4782-99-4Relevant articles and documents
Absolute stereostructures of betavulgarosides III and IV, inhibitors of glucose absorption, from the roots of Beta vulgaris L. (sugar beet)
Yoshikawa, Masayuki,Murakami, Toshiyuki,Inaduki, Masahiro,Hirano, Kazuhiro,Yamahara, Johji,Matsuda, Hisashi
, p. 561 - 563 (1997)
The absolute stereostructures of betavulgarosides III and IV, which were isolated from the roots of Beta vulgaris L. (sugar beet) and exhibited inhibitory activity on glucose absorption, were determined by the chemical correlation of betavulgaroside IV with a known saponin momordin I, which included the conversion from the α-L-arabinopyranosyl moiety of momordin I to the acidic acetal-type substituent of betavulgarosides III and IV via the α-L-ribopyranosyl derivative. Furthermore, four acidic acetal-type substituent analogues were synthesized from L- and D-arabinose.
Medicinal foodstuffs. XVI. Sugar beet. (3): Absolute stereostructures of betavulgarosides II and IV, hypoglycemic saponins having a unique substituent, from the roots of Beta vulgaris L.
Murakami, Toshiyuki,Matsuda, Hisashi,Inadzuki, Masahiro,Hirano, Kazuhiro,Yoshikawa, Masayuki
, p. 1717 - 1724 (2007/10/03)
The absolute stereostructures of betavulgaroside II having a dioxolane- type substituent and betavulgaroside IV having an acetal-type substituent, which were isolated from the roots of Beta vulgaris L. (sugar beet, Chenopodiaceae) and exhibited hypoglycemic activity on glucose-loaded rats, were determined by the chemical correlations of betavulgarosides II and IV with a known saponin, momordin I. In these chemical correlations, the α-L- arabinopyranosyl moiety of momordin I was converted to a dioxolane-type substituent of betavulgaroside II or to an acetal-type substituent of betavulgaroside IV. Additionally, the 2'-diastereoisomer of betavulgaroside IV was synthesized from momordin I, and four acetal-type substituent analogues were also synthesized from L- and D-arabinose.