Microbial deglycosylation and ketonization of ginsenoside by Cladosporium cladosporioide and their anticancer activity

Yan Jin; Sun Young Jung; Yeon Ju Kim; Dae Young Lee; Verónica Castro Aceituno; Chao Wang; Deok Chun Yang

doi:10.1007/s10482-015-0619-8

Microbial deglycosylation and ketonization of ginsenoside by Cladosporium cladosporioide and their anticancer activity

Yan Jin, Sun Young Jung, Yeon Ju Kim, Dae Young Lee, Verónica Castro Aceituno, Chao Wang, Deok Chun Yang

School of Life Science and Biotechnology

Kyung Hee University

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

12 Scopus citations

Abstract

Ginseng has been used for thousands of years in Asian countries as a traditional medicinal herb and has gained great popularity in the past decade. Ginsenosides are the major pharmacological components in ginseng. We here show that Cladosporium cladosporioide is able to convert the major ginsenoside Rb1 into four known metabolites (ginsenosides Rd, F2, CK and PPD) and two new metabolites [12β-hydroxydammar-3-one-20(S)-O-β-d-glucopyranoside (3-oxo-CK) and dammar-24-en-12β,20(S)-diol-3-one (3-oxo-PPD)]. CK, PPD and 3-oxo-PPD were shown to have a potent antiproliferative activity against A549 lung cancer cells. We found that Rb1 → Rd → F2 → CK → PPD or 3-oxo-CK → 3-oxo-PPD represents the ginsenoside metabolic pathway.

Original language	English
Pages (from-to)	179-185
Number of pages	7
Journal	Antonie van Leeuwenhoek
Volume	109
Issue number	2
DOIs	https://doi.org/10.1007/s10482-015-0619-8
State	Published - 1 Feb 2016

Keywords

Anticancer
Ginseng
Ginsenoside
Ketonization
Transformation

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1007/s10482-015-0619-8

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title = "Microbial deglycosylation and ketonization of ginsenoside by Cladosporium cladosporioide and their anticancer activity",

abstract = "Ginseng has been used for thousands of years in Asian countries as a traditional medicinal herb and has gained great popularity in the past decade. Ginsenosides are the major pharmacological components in ginseng. We here show that Cladosporium cladosporioide is able to convert the major ginsenoside Rb1 into four known metabolites (ginsenosides Rd, F2, CK and PPD) and two new metabolites [12β-hydroxydammar-3-one-20(S)-O-β-d-glucopyranoside (3-oxo-CK) and dammar-24-en-12β,20(S)-diol-3-one (3-oxo-PPD)]. CK, PPD and 3-oxo-PPD were shown to have a potent antiproliferative activity against A549 lung cancer cells. We found that Rb1 → Rd → F2 → CK → PPD or 3-oxo-CK → 3-oxo-PPD represents the ginsenoside metabolic pathway.",

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author = "Yan Jin and Jung, {Sun Young} and Kim, {Yeon Ju} and Lee, {Dae Young} and Aceituno, {Ver{\'o}nica Castro} and Chao Wang and Yang, {Deok Chun}",

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AU - Jung, Sun Young

AU - Kim, Yeon Ju

AU - Lee, Dae Young

AU - Aceituno, Verónica Castro

AU - Wang, Chao

AU - Yang, Deok Chun

PY - 2016/2/1

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N2 - Ginseng has been used for thousands of years in Asian countries as a traditional medicinal herb and has gained great popularity in the past decade. Ginsenosides are the major pharmacological components in ginseng. We here show that Cladosporium cladosporioide is able to convert the major ginsenoside Rb1 into four known metabolites (ginsenosides Rd, F2, CK and PPD) and two new metabolites [12β-hydroxydammar-3-one-20(S)-O-β-d-glucopyranoside (3-oxo-CK) and dammar-24-en-12β,20(S)-diol-3-one (3-oxo-PPD)]. CK, PPD and 3-oxo-PPD were shown to have a potent antiproliferative activity against A549 lung cancer cells. We found that Rb1 → Rd → F2 → CK → PPD or 3-oxo-CK → 3-oxo-PPD represents the ginsenoside metabolic pathway.

AB - Ginseng has been used for thousands of years in Asian countries as a traditional medicinal herb and has gained great popularity in the past decade. Ginsenosides are the major pharmacological components in ginseng. We here show that Cladosporium cladosporioide is able to convert the major ginsenoside Rb1 into four known metabolites (ginsenosides Rd, F2, CK and PPD) and two new metabolites [12β-hydroxydammar-3-one-20(S)-O-β-d-glucopyranoside (3-oxo-CK) and dammar-24-en-12β,20(S)-diol-3-one (3-oxo-PPD)]. CK, PPD and 3-oxo-PPD were shown to have a potent antiproliferative activity against A549 lung cancer cells. We found that Rb1 → Rd → F2 → CK → PPD or 3-oxo-CK → 3-oxo-PPD represents the ginsenoside metabolic pathway.

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KW - Ketonization

KW - Transformation

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Microbial deglycosylation and ketonization of ginsenoside by Cladosporium cladosporioide and their anticancer activity

Abstract

Keywords

UN SDGs

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