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A New Carvotacetone Derivative from the Aerial Part of Sphaeranthus africanus
Authors:Huong Thuy Le  Thien-Y Vu  Tran-Van-Anh Nguyen  Mai Dinh Tri  Nguyen-Kim-Tuyen Pham  Huy Truong Nguyen  Ngoc-Hong Nguyen  Huu-Hung Nguyen  Thuc-Huy Duong
Institution:1. Faculty of Pharmacy, Ton Duc Thang University, Ho Chi Minh City, 72900 Vietnam;2. Graduate University of Science and Technology, V, ietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Cau Giay, Hanoi, 122000 Vietnam

Institute of Chemical Technology, Vietnam Academy of Science and Technology, 1 A TL29 Street, Thanh Loc ward, District 12, Ho Chi Minh City, 71500 Vietnam;3. Faculty of Environmental Science, Sai Gon University, 273 An Duong Vuong, Ward 3, District 5, Ho Chi Minh City, 70000 Vietnam;4. CirTech Institute, HUTECH University, 475 A Dien Bien Phu Street, Binh Thanh District, Ho Chi Minh City, 72300 Vietnam;5. Faculty of Applied Technology, School of Technology, Van Lang University, Ho Chi Minh City, 72300 Vietnam;6. Department of Chemistry, Ho Chi Minh City University of Education, 280 An Duong Vuong Street, District 5, Ho Chi Minh City, 72700 Vietnam

Abstract:Sphaeranthus africanus L. is native in Vietnam. Little is known about α-glucosidase inhibition of Sphaeranthus africanus and its isolated compounds. A bioactive-guided isolation was applied to the Vietnamese Sphaeranthus africanus to find α-glucosidase inhibitory components. Eight compounds were detected and structurally elucidated. They are 3-angeloyloxy-5-2′′,3′′-epoxy-2′′-methylbutanoyloxy]-7-hydroxycarvotacetone, 3-angeloyloxy-5-3′′-chloro-2′′-hydroxy-2′′-methylbutanoyloxy]-7-hydroxycarvotacetone, 3-angeloyloxy-5-2′′R,3′′R-dihydroxy-2′′-methyl-butanoyloxy]-7-hydroxycarvotacetone, 3-angeloyloxy-5-2′′S,3′′R-dihydroxy-2′′-methylbutanoyloxy]-7-hydroxycarvotacetone, 3-angeloyloxy-5-2′′S,3′′S-dihydroxy-2′′-methylbutanoyloxy]-7-hydroxycarvotacetone, 5-angeloyloxy-7-hydroxy-3-tigloyloxycarvotacetone, 3-O-methylquercetin, and chrysosplenol D. Their chemical structures were elucidated by extensive 1D and 2D NMR analysis and high-resolution mass spectroscopy as well as comparisons in literature. 3-Angeloyloxy-5-2′′S,3′′S-dihydroxy-2′′-methylbutanoyloxy]-7-hydroxycarvotacetone is a new compound. Isolated compounds were evaluated for the α-glucosidase inhibition. Isolated compounds showed moderate activity with IC50 values ranging from 128.9–274.3 μM while others are weak. A molecular docking study was conducted, indicating that isolated compounds are potent α-glucosidase inhibitory compounds.
Keywords:α-glucosidase inhibition  carvotacetone  electronic circular dichroism  molecular docking  Sphaeranthus africanus
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