Iridoid and Aryl Glucosides from Globularia nudicaulis and Globularia nana

The iridoid and aryl glycosidic constituents of Globularia nudicaulis L. and G. nana LAM . are reported. The structure determination of lytanthosalin (10-O-(E)-cinnamoylaucubin), a new acylated iridoid glucoside, isolated from the latter species, is described.     

Structure of Globularidin: An Unusual Iridoid Glucoside from Globularia alypumL.

A novel iridoid glucoside, named globularidin, lacking the typical double bond between C(3) and C(4), has been isolated from the whole plant of Globularia alypum by the combination of open column- and high-performance liquid chromatography. The structure of this compound was established by chemical transformation and spectral data.     

Iridoid glycosides from Globularia davisiana

From the ethanolic extract of the aerial parts of Globularia davisiana, a new iridoid glycoside, davisioside (1), was isolated. Davisioside (1) comprises a rare iridoid aglycone structure with a saturated double bond between C-3 and C-4. Nine known iridoid glycosides, asperuloside (2), alpinoside (3), geniposide (4), globularin (5), globularicisin (6), 10-O-benzoylcatalpol (7), lytanthosalin (8), melampyroside (9), agnuside (10), and three known phenylethanoid glycosides, verbascoside, isoacteoside and leucosceptoside A were also isolated and characterized. The structures of the isolates were established by spectroscopic methods (one-dimensional (1D)- and two-dimensional (2D)-NMR, MS).     

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.     

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…     

三对节中两个新环烯醚萜甙的研究

从三对节的叶子中分离得到４个化合物,经化学和光谱方法鉴定其为７－Ｏ－ｐ－Ｃｏｕｍａｒｏｙｌｏｘｙｕｇａｎｄｏｓｉｄｅ（１）,７－Ｏ－ｃｉｎｎａｍｏｙｌｏｘｙｕｇａｎｄｏｓｉｄｅ（２）,ａｃｔｅｏｓｉｄｅ（３）和ｍａｒｔｙｎｏｓｉｄｅ（４）,其中前两者是新环烯醚萜甙化合物,后两者为首次从该植物中获得的苯丙素甙类化合物。     

Two New Iridoid Glucosides from Clerodendrum serratum

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

Globularifolin,A New Acyl Iridoid Glucoside from Globularia cordifolia

Six iridoid glucosides have been isolated from Globularia cordifolia by the combination of open column - and high performance liquid chromatography. The structure of the new compound, named globularifolin, and the identity of the others have been established by chemical transformations and spectral evidence of the compounds and their derivatives.     

Iridoid and Phenylethyl Glycosides from Globularia sintenisii

A new iridoid glycoside, sintenoside ( 1 ) and two new phenylethyl glycosides, globusintenoside (=2‐(3,4‐dihydroxyphenyl)ethyl‐O‐6‐O‐feruloyl‐β‐D ‐glucopyranosyl‐(1→4)‐α‐L ‐rhamnopyranosyl‐(1→3)‐4‐O‐caffeoyl‐β‐D ‐glucopyranoside; 2 ) and 3′′′‐O‐methylcrenatoside (=1,2‐O‐[2‐(3,4‐dihydroxyphenyl)ethan‐1,2‐diyl]‐3‐O‐α‐L ‐4‐O‐feruloyl‐rhamnopyranosyl‐β‐D ‐glucopyranose; 3 ) were isolated from the underground parts of Globularia sintenisii, along with three known iridoid glycosides, lytanthosalin, globularin, catalpol, and six known phenylethyl glycosides, verbascoside, isoverbascoside, leucoscepthoside A, plantainoside C, martynoside, and isocrenatoside. The structure elucidation of the isolated compounds was performed by spectroscopic methods (MS and 1D and 2D NMR).     

Iridoid Glucosides from Eremostachys moluccelloides Bunge

From the aerial parts of Eremostachys moluccelloides Bunge , a new iridoid glucoside, lamalbidic acid ( 7 ), was isolated as its choline salt 7a together with six known iridoid glucosides, 5‐deoxysesamoside ( 1 ), 6β‐hydroxy‐7‐epiloganin ( 2 ), lamalbide ( 3 ), shanzhiside methyl ester ( 4 ), sesamoside ( 5 ), and 5‐deoxypulchelloside I ( 6 ). The structures of 7a and 7 (obtained from 7a ) were elucidated by spectroscopic (UV, IR, 1D‐ and 2D‐NMR, and ESI‐MS) methods.     

New Iridoid and Secoiridoid Glucosides from the Roots of Gentiana manshurica

One new iridoid glucoside, 4″‐O‐β‐D ‐glucosyl‐6′‐O‐(4‐O‐β‐D ‐glucosylcaffeoyl)linearoside ( 1 ), and two new secoiridoid glucosides, 6′‐O‐acetylsweroside ( 2 ) and 6′‐O‐acetyl‐3′‐O‐[3‐(β‐D ‐glucopyranosyloxy)‐2‐hydroxybenzoyl]sweroside ( 3 ), were isolated from the dried roots of Gentiana manshurica (Gentianaceae), together with 11 known ones, including one iridoid glucoside, five secoiridoid glucosides, and five triterpenes. The structures of the new compounds were determined on the basis of detailed spectroscopic analyses and acidic hydrolysis.     

Two New Iridoid Glucosides from the Whole Plant of Patrinia scabiosifolia Link

As a traditional Chinese medicine, Patrinia scabiosifolia Link has been used to treat various inflammatory-related diseases, and recent studies have shown that it possesses potent anti-inflammatory activity. Therefore, phytochemical investigation on whole plants of P. scabiosifolia were carried out, which led to the isolation of two new iridoid glucosides, patriniscabiosides A (1) and B (2), together with six known compounds (3–8). The structural elucidation of all compounds was performed by HRESIMS and extensive spectroscopic analyses including IR, 1D, 2D NMR, and electronic circular dichroism (ECD). All the isolated compounds were tested for their anti-inflammatory activity using the NF-κB-Dependent Reporter Gene Expression Assay, and compound 3 displayed anti-inflammatory activity through the inhibition of the NF-κB pathway, with an inhibitory rate of 73.44% at a concentration of 10 μM.     

Iridoid Glucosides with Free Radical Scavenging Properties from Fagraea blumei

Four new iridoid glucosides 1 – 4 , named blumeosides A–D, were isolated from the methanolic stem-bark extract of Fagraea blumei G. DON . (Loganiaceae). They were accompanied by the benzyl-alcohol derivative di-O-methylcrenatin ( 5 ) and the flavone C-glucoside swertisin ( 6 ). The structures of 1 – 4 were established by spectroscopic methods, including FAB-MS, and ¹H- and ¹³C-NMR, and by alkaline hydrolysis. Blumeosides A ( 1 ) and C ( 3 ) are 10-O-(2,5-dihydroxytercphthalo) adoxosidic acid and 10-O-(2-hydroxyterephthalo)adoxosidic acid, respectively. In blumeosides B ( 4 ) and D ( 2 ), both carboxylic groups of the terephthalic-acid moiety are esterified by adoxosidic-acid units, Blumeosides A–D ( 1 – 4 ) inhibited bleaching of crocin induced by alkoxyl radicals. Blumeosides A ( 1 ) and D ( 2 ) also demonstrated scavenging properties towards the 2,2-diphenyl-1-picryl-hvdrazvl (CDPPH) radical in TLC autographic and spectrophotometric assays.     

A New Lignan and Four New Lignan Glycosides from Mananthes patentiflora

A new lignan, 5‐hydroxyjusticidin A (= 9‐(1,3‐benzodioxol‐5‐yl)‐5‐hydroxy‐4,6,7‐trimethoxynaphtho[2,3‐c]furan‐1(3H)‐one; 1 ), and four new diphyllin‐type lignan glycosides, mananthosides C–F ( 2 – 5 ), containing glucosyl (Glc), arabinosyl (Ara), galactosyl (Gal), and/or apiosyl residues, have been isolated from Mananthes patentiflora, together with five known compounds. Their structures and configurations were elucidated by in‐depth 1D‐ and 2D‐NMR experiments, as well as MS analysis.     

Iridoid glucosides from the aerial parts of Globularia alypum L. (Globulariaceae)

From the hydromethanolic extract of the aerial parts of Globularia alypum grown in Morocco, a new chlorinated iridoid glucoside, globularioside has been isolated beside 5 known iridoid glycosides, globularin, globularicisin, globularidin, globularinin and globularimin. This is the first report of a chlorinated iridoid in G. alypum and in the Globulareaceae. Unlike all other known 7-chlorinated iridoid glucosides where the chlorine atom exhibits an alpha configuration, globularioside incorporate the chlorine atom as a 7beta substituent. The structures of the isolated compounds were established on the basis of ESI-MS, MS-MS, 1D and 2D NMR spectral analysis.     

A New Iridoid Glycoside and a New Iridoid from Pedicularis kansuensis f. aibiflora

A new iridoid glycoside 1 and a new iridoid 2 were isolated from the whole plant ofPedicularis kansuensis f. albiflora. Their structures were elucidated by spectroscopic methods.     

A New Iridoid Glycoside and a New Iridoid from Pedicularis kansuensis f. albiflora

A new iridoid glycoside 1 and a new iridoid 2 were isolated from the whole plant of Pedicularis kansuensis f. albiflora. Their structures were elucidated by spectroscopie methods.