New Triterpenoid from Novel Triterpenoid 15-O-Glycosylation on Ganoderic Acid A by Intestinal Bacteria of Zebrafish

Functional bacteria that could biotransform triterpenoids may exist in the diverse microflora of fish intestines. Ganoderic acid A (GAA) is a major triterpenoid from the medicinal fungus Ganoderma lucidum. In studying the microbial biotransformation of GAA, dozens of intestinal bacteria were isolate...

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Main Authors: Te-Sheng Chang, Chien-Min Chiang, Tzi-Yuan Wang, Chun-Hsien Lee, Yu-Wen Lee, Jiumn-Yih Wu
Format: Article
Language:English
Published: MDPI AG 2018-09-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/23/9/2345
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author Te-Sheng Chang
Chien-Min Chiang
Tzi-Yuan Wang
Chun-Hsien Lee
Yu-Wen Lee
Jiumn-Yih Wu
author_facet Te-Sheng Chang
Chien-Min Chiang
Tzi-Yuan Wang
Chun-Hsien Lee
Yu-Wen Lee
Jiumn-Yih Wu
author_sort Te-Sheng Chang
collection DOAJ
description Functional bacteria that could biotransform triterpenoids may exist in the diverse microflora of fish intestines. Ganoderic acid A (GAA) is a major triterpenoid from the medicinal fungus Ganoderma lucidum. In studying the microbial biotransformation of GAA, dozens of intestinal bacteria were isolated from the excreta of zebrafish. The bacteria’s ability to catalyze GAA were determined using ultra-performance liquid chromatography analysis. One positive strain, GA A07, was selected for functional studies. GA A07 was confirmed as Bacillus sp., based on the DNA sequences of the 16S rRNA gene. The biotransformed metabolite was purified with the preparative high-performance liquid chromatography method and identified as GAA-15-O-β-glucoside, based on the mass and nuclear magnetic resonance spectral data. The present study is the first to report the glycosylation of Ganoderma triterpenoids. Moreover, 15-O-glycosylation is a new microbial biotransformation of triterpenoids, and the biotransformed metabolite, GAA-15-O-β-glucoside, is a new compound.
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spelling doaj.art-34d97a72645f4f3db663e8a1f65bb5c92022-12-21T23:41:27ZengMDPI AGMolecules1420-30492018-09-01239234510.3390/molecules23092345molecules23092345New Triterpenoid from Novel Triterpenoid 15-O-Glycosylation on Ganoderic Acid A by Intestinal Bacteria of ZebrafishTe-Sheng Chang0Chien-Min Chiang1Tzi-Yuan Wang2Chun-Hsien Lee3Yu-Wen Lee4Jiumn-Yih Wu5Department of Biological Sciences and Technology, National University of Tainan, No. 33, Sec. 2, Shu-Lin St., Tainan 70005, TaiwanDepartment of Biotechnology, Chia Nan University of Pharmacy and Science, No. 60, Sec. 1, Erh-Jen Rd., Jen-Te District, Tainan 71710, TaiwanBiodiversity Research Center, Academia Sinica, Taipei 115, TaiwanDepartment of Biological Sciences and Technology, National University of Tainan, No. 33, Sec. 2, Shu-Lin St., Tainan 70005, TaiwanDepartment of Biological Sciences and Technology, National University of Tainan, No. 33, Sec. 2, Shu-Lin St., Tainan 70005, TaiwanDepartment of Food Science, National Quemoy University, No. 1, University Rd., Jin-Ning Township, Kinmen County 892, TaiwanFunctional bacteria that could biotransform triterpenoids may exist in the diverse microflora of fish intestines. Ganoderic acid A (GAA) is a major triterpenoid from the medicinal fungus Ganoderma lucidum. In studying the microbial biotransformation of GAA, dozens of intestinal bacteria were isolated from the excreta of zebrafish. The bacteria’s ability to catalyze GAA were determined using ultra-performance liquid chromatography analysis. One positive strain, GA A07, was selected for functional studies. GA A07 was confirmed as Bacillus sp., based on the DNA sequences of the 16S rRNA gene. The biotransformed metabolite was purified with the preparative high-performance liquid chromatography method and identified as GAA-15-O-β-glucoside, based on the mass and nuclear magnetic resonance spectral data. The present study is the first to report the glycosylation of Ganoderma triterpenoids. Moreover, 15-O-glycosylation is a new microbial biotransformation of triterpenoids, and the biotransformed metabolite, GAA-15-O-β-glucoside, is a new compound.http://www.mdpi.com/1420-3049/23/9/2345biotransformationGanoderma lucidumganoderic acid ABacillus
spellingShingle Te-Sheng Chang
Chien-Min Chiang
Tzi-Yuan Wang
Chun-Hsien Lee
Yu-Wen Lee
Jiumn-Yih Wu
New Triterpenoid from Novel Triterpenoid 15-O-Glycosylation on Ganoderic Acid A by Intestinal Bacteria of Zebrafish
Molecules
biotransformation
Ganoderma lucidum
ganoderic acid A
Bacillus
title New Triterpenoid from Novel Triterpenoid 15-O-Glycosylation on Ganoderic Acid A by Intestinal Bacteria of Zebrafish
title_full New Triterpenoid from Novel Triterpenoid 15-O-Glycosylation on Ganoderic Acid A by Intestinal Bacteria of Zebrafish
title_fullStr New Triterpenoid from Novel Triterpenoid 15-O-Glycosylation on Ganoderic Acid A by Intestinal Bacteria of Zebrafish
title_full_unstemmed New Triterpenoid from Novel Triterpenoid 15-O-Glycosylation on Ganoderic Acid A by Intestinal Bacteria of Zebrafish
title_short New Triterpenoid from Novel Triterpenoid 15-O-Glycosylation on Ganoderic Acid A by Intestinal Bacteria of Zebrafish
title_sort new triterpenoid from novel triterpenoid 15 o glycosylation on ganoderic acid a by intestinal bacteria of zebrafish
topic biotransformation
Ganoderma lucidum
ganoderic acid A
Bacillus
url http://www.mdpi.com/1420-3049/23/9/2345
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