New solanocapsine-type tomato glycoside from ripe fruit of Solanum lycopersicum

A new solanocapsine-type tomato glycoside, a novel and interesting natural steroidal glycoside, was isolated from a mini tomato, Solanum lycopersicum L. The chemical structure of the new minor glycoside, esculeoside B-5 (3), was determined to be (5S,22R,23S,24R,25S)-22,26-epimino-16β,23-epoxy-3β,23,24-trihydroxycholestane 3-O-β-lycotetraoside.     

Two new steroid glycosides and a new sesquiterpenoid glycoside from the underground parts of Trillium kamtschaticum

Two new steroid glycosides, named trikamsterosides A and B, and a new sesquiterpenoid glycoside named trikamsesuquiside A were isolated from the underground parts of Trillium kamtschaticum PALL. along with 18 known compounds comprising 12 steroids, one sesquiterpenoid glycoside, one phenylpropanoid, one flavonoid glycoside, and three phenylpropanoid sucrose esters. Their chemical structures were determined on the basis of spectroscopic data and chemical evidence. Among them, one phenylpropanoid sucrose ester showed almost the same radical-scavenging effect on 1,1-diphenyl-2-picrylhydrazyl as that of alpha-tocopherol.     

A new sesquiterpene glycoside from the aerial parts of Saussurea triangulata

Column chromatographic separation of a MeOH extract of the aerial parts of Saussurea triangulata led to the isolation of a new sesquiterpene glycoside 6, together with three quinic acid derivatives, two phenolics, two sesquiterpene glycosides and two flavonoids. The new compound 6 was identified as amarantholidol A glycoside by spectroscopic and chemical methods.     

A new anthraquinone glycoside from seeds of Cassia obtusifolia

A new anthraquinone glycoside 1, along with a known anthraquinone glycoside aurantio-obmsin-6-O-β-D-glucopyranoside 2, were isolated from the seeds of Cassia obtusifolia. On the basis of spectral and chemical evidences, the structure of 1 was established as 1-demethylaurantio-obtusin-2-O-β-D-glucopyranoside. Moreover, the 13C NMR of 2 was assigned totally and correctly for the first time based on the two-dimensional NMR.     

A new steroidal glycoside from the Ophiopogon japonicus Ker-Gawler (Liliaceae)

A new steroidal glycoside (1), (25R)-14α, 17α-hydroxyspirost-5-en-3β-yl 3-O-α-L-rhamnpyranosyl-(1 → 2)-β-D-glucopyranosyl-(1 → 3)-β-D-glucopyranoside, together with three known steroidal glycosides, (25R)-3β-hydroxyspirost-5-en-1β-yl-3-O-α-L-rhamnopyranosyl-(1 → 2)-O-β-D-xylopyranosyl-(1 → 3)-α-L-arabinopyranoside (2), Cixi-ophiopogon B (3) and Cixi-ophiopogon A (4), were obtained from the tuberous roots of Ophiopogon japonicus (Liliaceae). Compound 2 was isolated from the Ophiopogon genus for the first time. Their structures were identified on the basis of extensive mass and nuclear magnetic resonance spectroscopic analysis.     

A new diterpene glycoside from Stevia rebaudiana

From the commercial extract of the leaves of Stevia rebaudiana, a new diterpene glycoside was isolated besides the known steviol glycosides including stevioside, rebaudiosides A-F, rubusoside and dulcoside A. The new compound was identified as 13-[(2-O-β-D-glucopyranosyl-3-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy] ent-kaur-16-en-19-oic acid-(2-O-α-L-rhamnopyranosyl-β-D-glucopyranosyl) ester (1) on the basis of extensive spectroscopic (NMR and MS) and chemical studies.     

A new flavonoid glycoside from Vaccaria hispanica

A profiling analysis for the methanol extract of the seeds of Vaccaria hispanica (Mill.) Rauschert was performed using a HPLC-ESI-MS technique. Five compounds were identified according to their retention times, UV spectroscopic and MS features, and by comparison with literature data. Among them, a new flavonoid glycoside, named vaccarin H, was isolated and the structure determined by spectral and chemical analysis as isovitexin 2"-O-alpha-L-arabinopyranosyl-4'-O-(6"-O-dihydroferuloyl)-3-beta-glucopyranoside.     

A new cycloartane glycoside from Camptosorus sibiricus Rupr

A new cycloartane glycoside was isolated from the dried aerial parts of Camptosorus sibiricus Rupr. By means of chemical and spectroscopic methods (IR, 1D and 2D NMR, ESI-MS), the structure was established as 3beta, 7beta, 24beta, 25, 30-pentahydroxycycloartane-3-O-beta-D-glucopyranoside-24-O-beta-D-glucopyranosyl(1 --> 2)-D-glucopyranoside (1).     

Leucospilotaside C, a new sulfated triterpene glycoside from sea cucumber Holothuria leucospilota

A new triterpene glycoside, leueospilotaside C, along with two known saponin, was isolated from sea cucumber Holothuria leucospilota collected from the South China Sea, and its structure was elucidated as 3-O-{4'-O-sodiumsulfate-β-D-xylopyranosyl }-holosta-22,25-epoxy-9-ene-3β, 12a, 17a-triol (1) by extensive spectroscopic analysis and chemical methods. The glycosides have the same triterpene aglycone, but differ in the oligosaccharide moieties.     

A new iridoid glycoside from Paederia scandens

<正>A new glycoside named 6β-O-β-D-glucosylpaederosidic acid(1) was isolated from Paederia scandens and its structure was elucidated on the basis of spectroscopic and chemical evidence,together with four known iridoids,paederoside(2),paederosidic acid(3),paederosidic acid methyl ester(4),and deacetyl asperulosidic acid methyl ester(5).Compound 5 was isolated from this plant for the first time.     

Steroidal glycosides from the underground parts of Solanum sodomaeum

A new steroidal glycoside has been isolated from the underground parts of Solanum sodomaeum L., along with seven known steroidal glycosides. Their chemical structures were determined on the basis of spectroscopic data and chemical evidence, and the structure of one known pregnane type glycoside was corrected. In addition, their antiproliferative activity against human promyelocytic leukemia (HL-60) cells was investigated, and five compounds exhibited stronger activity than cisplatin.     

Bacosterol glycoside, a new 13,14-seco-steroid glycoside from Bacopa monnieri

A new sterol glycoside, bacosterol-3-O-beta-D-glucopyranoside along with bacopasaponin-C, bacopaside-I, bacopaside-II, bacosterol, bacosine and luteolin-7-O-beta-glucopyranoside have been isolated from Bacopa monnieri. Their structures were elucidated mainly on the basis of IR, 1D, 2D NMR (HMQC, HMBC, COSY), HR-ESI-QTOF-MS and EI mass spectral studies.     

A new iridoid glycoside from Veronica sibirica

A new iridoid glycoside,versibirioside（1）,and a known iridoid glycoside,verbaspinoside（2）,were isolated from the whole plant of Veronica sibirica L.Their structures were elucidated by spectroscopic methods,including 2D-NMR spectra.     

A new phenylethanoid glycoside from Isodon sculponeatus

A new phenylethanoid glycoside,seulponisidc(1) was isolated from the aerial parts of Isodon sculponeatus(Vaniot) Kudo, along with six known compounds martynoside(2),verbascoside(3),(+)-hydroxypinoresinol-8-O- β-D-glucoside(4),cedrusin(5), 7-megastigmene-3S,5R,6R,7E,9S-tetrol(6) and 4-oxo- β-ionol- β-D-glucopyranoside(7).Their chemical structures were elucidated from physieochemical data and by acidic hydrolysis.     

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.     

Convallasaponin A, a new 5beta-spirostanol triglycoside from the rhizomes of Convallaria majalis

The rhizomes of Convallaria majalis have been analyzed for their steroidal glycoside constituents, resulting in the isolation of a new 5beta-spirostanol triglycoside, named convallasaponin A, along with two known cardenolide glycosides and a known cholestane glycoside. The structure of convallasaponin A was determined on the basis of extensive spectroscopic analysis, including 2D NMR data, and the results of hydrolytic cleavage. The cardenolide glycosides showed tumor specific cytotoxic activity.     

New C21 steroidal glycoside from Cynanchum paniculatum

A new C21 steroidal glycoside, neocynapanogenin F 3-O-β-D-thevetoside 1, as well as its known aglycone neocynapanogenin F 2, which have an aberrant 13, 14:14, 15-disecopregnane-type skeleton were isolated from the root of Cynanchum paniculatum.Their structures were elucidated on the basis of spectroscopic data analysis. These compounds showed certain cytotoxic activities invitro.     

A new phenolic glycoside from Saprosma merrillii

A new phenolic glycoside derivative, saproglucoside (1), along with five known phenolic glycoside derivatives (2–6) were isolated from the stems of Saprosma merrillii. The structure of the new compound 1 was determined by 1D and 2D NMR as well as by HRESIMS and hydrolysis. The inhibitory activities of all compounds against seven pathogenic bacteria and two cancer cell lines were evaluated.     

A new steroidal glycoside from Corypha taliera Roxb., a globally endangered species

The reversed-phased HPLC analysis of the methanol extract of the pericarp of C. taliera Roxb. (Talipalm), a rare species of Arecaceae family, afforded a new steroidal glycoside, β-sitosterol-3-O-α-l-rhamnopyranosyl-(1→4)-β-d-xylopyranosyl-(1→4)-β-d-glucopyranosyl-(1→4)-β-d-glucopyranoside (1). The structure of the compound was elucidated unequivocally by UV, IR, HR-ESI-MS, ¹H and ¹³C NMR spectroscopic studies.     

2-Allyloxyphenyl glycoside as a new and stable type of glycosyl donors

A high-yielding coupling of a new and stable type of glycosyl donors, namely 2-allyloxyphenyl glycoside, with a variety of alcohols via NIS/TfOH reagent combination as effective activators at room temperature is described here.