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Characterization of metabolites produced from the biotransformation of 6-shogaol formed by Aspergillus niger

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Abstract

6-Shogaol [(4E)-1-(4-Hydroxy-3-methoxyphenyl)-4-decen-3-one] is a pungent and bioactive ingredient of ginger. This study investigated the biotransformation of 6-shogaol by Aspergillus niger. 6-Shogaol was fermented by A. niger, and the resultant metabolites were structurally characterized by liquid chromatography–quadrupole time-of-flight mass spectrometry (LC-QTOF MS). As a result, 6-shogaol was biotransformed to yield metabolites: M1, M2 (6-paradol), M3, and M4. The major metabolic routes were reduction and hydroxylation; the carbonyl group and double bond of 6-shogaol were reduced to generate M1 and M2, respectively, which were further hydroxylated or reduced to M3 and M4. Among these metabolites, M1 was reported for the first time in this study.

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Acknowledgments

This research was supported by Bio-industry Technology Development Program, Ministry of Agriculture, Food and Rural Affairs (112136-4).

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    Authors and Affiliations

    1. Institute of Pharmaceutical Science and Technology and College of Pharmacy, Hanyang University, Ansan, Gyeonggi-do, 426-791, Republic of Korea

      Soo Kyung Jo, In Sook Kim, Shaheed Ur Rehman & Hye Hyun Yoo

    2. Korea Food Research Institute, Seongnam, Gyeonggi-do, 426-791, Republic of Korea

      Sang Keun Ha, Ho-Young Park & Yong Kon Park

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    1. Soo Kyung Jo
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    Correspondence to Hye Hyun Yoo.

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    S. K. Jo and I. S. Kim contributed equally to this work.

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    Jo, S.K., Kim, I.S., Rehman, S.U. et al. Characterization of metabolites produced from the biotransformation of 6-shogaol formed by Aspergillus niger . Eur Food Res Technol 242, 137–142 (2016). https://doi.org/10.1007/s00217-015-2519-6

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    • DOI: https://doi.org/10.1007/s00217-015-2519-6

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