Isoprenylated chromones from the stems of Harrisonia perforata |
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| Affiliation: | 1. Division of Chemistry, School of Science, University of Phayao, Phayao 56000, Thailand;2. Center of Chemical Innovation for Sustainability (CIS) and School of Science, Mae Fah Luang University, Chiang Rai 57100, Thailand;3. Medicinal Plants Innovation Center of Mae Fah Luang University, Chiang Rai 57100, Thailand;4. School of Integrative Medicine, Mae Fah Luang University, Chiang Rai 57100, Thailand;5. Department of Chemistry, Faculty of Science, Kasetsart University, Bangkok 10900, Thailand;6. Center for Advanced Studies in Nanotechnology for Chemical, Food and Agricultural Industries, Kasetsart University Institute for Advanced Studies, Kasetsart University, Bangkok 10900, Thailand;1. Escuela de Química, Universidad Autónoma de Santo Domingo (UASD), Facultad de Ciencias, Ciudad Universitaria, Santo Domingo, D.N., Dominican Republic;2. Instituto de Química, Universidad Autónoma de Santo Domingo (UASD), Facultad de Ciencias, Ciudad Universitaria, Santo Domingo, D.N., Dominican Republic;3. BioLab, Instituto Universitario de Bio-Orgánica Antonio González (IUBO-AG), Universidad de La Laguna, 38206 La Laguna, Spain;4. Biointerfaces Institute, McMaster University, Engineering Technology Building, Room 413, 1280 Main Street West, Hamilton, ON L8S 0A3, Canada;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. Laboratory of Pharmacognosy, Faculty of Pharmacy, Gifu University of Medical Science, 4-3-3 Nijigaoka, Kani, Gifu 509-0293, Japan;2. Laboratory of Pharmacognosy, Gifu Pharmaceutical University, 1-25-4 Daigaku-nishi, Gifu 501-1196, Japan;1. The Research Unit of Natural Product Utilization, School of Science, Walailak University, Thasala, Nakhon Si Thammarat, 80160, Thailand;2. Center of Chemical Innovation for Sustainability (CIS) and School of Science, Mae Fah Luang University, Tasud, Muang, Chiang Rai, 57100, Thailand;3. School of Science, Walailak University, Thasala, Nakhon Si Thammarat, 80160, Thailand;4. Natural Products Research Unit, Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Khon Kaen University, Khon Kaen, 40002, Thailand;5. Functional Materials and Nanotechnology Center of Excellence, Walailak University, Thasala, Nakhon Si Thammarat, 80160, Thailand;6. Institute of Nanomaterials Research and Innovation for Energy, Khon Kaen University, Khon Kaen, 40002, Thailand;7. Medicinal Plant Innovation Center of Mae Fah Luang University, Chiang Rai, 57100, Thailand;1. State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, People’s Republic of China;2. Research Institute, Lanzhou Jiaotong University, Lanzhou 730070, People’s Republic of China;1. Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi 10072, Viet Nam;2. Graduate University of Science and Technology, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi 10072, Viet Nam;3. Institute of Marine Biochemistry, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi 10072, Viet Nam;4. Thai Nguyen University of Agriculture and Forestry, Quyet Thang, Thai Nguyen 24119, Viet Nam |
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| Abstract: | Three new isoprenylated chromones, named harriforatins A−C (1−3), along with 13 known compounds (4−16) were isolated from the stems of Harrisonia perforata. Their planar structures were elucidated by spectroscopic measurements. The experimental and calculated ECD curves were used to determine their absolute configurations. Most isolated compounds were evaluated for inflammation inhibition against lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW264.7 macrophages. Only compounds 5 and 6 showed inhibitory effects on NO production, with IC50 values of 42.8 and 47.0 μM, respectively, that were stronger than that of the positive control, indomethacin (IC50 = 68.6 μM). |
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| Keywords: | Rutaceae Chromones Harriforatins Anti-inflammatory activity |
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