New derivatives of tenvermectins through biotransformation as potential insecticides |
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| Institution: | 1. Key Laboratory of Vector Biology and Pathogen Control of Zhejiang Province, College of Life Science, Huzhou University, Huzhou 313000, China;2. Research Center of Life Science and Biotechnology, School of Life Science, Northeast Agricultural University, Harbin 150030, China;1. Hubei Key Laboratory of Natural Products Research and Development, Key Laboratory of Functional Yeast (China National Light Industry), College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang, PR China;2. Hubei Hongyu New Packing Materials Co., Ltd., Yichang, PR China;1. Thuyloi University, 175 Tay Son, Dong Da, Hanoi, Viet Nam;2. Institute of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam;3. Institute of Ecology and Biological Resources, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam;1. National Center for Genetic Engineering and Biotechnology (BIOTEC), 113 Thailand Science Park, Phaholyothin Road, Klong Luang, Pathumthani 12120, Thailand;2. National Biobank of Thailand, 114 Thailand Science Park, Phaholyothin Road, Klong Luang, Pathumthani 12120, Thailand;3. School of Pharmaceutical Sciences, South-Central University for Nationalities, Wuhan 430074, People’s Republic of China;1. Department of Biological Medicines, School of Pharmacy, Fudan University, Shanghai 201203, PR China;2. Department of Natural Medicine, School of Pharmacy, Fudan University, Shanghai 201203, PR China;1. Key Laboratory of Carcinogenesis and Translational Research (Ministry of Education), Department of Pharmacy, Peking University Cancer Hospital & Institute, Beijing 100142, China;2. Department of Stomatology, the Eighth Medical Center, Chinese PLA General Hospital, Beijing 100091, China;3. Department of Pharmacy, Beijing Tiantan Hospital affiliated to Capital Medical University, Beijing 100070, China;4. Department of Pharmacy, Tianjin Medical University Cancer Institute & Hospital, Tianjin 300060, China;5. Key Laboratory of Carcinogenesis and Translational Research (Ministry of Education), Division of Gastrointestinal Cancer Translational Research Laboratory, Peking University Cancer Hospital & Institute, Beijing, China;6. Department of Chinese Materia Medica and Natural Medicines, School of Pharmacy, The Air Force Medical University, Xi''an, Shaanxi 710032, China;1. Graduate Institute of Marine Biology, National Dong Hwa University, Pingtung 944401, Taiwan;2. National Museum of Marine Biology and Aquarium, Pingtung 944401, Taiwan;3. Division of Dentistry, Zuoying Branch of Kaohsiung Armed Forces General Hospital, Kaohsiung 813204, Taiwan;4. Institute of Medical Science and Technology, National Sun Yat-sen University, Kaohsiung 804201, Taiwan;5. Department of Nursing, Fooyin University, Kaohsiung 831301, Taiwan;6. Clinical Immunology Laboratory, Department of Medical Research, E-Da Hospital, Kaohsiung 824005, Taiwan;7. Division of Neurosurgery, Department of Surgery, Kaohsiung Armed Forces General Hospital, Kaohsiung 802301, Taiwan;8. Center for General Education, Cheng Shiu University, Kaohsiung 833301, Taiwan;9. Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804201, Taiwan;10. Institute of BioPharmaceutical Sciences, National Sun Yat-sen University, Kaohsiung 804201, Taiwan;11. Graduate Institute of Natural Products, College of Medicine, Chang Gung University, Taoyuan 333323, Taiwan;12. Research Center for Chinese Herbal Medicine, Graduate Institute of Healthy Industry Technology, College of Human Ecology, Chang Gung University of Science and Technology, Taoyuan 333324, Taiwan;13. Department of Anaesthesiology, Chang Gung Memorial Hospital, Taoyuan 333423, Taiwan;14. Department of Chemical Engineering, Ming Chi University of Technology, New Taipei City 243303, Taiwan;15. Chinese Medicine Research and Development Center, China Medical University Hospital, Taichung 404332, Taiwan;p. Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807378, Taiwan;q. Ph.D. Program in Pharmaceutical Biotechnology, Fu Jen Catholic University, New Taipei 242062, Taiwan |
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| Abstract: | Tenvermectins (TVMs) belongs to the 16-membered macrolactone family antibiotics with attractive insecticidal properties. In order to discover more potent TVM derivatives, microbial transformation of TVM-A and TVM-B by Penicilium griseofulvum CICC 40293 and Bacillus subtilis ATCC 6633 were investigated and offered us six new metabolites (1-5, 7) with regioselectivity, especially rare glycosuccinylated products, in addition to two known compounds (6, 8). Their chemical structures were well characterized via HR-ESI-MS and 1D/2D NMR spectra. All these metabolites exhibited good acaricidal and nematicidal activities against Tetranychus cinnabarinus and Bursaphelenchus xylophilus. These results indicated that the metabolites 1-8 can serve as potential leads for future development of new insecticides. |
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| Keywords: | Tenvermectins Biotransformation Acaricidal activity Nematicidal activity Insecticide |
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