Gene/Protein
Disease
Symptom
Drug
Enzyme
Compound
Pivot Concepts:
Gene/Protein
Disease
Symptom
Drug
Enzyme
Compound
Target Concepts:
Gene/Protein
Disease
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Enzyme
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Query: EC:6.2.1.1 (
ACS
)
78,556
document(s) hit in 31,850,051 MEDLINE articles (0.00 seconds)
Gut metabolism of natural products is of great interest due to the altered biological activity of the metabolites. To study the gut metabolism of the dietary furanocoumarins, the biotransformation of
Angelica dahurica
was studied with human gut microbiota. The major components of
Avenula dahurica
, including xanthotoxin (
1
), bergapten (
2
), imperatorin (
3
), isoimperatorin (
4
), oxypeucedanin (
5
), and byakangelicol (
6
), were all metabolized by the human fecal sample, and each furanocoumarin was also biotransformed by
Blautia
sp. MRG-
PMF1
responsible for intestinal
O
-demethylation. Oxypeucedanin (
5
) and byakangelicol (
6
) were converted to oxypeucedanin hydrate (
9
) and desmethylbyakangelicin (
12
), respectively. The gut microbial conversion of xanthotoxin (
1
) and bergapten (
2
) with the MRG-
PMF1
strain resulted in the production of xanthotoxol (
7
) and bergaptol (
8
), respectively, due to the methyl aryl ether cleavage by
O
-methyltransferase. Unexpectedly, the biotransformation of prenylated furanocoumarins, imperatorin (
3
), and isoimperatorin (
4
) resulted in the corresponding deprenylated furanocoumarins of xanthotoxol (
7
) and bergaptol (
8
), respectively. The cleavage of the prenyl aryl ether group by gut microbiota was unprecedented metabolism. Our data presented the first deprenylation of prenylated natural products, presumably by the anaerobic prenyl aryl ether cleavage reaction catalyzed by Co-corrinoid enzyme.
ACS
Omega 2020 Dec 01
PMID:Gut Metabolism of Furanocoumarins: Proposed Function of Co
O
-Methyltransferase. 3328 18
