Rossicasins A, B and Rosicaside F, Three New Phenylpropanoid Glycosides from Boschniakia rossica

Abstract

Boschniakia rossica (CHAM. et SCHLECH.) FEDTSCH. et FLEROV. (Orobanchaceae) is a parasitic plant growing on the root of plants of the genus Alnus (Betulaceae), as a substitute for Cistanchis Herba, a famous staminal tonic agent.1) The crude extracts of B. rossica showed a variety of pharmacological activities including antitumor, 2) anti-inflammatory, 2) antisenile, 3) antioxidative, and free radical scavenging activities.4) Previous chemical studies of B. rossica have led to the isolation of a number of phenylpropanoid glycosides, iridoid glucosides, iridoid aglycones, and triterpenoids. [5][6][7][8] Further studies on this plant led to the isolation of three new phenylpropanoid glycosides. In this paper, we report the isolation and structures of these compounds. Results and DiscussionThe water-soluble fraction of the ethanolic extract of B. rossica was subjected to column chromatography by the procedure described in the Experimental section to yield seven phenylpropanoid glycosides (1-7) and an acylated oligosaccharide 8. Spectroscopic data obtained from compounds 4, 5,6) 5,5,7) 6, 5) 7, 7) and 8 6) were in very good agreement with the literature data.Rossicasin A (1) and rossicasin B (2) were found to be trans-p-coumaryl glycosides according to the 1 H-and

Protective Effect of Iridoid Glucosides fromBoschniakia rossicaon Acute Liver Injury Induced by Carbon Tetrachloride in Rats

“…15,16) Various plants used in traditional medicine contain significant amounts of iridoid glucosides. [8][9][10]21,22) Some iridoid and phenylpropanoid compounds have rencently been isolated from Boschniakia rossica and presumed to be responsible for its major pharmacological function. [5][6][7]21) The present in vivo study has demonstrated the hepatoprotective potential of the iridoid compounds from Boschniakia rossica.…”

“…[5][6][7] The chemical constituents of Boschniakia rossica were also investigated, which led to the isolation of several phenylpropanoid and iridoid compounds. [8][9][10] Based on the data from our laboratory and others, we have suggested that iridoid compounds from Boschniakia rossica may be effective in protecting the liver against acute CCl 4 toxicity. So far, however, there has been little research reported on the in vivo hepatoprotective effect of iridoid compounds from Boschniakia rossica.…”

Naturally Occurring Cinnamic Acid Sugar Ester Derivatives

“…Ninety three compounds 163 – 254 [5,19,21,24,37,46,51,55,63,64,65,66,67,75,78,79,80,81,82,83,84,85,86,93,94,95,96,97,98,99,100,101,102,103,104] represent the trisaccharide ester category. They are mainly obtained from the Scrophulariaccae plant family.…”

“…The anomeric carbon configuration of glucose unit in ligupurpuroside F ( 234 ) is not determined [24]. Rossicaside F ( 254 ) exists as epimers at the β-C of the phenethyl alcohol moiety ( R , S -β- O Et) [98].…”

An Update on Oligosaccharides and Their Esters from Traditional Chinese Medicines: Chemical Structures and Biological Activities

“…In this group, all oligosaccharide esters consist of three monosaccharides including glucopyranose, fructofuranose, and rhamnopyranose with O -substituents, which comprise feruloyl, sinapoyl, and 3,4,5-trimethoxycinnamoyl groups. Oligosaccharide esters ( 146 – 149 ) listed in Table 4 as well as kankanose ( 150 ), cistantubulose A 1 /A 2 ( 151 ), cistansinensose A 1 /A 2 ( 152 ), and compound 153 shown in Figure 5 have been found in the roots of Polygala tricornis [ 37 ], the stems of Cistanche tubulosa [ 81 , 87 ] and C. sinensis [ 80 ], the whole parts of Boschniakia rossica [ 88 ], and the rhizomes of Iris brevicaulis [ 89 ].…”