Sesquiterpenoids and Diterpenes from Chamaecyparis obtusa var. breviramea f. crippsii

Abstract

Four new sesquiterpenoids, 1α-hydroxymethyl-3β-hydroxy-7,8-dihydro-ionol (1), 1α-hydroxymethyl- 3β-hydroxy-7,8-dihydro-ionol-9-O-β-D-glucopyranoside (2), (1α,5β,7β)-3,10(14)-guaiadien- 11,12-diol (3), and (6S)-13-O-β-D-glucopyranosyl-abscisic acid (4), together with 10 known sesquiterpenoids and 5 diterpenes were isolated from the branches and leaves of Chamaecyparis obtusa var. breviramea f. crippsii. Their structures were mainly determined on the basis of MS, IR, 1D and 2D NMR spectral evidence. Compound 13-epi-toruolsol (17) showed cytotoxicities against BGC-823 and Hela cancer cell lines with IC50 values of 23.0 and 49:9 μM, and compound 3-epitriptobenzene B (19) showed cytotoxicities against BGC-823, Hela and A549 cancer cell lines with IC50 values of 19.1, 30.3 and 24:5 μM, respectively

Chemical constituents of Abies fabri

“…The 1D NMR data were similar to those of megastigman-5-en-3,9,11-triol (67) (Xu et al, 2013;Yang et al, 2014). Close comparison of 13 C NMR data of these two compounds indicated the difference: one methylene [d H 1.58 (2H, m), d C 19.1 t], one hydroxycarbonyl (d C 183.4 s) and one ketocarbonyl (d C 209.1 s) appeared in 12, while three oxygenated sp 3 carbon signals were absent.…”

“…Therefore, 9 was concluded as an artifact of extraction, while 10 was very highly likely to be artifact. -5-en-3,9,11-triol (67) (Xu et al, 2013;Yang et al, 2014) except for an additional hexose moiety [d H 4.33 (d, J = 7.8 Hz, H-1 0 ), 3.84 (m, H-6 0 a), 3.66 (dd, J = 6.0, 12.0 Hz, H-6 0 b), 3.15 (d, J = 7.8, 9.0 Hz, H-2 0 ), 3.23-3.39 (m, H-3 0 , 4 0 , 5 0 ), d C 102.2 d, 75.2 d, 78.1 d, 71.8 d, 77.8 d, 62.9 t]. By acid hydrolysis, the hexose was proved to be D-glucose, and the b-configuration was confirmed by the coupling constant between H-1 0 and H-2 0 (J = 7.8 Hz).…”

Two New Cinnamyl Isovalerate Derivatives from Sabina gaussenii

“…The cytotoxicities of the 90% acetone extract and compounds (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20) against the HeLa, BGC-823, and A549 cancer cell lines were measured using a sulforhodamine B (SRB, Sigma, Saint Louis, MO, USA) assay as described in the literature [24]. Taxol were used as positive controls.…”

“…As part of serial investigations on the Gymnospermae plants and in order to seek more novel bioactive compounds, we carried out an extensive chemical study on S. gaussenii [4][5][6][7]. In this paper, we report the isolation and structure elucidation of two new cinnamyl isovalerate derivatives (1-2) together with eighteen other known compounds (3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20) from the branches and leaves of S. gaussenii, in addition to a screening of their cytotoxicities.…”

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Abstract: Chemical investigation of the 90% acetone extract of the branches and leaves of Sabina gaussenii led to the isolation of two new cinnamyl isovalerate derivatives (1-2) and eighteen known compounds (3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20). Their structures were determined mainly by means of MS, 1D-and 2D-NMR data, and this is the first time these compounds have been reported from this plant.

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