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
. 2022 Sep;76(4):756-764.
doi: 10.1007/s11418-022-01623-4. Epub 2022 May 5.

Chukranoids A-I, isopimarane diterpenoids from Chukrasia velutina

Alfarius Eko Nugroho  1 , Masaki Tange  1 , Sumi Kusakabe  1 , Yusuke Hirasawa  1 , Osamu Shirota  2 , Michiyo Matsuno  3 , Hajime Mizukami  3 , Takahiro Tougan  4 , Toshihiro Horii  5 , Hiroshi Morita  6
Affiliations

Chukranoids A-I, isopimarane diterpenoids from Chukrasia velutina

Alfarius Eko Nugroho et al. J Nat Med. 2022 Sep.

Abstract

Bioactivity guided separation of Chukrasia velutina root methanolic extract led to the isolation of nine new isopimarane diterpenoids, chukranoids A-I (1-9). The absolute configuration was then assigned by comparing the experimental CD spectra and the calculated CD spectra. Chukranoids A-I (1-9) showed moderate antimalarial activity against Plasmodium falciparum 3D7 strain. It seems that conjugate system in the isopimarane skeleton may influence their antimalarial activity.

Keywords: Antimalarial activity; Chukranoids A–I; Chukrasia velutina; Isopimarane diterpenoid; Meliaceae.

PubMed Disclaimer

Figures

Fig. 1
Fig. 1
Structures of 1–9
Fig. 2
Fig. 2
Selected 2D-NMR correlations of 1
Fig. 3
Fig. 3
Selected 2D-NMR correlations of 2
Fig. 4
Fig. 4
Selected 2D-NMR correlations of 3 and 5
Fig. 5
Fig. 5
Selected 2D-NMR correlations of 6
Fig. 6
Fig. 6
Selected 2D-NMR correlations of 7
Fig. 7
Fig. 7
Selected 2D-NMR correlations of 9
Fig. 8
Fig. 8
Calculated and experimental CD spectra of chukranoid E (3)
See this image and copyright information in PMC

References

    1. Mabberley DJ (2011) Meliaceae. Flowering Plants Eudicots: Sapindales, Cucurbitales, Myrtaceae. Kubitzki K, Springer: 185–211
    1. Ragettli T, Tamm C. The Chukrasines A, B, C, D and E, five new tetranortriterpenes from Chukrasia tabularis A. JUSS Helv Chim Acta. 1978;61:1814–1831. doi: 10.1002/hlca.19780610527. - DOI
    1. Luo J, Li Y, Wang JS, Kong LY. D-Ring-opened phragmalin-type limonoids from Chukrasia tabularis var. velutina. Chem Biodivers. 2011;8:2261–2269. doi: 10.1002/cbdv.201000285. - DOI - PubMed
    1. Luo J, Li Y, Wang JS, Lu J, Kong LY. Three new C-15-isobutyryl 16-norphragmalin-type limonoids from Chukrasia tabularis var. velutina. Phytochem Lett. 2012;5:249–252. doi: 10.1016/j.phytol.2012.01.005. - DOI
    1. Luo J, Wang JS, Luo JG, Wang XB, Kong LY. Velutabularins A-J, phragmalin-type limonoids with novel cyclic moiety from Chukrasia tabularis var. velutina. Tetrahedron. 2011;67:2942–2948. doi: 10.1016/j.tet.2011.02.049. - DOI

LinkOut - more resources