23 research outputs found

    AntI-Inflammatory Triterpene Saponins of Pzthecellobium Dulce: Characterization of an Echinocystic Acid Bisdesmoside

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    A new bisdesmodic triterpenoid saponin, dulcin was isolated from the seeds of Pithecellobium duke and was identified as 3-O-[j-D-ghEopyranosyl (1+2)-r-L-arabinopyranosyl]-28-O-[~-D-xylopyranosyI (l-,6)-B-D-glucopyranosyll- echinocystic acid. The known oleanolic acid saponin P,, oleanolic acid 3-O-fi-D-glucopyranosyl (1 -+2)-Z-Larabinopyranoside was also obtained. The structural features were elucidated by a combination of spectroscopic methods and some chemical transformations

    Flavonol Glycosides from Calotropis Gigantea

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    Besides isolation and characterization of isorhamnetin-3-O-rutinoside, isorhamnetin-3-0-glucopyranoside and taraxasteryl acetate, a new flavonol trisaccharide was isolated from the aerial parts of Calotropis giganteq and its structure was established as isorhamnetin-3-0-[2-O-~-D-galactopyranosy1-6-O-~-L-rhamnopyranosyl]-~-Dglucopyranoside by a combination of fast atom bombardment mass spectroscopy, ‘H and “C NMR spectra and some chemical degradations

    Novel Triterpenoid Saponins from Mimrrsops elengi

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    ---Two novel triterpenoid saponins, mimusopin { 3-O-P-D-glucopyranosyl-2B, 3p, 6p, 23-tetrahydroxyolean- Izen-2%oic acid 28-O-a-L-rhamnopysyl-(l~3)-~-D-xyl~~~sy~-(l~)[a-L-~~anosyl-(l~ 3)1-a-L-rhamnopyranoyl-(1~2)a-L-arabinop~i&)(l) and mimusopsin (3-o-[B-D-glucopyranosyl-(1~33>B-Dgluco- pyranosyll-2p, 3p, 6p. 23-teuahydroxyolean-12-ew28-oic acid 28-O-a-L-rhamnopyranosyl-(l-t3)-B-Dxylopyranosyl-( 1~4)-a-L-rhamnopyranosyl-(l~2)-a-L-~abin~yranosi~}(2) were isolated from the seeds of Mimu~ops elengi. Their structures were elucidated by a combination of 2D-NMR (COSY, HOHAHA, HETCOR, HMBC and NOESY), FAB-MS/MS and suategic chemical degradation. In addition, molecular mechanics and dynamics studies showed that the lack of a 13C glycosylation shift at the Cd of the inner rhamnose. in 1 could be correlated with distortion in the corresponding torsion angles

    Facile Synthesis of Seven to Nine-Membered-Fused Tricyclic Quinolones and Quinolinium Salts under Phase Transfer Catalyzed Conditions

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    Phase transfer catalyzed one-pot syntheses of fused oxazepino, oxazocino, and oxazonino quinolinium cations and quinolones were achieved from 8-hydroxy quinoline derivatives with 1,u-dihaloalkanes. Structures of all the products were elucidated by spectroscopic analysis. Single crystal X-ray crystallographic analysis of three compounds and graphical superposition of the structures indicate that products having sevenmembered ring are less planar compared to the product having eight-membered ring

    A Minor Acylated Triterpenoid Saponin from the Seeds of Pithecellobium dulce

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    A novel acylated triterpenoid saponin, designated pithecelloside, is isolated from the seeds of Pithecellobium dulce and characterised as 3-O-[a-L-arabinopyranosyl-(1 ! 2)-a-L-arabinopyranosyl-(1 ! 6�-b-D-glucopyranosyl]- 21b-O-[(20E)-60-hydroxy-20,60-dimethylocta-20,70-dienoyl]acacic acid 1

    A Triterpenoid Saponin Possessing Antileishmanial Activity from the Leaves of Careya Arborea

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    Bioguided-fractionation of the methanol extract of the leaves of Careya arborea led to isolation of a triterpenoid saponin, designated arborenin, and characterized as 3-O-b-D-glucopyranosyl(1!2)-b-D-glucopyranosyl-2a,3b-dihydroxy-taraxast-20-en-28-oic acid (1), together with desacylescin III (2). The structures were determined on the basis of extensive 2D NMR spectroscopic analysis. The saponin showed in vitro antileishmanial activity against Leishmania donovani (strain AG 83)

    Polyoxypregnane glycosides from the flowers of Dregea volubilis

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    Three novel polyoxypregnane glycosides, volubiloside A, B and C (1–3), were isolated from the flowers of Dregea volubilis Linn., and their structures were elucidated as drevogenin d-3-O-b-d-glucopyranosyl (1!4)-6-deoxy-3-O-methyl-b-d-allopyranosyl (1!4)- b-d-cymaropyranosyl (1!4)-b-d-cymaropyranoside, drevogenin d-3-O-b-d-glucopyranosyl (1!4)-6-deoxy-3-O-methyl-b-d-allopyranosyl (1!4)-b-d-cymaropyranosyl (1!4)-b-d-digitoxopyranoside and drevogenin P-3-O-b-d-glucopyranosyl (1!4)-6-deoxy- 3-O-methyl-b-d-allopyranosyl (1!4)-b-d-cymaropyranosyl (1!4)-b-d-cymaropyranoside, respectively, on the basis of extensive NMR experiments, MALDI-TOF MS, and some chemical strategies
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