Chemical constituents from Neopestalotiopsis clavispora culture medium with estrogenic effects in MCF-7 cells |
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| Affiliation: | 1. Department of Plant Biotechnology, College of Life Sciences and Biotechnology, Korea University, Seoul 02841, Republic of Korea;2. College of Korean Medicine, Gachon University, Seongnam 13120, Republic of Korea;3. Herbal Medicine Resources Center, Korea institute of Oriental Medicine, Naju 58245, Republic of Korea;4. Natural Product Informatics Research center, Korea Institute of Science and Technology (KIST) Gangneung Institute, Gangneung 25451, Republic of Korea;5. Lotte R&D Center, Seoul 07594, Republic of Korea;6. State Key Laboratory of Medicinal Chemical Biology, College of Pharmacy, and Tianjin Key Laboratory of Molecular Drug Research, Nankai University, Tianjin 300350, People’s Republic of China;7. College of Pharmacy, Chungbuk National University, Cheongju 28160, Republic of Korea;8. Korea Polar Research Institute, Korea Ocean Research and Development Institute, Incheon 21990, Republic of Korea;9. Division of Environmental Science and Ecological Engineering, College of Life Sciences and Biotechnology, Korea University, Seoul 02841, Republic of Korea;1. Research Unit of Environmental and Applied Chemistry, Department of Chemistry, Faculty of Science, University of Dschang, P.O. Box 67, Dschang, Cameroon;2. Research Unit of Microbiology and Antimicrobial Substances, Department of Biochemistry, Faculty of Science, University of Dschang, P.O. Box 67, Dschang, Cameroon;3. Université de Reims Champagne Ardenne, CNRS, ICMR UMR 7312, 51097 Reims, France;4. Food Science, Department of Chemistry, Carleton University, Room 207D Steacie Building, 1125 Colonel by Drive, K1S 5B6 Ottawa, Canada;1. Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, PR China;2. College of Life Sciences, Inner Mongolia Agricultural University, Hohhot 010018, PR China;3. College of Pharmacy, Inner Mongolia Medical University, Hohhot 010110, PR China;4. Inner Mongolia Grand Pharmaceutical Co., Ltd, Hohhot 010010, PR China;1. UMR 152 PharmaDev, Université de Toulouse, IRD, UPS, Toulouse, France;2. Laboratorios de Investigación y Desarrollo, Facultad de Ciencias y Filosofía, Universidad Peruana Cayetano Heredia, Lima, Peru;3. Institut de Chimie de Toulouse, ICT UAR 2599, Université Paul Sabatier-Toulouse III, Toulouse, France;1. School of Pharmacy, Liaoning University of Traditional Chinese Medicine, Dalian, Liaoning, PR China;2. Affiliated Hospital of Liaoning University of Traditional Chinese Medicine, Shenyang, Liaoning, PR China;1. Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Yantai 264003, People’s Republic of China;2. University of Chinese Academy of Sciences, Beijing 100049, People’s Republic of China;3. CAS and Shandong Province Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Laboratory of Marine Biology and Biotechnology, Qingdao National Laboratory for Marine Science and Technology, Qingdao 266071, People’s Republic of China;4. Center for Ocean Mega-Science, Chinese Academy of Sciences, Qingdao 266071, People’s Republic of China |
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| Abstract: | Estrogen is a vital hormone responsible for the development of the female reproductive system. Hence, estrogen deficiency in menopause increases various symptoms. This study aimed to discover biologically active compounds from an EtOAc-extract of Neopestalotiopsis clavispora culture medium which has previously shown estrogenic activity. A new α-pyrone (1) and a new tetramic acid derivative (2), together with hymenosetin (3) and pestalotiollide B (4), were isolated from the extract. The chemical structures of the new compounds were elucidated using MS and NMR spectroscopy, and the absolute configurations were established by quantum mechanical calculations of electronic circular dichroism and gauge-including atomic orbital NMR chemical shift, followed by DP4 + analysis. The isolated compounds were initially tested for their estrogenic activities using MCF-7 estrogen responsive human breast cancer cells. Hymenosetin (3) showed estrogenic activity by increasing the proliferation of MCF-7 cells at the concentration of 2.5 μM via the phosphorylation of estrogen receptor-α. |
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| Keywords: | A new α-pyrone A new tetramic acid derivative Estrogenic activity |
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