Catenulisporidins A and B, 16-membered macrolides of the hygrolidin family produced by the chemically underexplored actinobacterium Catenulispora species |
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| Institution: | 1. Anticancer Agent Research Center, Korea Research Institute of Bioscience and Biotechnology, Cheongju 28116, Republic of Korea;2. Department of Biomolecular Science, KRIBB School of Bioscience, Korea University of Science and Technology (UST), Daejeon 34113, Republic of Korea;3. Korean Collection for Type Cultures, Korea Research Institute of Bioscience and Biotechnology, Jeongeup 56212, Republic of Korea;4. Natural Medicine Research Center, Korea Research Institute of Bioscience and Biotechnology, Cheongju 28116, Republic of Korea;1. Key Laboratory of Chemical Biology (Ministry of Education), School of Pharmaceutical Sciences, Shandong University, Jinan 250012, China;2. State Key Laboratory of Microbial Technology, Shandong University, Qingdao 266237, China;1. International Center for Biotechnology, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan;2. Hyphagenesis Inc., 6-2-37 Tamagawa Gakuen, Machida, Tokyo 194-0041, Japan;3. Department of Genetics, Faculty of Science, Kasetsart University, Chatuchak, Bangkok 10900, Thailand;4. Kitasato Institute for Life Sciences, Kitasato University, 1-15-1 Kitasato, Sagamihara, Kanagawa 252-0373, Japan;5. Biotechnology Research Center, Toyama Prefectural University, 5180 Kurokawa, Imizu, Toyama 939-0398, Japan;6. MU-OU Collaborative Research Center for Bioscience and Biotechnology, Faculty of Science, Mahidol University, Rama VI Rd., Bangkok 10400, Thailand;1. Chemical Biology Research Center, Korea Research Institute of Bioscience and Biotechnology (KRIBB), 30 Yeongudanji-ro, Ochang, Cheongwon, Chungbuk 363-883, Republic of Korea;2. Department of Biomolecular Science, University of Science and Technology, 217 Gajunro, Yuseong-gu, Daejeon 305-333, Republic of Korea;3. World Class Institute Center, KRIBB, 30 Yeongudanji-ro, Ochang, Cheongwon, Chungbuk 363-883, Republic of Korea;4. College of Pharmacy, Wonkwang University, 460 Iksandae-ro, Iksan, Jeonbuk 570-749, Republic of Korea;5. Microbial Resources Center, KRIBB, 125 Gwahak-ro, Yuseong-gu, Daejeon 306-809, Republic of Korea;6. RIKEN-KRIBB Joint Research Unit, Global Research Cluster, RIKEN, Hirosawa, Wako-shi, Saitama 351-0198, Japan;7. Chemical Biology Group, RIKEN CSRS, Hirosawa, Wako-shi, Saitama 351-0198, Japan;1. Graduate School of Pharmaceutical Sciences, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo 108-8641, Japan;2. Faculty of Pharmacy, Hasanuddin University, Perintis Kemerdekaan Tamalanrea, Makassar 90245, South Sulawesi, Indonesia;3. Medicinal Research Laboratories, School of Pharmacy, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo 108-8641, Japan;4. Research Institute of Green Science and Technology, Shizuoka University, 836 Ohya, Suruga-ku, Shizuoka 422-8529, Japan;5. NMR Science and Development Division, RIKEN Spring-8 Center, 1-7-22 Suehiro-cho, Tsurumi-ku, Yokohama, Kanagawa 230-0045, Japan;1. Department of Life Science and Graduate Institute of Biotechnology, National Dong Hwa University, Hualien 974, Taiwan;2. National Museum of Marine Biology and Aquarium, Pingtung 944, Taiwan;3. Graduate Institute of Marine Biology, National Dong Hwa University, Pingtung 944, Taiwan;4. Department of Applied Chemistry, National Pingtung University, Pingtung 900, Taiwan;5. Doctoral Degree Program of Marine Biotechnology, National Sun Yat-sen University and Academia Sinica, Kaohsiung 804, Taiwan;6. School of Pharmacy, College of Pharmacy, China Medical University, Taichung 404, Taiwan;7. Chinese Medicine Research and Development Center, China Medical University Hospital, Taichung 404, Taiwan;8. Center for Molecular Medicine, China Medical University Hospital, Taichung 404, Taiwan;9. Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807, Taiwan;10. Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804, Taiwan;1. Key Laboratory of Marine Drugs, Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China;2. Laboratory for Marine Drugs and Bioproducts of Qingdao National Laboratory for Marine Science and Technology, Qingdao 266273, China |
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| Abstract: | Two new macrolide metabolites of the hygrolidin family, catenulisporidins A and B (1 and 2), together with a known compound hygrolidin (3), were isolated from the culture broth of the rare actinobacterium Catenulispora sp. KCB13F192. Their structures were elucidated on the basis of HRESIMS spectrometric and NMR spectroscopic analyses. Catenulisporidins A and B are the first example of natural hygrolidin and bafilomycin derivatives featuring a modified macrolide ring, and catenulisporidin A possesses a tetrahydrofuran ring through an ether linkage between C-7 and C-10. In cell-based fluorescent imaging and immunoblot assays, the three compounds were shown to inhibit autophagic flux in HeLa cells. |
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| Keywords: | Secondary metabolites Actinomycetes Hygrolidins Autophagy |
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