Sitosterol-/?-D-glucoside

Dymicky, M. and R.L. Stedman Composition smdies on tobacco. I. P-Sitosterol D-glucoside from flue-cured tobacco leaves Tob. Sci. 2 (1958) 99-101. 

Sitosterol, P, 6-0-lauryl-P-D-glucoside Fr Sitosterol, P, 6-0-myristyl-P-D-glucoside Fr Sitosterol, P, diglucoside Fr ... 

N.A. Melochia tomentosa L. Melovinone, melosatin D, stigmasterol, beta-sitosterol, beta-sitosterol, beta-D-glucoside, octacosanol.336327 Tumourigenic properties. 

Peng, L., Kawagoe, Y, Hogan, P., Delmer, D. (2002) Sitosterol-/3-glucoside as primer for cellulose synthesis in plants. Science 295, 147-150. 

Glycolipids that contain sterol residues occur in the plant kingdom. In steryl D-glucosides and their O-acyl derivatives, D-glucosyl groups are attached to 0-3 of several types of sterols,397-404 for example, cam-pesterol, cholesterol, sitosterol, and stigmasterol. 

Maitani, Y., et al. 2000. The enhancing effect of soybean-derived sterylglucoside and beta-sitosterol beta-D-glucoside on nasal absorption in rabbits, Int J Pharm 200 17. 

Nonacosanol,beta-D-glucoside of beta-sitosterol, sugiol (a diterpene ketone), and several glycosides and aglycones have been isolated. 

P-Sitosterol-3-O-P-D- glucoside (phytosterol glycoside) Widespread Caryophyllus Jlos (Myrtaceae) PEP (48 pM) [118]... 

Maitani Y, Soeda H, Wang J, Takayama K (2001) Modified ethanol injection method for liposomes containing (3-sitosterol (3-D-glucoside. J Liposome Res 11 115-125... 

Sitosterol 3-(5-D-glucoside Ficus religiosa 0/ Moraceae Bark It reportedly showed hypoglycemic activity in rabbits, which reached a maximum after 4 hours when the compound was administered orally at 25 mg/kg and after 2 hour when the compound was administered i.v. at 5 and 7.5 mg/kg. It produced CNS stimulation, convulsions and reversal of reserpine depression in mice at toxic dose levels. I.D50 was found to be 62 mg/ kg in mice [45],... 

The mature seeds of C. speciosus were reported to contain an appreciable amount of diosgenin [123]. Numerous steroidal saponins were isolated from the seeds [124]. Their structures were elucidated as P-sitosterol-P-D-glucoside, prosapogenin A and B of dioscin, dioscin, gracillin, 3-0-[a-L-rhamnopyranosyl(l —> 2)-P-D-glucopyranosyl]-26-0-[P-D-glucopyranosyl]-22-a - methoxy - (25/ ) - furost-5 - en-3p, 26-diol... 

The rhizomes of C. lacerus were found to contain an appreciable amount of diosgenin [129]. The steroidal saponins of the rhizomes were identified as P-sitosterol-P-D-glucoside, prosapogenin A of dioscin, dioscin and gracillin [129]. 

From the ether-soluble fraction, Takahashi etal. 134, 135) isolated sitosterol-P-D-glucoside, sitosterol, p-elemene (96), eremophilene (97) and a new polyacetylenic alcohol named panaxynol (98), the structure of which was elucidated as heptadeca-l,9(Z)-diene-4,6-diyn-3-ol by degradative and synthetic procedures. It is identical with carotatoxin from carrots 136) and falcarinol from Falcaria vulgaris 137). Recently two other polyacetylenic alcohols, 9,10-epoxy-3-hydroxyheptadeca-l-en-4,6-diyne [(99), panaxydol] 138) and heptadeca-l-en-4,6-diyn-3,9-diol (100) 139) were isolated from Ginseng roots by Wrobel et al. 

Cholesterol /3-D-glucoside-6 -C)-palmitate from Pythium sylvaticum has been isolated and characterized (McMorris and White, 1977). This compound was formed when cholesterol was supplied to the growth medium, and analogous compounds were formed when sitosterol and campesterol were supplied. It seems likely that ASG is also present in Phytophthera cac-torum (Elliott and Knights, 1974). 

Glycosylated at the same position (steryl glycosides), e.g., sitosterol-6-D-glucoside... 

The heartwoods of the American trees, Betula alleghaniensis and B. lenta (Betulaceae), are reported to contain sitosterol yS-D-glucoside (78) (98). Similarly, from the heartwood of Melia birmanica (Meliaceae) this glucoside was isolated (0.016% of shavings) and very well characterized (88). There is also a report of its presence in heartwood of the legume Piptadenia macrocarpa (57). 

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