Abstract
A short synthetic approach was developed for the synthesis of a common trisaccharide core found in kankanose, kankanoside F, H1, H2, and I isolated from the medicinally active plant Cistanche tubulosa. All glycosylations were carried out under nonmetallic reaction conditions. Yields were very good in all intermediate steps.
Highlights
Cistanche tubulosa (C. tubulosa), an Orobanchaceae parasitic plant found in Africa, Asia and Arabia, has been traditionally used as folk medicine and tonic for the treatment of bloodcirculation-related disorders, impotence, sterility and body weakness [1,2,3]
C. tubulosa has been used in the folk medicine for several years, it is beneficial to find out the biological activities of the individual compounds present in the C. tubulosa extracts
We developed a synthetic strategy for the synthesis of the common trisaccharide core of kankanose, kankanoside F, H1, H2 and I isolated from C. tubulosa thereby
Summary
Cistanche tubulosa (C. tubulosa), an Orobanchaceae parasitic plant found in Africa, Asia and Arabia, has been traditionally used as folk medicine and tonic for the treatment of bloodcirculation-related disorders, impotence, sterility and body weakness [1,2,3]. NOBF4 catalyzed regio- and stereoselective 6-O-glycosylation of compound 7 with D-glucosederived trichloroacetimidate derivative 4 [12] furnished trisaccharide derivative 8 in 71% yield, which was confirmed by the spectral analysis [signals at δ 4.75 (br s, H-1B), 4.54 (d, J = 8.0 Hz, H-1C), 4.22 (d, J = 8.0 Hz, H-1A) in the 1H NMR and at δ 100.8 (C-1A), 100.5 (C-1C), 98.8 (C-1B) in the 13C NMR spectra].
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