6988-55-2

Usage

Uses

Used in Pharmaceutical Industry:
Olivose is used as an antimicrobial agent for its ability to combat various infections caused by bacteria and other microorganisms. Its antiviral properties also make it a potential candidate for treating viral infections.
Used in Research and Development:
Olivose is utilized as a subject of study for its potential medicinal properties, with the aim of discovering new therapeutic applications and enhancing our understanding of its biological activities.
Used in Drug Development:
Olivose is considered for the development of new drugs, particularly for the treatment of infections and diseases, due to its demonstrated antimicrobial and antiviral activities.

InChI:InChI=1/C6H12O4/c1-4(8)6(10)5(9)2-3-7/h3-6,8-10H,2H2,1H3/t4-,5-,6-/m1/s1

Upstream product

• 77210-24-3 methyl 2,6-dideoxy-α-D-xylo-hexopyranoside 
• 104048-44-4 (1S,2R)-(S)-1-(4,5-Dihydro-isoxazol-5-yl)-propane-1,2-diol 
• 104048-44-4 (1R,2S)-(S)-1-(4,5-Dihydro-isoxazol-5-yl)-propane-1,2-diol 
• 104048-37-5 ((E)-5-Propenyl)-4,5-dihydro-isoxazole 
• 67308-47-8 methyl-(α-D-xylo-2-deoxy-hexopyranoside) 
• 897959-06-7 methyl-[tris-O-(toluene-4-sulfonyl)-α-D-xylo-2-deoxy-hexopyranoside] 
• 14711-68-3 methyl-[bis-O-(toluene-4-sulfonyl)-α-D-xylo-2,6-dideoxy-hexopyranoside] 

Downstream Products

• 3075-65-8 2,6-Dideoxy-D-arabino-hexose-dibenzyl-dithioacetal 

Relevant academic research and scientific papers

C21 steroidal glycosides from Cynanchum stauntonii induce apoptosis in HepG2 cells

Two new (1–2) and three known (3–5) C21 steroidal glycosides were isolated from Cynanchum stauntonii. Their structures were elucidated on the basis of 1D and 2D-NMR spectroscopic data as well as HRTOFMS analysis. The cytotoxicity of the compoun

Steroidal glycosides from the roots of Cynanchum stauntonii and their effects on the expression of iNOS and COX-2

Six new steroidal glycosides, named stauntosides O-T (1-6), along with eight known compounds (7-14), were obtained from the 95% aqueous ethanol extract of the roots of Cynanchum stauntonii. Their chemical structures were elucidated by IR, HR ESI-MS/MS, 1H- and 13C NMR, 1H-1H COSY, HSQC, HSQC-TOCSY, and HMBC spectroscopic analyses, which showed interesting 13,14:14,15-disecopregnane-type or 14,15-secopregnane-type C21 steroidal glycosides. The glycosides' anti-inflammatory effects were investigated by detecting the inhibitory effects of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) on RAW246.7 murine macrophage cells stimulated by lipopolysaccharide (LPS). Our results showed that compounds 1, 5, 8, 9, 11, and 13 could significantly inhibit iNOS expression, and compounds 5 and 7 could clearly reduce COX-2 expression in RAW246.7 cells stimulated by LPS compared to cells stimulated with LPS and not treated with other compounds. Thus, compounds 1, 5, 7-9, 11, and 13 have the potential to mediate anti-inflammatory effects, with compound 5 having a greater anti-inflammatory effect than the other compounds.

Two new glycosides and one new neolignan from the roots of Cynanchum stauntonii

Three new compounds including one C21-steroidal glycoside, one methylglycoside, and one neolignan, named as Deoxyamplexicogenin A-3-O-yl-4-O-(4-O-α-L-cymaropyranosoyl-β-D-digitoxopyranosoyl)-β-D-canaropyranoside (1), Methyl-O-α-L-cymaropyranosoyl-(1 → 4)-β-D-digitoxopyranoside (2), and (+)-(7S, 8R, 7′E)-5-hydroxy-3, 5′-dimethoxy-4′, 7-epoxy-8, 3′-neolign-7′-ene-9, 9′-diol 9′-ethyl ether (3), respectively, were isolated from the roots of Cynanchum stauntonii. The structure elucidations were achieved by in-depth spectroscopic examination, mainly including the experiments and analyses of multiple 1D- and 2D-NMR and HRESIMS and CD analysis and qualitative chemical tests. Cytotoxicity activities of compounds 1-3 were evaluated against five tumor cell lines (HCT-8, Bel-7402, BGC-823, A549, and A2780) in cell based assays where they were found to be inactive.

Nine new steroidal glycosides from the roots of Cynanchum stauntonii

Nine new steroidal glycosides, named as stauntosides C-K (2, 5, 7-10, 13, 14, and 16), along with seven known compounds (1, 3, 4, 6, 11, 12, and 15) were isolated from the 95% ethanol extract of the roots of Cynanchum stauntonii. The structures of these new compounds were elucidated on the basis of extensive spectroscopic analyses, mainly 1D and 2D NMR, and HRESI-MS, and qualitative chemical methods. Their significance in terms of the chemotaxonomy of C. stauntonii is discussed.

Chemical constituents from the roots of Periploca sepium with insecticidal activity

Five compounds were isolated from the root powder of Periploca sepium. By mainly HR-ESI-MS, 1H, 13C, and 2D NMR spectral data, they were characterized as periplocoside X (1), oligasaccharide A (2), periplocoside A (3), periplocoside E (4), and periplocoside N (5), respectively. Compounds 1-5 were found to possess insecticidal activities against the red imported fire ant. Among the compounds, periplocoside X showed significant activity with LD50 values of 748.99, 116.62, 2169.58, and 3079.33mg/l against soldiers, workers, males, and alate females of red imported fire ant, respectively.

Anthraquinone glycosides from marine Streptomyces sp. strain

Two new anthraquinone glycosides Strepnoneside A (1) and Strepnoneside B (2), together with Chromomycin A3 (3), were isolated from cultures of the marine Streptomyces sp. strain. The structures were elucidated on the basis of NMR spectroscopic and mass spectrometry data. Compound 3 exhibited cytotoxic activities against HCT 116 cell lines (IC50 = 300 ± 11 pM).

Acylated-oxypregnane glycosides from the roots of asclepias syriaca

Twenty new pregnane glycosides were obtained from the roots of Asclepias syriaca L. (Asclepiadaceae). These glycosides were confirmed to contain ikemagenin, 12-0-nicotinoyllineolon, 5α,6-dihydroikemagenin, and 12-O-tigloylisolineolon, as their aglycones,

SILYL NITRONATES AND NITRILE OXIDES IN ORGANIC SYNTHESIS. A NOVEL ROUTE TO D,L-DEOXYSUGARS. USE OF ALUMINIUM OXIDE AS SOLID PHASE BASE FOR GENERATION OF NITRILE OXIDES FROM HYDROXIMIC ACID CHLORIDES

Novel methodology is developed for a three step synthesis of deoxyaldoses and deoxyketoses. 1.Regioselective addition of silyl nitronate or nitrile oxide to a diene. 2.Stereospecific hydroxylation of the double bond. 3.Unmasking of the aldol moiety by catalytic reduction of the 2-isoxazoline.The syntheses of D.L-deoxyribose, D,L-oleose, D,L-digitoxose, D,L-2-deoxygalactose, 1,3-dideoxyfructose, 3-deoxyfructose etc. are described.Basic aluminium oxide is introduced as a solid phase base for the one step synthesis of 2-isoxazolines from aldoximes and olefins.An X-ray diffraction study of compound 13c verifies the stereochemical assignments.