Further terpenoids from Euphorbia tirucalli

Thuc-Huy Duong (1) , Mehdi A Beniddir (2) , Grégory Genta-Jouve (3) , Huu-Hung Nguyen (4) , Dinh-Phuoc Nguyen (5) , Thi-Anh-Tuyet Nguyen , Dinh-Hung Mac , Joël Boustie (6) , Kim-Phi-Phung Nguyen (7) , Warinthorn Chavasiri (5) , Pierre Le Pogam (2)

1 Ton Duc Thang University [Hô-Chi-Minh-City]
2 MBCIS - Molécules bioactives, conception, isolement et synthèse
3 UMR 8638 - Equipe C-TAC
4 NTTU - Nguyen Tat Thanh University [Vietnam]
5 Chulalongkorn University [Bangkok]
6 ISCR - Institut des Sciences Chimiques de Rennes
7 VNU-HCM - Vietnam National University, Ho Chi Minh City / Đại học Quốc gia TP. Hồ Chí Minh

The phytochemical investigation of Euphorbia tirucalli L. (Euphorbiaceae) yielded four new compounds, including a rare cadalene-type sesquiterpene (tirucadalenone), two tirucallane triterpenoids, euphorol L and euphorol M, with the latter being described as an epimeric mixture, and a euphane triterpene, namely, euphorol N, together with 7 known compounds. Their structures and absolute configurations were elucidated from analysis of 1D (1H, J-modulated C) and 2D NMR (HSQC, HMBC and NOESY), high-resolution mass spectrometry (HRESIMS), optical rotation, and GIAO NMR shift calculation followed by CP3 analysis, along with comparison with literature reports. All these compounds were tested for cytotoxicity against K562, MCF-7 and/or and HepG2 tumor cell lines. Only tirucadalenone displayed a mild cytotoxic activity.

Mots clés: Triterpenes; Tirucallane; Cadalene; Euphane; Euphorbia tirucalli L.; Euphorbiaceae; Sesquiterpene

Domaines: Chimie thérapeutique; Botanique

Thuc-Huy Duong, Mehdi A Beniddir, Grégory Genta-Jouve, Huu-Hung Nguyen, Dinh-Phuoc Nguyen, et al.. Further terpenoids from Euphorbia tirucalli. Fitoterapia, 2019, 135, pp.44-51. ⟨10.1016/j.fitote.2019.04.001⟩. ⟨hal-02120745⟩