Ent-kaurane diterpenoid glycosides from the leaves of Cussonia racemosa, a Malagasy endemic plant

Six new ent-kaurane diterpenoid glycosides, cussoracosides A (3), B (4), C (5), D (6), E (7), and F (8) were isolated from the dried leaves of Cussonia racemosa, along with two known compounds identified as beta-D-glucopyranosyl ent-16beta,17-dihydroxykauran-19-oate (1) and paniculoside IV (2). The structures of these new compounds were deduced on the basis of chemical and spectroscopic evidence.     

Cussosaponins A-E,triterpene saponins from the leaves of Cussonia racemosa,a Malagasy endemic plant

Five new triterpene saponins, cussosaponins A (2), B (3), C (4), D (5), and E (6), were isolated from the dried leaves of Cussonia racemosa BAKER. The structures of these new compounds were deduced on the basis of chemical and spectroscopic evidence.     

A new ent-kaurane diterpenoid from Ixora amplexicaulis

A new ent-kaurane diterpenoid, 6α,16α-dihyroxy-ent-kaurane (1), was isolated from the stems of Ixora amplexicaulis, together with (24R)-6β-hydroxy-24-ethyl-cholest-4-en-3-one (2), 7β-hydroxysitosterol (3), maslinic acid (4), 3,3′-bis(3,4-dihydro-4-hydroxy-6-methoxy-2H-1-benzopyran) (5) and protocatechuric acid (6). Their structures were established by extensive spectroscopic analysis, including 2D NMR techniques. Compounds 2–5 were isolated from the genus Ixora for the first time and 6 obtained originally from I. amplexicaulis.     

A new ent-kaurane diterpenoid from Isodon japonica

<正>One new ent-kaurane diterpenoid,named maoyecrystal L was isolated from the EtOAc extract of the dried leaves of lsodon japonica.Its structure was established by various spectroscopic means and confirmed by X-ray crystallographic analysis.     

A novel ent-kaurane diterpenoid from the Croton tonkinensis GAGNEP

A novel ent-kaurane diterpenoid, ent-1alpha-acetoxy-7beta,14alpha-dihydroxy-kaur-16-en-15-on has been isolated from leaves of Croton tonkinensis GAGNEP. Its structure was determined by a combination of spectroscopy, X-ray crystallographic analysis and the chemical reaction acetylation.     

A new ent-kaurane diterpenoid from Rabdosia pseudo-irrorata C. Y. Wu

A new ent-kaurane diterpenoid, Pseurata H (1), was isolated from the aerial parts of Rabdosia pseudo-irrorata C. Y. Wu, along with three known compounds, Pseurata B (2), Pseurata C (3) and Pseurata F (4). Their structures were established by extensive spectroscopic techniques (MS, IR, 1D and 2D NMR experiments).     

A new cytotoxic diterpenoid glycoside from the leaves of Blumea lacera and its effects on apoptosis and cell cycle

A new diterpenoid glycoside, 6E,10E,14Z-(3S)-17-hydroxygeranyllinalool-17-O-β-d-glucopyranosyl-(1?→?2)-[α-l-rhamnopyranosyl-(1?→?6)]-β-d-glucopyranoside (1) together with the known diterpenoid glycoside (2) and two known flavonoid glycosides (3, 4) were isolated from the methanol extract of Blumea lacera leaves. The structures were determined by the interpretation of their spectroscopic data and comparison with the literature. All compounds were isolated for the first time from B. lacera and evaluated for their cytotoxic activity. Only the new compound (1) showed strong cytotoxic activity with the lowest IC₅₀ value (8.3 μM) being displayed against MCF-7 breast cancer cells. In apoptosis and cell cycle analysis, 1 revealed strong apoptotic activity against MCF-7 cells (45.5% AV⁺/PI^?) after 24 h, but showed no arresting of any of the cell cycle phases in MCF-7.     

A new glycoside from the leaves of Neoalsomitra integrifoliola

A new ionone glycoside （6R,9R）-blumenyl α-L-rhamnopyranosyl-（1 → 6）-β-D-gluco-pyranoside （1）, together with a new natural product 2-methoxyl-4-trans-pmpenyl-phenol α-L-rhamnopyranosyl-（1 → 6）-β-D-glucopyranoside （2）, was isolated from the leaves ofNeoalsomitra integrifoliola. Their structures were elucidated by chemical and spectral analysis. Compound 1 showed weak anti-inflammatory and low-level antioxidant activities.     

A new abietane diterpenoid glycoside from ajuga ovalifolia var. calantha

A new abietane diterpenoid glycoside, ajugaside B (1), along with three known compounds (2–4), were isolated from the whole plants of Ajuga ovalifolia var. calantha. The structure of the new compound (1) was elucidated by means of spectroscopic analyses (HRESIMS, IR, NMR and ECD). All of the isolated compounds were evaluated for their antitumor activities against MGC803, MCF-7, A549, HT29 and HepG2 cell lines. Compounds 3–4 showed moderate cytotoxicity against all tested cell lines with IC₅₀ values of 1.8–7.3?μM.     

A new lupane glycoside from the leaves of Acanthopanax koreanum

A new lupane-type saponin, named acankoreoside E (1), was isolated from the methanol extract of the leaves of Acanthopanax koreanum, and its structure was established through chemical and spectroscopic analyses as (20S) 3alpha-hydroxy-30-oxolupan-23,28-dioic acid 28-O-[alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl] ester.     

A new neolignan glycoside from the leaves of Acer truncatum

A new neolignan glycoside, (7R,8R)-7,8-dihydro-9'-hydroxyl-3'-methoxyl- 8-hydroxymethyl-7-(4-hydroxy-3-methoxyphenyl)-1'-benzofuranpropanol 9'-O-beta-D- glucopyranoside (1) was isolated from the leaves of Acer truncatum along with (7R,8R)-7,8-dihydro-9'-hydroxyl-3'-methoxyl-8-hydroxymethyl-7-(4-O-alpha-L-rhamno- pyranosyloxy-3-methoxyphenyl)-1'-benzofuranpropanol (2), schizandriside (3), lyoniresinol (4), berchemol (5), (-)-pinoresinol-4-O-beta-D-glucopyranoside (6), hecogenin (7), chlorogenic acid (8) and neochlorogenic acid (9). Their structures were elucidated on the basis of extensive spectroscopic data. The absolute configuration of compounds 1 was established by its CD spectrum. The antibacterial activities of compounds 1-7 were evaluated.     

A new acylated flavonol glycoside from the leaves of Eriobotrya japonica

A new acylated flavonol glycoside was isolated from the leaves of Eriobotrya japonica along with two known flavonol glycosides. Their structures were determined by extensive spectroscopic investigation.     

A new phenolic glycoside from the Idesia polycarpa Maxim. leaves

Phytochemical investigation on the ethyl acetate extract of Idesia polycarpa Maxim. Leaves led to the isolation of four phenolic glycoside isomers (1–4). Compound 2 appeared to be new reported phenolic glycoside, while compound 1 was the first time isolated from the titled species. Their structures were established by IR, UV, HRESI-MS and 1D and 2D NMR spectroscopies analysis and comparison of spectral data with previously reported data. The compounds 3 and 4 showed stronger activity of scavenging the DPPH free radical than the other two compounds, while the compounds 1 and 2 showed a significant activity of scavenging the ABTS free radical. Compounds 2 and 4 exhibited stronger cytotoxicity against HepG2 cell lines compared to compounds 1 and 3. Moreover, compound 3 presented the highest cytotoxicity against MCF cell lines with IC₅₀ value of 37.17?±?0.26?μg/mL than compounds 1, 2 and 4.     

A new benzophenone glycoside from the leaves of Psidium guajava L.

A new benzophenone glycoside,2,6-dihydroxy-4-O-β-D-glucopyranosylbenzophenone(1),was isolated from the leaves of guajava L.Its structure was elucidated by spectral and chemical methods.1 showed significant activities to secretion of NO in mouse peritoneal macrophages in 10μmol/L.     

A new triterpenoid glycoside from the leaves and stems of Duranta repens

A new triterpenoid glycoside (1) was isolated from the methanol extract of the leaves and stems of Duranta repens L. (Verbenaceae) along with 14 known compounds consisting of eight triterpenoids, four iridoids, one phenylethanoid glycoside and one flavonoid. The chemical structure of 1 was determined to be bayogenin 3-O-[β-D-glucopyranoside]-28-O-[α-L-rhamnopyranosyl-(1→5)-O-β-D-apiofuranosyl-(1→4)-O-α-L-rhamnopyranosyl-(1→2)-O-α-L-arabinopyranosyl] ester, based on spectroscopic data. In addition, the inhibitory effects of the isolates on lipoxygenase activity were examined. Among them, acteoside and apigenin resulted in 94 ± 3.6% and 82 ± 4.7% inhibition, respectively, at 0.5 mM.     

Caesaldecan, a cassane diterpenoid from the leaves of Caesalpinia decapetala

A new cassane diterpenoid, caesaldecan, was isolated from Caesalpinia decapetala with eight known compounds, spathulenol, 4,5-epoxy-8(14)-caryophyllene, squalene, lupeol, trans-resveratrol, quercetin, astragalin, and stigmasterol. The (1)H- and (13)C-NMR spectra of the new compound were completely assigned by using a combination of 2D NMR techniques, namely, (1)H-(1)H COSY, HMQC, HMBC, and ROESY.     

Sesquiterpene composition of Cinnamosma fragrans: A Malagasy endemic plant used in traditional medicine

Cinnamosma fragrans is an endemic plant used in traditional medicine. The geographical distribution of this Canellaceae is limited to Madagascar. Few phytochemical investigations performed on this plant have described atypical sesquiterpenes including drimane-type sesquiterpenes, drimane-type sesquiterpene lactones, sesquiterpene lactams and coloratane sesquiterpenes. These original sesquiterpenes are associated with pharmaceutical activities.     

One new diphenylmethane glycoside from the leaves of Psidium guajava L

To investigate the chemical constituents of Psidium guajava L, the EtOH/H(2)O extract of the fresh leaves was subjected to various chromatography. One diphenylmethane, one benzophenone, and eight flavonoids were isolated and elucidated as 2,6-dihydroxy-3-formaldehyde-5-methyl-4-O-(6″-O-galloyl-β-D-glucopyranosyl)-diphenylmethane (1), 2,6-dihydroxy-3,5-dimethyl-4-O-(6″-O-galloyl-β-D-glucopyranosyl)-benzophenone (2), kaempferol (3), quercetin (4), quercitrin (5), isoquercitrin (6), guaijaverin (7), avicularin (8), hyperoside (9), reynoutrin (10) by spectroscopic methods, including 1D and 2D NMR and HR-ESI-MS spectrometry as well as by comparison with published data. Compounds 5 and 10 are obtained from P. guajava for the first time, and compound 1 is a new diphenylmethane compound.     

Cephasinenoside A,a new cephalotane diterpenoid glucoside from Cephalotaxus sinensis

A new cephalotane diterpenoid glucoside, cephasinenoside A (1), was isolated from the twigs and leaves of Cephalotaxus sinensis (Rehd. et Wils.) Li. The structure of 1 was established on the basis of spectroscopic analyses and ECD calculations. Compound 1 represents the first cephalotane diterpenoid glycoside which inhibits the proliferation of human acute myeloid leukemia HL-60 cells with a GI₅₀ value of 7.17 ± 1.03 μM.