Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2023 Jun;20(6):e202300319.
doi: 10.1002/cbdv.202300319. Epub 2023 May 30.

A New Carvotacetone Derivative from the Aerial Part of Sphaeranthus africanus

Huong Thuy Le  1 , Thien-Y Vu  1 , Tran-Van-Anh Nguyen  1 , Mai Dinh Tri  2   3 , Nguyen-Kim-Tuyen Pham  4 , Huy Truong Nguyen  1 , Ngoc-Hong Nguyen  5 , Huu-Hung Nguyen  6 , Thuc-Huy Duong  7
Affiliations

A New Carvotacetone Derivative from the Aerial Part of Sphaeranthus africanus

Huong Thuy Le et al. Chem Biodivers. 2023 Jun.

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: Sphaeranthus africanus; carvotacetone; electronic circular dichroism; molecular docking; α-glucosidase inhibition.

PubMed Disclaimer

Similar articles

See all similar articles

References

    1. A. Yousefi, R. Yousefi, F. Panahi, S. Sarikhani, A. R. Zolghadr, A. Bahaoddini, A. Khalafi-Nezhad, A. Int. J. Biol. Macromol. 2015, 78, 46-55.
    1. R. Pili, J. Chang, R. A. Partis, R. A. Mueller, F. J. Chrest, A. Passaniti, A. Cancer Res. 1995, 55, 2920-2095.
    1. F. A. Van de Laar, Vasc. Health Risk Manage. 2008, 4, 1089-1094.
    1. S. R. Joshi, E. Standl, N. Tong, P. Shah, S. Kalr, R. Rathod, Expert Opin. Pharmacother. 2015, 16, 1959-1981.
    1. J. L. Chiasson, R. G. Josse, R. Gomis, M. Hanefeld, A. Karasik, M. Laakso, Lancet 2002, 359, 2072-2077.

MeSH terms

LinkOut - more resources

-