13089-76-4

Upstream product

• 1186628-87-4 qingyangshengenin 3-O-β-D-oleandropyanosyl-(1→4)-β-D-digitoxopyranoside 
• 1129992-63-7 3-O-β-D-glucopyranosyl-(1->4)-β-D-thevetopyranosyl-(1->4)-β-D-oleandropyranosyl-(1->4)-β-D-cymaropyranosyl-(1->4)-β-D-digitoxopyranosyl-12-O-benzoyl-dihydrosarcostin 
• 1206547-27-4 (3β,12β,14β,17α)-3-{[2,6-dideoxy-3-O-methyl-α-L-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-β-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-α-L-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-β-D-arabino-hexopyranosyl-(1->4)-2,6-dideoxy-β-D-ribo-hexopyranosyl]oxy}-8,14,17-trihydroxy-20-oxopregn-5-en-12-yl (2E)-3,4-dimethylpent-2-enoate 
• 1206547-26-3 (3β,12β,14β,17α)-3-{[2,6-dideoxy-3-O-methyl-α-L-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-β-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-α-L-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-β-D-arabino-hexopyranosyl-(1->4)-2,6-dideoxy-β-D-ribo-hexopyranosyl]oxy}-8,14,17-trihydroxy-20-oxopregn-5-en-12-yl 4-hydroxybenzoate 
• 1206547-25-2 (3β,12β,14β,17α)-3-{[2,6-dideoxy-3-O-methyl-β-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-α-L-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-β-D-arabino-hexopyranosyl-(1->4)-2,6-dideoxy-β-D-ribo-hexopyranosyl]oxy}-8,14,17-trihydroxy-20-oxopregn-5-en-12-yl 4-hydroxybenzoate 
• 1159579-91-5 hoodigoside W 
• 1159579-92-6 hoodigoside X 
• 1173896-51-9 syriacoside T 
• 1173896-43-9 syriacoside P 

Downstream Products

• 75-07-0 acetaldehyde 
• 142-73-4 iminodiacetic acid 
• 76234-95-2 methyl α-cymarofuranoside 
• 76234-95-2 methyl β-cymarofuranoside 
• 4166-79-4 methyl β-cymaropyranoside 
• 4166-79-4 methyl α-cymaropyranoside 
• 105274-07-5 methyl β-D-cymaropyranoside 3,5-dinitrophenylcarbamate 
• 105274-06-4 methyl α-D-cymaropyranoside 3,5-dinitrophenylcarbamate 
• 105274-08-6 methyl α-L-cymaropyranoside 3,5-dinitrophenylcarbamate 
• 105274-09-7 methyl β-L-cymaropyranoside 3,5-dinitrophenylcarbamate 
• 105274-10-0 methyl α-D-cymarofuranoside 3,5-dinitrophenylcarbamate 
• 67968-33-6 methyl β-D-cymaropyranoside 
• 76234-95-2 methyl α-D-cymarofuranoside 
• 76234-96-3 methyl β-D-cymarofuranoside 

Relevant academic research and scientific papers

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.

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.

Cytotoxic Pregnane Steroidal Glycosides from Chonemorpha megacalyx

Three new C21 pregnane steroids, chonemorphols A-C (1, 3, and 4), 11 new C21 steroidal glycosides, chonemorphosides A-K (2 and 5-14), and 11 known compounds (15-25) were obtained from the vines and leaves of Chonemorpha megacalyx Pierre. Their structures were established using extensive spectroscopic data. The X-ray crystallographic data of 1 and 3 permitted definition of their absolute configurations. Notably, 1 and 2 possessed an uncommon 6/5/6/5/5-fused steroidal ring system. Compound 7 displayed significant cytotoxicity against several cancer cell lines with IC50 values of 2.0-3.6 μM.

Three new steroidal glycosides from the roots of Cynanchum auriculatum

Three new C21 steroidal glycosides with a cinnamoyl group at C(12) and a 2-methylbutanoyl group at C(20), and a straight sugar chain at C(3), namely cyanoauriculosides C-E (1-3, resp.), together with three known steroidal derivatives, were isolated from the roots of Cynanchum auriculatum (Asclepiadaceae). Their structures were determined by spectroscopic analyses and chemical methods. The known constituents were identified as wilfoside K1N (4), cynanauriculoside II (5), and auriculoside IV (6). Copyright

Minor cytotoxic cardenolide glycosides from the root of Streptocaulon juventas

In order to determine new minor natural cardenolide glycosides as cytotoxic candidates, we isolated six new cardenolide glycosides together with four known ones, which had never previously been reported in the genus, by bioassay-guided separation from the 75% ethanol extract of Streptocaulon juventas (Asclepiadaceae). Their structures were elucidated on the basis of spectroscopic analysis, including homo- and heteronuclear correlation NMR experiments (COSY, HSQC and HMBC). The cytotoxic activities of these compounds were evaluated against A549 and NCI-H460 cell lines by MTT assay and compound 7 exhibited inhibitory activity against the two cell lines, while other compounds displayed a range of inhibitory activity against NCI-H460 and A549 cells. Their structure-activity relationships were also discussed.

Two new pregnane steroidal glycosides from Cynanchum taihangense

As our ongoing chemical investigation, two new pregnane steroidal glycosides, cynataihosides G (1), with a new aglycone, and H (2) were isolated from the 95% ethanol extract of Cynanchum taihangense. Their structures were elucidated on the basis of 1 D and 2 D NMR spectral data, HR-ESI-MS analysis and qualitative chemical methods. The compounds were subjected to detect the cytotoxicity against three human tumor cell lines (HL-60, THP-1 and PC-3). The compounds displayed no significant cytotoxicity. Supplemental data for this article can be accessed at https://doi.org/10.1080/14786419.2019.1672682.

Pregnane glycosides from Dregea volubilis and their α-glucosidase inhibitory activity

Three new pregnane glycosides namely volubilosides D-F (1–3) along with three known, dregeoside Da1 (4), volubiloside A (5), and drevoluoside N (6) were isolated from the methanol extract of the leaves of Dregea volubilis using combined chromatographic methods. Their structures were elucidated by 1D-, 2D-NMR, and HR-ESI-MS spectra and comparing with those reported in the literature. Compounds 5 and 6 showed the most significant α-glucosidase inhibitory activity at the concentration of 40 μM with inhibition of 51.3 ± 3.2% and 50.4 ± 3.1%, respectively, compared to acarbose (59.8 ± 1.6%).

New Immunomodulating Polyhydroxypregnane Glycosides from the Roots of Cynanchum otophyllum C.K.Schneid.

Seven new polyhydroxypregnane glycosides, named cynotophyllosides P–V, together with three known analogs were isolated from the roots of Cynanchum otophyllum C.K.Schneid. Their structures were elucidated by a variety of spectroscopic techniques, as well as acid-catalyzed hydrolysis. All isolates were tested for their immunological activities in vitro against Con A- and LPS-induced proliferation of mice splenocytes. Immunoenhancing (for 1, 9) and immunosuppressive (for 2) activities were observed. Furthermore, cynotophylloside R (3) showed immunomodulatory as it enhanced the proliferation of splenocytes in low concentration and suppressed immune cells in concentration more than 1.0 μg/ml.

Appetite suppressing pregnane glycosides from the roots of Cynanchum auriculatum

In the search for plant alternatives to Hoodia gordonii containing P57, a pregnane glycoside with potential appetite suppressant effect, the roots of Cynanchum auriculatum were investigated. As a result, 15 pregnane glycosides including nine never previously reported were isolated. Their structures were elucidated on the basis of extensive spectroscopic analyses and chemical methods. Appetite suppressant effect and body weight loss were observed when tested with the most abundant pregnane glycoside, wilfoside K1N, in an in vivo test with rats.

A condensed phenylpropanoid glucoside and pregnane saponins from the roots of Hemidesmus indicus

From the roots of Hemidesmus indicus, one new condensed phenylpropanoid glucoside and three new pregnenolone glycosides, named hemidesmosides A-C, were isolated along with one known related compound, plocoside A.