Macrophyllosaponin E, a novel cycloartane-type triterpene, has been isolated from the roots of Astragalus oleifolius. The structure elucidation of the compound was achieved by a combination of one- and two-dimensional NMR techniques [1H-1H-correlation spectroscopy (COSY), 1H-13C-heteronuclear multiple guantum correlation spectroscopy (HMQC), and 1H-13C-heteronuclear multiple-bond correlation spectroscopy (HMBC)] and high resolution electrospray ionization Fourier transformation mass spectrometry (HR-ESI-FT-MS).
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
Phenylethanoid glycosides are a group of natural products widely distributed in the plant kingdom, most of which have been isolated from medicinal plants, and their patterns of distrubition have been suggested to be valuable taxonomic markers. The most widely studied families are Scrophulariaceae, Oleaceae, Plantaginaceae, Lamiaceae and Orobanchaceae1,2. Structurally, they are characterized as caffeic acid and hydroxyphenylethyl moieties attached to a ß-glucopyranose unit by ester and glycosidic linkages, respectively. Allose, arabinose, apiose, galactose, lyxose, rhamnose and xylose may also be attached to the glucose residue. Although in most cases glucose is the core of the molecule, it is replaced by allose in some compounds such as magnolosides A, B and C3. Since most of them contain caffeic acid as acyl moiety, they are also termed as caffeic acid glycoside esters, phenylpropanoid glycosides or caffeoyl phenylethanoid glycosides. The most prevalent compound is acteoside (1 = verbascoside, kusaginin, orabanchin), 3,4-dihydroxyphenethyl-[α-L-rhamnopyranosyl (1→3)]-4'-O-caffeoyl-ß-D-glucopyranoside. This compound was first isolated fromVerbascum sinuatumand named as verbascoside. However [1] Acteoside (= Verbascoside) the complete structure of acteoside was first reported at 19684.
Nine xanthone derivatives (1-9) were isolated from the roots of Polygala azizsancarii, which is a narrow endemic species for the flora of Türkiye. Based on all of the evidence, the structures of 1-9 were established as two previously undescribed xanthone O-glucosides, 3-O-β-D-glucopyranosyloxy-1,6-dihydroxy-2,5,7-trimethoxyxanthone (1), 3-O-β-D-glucopyranosyloxy-1,6-dihydroxy-2,7-dimethoxyxanthone (2), and seven previously described xanthones, 1,3,6-trihydroxy-2,5,7-trimethoxyxanthone (3), 1,3,6-trihydroxy-2,7-dimethoxyxanthone (4), 1,2,3,4,7-pentamethoxyxanthone (5), 1,3-dihydroxy-2,5,6,7-tetramethoxyxanthone (6), 1,3-dihydroxy-4,7-dimethoxyxanthone (7), 1,7-dihydroxy-3-methoxyxanthone (8), and 1,7-dihydroxy-2,3-methylenedioxyxanthone (9). The structures of the compounds were determined by spectroscopic methods, including 1D-NMR (1 H-NMR, 13 C-NMR, DEPT-135), 2D-NMR (COSY, NOESY, HSQC, HMBC, INADEQUATE), and HR-MS. The solid-state structures of 1-4, including the absolute configurations of the stereogenic carbons of the sugar moiety in 1 and 2, were established by X-ray crystal-structure analyses. For the newly described compounds, the trivial names sancarosides A (1) and B (2) are proposed.
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Abstract From the leaves of Globularia alypum , three new phenylethyl glycosides, namely galypumosides A (=2‐(3,4‐dihydroxyphenyl)ethyl O ‐ α ‐rhamnopyranosyl‐(1→3)‐4‐ O ‐[( E )‐caffeoyl]‐6‐ O ‐[( E )‐ p ‐coumaroyl]‐ β ‐glucopyranoside; 1 ), B (=2‐(3,4‐dihydroxyphenyl)ethyl O ‐ α ‐rhamnopyranosyl‐(1→3)‐4‐ O ‐[( E )‐caffeoyl]‐6‐ O ‐[( E )‐feruloyl]‐ β ‐glucopyranoside; 2 ), and C (=2‐(3,4‐dihydroxyphenyl)ethyl O ‐ α ‐rhamnopyranosyl‐(1→3)‐4‐ O ‐[( E )‐caffeoyl]‐6‐ O ‐menthiafoloyl‐ β ‐glucopyranoside; 3 ), were isolated, together with two known phenylethyl glycosides, calceolarioside A and verbascoside. Eight iridoid glucosides, catalpol, globularicisin, globularin, globularidin, globularinin, globularimin, lytanthosalin, and alpinoside, a flavon glycoside, 6‐hydroxyluteolin 7‐ O ‐sophoroside, a lignan glycoside, syringaresinol 4′‐ O ‐ β ‐glucopyranoside, and a phenylpropanoid glycoside, syringin, were also obtained and characterized. The structures of the isolates were elucidated on the basis of 1D‐ and 2D‐NMR experiments as well as HR‐MALDI‐MS.
The chemical composition of the brown alga Cystoseira crinita Bory from the Eastern Mediterranean was investigated. Fourteen sterols have been identified, five of them for the first time in algae. The structure of one new sterol was established. The origin of seven sterols with short side chains was discussed. In the volatile fraction 19 compounds and in the polar fraction 15 compounds were identified. The main lipid classes were isolated and their fatty acid composition was established.
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Hydatid disease is a parasitic disease caused by Echinococcus granulosus and is still endemic in many parts of the world. Scolicidal solutions are generally used in any type of intervention, either surgical or percutaneous, to neutralize the cyst contents, although completeness of their effect is obscure and solid evidence is scarce. On the other hand, the use of these scolicidal solutions is not devoid of complications and many serious complications such as caustic sclerosing cholangitis may be seen in relation with their usage. Recent investigations proved protoscolicidal properties of olive leaf extract although the active ingredient has not been attributed to any component. The aim of this experimental study was to isolate oleuropein and test for in vitro protoscolicidal activity.Oleuropein, a phenolic compound found in olive leaves, is extracted and prepared in different concentrations. Echinococcal cyst containing livers of sheep are obtained from the government slaughterhouse. Cysts were punctured and live protoscolex suspensions were prepared under aseptic conditions. Different concentrations of oleuropein solutions were prepared and protoscolicidal property is analyzed and compared with positive and negative controls for different exposure times.Oleuropein 2% concentration was found to be protoscolicidal in all exposure times starting from 5 minutes.2% oleuropein is a powerful, natural protoscolicidal agent which should be evaluated clinically before its application in routine treatment practice.