New approach to the characterization and quantification of Antrodia cinnamomea benzenoid components utilizing HPLC-PDA, qNMR and HPLC-tandem MS: Comparing the wild fruiting bodies and its artificial cultivated commercial products

Tung Ying Wu; Ying Chi Du; Yu Ming Hsu; Chi Yu Lu; Abdel Nasser B. Singab; Mohamed El-Shazly; Tsong Long Hwang; Wan Yu Lin; Kuei Hung Lai; Mei Chin Lu; Yi Hong Tsai; Ming Feng Hou; Tsai Hui Duh; Fang Rong Chang

doi:10.1016/j.foodres.2012.11.014

New approach to the characterization and quantification of Antrodia cinnamomea benzenoid components utilizing HPLC-PDA, qNMR and HPLC-tandem MS: Comparing the wild fruiting bodies and its artificial cultivated commercial products

Tung Ying Wu, Ying Chi Du, Yu Ming Hsu, Chi Yu Lu, Abdel Nasser B. Singab, Mohamed El-Shazly, Tsong Long Hwang, Wan Yu Lin, Kuei Hung Lai, Mei Chin Lu, Yi Hong Tsai, Ming Feng Hou, Tsai Hui Duh, Fang Rong Chang

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

12 Citations (Scopus)

Abstract

Antrodia cinnamomea (AC) is one of the Far East's treasured medicinal mushrooms and a major ingredient in different nutritional supplements targeting several serious ailments. Developing a sensitive simple quality control protocol for AC and its products is an unmet goal which we target in the current investigation through detecting its biomarkers. Among the AC components, benzenoid derivatives are considered therapeutically attractive due their anti-inflammatory and cytotoxic activities. We proposed a convenient method for concentrating the benzenoid-rich fraction (FNH), from AC wild fruiting bodies ethanolic extract (EEAC). Three benzenoids, 4,7-dimethoxy-5-methyl-1,3-benzodioxole (1), antrocamphin A (2) and 4,7-dimethoxy-5-methyl-6-(3-methylbut-3-en-1-ynyl)-1,3-benzodioxole (3) were purified and their structures were elucidated. Different wild AC samples and the separated benzenoids (1-3) exhibited anti-inflammatory activity through inhibiting superoxide anion generation and elastase release by human neutrophils in response to N-formyl-methionyl-leucyl-phenylalanine (FMLP)/cytochalasin B (CB). Compound 1 exhibited the most potent activity against superoxide anion generation (IC₅₀ 5.08μg/ml) while compounds 2 and 3 were less active (IC₅₀>10μg/ml) implying the advantageous use of 1-3 as biomarkers for AC.HPLC-tandem MS analytical protocol was developed for the quantification of the three major benzenoids from different AC commercial products. The results showed that compound 1 is a unique characteristic biomarker for AC quality control. The concentrations of compounds 2 and 3 were higher in certain sources of AC fruiting bodies and were absent in mycelia, suggesting their usefulness as biomarkers for quality control of fruiting bodies products. The HPLC-tandem MS results were compared to the results obtained by quantitative NMR.

Original language	English
Pages (from-to)	23-31
Number of pages	9
Journal	Food Research International
Volume	51
Issue number	1
DOIs	https://doi.org/10.1016/j.foodres.2012.11.014
Publication status	Published - Apr 2013
Externally published	Yes

Keywords

Anti-inflammatory
Antrodia camphorata
Antrodia cinnamomea
Benzenoid
Nutritional supplement
Tandem MS

ASJC Scopus subject areas

Food Science

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Wu, T. Y., Du, Y. C., Hsu, Y. M., Lu, C. Y., Singab, A. N. B., El-Shazly, M., Hwang, T. L., Lin, W. Y., Lai, K. H., Lu, M. C., Tsai, Y. H., Hou, M. F., Duh, T. H., & Chang, F. R. (2013). New approach to the characterization and quantification of Antrodia cinnamomea benzenoid components utilizing HPLC-PDA, qNMR and HPLC-tandem MS: Comparing the wild fruiting bodies and its artificial cultivated commercial products. Food Research International, 51(1), 23-31. https://doi.org/10.1016/j.foodres.2012.11.014

New approach to the characterization and quantification of Antrodia cinnamomea benzenoid components utilizing HPLC-PDA, qNMR and HPLC-tandem MS: Comparing the wild fruiting bodies and its artificial cultivated commercial products. / Wu, Tung Ying; Du, Ying Chi; Hsu, Yu Ming et al.
In: Food Research International, Vol. 51, No. 1, 04.2013, p. 23-31.

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

Wu, TY, Du, YC, Hsu, YM, Lu, CY, Singab, ANB, El-Shazly, M, Hwang, TL, Lin, WY, Lai, KH, Lu, MC, Tsai, YH, Hou, MF, Duh, TH & Chang, FR 2013, 'New approach to the characterization and quantification of Antrodia cinnamomea benzenoid components utilizing HPLC-PDA, qNMR and HPLC-tandem MS: Comparing the wild fruiting bodies and its artificial cultivated commercial products', Food Research International, vol. 51, no. 1, pp. 23-31. https://doi.org/10.1016/j.foodres.2012.11.014

Wu TY, Du YC, Hsu YM, Lu CY, Singab ANB, El-Shazly M et al. New approach to the characterization and quantification of Antrodia cinnamomea benzenoid components utilizing HPLC-PDA, qNMR and HPLC-tandem MS: Comparing the wild fruiting bodies and its artificial cultivated commercial products. Food Research International. 2013 Apr;51(1):23-31. doi: 10.1016/j.foodres.2012.11.014

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title = "New approach to the characterization and quantification of Antrodia cinnamomea benzenoid components utilizing HPLC-PDA, qNMR and HPLC-tandem MS: Comparing the wild fruiting bodies and its artificial cultivated commercial products",

abstract = "Antrodia cinnamomea (AC) is one of the Far East's treasured medicinal mushrooms and a major ingredient in different nutritional supplements targeting several serious ailments. Developing a sensitive simple quality control protocol for AC and its products is an unmet goal which we target in the current investigation through detecting its biomarkers. Among the AC components, benzenoid derivatives are considered therapeutically attractive due their anti-inflammatory and cytotoxic activities. We proposed a convenient method for concentrating the benzenoid-rich fraction (FNH), from AC wild fruiting bodies ethanolic extract (EEAC). Three benzenoids, 4,7-dimethoxy-5-methyl-1,3-benzodioxole (1), antrocamphin A (2) and 4,7-dimethoxy-5-methyl-6-(3-methylbut-3-en-1-ynyl)-1,3-benzodioxole (3) were purified and their structures were elucidated. Different wild AC samples and the separated benzenoids (1-3) exhibited anti-inflammatory activity through inhibiting superoxide anion generation and elastase release by human neutrophils in response to N-formyl-methionyl-leucyl-phenylalanine (FMLP)/cytochalasin B (CB). Compound 1 exhibited the most potent activity against superoxide anion generation (IC50 5.08μg/ml) while compounds 2 and 3 were less active (IC50>10μg/ml) implying the advantageous use of 1-3 as biomarkers for AC.HPLC-tandem MS analytical protocol was developed for the quantification of the three major benzenoids from different AC commercial products. The results showed that compound 1 is a unique characteristic biomarker for AC quality control. The concentrations of compounds 2 and 3 were higher in certain sources of AC fruiting bodies and were absent in mycelia, suggesting their usefulness as biomarkers for quality control of fruiting bodies products. The HPLC-tandem MS results were compared to the results obtained by quantitative NMR.",

keywords = "Anti-inflammatory, Antrodia camphorata, Antrodia cinnamomea, Benzenoid, Nutritional supplement, Tandem MS",

author = "Wu, {Tung Ying} and Du, {Ying Chi} and Hsu, {Yu Ming} and Lu, {Chi Yu} and Singab, {Abdel Nasser B.} and Mohamed El-Shazly and Hwang, {Tsong Long} and Lin, {Wan Yu} and Lai, {Kuei Hung} and Lu, {Mei Chin} and Tsai, {Yi Hong} and Hou, {Ming Feng} and Duh, {Tsai Hui} and Chang, {Fang Rong}",

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doi = "10.1016/j.foodres.2012.11.014",

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AU - Wu, Tung Ying

AU - Du, Ying Chi

AU - Hsu, Yu Ming

AU - Lu, Chi Yu

AU - Singab, Abdel Nasser B.

AU - El-Shazly, Mohamed

AU - Hwang, Tsong Long

AU - Lin, Wan Yu

AU - Lai, Kuei Hung

AU - Lu, Mei Chin

AU - Tsai, Yi Hong

AU - Hou, Ming Feng

AU - Duh, Tsai Hui

AU - Chang, Fang Rong

PY - 2013/4

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N2 - Antrodia cinnamomea (AC) is one of the Far East's treasured medicinal mushrooms and a major ingredient in different nutritional supplements targeting several serious ailments. Developing a sensitive simple quality control protocol for AC and its products is an unmet goal which we target in the current investigation through detecting its biomarkers. Among the AC components, benzenoid derivatives are considered therapeutically attractive due their anti-inflammatory and cytotoxic activities. We proposed a convenient method for concentrating the benzenoid-rich fraction (FNH), from AC wild fruiting bodies ethanolic extract (EEAC). Three benzenoids, 4,7-dimethoxy-5-methyl-1,3-benzodioxole (1), antrocamphin A (2) and 4,7-dimethoxy-5-methyl-6-(3-methylbut-3-en-1-ynyl)-1,3-benzodioxole (3) were purified and their structures were elucidated. Different wild AC samples and the separated benzenoids (1-3) exhibited anti-inflammatory activity through inhibiting superoxide anion generation and elastase release by human neutrophils in response to N-formyl-methionyl-leucyl-phenylalanine (FMLP)/cytochalasin B (CB). Compound 1 exhibited the most potent activity against superoxide anion generation (IC50 5.08μg/ml) while compounds 2 and 3 were less active (IC50>10μg/ml) implying the advantageous use of 1-3 as biomarkers for AC.HPLC-tandem MS analytical protocol was developed for the quantification of the three major benzenoids from different AC commercial products. The results showed that compound 1 is a unique characteristic biomarker for AC quality control. The concentrations of compounds 2 and 3 were higher in certain sources of AC fruiting bodies and were absent in mycelia, suggesting their usefulness as biomarkers for quality control of fruiting bodies products. The HPLC-tandem MS results were compared to the results obtained by quantitative NMR.

AB - Antrodia cinnamomea (AC) is one of the Far East's treasured medicinal mushrooms and a major ingredient in different nutritional supplements targeting several serious ailments. Developing a sensitive simple quality control protocol for AC and its products is an unmet goal which we target in the current investigation through detecting its biomarkers. Among the AC components, benzenoid derivatives are considered therapeutically attractive due their anti-inflammatory and cytotoxic activities. We proposed a convenient method for concentrating the benzenoid-rich fraction (FNH), from AC wild fruiting bodies ethanolic extract (EEAC). Three benzenoids, 4,7-dimethoxy-5-methyl-1,3-benzodioxole (1), antrocamphin A (2) and 4,7-dimethoxy-5-methyl-6-(3-methylbut-3-en-1-ynyl)-1,3-benzodioxole (3) were purified and their structures were elucidated. Different wild AC samples and the separated benzenoids (1-3) exhibited anti-inflammatory activity through inhibiting superoxide anion generation and elastase release by human neutrophils in response to N-formyl-methionyl-leucyl-phenylalanine (FMLP)/cytochalasin B (CB). Compound 1 exhibited the most potent activity against superoxide anion generation (IC50 5.08μg/ml) while compounds 2 and 3 were less active (IC50>10μg/ml) implying the advantageous use of 1-3 as biomarkers for AC.HPLC-tandem MS analytical protocol was developed for the quantification of the three major benzenoids from different AC commercial products. The results showed that compound 1 is a unique characteristic biomarker for AC quality control. The concentrations of compounds 2 and 3 were higher in certain sources of AC fruiting bodies and were absent in mycelia, suggesting their usefulness as biomarkers for quality control of fruiting bodies products. The HPLC-tandem MS results were compared to the results obtained by quantitative NMR.

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KW - Nutritional supplement

KW - Tandem MS

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New approach to the characterization and quantification of Antrodia cinnamomea benzenoid components utilizing HPLC-PDA, qNMR and HPLC-tandem MS: Comparing the wild fruiting bodies and its artificial cultivated commercial products

Abstract

Keywords

ASJC Scopus subject areas

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