27856-54-8Relevant academic research and scientific papers
Biosynthesis of Lamiide and Ipolamiide from 8-epi-Deoxyloganin Studied by 2H N.M.R. Spectroscopy
Damtoft, Soeren
, p. 228 - 229 (1981)
2H N.m.r. spectroscopy shows that selectively labelled 8-epi-deoxyloganin is efficiently incorporated into lamiide and ipolamiide in Hebenstreitia dentata, whereas selectively labelled deoxyloganin provides no observable incorporation.
Synthetic analogues of durantoside I from Citharexylum spinosum L. and their cytotoxic activity
Apisornopas, Jutamas,Silalai, Patamawadee,Kasemsuk, Teerapich,Athipornchai, Anan,Sirion, Uthaiwan,Suksen, Kanoknetr,Piyachaturawat, Pawinee,Suksamrarn, Apichart,Saeeng, Rungnapha
, p. 1558 - 1561 (2018)
New iridoid glycoside derivatives from durantoside I, the latter from the dried flowers and leaves of Citharexylum spinosum, were synthesized by variously modifying a sugar moiety by silylation or acetylation and/or removal of cinnamate group at C-7 posit
BIOSYNTHESIS OF IRIDOID GLUCOSIDES IN HEBENSTRETIA DENTATA
Damtoft, Soeren,Jensen, Soeren Rosendal,Nielsen, Bent Juhl,Thorsen, Jesper
, p. 3839 - 3844 (2007/10/02)
Deuterium-labelled samples of 8-epi-iridodial, 8-epi-iridotrial and their glucosides were fed to Hebenstretia dentata.The aglucones were better precursors than their glucosides of ipolamiide and lamiide, the iridoid glucosides of the plant.A feeding experiment with (13)C-labelled 10-hydroxy-geraniol showed that C-3 and C-11 are equivalent during biosynthesis of the iridoid glucosides and, thus, glucosidation must take place after formation of 8-epi-iridotrial.Isolation of the minor metabolites after feeding with 8-epi-deoxyloganic acid suggested that the route from this compound proceeds by oxidation at C-8 followed by esterification and that oxidation at C-5 is the final step. Key Word Index: Hebenstretia dentata; Scrophulariaceae; iridoid glucosides; ipolamiide; lamiide; biosynthesis; (2)H NMR.
