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Six new dihydrobenzofuran lignans from the branches and leaves of Illicium wardii and their cytotoxic activities
Affiliation:1. School of Pharmacy, Shanghai Jiao Tong University, Shanghai 200240, PR China;2. Department of Phytochemistry, Second Military Medical University, Shanghai 200433, PR China;1. Institute of Environmental, Chemical and Pharmaceutical Sciences, Universidade Federal de São Paulo, 09972-270 São Paulo, Brazil;2. Center of Natural Sciences and Humanities, Universidade Federal do ABC, 09210-580 Santo Andre, São Paulo, Brazil;3. Centre for Parasitology and Mycology, Instituto Adolfo Lutz, 01246-000 São Paulo, SP, Brazil;1. State Key Laboratory of Medicinal Chemical Biology, College of Pharmacy, and Tianjin Key Laboratory of Molecular Drug Research, Nankai University, Tianjin 300350, China;2. Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, School of Chemistry and Chemical Engineering, Shihezi University, Shihezi 832003, China;3. College of Chemistry and Environmental Sciences, Laboratory of Xinjiang Native Medicinal and Edible Plant Resources Chemistry, Kashgar University, Kashgar 844000, China;4. School of Medicine, Nankai University, Tianjin 300071, China;5. Kansei Fukushi Research Institute, Tohoku Fukushi University, Sendai 989-3201, Japan;6. Department of Biosystems and Biotechnology, College of Life Sciences and Biotechnology, Korea University, Seoul 136-713, Republic of Korea;1. Department of Pharmacognosy and Pharmaceutical Chemistry, College of Pharmacy, Taibah University, Al Madinah Al Munawwarah 30078, Saudi Arabia;2. Department of Pharmacognosy, Faculty of Pharmacy, Assiut University, Assiut 71526, Egypt;3. Department of Natural Products and Alternative Medicine, Faculty of Pharmacy, King Abdulaziz University, Jeddah 21589, Saudi Arabia;4. Department of Pharmacognosy, Faculty of Pharmacy, Al-Azhar University, Assiut Branch, Assiut 71524, Egypt;5. National Center for Natural Products Research, Department of Pharmacognosy, School of Pharmacy, The University of Mississippi, MS 38677, USA;1. Department of Cosmeceutics, China Medical University, Taichung 40402, Taiwan;2. Chinese Medicine Research and Development Center, China Medical University Hospital, Taichung 40447, Taiwan;3. School of Pharmacy, Kaohsiung Medical University, Kaohsiung 80708, Taiwan;4. Graduate Institute of Natural Products, School of Traditional Medicine, College of Medicine, and Chinese Herbal Medicine Research Team, Healthy Aging Research Center, Chang Gung University, Taoyuan 33302, Taiwan;5. Department of Cosmetic Science and Research Center for Industry of Human Ecology, Chang Gung University of Science and Technology, Taoyuan 33302, Taiwan;6. School of Pharmacy, College of Pharmacy, China Medical University, Taichung 40402, Taiwan;7. Graduate Institute of Integrated Medicine, China Medical University, Taichung 40402, Taiwan;8. Proteomics Core Laboratory, Department of Medical Research, China Medical University Hospital, Taichung 40447, Taiwan;9. Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 80708, Taiwan;10. Center of Molecular Medicine, China Medical University Hospital, Taichung 40402, Taiwan
Abstract:Six new dihydrobenzofuran lignans, named illiciumlignans A⿿F (compounds 1⿿6), along with 15 known compounds (7⿿21) were isolated from the branches and leaves of Illicium wardii. The structures of 1⿿6 were determined using a combination of 1D and 2D NMR, HR-ESI⿿-MS, and CD spectroscopic data. Illiciumlignan D (4) is the first reported dihydrobenzofuran lignan arabinofuranoside that is derivatized with the arabinofuranose moiety on C-9⿲. Compounds 1⿿21 were evaluated for cytotoxic activity against four human cancer cell lines. Compounds 8, 12 and 20 exhibited significant activity against human cancer cell lines (A549, SKOV3, HepG2 and HCT116), with IC50 values ranging from 2.7 to 14.9 μM.
Keywords:Illiciaceae  Dihydrobenzofuran lignans  Cytotoxic activity
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