Iridoid glucosides from the fruit of Genipa americana

Four new iridoid glucosides, called genamesides A-D, have been isolated from the fruit of Genipa americana L. (Rubiaceae), along with four known iridoid glucosides, geniposidic acid, geniposide, gardenoside and genipin-gentiobioside. Their chemical structures were determined on the basis of spectroscopic data.     

Four new iridoid glucosides from Ajuga reptans

Four new iridoid glucosides were isolated from the whole plant of Ajuga reptans L. (Labiatae) along with four known iridoid glucosides, one known diterpenoid glycoside, one known aliphatic alcohol glycoside, and three known ecdysteroids. Their chemical structures were determined on the basis of spectroscopic data and chemical evidence. The diterpenoid glycoside exhibited 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical and H?O? scavenging activities.     

Iridoid glucosides from Wendlandia tinctoria roots

Four new iridoid glucosides, 5-dehydro-8-epi-adoxosidic acid, 5-dehydro-8-epi-mussaenoside, 10-O-dihydroferuloyldeacetyldaphylloside, and wendoside, together with one known iridoid glucoside, 8-epi-mussaenoside, beta-D-glucose, D-mannitol and beta-sitosterol have been isolated from the roots of Wendlandia tinctoria. On the basis of chemical and spectral analyses, the structures of new iridoid glucosides have been elucidated.     

串联固相萃取法选择性富集白花蛇舌草中的环烯醚萜苷类成分

研究了从白花蛇舌草水提取物中选择性富集环烯醚萜苷类成分的方法。该方法采用硅胶基质的寡聚乙二醇(OEG,实验室自合成)和ODS两种填料依次作为固定相,对白花蛇舌草水提醇沉样品进行固相萃取,并以超高效液相色谱(UPLC)系统对在富集的各个阶段得到的产物进行了色谱表征。实验结果表明,采用该方法得到的终产物的产率为8.21%。从UPLC谱图中可以看出固相萃取环烯醚萜苷类成分选择性富集的过程。终产物中14种典型的环烯醚萜苷类化合物含量明显升高,可达白花蛇舌草水提物的6.1倍,回收率为50.1%,富集效果明显。因此,将白花蛇舌草水提物醇沉后依次经过OEG柱与ODS柱的串联固相萃取可选择性地富集环烯醚萜苷类成分。该方法操作步骤较少,操作简便,选择性好,提取效率较高,富集效果明显。     

Two new iridoid glycosides from the Tibetan folk medicine Swertia franchetiana

Two new iridoid glycosides designated as senburiside III (2) and senburiside IV (3), together with one known iridoid glycoside senburiside I (1) and three known secoiridoid glucosides swertiamarin (4), gentiopicroside (5) and sweroside (6), were isolated from the whole plant of Swertia franchetiana. The structures of the two new compounds were elucidated by spectroscopic methods.     

Antioxidant iridoid glucosides from Wendlandia formosana

Two new iridoid glucosides of 10-O-caffeoyl scandoside methyl ester (3), and 6-methoxy scandoside methyl ester (4) besides the known compounds of scandoside methyl ester (1), methyl deacetyl asperulosidate (2), 10-O-caffeoyl daphylloside (5), phytol (6), and ursolic acid (7) were isolated from the leaves of Wendlandia formosana. Structure elucidation of the new iridoid glucosides was based on interpretation of high-resolution 1D and 2D NMR spectral data and chemical conversions. Antioxidant activity of Compounds (1-5) against diphenylpicrylhydrazyl (DPPH) and hydroxyl radical, and peroxynitrite was reported.     

Allobetonicoside and 6-O-Acetylmioporoside: Two new iridoid glycosides from Betonica officinalis L.

A new allose-containing iridoid diglycoside, allobetonicoside ( 1 ), and a new acyl iridoid glucoside, 6-O-acetylmioporoside ( 2 ) have been isolated from the aerial parts of Betonica officinalis L. in addition to two known iridoid glucosides, acetylharpagide ( 3 ) and reptoside ( 4 ). Their structures have been determined by spectroscopic methods as well as by means of chemical evidence.     

Two New Iridoid Glucosides from Clerodendrum serratum

Clerodendrumserratumcalledas"SanDuiJie"inChinese,isasmallshrubwithfragrantflowersfoundwidelyintheforestsofthesouthofChina.IthasbeenusedasafolkmedicineinYunnanfortreatmentofmanydiseasessuchashepatitisandmalaria.Inordertofindthebioactivecomponents,studiesonthechemicalconstituentsoftheleavesofClerodendrumserratum,collectedatLongLingofYunnanprovince,werecarriedout.Wehavereportedtwonewglycosidespreviously'.NoW,furtherinvestigationofglycosidesofthisplantresultedintwonewiridoidglucosides76coumar…     

Two novel tetrairidoid glucosides from Dipsacus asper

[reaction: see text] Two new iridoid glucoside tetramers, dipsanosides A (1) and B (2), the first-reported iridoid tetramers with four glucosides, were isolated from Dipsacus asper. Their structures were determined by analysis of 1D and 2D NMR data as well as by comparison with model compounds. Their cytotoxicities were tested, but neither of them showed obvious activity.     

Iridoid and lignan glycosides from Citharexylum spinosum L

From the aerial parts of Citharexylum spinosum L., one new iridoid glucoside, the 7-ss-O-acetate (1) of lamiide, along with four known iridoid glucosides, lamiide (2), lamiidoside (3), duranterectoside C (4), 8-epiloganin (5) and one known lignan glucoside (+)-lyonirenisol-3a-O-ss-D-glucopyranoside (6) were isolated. The compound structures were established by one- and two-dimensional 1H- and 13C-NMR as well as by ESI-MS spectra.     

Two New Iridoid Glycosides from Caryopteris mongholica

The whole planl of Calyopteris mongholica Bunge was used in China as a herbalmedicine which relieves cold, cough and rheumatic pains'. In previous paper, ahypolactin-7-glucoside was reported from this plant'. In this paped, we wish to report theisolation and structure elucidation of two new iridoid glucosides, 8-acetyl-6'-O-tycoumaroyl)harpagide (la) and 6'-O-(P-coumaroyl) antirrinoside (2a) from the wholeplants of C mongholica Bunge.Compounds la and Za were isolated as an inseparable mixt…     

Study on the Chemical Constituents of Daphniphyllum angustifolium

Seven new iridoid glucosides, 1 – 7 , two new phenyl glucosides, 8 and 9 , along with eight known compounds were isolated from the bark of Daphniphyllum angustifolium. Their structures were established by ESI‐MS and by 1D‐ and 2D‐NMR spectroscopic methods.     

Two New Iridoid Glucosides from Lagotis yunnanensis

Two new iridoid glucosides 1 and 2, 10-O-(3, 4-dimethoxy-(E)-cinnamoyl)catalpol and 10-O-(3, 4-dimethoxy-(Z)-cinnamoyl)catalpol, were isolated from Lagotis yunnanensis. Their structures were elucidated by spectroscopic methods.     

Iridoids—II Lamioside from Lamium amplessicaule

Isolation of two new iridoid glucosides, Lamioside and Lamiol, from Lamium amplessicaule (Labiatae) is described. Their structure and configuration have been elucidated.     

New iridoid glucosides from the aerial parts of Verbena brasiliensis

Two new iridoid glucosides, verbenabraside A (1) and verbenabraside B (2), were isolated from the aerial parts of Verbena brasiliensis VELL., along with six known iridoid glucosides, gelsemiol 3-O-beta-D-glucoside (3), verbraside (4), 9-hydroxysemperoside (5), griselinoside (6), aralidioside (7), and 6alpha-hydroxyforsythide dimethyl ester (8), three known phenylethanoid glycosides, 2-phenylethyl O-beta-D-xylopyranosyl-(1-->2)-beta-D-glucopyranoside (9), acteoside (10), and leucosceptoside A (11), two known lignan glucosides, dihydroxymethyl-bis(3,5-dimethoxy-4-hydroxyphenyl) tetrahydrofuran-9 (or 9')-O-beta-glucopyranoside (12) and (+)-lyoniresinol 3alpha-O-beta-D-glucopyranoside (13), a known methyl salicylate glucoside, methyl 2-O-beta-D-glucopyranosylbenzoate (14), and two known sterols, beta-sitosterol 3-O-beta-D-glucopyranoside (15) and beta-sitosterol (16). Their chemical structures were determined on the basis of spectroscopic data. Compound 1 exhibited stronger scavenging effect on the stable free radical 1,1-diphenyl-2-picrylhydrazyl than that of alpha-tocopherol.     

Determination of five major iridoid glucosides in Flos Lonicerae by high-performance liquid chromatography coupled with evaporative light scattering detection

This study presents a new HPLC method using evaporative light scattering detection for the simultaneous determination of live major iridoid glucosides, namely 7-epi-loganin, sweroside, loganin, 7-epi-vogeloside, and secoxyloganin in Flos Lonicerae, an important traditional Chinese medicinal herb. The optimal conditions of separation and detection were achieved on a C18 analytical column with an isocratic mobile phase consisting of methanol-water (30:70, v/v) containing 0.5% acetic acid at the flow-rate of 1.0 ml/min, temperature for the detector drift tube set at 90 degrees C and the nitrogen flow-rate of 2.6 l/min. The limit of detection (S/N = 3) is less than 35.1 microg/ml and the limit of quantification (S/N = 10) is less than 140.1 microg/ml. All calibration curves show good linear regression (r2>0.996) within test ranges. This method provides good reproducibility for the quantification of the major iridoid glucosides in four Lonicera species with overall intra- and inter-day variation of less than 5% and 9%, respectively. The assay was successfully applied to quantify the main iridoid glucosides in the herb and to identify the botanical origin of Flos Lonicerae.     

Isolation of two major iridoid glucosides from Incarvillea emodi

Two major iridoid glucosides, namely plantarenaloside, a neurotrophic compound, and boschnaloside, an antibacterial iridoid glucoside, have been isolated from the shoots of Incarvillea emodi (a wild ornamental plant). The compounds are characterised by NMR spectral data and ESI mass spectrometery. This is the first ever report on the isolation of iridoid glucosides from I. emodi (Bignoniaceae).     

Iridoid glucosides from Veronica hederifolia

A new iridoid glucoside, urphoside A, and six known iridoid glucosides, pikuroside, aucubin, veronicoside, catalposide, amphicoside, and verminoside, were isolated from Veronica hederifolia together with a known megastigmane glucoside, 3-hydroxy-5,6-epoxy-beta-ionol-9-O-beta-D-glucopyranoside, and a hexitol, dulcitol. The structures of the isolated compounds were established by the extensive 1D- and 2D-NMR spectroscopy.     

Two New Iridoid Glucosides from Clerodendrum serratum

In our previous paper"', we have reported some constituents' from the extract of C.Serralum var. amplexghlium Moldenke. Further investigation on the same plant led tothe isolation of two new iridoid glucosides, serratoside A (l) and serratoside B (2). Inthis communication, we describe the structural elucidation of the two new compounds.Serratoside A (l) (Figure l) was obtained as brown gum. The positive FABMSestablished a molecular formula of C,,H,,O,. for I (m/z 505 IM l] ), which was…