Chukranoids A-I, isopimarane diterpenoids from Chukrasia velutina

Alfarius Eko Nugroho; Masaki Tange; Sumi Kusakabe; Yusuke Hirasawa; Osamu Shirota; Michiyo Matsuno; Hajime Mizukami; Takahiro Tougan; Toshihiro Horii; Hiroshi Morita

doi:10.1007/s11418-022-01623-4

Chukranoids A-I, isopimarane diterpenoids from Chukrasia velutina

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

Authors

Affiliations

¹ Faculty of Pharmaceutical Sciences, Hoshi University, Ebara 2-4-41, Shinagawa-ku, Tokyo, 142-8501, Japan.
² Faculty of Pharmaceutical Sciences at Kagawa Campus, Tokushima Bunri University, 1314-1 Shido, Sanuki City, Kagawa, 769-2193, Japan.
³ The Kochi Prefectural Makino Botanical Garden, 4200-6 Godaisan, Kochi City, Kochi, 781-8125, Japan.
⁴ Research Center for Infectious Disease Control, Research Institute for Microbial Diseases, Osaka University, 3-1 Yamadaoka, Suita, Osaka, 565-0871, Japan.
⁵ Department of Malaria Vaccine Development, Research Institute for Microbial Diseases, Osaka University, 3-1 Yamadaoka, Suita, Osaka, 565-0871, Japan.
⁶ Faculty of Pharmaceutical Sciences, Hoshi University, Ebara 2-4-41, Shinagawa-ku, Tokyo, 142-8501, Japan. [email protected].

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.

MeSH terms

Abietanes / pharmacology
Antimalarials* / pharmacology
Diterpenes* / pharmacology
Meliaceae*
Molecular Structure

Substances

Abietanes
Antimalarials
Diterpenes