53716-95-3Relevant academic research and scientific papers
Cyanogenic and non-cyanogenic glycosides from Manihot esculenta (euphorbiaceae)
Anam, Edet M.
experimental part, p. 423 - 429 (2009/12/24)
A novel cyanogenic glycoside, 2-((6-0-(β-D-apiofuranosyl)-β- D-glucopyranosyloxy)-2-methylbutanenitrile, I, three novel non- cyanogenic glycosides, (2S)-((6-0-(β-D-apiofuranosyI)-β-D-gluco- pyranosyloxy) butane, 2; 2-((6-0-(β-D-apiofuranosyl)-β-D-gluco- pyranosyloxy) propane, 3, ethyl p-D-glucopyranosidc, 4, two known cyanogenic glycosides, (R)-2-(β-D-Glucopyranosyloxy)-2- methyl butanenitrile (lotaustralin), 5, 2-(β-D-Glucopyranosyloxy)- 2-methylpropane nitrile (linamarin), 6 have been isolated from ethanolic extract of the fresh rootcortex of Manihot esculenta. Lotaustralin and linamarin and two flavonoid glycosides, kaempferol-3-O- rutinosidc, 7 and quercctin-3-O-rutinoside, 8 have been isolated from the methanol extract of the fresh leaves of the same plant.
A new phenolic metabolite, involutone, isolated from the mushroom Paxillus involutus
Antkowiak, Roza,Antkowiak, Wieslaw Z.,Banczyk, Izabela,Mikolajczyk, Lucyna
, p. 118 - 124 (2007/10/03)
A new optically active metabolite, involutone, was found in methanol, ethanol, or n-butanol extracts of freshly collected Paxillus involutus. The structure of this compound was proved to be 5-(3,4-dihydroxyphenyl)-2-(4-hydroxyphenyl)-2-hydroxy-4-cyclopenten-1,3-dione on the basis of the spectral and chemical properties of involutone and its tetraacetyl derivative. In addition, a number of compounds of known structures such as linoleic and crotonic acids, mannitol, ergosterol, involutin, as well as methyl, ethyl, or n-butyl-β-D-glucopyranosides, and methyl, ethyl, or n-butyl linoleates, depending in both cases on the alcohol used in the extraction, were also isolated in a pure state from the mushroom.
CYANOGENIC AND NON-CYANOGENIC GLYCOSIDES FROM MANIHOT ESCULENTA
Prawat, Hunsa,Mahidol, Chulabhorn,Ruchirawat, Somsak,Prawat, Uma,Tuntiwachwuttikul, Pittaya,et al.
, p. 1167 - 1174 (2007/10/02)
In addition to lotaustralin and linamarin, a novel cyanogenic glycoside, 2-((6-O-(β-D-apiofuranosyl)-β-D-glucopyranosyl)oxy)-2-methylbutanenitrile, two novel non-cyanogenic glycosides, (2S)-((6-O-(β-D-apiofuranosyl)-β-D-glucopyranosyl)oxy)butane and 2-((6-O-(β-D-apiofuranosyl)-β-D-glucopyranosyl)oxy)propane, and a simple non-cyanogenic glycoside, ethyl β-D-glucopyranoside, were isolated from an ethanolic extract of the fresh root cortex of manihot esculenta.From a methanolic extract of the fresh leaves of this species lotaustralin and linamarin, and two flavonoid glycosides, kaempferol-3-O-rutinoside and quercetin-3-O-rutinoside were isolated. - Keywords: Manihot esculenta; Euphorbiaceae; cassava; roots; leaves; cyanogenic glycosides; non-cyanogenic glycosides; flavonoids.
A novel approach to the synthesis of variety of aminodeoxy-α-D-glycopyranosides
Lemieux, Raymond U.,Georges, Fawzy F. Z.,Smiatacz, Zygfryd
, p. 1433 - 1438 (2007/10/02)
Conditions for the replacement of the 3-acetoxy-group of ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-oximino-α-D-arabino-hexopyranoside (1) by nucleophiles including azide, phthalimide, hydride, and thiophenoxide are reported.The reaction was discovered through the formation of dimeric and trimeric derivatives of deacetylated 1 in the course of its alkaline hydrolysis.The possible use of the replacement reaction to achieve precursors for the formation of 3-deoxy-, 3-amino-3-deoxy-, 2-amino-2,3-dideoxy-, 2,3-diamino-2,3-dideoxy-, and 2-amino-2,3,4-trideoxy-α-D-glycopyranosides is demonstrated.
