Triterpene glycosides from Astragalus and their genins. LXXVI. Glycosides from A. sieversianus

Abstract

In continuation of research on triterpene glycosides in plants of the genus Astragalus (Leguminosae), we studied A. sieversianus Pall. growing in the Republic of Kyrgyzstan [1] and indigenous to the Republic of Uzbekistan and the People's Republic of China. The chemistry of this species is well studied [2-10]. We isolated 16 cyclosieversigenin glycosides from this plant [11].Total triterpene glycosides from roots of A. sieversianus, called astragaloside, possess hypocholesterolemic activity, enhance lipid metabolism, and improve cardiac activity of test animals with experimental endogenous hypercholesterolemia [12]. The extract of this plant exhibits diuretic and hypotensive activity and prevents the appearance of experimental stomach ulcer [13]. Cyclosieversioside D (7) and other analogs of cyclosieversioside F (4) exhibit antiviral and antitumor activity and low toxicity in oral and parenteral administration. The studied glycosides are interferon inductors [14]. 1: R = R 1 = Ac, R 2 = H, R 3 = β-D-Xylp; 2: R = R 1 = Ac, R 2 = H, R 3 = β-D-Glcp 3: R = α-L-Rhap, R 1 = Ac, R 2 = H, R 3 = β-D-Xylp; 4: R = R 1 = R 2 = H, R 3 = β-D-Glcp 5: R = α-L-Rhap, R 1 = R 2 = H, R 3 = β-D-Xylp; 6: R = α-L-Rhap, R 1 = R 2 = H, R 3 = β-D-Glcp 7: R = H; 8: R = β-D-Glcp

Insights into HPLC-MS/MS Analysis, Antioxidant and Cytotoxic Activity of Astragalus fruticosus against Different Types of Cancer Cell Lines

“…The formation of a secondary carbocation in the side chain was also observed at m/z 387 (M-162-28) + . The loss of the sugar and C 3 H 7 from the genin side chain probably resulted in the peak at m/z 355. β-sitosterol-β-D-glucoside was previously isolated from A. tomentosus [24], A. tanae [45], A. sieversianus [47] and A. altaicus [46]. Figure 11 illustrates the structure and fragmentation of β-sitosterol-β-Dglucoside.…”

A Review of Recent Research Progress on the Astragalus Genus

“…As the summarized results shown in Table 1, Table 2 and Table 3 and Figure 1, Figure 2, Figure 3 and Figure 4, 46 kinds of Astragalus species have been studied for their chemical constituents in recent years [9,10,11,12,13,14,15,16,17,18,19,20,21,22,23,24,25,26,27,28,29,30,31,32,33,34,35,36,37,38,39,40,41,42,43,44,45,46,47,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62,63,64,65,66,67,…”

“…So the 20,24-epoxycycloartane-type saponins like 64 – 107 are derived from secondary metabolic pathways. Also there are usually 20 R , 24 S ( 64 – 10 1 ) [6,10,12,13,22,26,27,28,39,42,43,44,45,46,47,48,49,50,51,52,53] or 20 S ,24 R ( 102 – 107 ) [54,55,56,57] steric configurations.…”

“…Undoubtedly, apart from the compounds mentioned above, others chemical constituents also exist in the Astragalus genus, including caffeic acid ( 225 ) [64], chlorogenic acid ( 226 ) [64], gentisin ( 227 ) [44], emodin ( 228 ) [44], 3- O -[ β - d -apiofuranosyl(1→2)- O - β - d -glucopyranosyl] maltol ( 229 ) [27], β - sitosterol ( 230 ) [16,30,51,73] and β -sitosterol β - d -glycopyranoside ( 231 ) [51].…”

Development of Methods for Germinating Seeds of Astragalus Siversianum and A.BABATAGI Using Growth Regulators

“…Химический состав этого рода особенно богат разнообразными биологически активными веществами, в том числе тритерпеновыми гликозидами с антиоксидантой, кардиотонической и другими видами активностей. К примеру, химический состав A. siversianum богат тритерпеновыми соединениями [5]. Одной из важных особенностей растения является его способность накапливать в себе значительное количество селена.…”