19949-48-5

Upstream product

• 13241-33-3 neohesperidin 
• 10236-47-2 naringin 
• 5158-64-5 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl bromide 
• 131279-12-4 rhamnosyl-(1<*>2)-O-6)> glucose 
• 55804-74-5 clitorin 
• 100201-60-3 sophoraflavoside I 
• 80832-23-1 benzyl 2-O-α-L-rhamnopyranosyl-β-D-galactopyranoside 
• 80832-15-1 benzyl 3-O-benzoyl-4,6-O-benzylidene-2-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside 
• 80832-19-5 benzyl 4,6-O-benzylidene-2-O-α-L-rhamnopyranosyl-β-D-galactopyranoside 
• 117181-24-5 benzyl 3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside 

Downstream Products

• 3615-41-6 L-Rhamnose 
• 59-23-4 D-Galactose 
• 17073-41-5 Acetic acid (3R,4S,5S,6R)-2,5-diacetoxy-6-acetoxymethyl-3-((2S,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester 

Relevant academic research and scientific papers

Chemical composition and biological activity of Citrus jambhiri Lush

The fresh peel of Citrus jambhiri was extracted with aqueous methanol and the residue was fractionated using light petroleum, chloroform and ethyl acetate. The constituents of the extracts were separated by column chromatography employing solvents of different polarity. The chemical structure of the isolated compounds was then identified by MS and NMR. Column chromatography of the petroleum fraction resulted in the isolation of nobiletin, 5-O-demethylnobiletin, tangeretin, 5-hydroxy-3,6,7,8,3′,4′- hexamethoxyflavone, 3,5,6,7,8,3′,4′-heptamethoxyflavone, and a mixture of β-sitosterol and stigmasterol. The chloroform fraction afforded 6-demethoxynobiletin, 5,4′-dihydroxy-6,7,8,3′-tetramethoxyflavone, limonin and nomilin. The flavonoid glycosides naringin, hesperidin and neohesperidin were isolated from the ethyl acetate fraction. The chemical structure of the isolated compounds was established by MS and NMR (APT, COSY, HSQC, HMBC, and NOESY). LC-ESI-MS analysis of the ethyl acetate fraction afforded eight flavonoid glycosides, while the dichloromethane fraction of the defatted seeds contained seven limonoid aglycones. The chloroform fraction exerted the strongest DPPH* free radical scavenging activity in comparison to other fractions. The petroleum fraction showed a significant inhibition of lipoxygenase indicating an anti-inflammatory action (IC50 29 ± 1 μg/mL). Some of the isolated polymethoxyflavones exhibited strong cytotoxicity against COS7, HeLa and Caco-2 cell lines.

SYNTHESIS OF 2-O-α, 3-O-α, 3-O-β, AND 4-O-α-L-RHAMNOPYRANOSYL-D-GALACTOSE

Condensation of benzyl 3-O-benzoyl-4,6-O-benzylidene-, benzyl 2-O-benzoyl-4,6-O-benzylidene- (2), and benzyl 2,3,6-tri-O-benzyl-β-D-galactopyranoside, separately, with tri-O-acetyl-α-L-rhamnopyranosyl bromide gave mainly α-linked disaccharide derivatives.An appreciable proportion of the β-linked disaccharide was also abtained from 2.An anomalous deacylation reaction was found for the (1-->3)-linked disaccharide, and the partially benzoylated products were isolated and characterised.The anomeric configuration of each disaccharide was established on the basis of JC-1,H-1 values.The chemical shifts for the galactose moieties of the α and β-L-rhamnopyranosyl derivatives differed in a systematic way.

Studies on the Constituents of Apocynacae Plants. Gas Chromatography-Mass Spectrometric Determination of New Flavanoid Triglycosides from the Leaves of Cerbera manghas L.

Two new flavonol triglycosides, named manghaslin(I) and clitorin(II), were isolated from the leaves of Cerbera manghas L. (Apocynaceae).The structures of I and II were elucidated as quertecin-3-O-L-rhamnosyl-(12)-O6)> D-glucoside(I) and kaempferol-3-O-L-rhamnosyl-(12)-O-6)> D-glucoside(II), respectively, by chemical and gas chromatography-mass spectrometric studies.Keywords-Cerbera manghas L.; Apocynaceae; flavonol triglycerides; manghaslin; clitorin; gas chromatography-mass spectrometry; photohydrolysis; mass spectrum; methanolysis.