Microbial metabolism of prenylated apigenin derivatives by Mucor hiemalis |
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| Affiliation: | 1. Department of Physics and Biophysics, University of Warmia and Mazury in Olsztyn, Oczapowskiego 4, 10-719 Olsztyn, Poland;2. Division of Food Science, Institute of Animal Reproduction and Food Research of the Polish Academy of Sciences, Tuwima 10, 10-748 Olsztyn, Poland;1. UoN Chair of Oman’s Medicinal Plants and Marine Natural Products, University of Nizwa, P.O. Box 33, Postal Code 616, Birkat Al Mauz, Nizwa, Oman;2. Department of Chemistry, Federal Urdu University of Arts, Science and Technolgy, Karachi, Pakistan;3. Martin-Luther Universität Halle-Wittenberg, Organische Chemie, Kurt-Mothes-Str. 2, D-06120 Halle, Germany;4. DARIS Centre for Scientific Research and Technology Development, University of Nizwa, P.O. Box 33, Postal Code 616, Birkat Al Mauz, Nizwa, Oman;5. Department of Chemistry and Polymer Science, University of Stellenbosch, P/Bag X1, Matieland, 7602, South Africa;1. Program for Natural Product Medicinal Chemistry, Key Laboratory of Plant Resources Conservation and Sustainable Utilization, South China Botanical Garden, 723 Xingke Road, Tianhe District, Guangzhou 510650, China;2. Department of Plant Protection, Agricultural College, Jiangxi Agricultural University, Nanchang 330045, China;3. University of Chinese Academy of Sciences, 19A Yuquan Road, Beijing 100049, China;1. Chulabhorn Research Institute, Kamphaeng Phet 6, Talat Bang Khen, Lak Si, Bangkok 10210, Thailand;2. Faculty of Pharmaceutical Sciences, Khon Kaen University, Khon Kaen 40002, Thailand;1. College of Bioengineering, Beijing Polytechnic, Beijing 100029, China;2. College of Pharmacy, Dalian Medical University, Dalian 116044, China;3. The Second Affiliated Hospital of Dalian Medical University, Dalian 116044, China |
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| Abstract: | 6-Prenylapigenin (1) and 8-prenylapegenin (2) were semi-synthesized from apigenin by nuclear prenylation. Morusin (3) was isolated from the root bark of Morus alba L. The microbial transformation studies of these three bioactive prenylated apigenin derivatives were performed using eighteen cell cultures in order to select microorganisms capable of transforming them. It was identified that Mucor hiemalis (KCTC 26779) showed the ability to metabolize the parent compounds (1–3) into three new (4–6) and one known (7) glucosylated derivatives with high efficiency. Their structures were established as 6-prenylapigenin 7-O-β-d-glucopyranoside (4), 8-prenylapigenin 7-O-β-d-glucopyranoside (5), morusin 5-O-β-d-glucopyranoside (6), and morusin 4′-O-β-d-glucopyranoside (7) by the spectroscopic methods. |
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| Keywords: | Microbial transformation Prenylated apigenins |
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