolism; Stability; total synthesis; hispidulin; deuterium-labelled compound; total synthesis; flavone; microsome stability
• ISSN: 1420-3049; 1420-3049
• DOI: 10.3390/molecules22111897

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, -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.