Efficient synthesis of flavanone glucuronides

Ahcene Boumendjel; Madeleine Blanc; Gary Williamson; Denis Barron

doi:10.1021/jf9011467

Efficient synthesis of flavanone glucuronides

Ahcene Boumendjel
, Madeleine Blanc
, Gary Williamson
, Denis Barron

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

19 Citations (Scopus)

Abstract

The first efficient synthesis of flavanone glucuronides as potential human metabolites is described. The synthetic strategy is based on acetyl protection, followed by a combination of chemical and enzymatic deprotection steps. As an example, the method is applied to a synthesis of 7,4′-di-O- methyleriodictyol 3′-O-β-D-glucuronide. The aglycone is a flavanone naturally present in tarragon spice (Artemisia dracunculus) as well as in various Chinese, Brazilian, and Malaysian medicinal plants.

Original language	English
Pages (from-to)	7264-7267
Number of pages	4
Journal	Journal of Agricultural and Food Chemistry
Volume	57
Issue number	16
DOIs	https://doi.org/10.1021/jf9011467
Publication status	Published - 1 Jan 2009
Externally published	Yes

Keywords

Artemisia dracunculus
Enzymatic deprotection
Flavanone glucuronides
Human metabolites
Synthesis
Tarragon

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10.1021/jf9011467

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abstract = "The first efficient synthesis of flavanone glucuronides as potential human metabolites is described. The synthetic strategy is based on acetyl protection, followed by a combination of chemical and enzymatic deprotection steps. As an example, the method is applied to a synthesis of 7,4′-di-O- methyleriodictyol 3′-O-β-D-glucuronide. The aglycone is a flavanone naturally present in tarragon spice (Artemisia dracunculus) as well as in various Chinese, Brazilian, and Malaysian medicinal plants.",

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T1 - Efficient synthesis of flavanone glucuronides

AU - Boumendjel, Ahcene

AU - Blanc, Madeleine

AU - Williamson, Gary

AU - Barron, Denis

PY - 2009/1/1

Y1 - 2009/1/1

N2 - The first efficient synthesis of flavanone glucuronides as potential human metabolites is described. The synthetic strategy is based on acetyl protection, followed by a combination of chemical and enzymatic deprotection steps. As an example, the method is applied to a synthesis of 7,4′-di-O- methyleriodictyol 3′-O-β-D-glucuronide. The aglycone is a flavanone naturally present in tarragon spice (Artemisia dracunculus) as well as in various Chinese, Brazilian, and Malaysian medicinal plants.

AB - The first efficient synthesis of flavanone glucuronides as potential human metabolites is described. The synthetic strategy is based on acetyl protection, followed by a combination of chemical and enzymatic deprotection steps. As an example, the method is applied to a synthesis of 7,4′-di-O- methyleriodictyol 3′-O-β-D-glucuronide. The aglycone is a flavanone naturally present in tarragon spice (Artemisia dracunculus) as well as in various Chinese, Brazilian, and Malaysian medicinal plants.

KW - Artemisia dracunculus

KW - Enzymatic deprotection

KW - Flavanone glucuronides

KW - Human metabolites

KW - Synthesis

KW - Tarragon

UR - https://www.scopus.com/pages/publications/70349201149

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DO - 10.1021/jf9011467

M3 - Article

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SN - 0021-8561

VL - 57

SP - 7264

EP - 7267

JO - Journal of Agricultural and Food Chemistry

JF - Journal of Agricultural and Food Chemistry

IS - 16

ER -

Efficient synthesis of flavanone glucuronides

Abstract

Keywords

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