Abstract
Seven new diterpenes, named ovoideal A (1), B (2), C (3), D (4), E (5), F (6) and G (7), have been isolated along with eleven known diterpenes 8–18 from the petroleum ether soluble fraction of an ethanol extract of the aerial parts of Tirpitzia ovoidea. The structures of the new compounds were elucidated primarily by 1D and 2D NMR spectroscopy, as well as by the HR-ESI-MS spectrometry. All compounds were isolated from the Linaceae family for the first time. The in vitro cytotoxic activity of compounds 1, 3–5, 8–18 was evaluated against the Hela, HepG2 and K562 cell lines. Among them, compounds 3, 9, 11, 12, 13, 14, 15, 17, 18 showed moderate inhibitory activities.
Highlights
Tirpitzia ovoidea Chun et How ex Sha (Linaceae family) is distributed in Chongzuo, Jingxi, Longzhou, Mashan in Guangxi of China, while Vietnam has some distribution too [1]
The petroleum ether soluble fraction of the ethanol extract of the aerial parts of Tirpitzia ovoidea was subjected to repeated column chromatography to afford seven new diterpenes, ovoideals A–G
The structures of the known compounds were determined by comparing their spectroscopic data with literature values [10,11,12,13,14,15,16,17], and they were identified as ent-3β,14α-hydroxypimara-7,9(11),15-triene-12-one (8), ent-3β-hydroxypimara-8(14),15diene-12-one (9), ent-12β-hydroxypimara-8(14),15-diene-3-one (10), ent-pimara-8(14),15-diene-3,12dione (11), ent-3β,12α-dihydroxypimara-8(14),15-diene (12), spruceanol (13), sonderianol (14), ent-17-hydroxy-16α-kaur-3-one (15), abbeokutone (16), ent-3β-hydroxy-13-epi-manoyl oxide (17), and ent-13-epi-manoyl oxide-3-one (18)
Summary
Tirpitzia ovoidea Chun et How ex Sha (Linaceae family) is distributed in Chongzuo, Jingxi, Longzhou, Mashan in Guangxi of China, while Vietnam has some distribution too [1]. The dried aerial parts, containing stems, branches and leaves of this species, is known in China as Baihuachai and has been used as a folk medicine in Guangxi. As a folk medicine it has precise therapeutic effects, while there has been no research on its chemical constituents and pharmacological activities. In our research eighteen diterpenes, including seven new compounds (ovoideal A, B, C, D, E, F and G, Figures 1 and 2) were isolated from the petroleum ether soluble fraction of an ethanol extract of the stems, branches and leaves of Tirpitzia ovoidea and their structures were elucidated. Fourteen of the isolated compounds were evaluated for their cytotoxic activity
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