Search results for "Cucurbitane"

showing 3 items of 3 documents

New insights into the bioactivity of cucurbitacins

2005

The cucurbitacins are a group of tetracyclic triterpenoids derived from the cucurbitane skeleton and found primarily in the Cucurbitaceae family. These triterpenoids, present in free or glycosidic form, are generally responsible for the bitter taste of the plants that contain them and are probably the principal cause of the antifeedant effects observed for such plants. Several plants used in traditional medicine to treat both inflammatory diseases as well as various types of tumors are rich in cucurbitacins, a fact which has given rise to several studies concerning their potential use as anti-inflammatory and anticancer agents. Nevertheless, since many cucurbitacins are extremely toxic, rel…

Terpenechemistry.chemical_compoundCucurbitacinsTriterpenoidTraditional medicinechemistryTetracyclic triterpenoidsBiological activityPharmacologyBiologyCucurbitaneBitter taste
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Foetidissimosides C–F, Novel Glycosides from the Roots ofCucurbita foetidissima

2004

Two novel echinocystic acid (=(3β,16α)-3,16-dihydroxyolean-12-en-28-oic acid) glycosides, foetidissimosides C (1), and D (2), along with new cucurbitane glycosides, i.e., foetidissimosides E/F (3/4) as an 1 : 1 mixture of the (24R)/(24S) epimers, were obtained from the roots of Cucurbita foetidissima. Their structures were elucidated by means of a combination of homo- and heteronuclear 2D-NMR techniques (COSY, TOCSY, NOESY, ROESY, HSQC, and HMBC), and by FAB-MS. The new compounds were characterized as (3β,16α)-28-{[O-β-D-glucopyranosyl-(13)-O-β-D-xylopyranosyl-(14)-O-6-deoxy-α-L-mannopyranosyl-(12)-α-L-arabinopyranosyl]oxy}-16-hydroxy-28-oxoolean -12-en-3-yl β-D-glucopyranosiduronic acid (1…

chemistry.chemical_classificationbiologyChemistryStereochemistryOrganic ChemistryGlycosideCucurbitanebiology.organism_classificationBiochemistryCatalysisInorganic Chemistrychemistry.chemical_compoundHeteronuclear moleculeDrug DiscoveryEpimerCucurbita foetidissimaPhysical and Theoretical ChemistryEchinocystic acidTwo-dimensional nuclear magnetic resonance spectroscopyHeteronuclear single quantum coherence spectroscopyHelvetica Chimica Acta
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Foetidissimosides C—F, Novel Glycosides from the Roots of Cucurbita foetidissima.

2004

Two novel echinocystic acid (=(3β,16α)-3,16-dihydroxyolean-12-en-28-oic acid) glycosides, foetidissimosides C (1), and D (2), along with new cucurbitane glycosides, i.e., foetidissimosides E/F (3/4) as an 1 : 1 mixture of the (24R)/(24S) epimers, were obtained from the roots of Cucurbita foetidissima. Their structures were elucidated by means of a combination of homo- and heteronuclear 2D-NMR techniques (COSY, TOCSY, NOESY, ROESY, HSQC, and HMBC), and by FAB-MS. The new compounds were characterized as (3β,16α)-28-{[O-β-D-glucopyranosyl-(13)-O-β-D-xylopyranosyl-(14)-O-6-deoxy-α-L-mannopyranosyl-(12)-α-L-arabinopyranosyl]oxy}-16-hydroxy-28-oxoolean -12-en-3-yl β-D-glucopyranosiduronic acid (1…

chemistry.chemical_classificationbiologyStereochemistryGlycosideGeneral Medicinebiology.organism_classificationCucurbitanechemistry.chemical_compoundchemistryHeteronuclear moleculeCucurbita foetidissimaEpimerEchinocystic acidTwo-dimensional nuclear magnetic resonance spectroscopyHeteronuclear single quantum coherence spectroscopyChemInform
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