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New Isopropyl Chromone and Flavanone Glucoside Compounds from the Leaves of Syzygium cerasiforme (Blume) Merr. & L.M.Perry and Their Inhibition of Nitric Oxide Production |
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| Authors: | Bui Hai Ninh Duong Thi Dung Bui Huu Tai Pham Hai Yen Nguyen Xuan Nhiem Truong Thi Thu Hien Do Thi Trang Nguyen Van Tuyen Le Tuan Anh Nguyen Thi Hoai Phan Van Kiem |
| Affiliation: | 1. Graduate University of Science and Technology, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, 10072 Viet Nam Hai Phong University of Medicine And Pharmacy., 72 A Nguyen Binh Khiem, Ngo Quyen, Hai Phong, 180000 Vietnam;2. Institute of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, 10072 Vietnam;3. Institute of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, 10072 Vietnam Graduate University of Science and Technology, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, 10072 Viet Nam;4. Vietnam Military Medical University, 160 Phung Hung, Hadong, Hanoi, 10000 Vietnam;5. Institute of Chemistry, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, 10000 Vietnam;6. Vietnam Museum of Nature, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, 10000 Vietnam;7. Hue University of Medicine and Pharmacy, Hue University, Ngo Quyen, Hue City, 530000 Vietnam |
| Abstract: | A new isopropyl chromone ( 1 ) and a new flavanone glucoside ( 2 ) together with eleven known compounds ( 3–13 ) were isolated from the leaves of Syzygium cerasiforme (Blume) Merr. & L.M.Perry. Their structures were elucidated as 5,7-dihydroxy-2-isopropyl-6,8-dimethyl-4H-chromen-4-one ( 1 ), 5,7-dihydroxyflavanone 7-O-β-D-(6′′-O-galloylglucopyranoside) ( 2 ), strobopinin ( 3 ), demethoxymatteucinol ( 4 ), pinocembrin-7-O-β-D-glucopyranoside ( 5 ), (2S)-hydroxynaringenin-7-O-β-D-glucopyranoside ( 6 ), afzelin ( 7 ), quercetin ( 8 ), kaplanin ( 9 ), endoperoxide G3 ( 10 ), grasshopper ( 11 ), vomifoliol ( 12 ), litseagermacrane ( 13 ) by the analysis of HR-ESI-MS, NMR, and CD spectral data. Compounds 1 , 2 , 5 , 6 and 10 inhibited NO production on LPS-activated RAW264.7 cells with IC50 values of 12.28±1.15, 8.52±1.62, 7.68±0.87, 9.67±0.57, and 6.69±0.34 μM, respectively, while the IC50 values of the other compounds ranging from 33.38±0.78 to 86.51±2.98 μM, compared to that of the positive control, NG-monomethyl-L-arginine acetate (L-NMMA) with an IC50 value of 32.50±1.00 μM. |
| Keywords: | chromone flavanone Myrtaceae nitric oxide inhibitor Syzygium cerasiforme |