32791-73-4

Upstream product

• 1173896-51-9 syriacoside T 
• 1395707-76-2 C₃₅H₆₀O₁₇ 
• 1159579-91-5 hoodigoside W 
• 1159579-93-7 calogenin 20-O-β-D-glucopyranosyl-3-O-β-D-thevetopyranosyl-(1->4)-β-D-oleandropyranoside 
• 1417887-94-5 stauntogenin 3-O-α-L-cymaropyranosoyl-(1→4)-β-D-digitoxopyranosoyl-(1→4)-β-D-cymaropyranoside 

Downstream Products

• 105274-10-0 methyl β-L-cymarofuranoside 3,5-dinitrophenylcarbamate 
• 105274-10-0 methyl α-L-cymarofuranoside 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 
• 105274-07-5 methyl β-D-cymaropyranoside 3,5-dinitrophenylcarbamate 
• 105274-06-4 methyl α-D-cymaropyranoside 3,5-dinitrophenylcarbamate 
• 76234-95-2 methyl α-cymarofuranoside 
• 76234-95-2 methyl β-cymarofuranoside 
• 4166-79-4 methyl β-cymaropyranoside 
• 4166-79-4 methyl α-cymaropyranoside 

Relevant academic research and scientific papers

Pregnane glycosides from Gymnema inodorum and their α-glucosidase inhibitory activity

Two new pregnane glycosides, gyminosides A and B (1 and 2) and three known, tinctoroside B (3), tinctoroside C (4), and gymnepregoside F (5) were isolated from the leaves of Gymnema inodorum (Lour.) Decne. Their structures were elucidated by physical and chemical methods and comparing with those reported in the literature. All these compounds were evaluated for α-glucosidase assay. Compound 5 exhibited the most anti α-glucosidase activity with inhibitory percentage of 63.7 ± 3.9% at the concentration of 200 μM. Compounds 1–4 showed moderate anti α-glucosidase activity with inhibitory percentage ranging from 40.0 to 52.1%.

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.

Two new 14, 15-secopregnane-type steroidal glycosides from the roots of Cynanchum limprichtii

Two new steroidal glycosides 1 and 2, along with three known ones (3–5), were isolated from the 95% ethanol extract of the roots of Cynanchum limprichtii Schltr. The structure of the new compounds was elucidated as 3-O-α-L-diginopyranosyl-(1→4)-β-D-digito

New C21 steroidal glycosides from the roots of Cynanchum stauntonii and their protective effects on hypoxia/reoxygenation induced cardiomyocyte injury

Phytochemical investigations from the roots of Cynanchum stauntonii led to obtain four new C21 steroidal glycosides (1–4) and one known compound stauntoside F (5). Their chemical structures were characterized by sophisticated analyses of IR, HR

Cytotoxic and apoptosis-inducing activity of C21 steroids from the roots of Cynanchum atratum

Two new (1–2) and two known C21 steroids (3–4) were isolated from the roots of Cynanchum atratum. Their structures were elucidated by detailed 1D and 2D spectroscopic. The MTT assay showed that compounds 1–4 displayed obvious cytotoxic activities against HepG2 cells with IC50 values ranging from 10.19?μM to 76.12?μM. Compounds 1–3 also exhibited cytotoxic effects in A549 cells with IC50 values of 30.87–95.39?μM. Compound 3 showed the antiproliferative activity via G0/G1 cell cycle arrest and proapoptosis in HepG2 cells by Flowcytometry analysis. Western blotting analysis revealed that compound 3 could induce HepG2 cell apoptosis via the mitochondrial pathway by downregulating Bcl-2 expression, upregulating Bax protein expression, and activating caspase-9 and caspase-3.

C21 steroidal glycosides from the roots of Cynanchum paniculatum

As a part of our continuing research for bioactive constituents from Cynanchum plants, four new C21 steroidal glycosides, cynapanoside D-G (1–4), together with six known compounds (5–10) were isolated from the roots of Cynanchum paniculatum (Bge.) Kitag. Their structures were elucidated on the basis of 1D- and 2D-NMR spectroscopic data as well as HR-ESI-MS analysis. Compound 8 exhibited potent inhibitory activities against HL-60, HT-29, PC-3 and MCF-7 cell lines with IC50 values of 8.3, 7.5, 34.3 and 19.4?μM, respectively and compounds 1–4 and 9 displayed moderate cytotoxicity against the four cell lines. The in vitro antioxidant activities of compounds 1–4, 8 and 9 were assayed by DPPH radical scavenging activity. Antibacterial and antifungal activities of compounds 1–4, 8 and 9 were also tested.

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.

Identification and Evaluation of Antiepileptic Activity of C21 Steroidal Glycosides from the Roots of Cynanchum wilfordii

Nine new C21 steroidal glycosides, named cynawilfosides A-I (1-9), along with 12 known compounds were isolated from the roots of Cynanchum wilfordii. The structures of the new compounds were elucidated by spectroscopic analysis and chemical methods. The five major components, cynawilfoside A (1), cynauricoside A (11), wilfoside C1N (16), wilfoside K1N (17), and cyanoauriculoside G (18), exhibited significant protection activity in a maximal electroshock (MES)-induced mouse seizure model with ED50 values of 48.5, 95.3, 124.1, 72.3, and 88.1 mg/kg, respectively.

New Sweet-Tasting C21-Pregnane Glycosides from Pericarps of Myriopteron extensum

Ten novel C21 pregnane glycosides, extensumside C-L (1-10), were isolated as highly sweet-tasting substances from the edible pericarps of Myriopteron extensum (Wight) K. Schum by sensory-guided fractionation and purification. Their structures were determined through 1D and 2D NMR, such as HSQC, HMBC, 1H-1H COSY, HSQC-TOCSY, and ROESY, as well as other spectroscopic analysis combined with chemical evidence. These compounds shared the same aglycone, 3β,16α-dihydroxy-pregn-5-en-20-one, and contained the deoxysugar chain and the glucose chain which were linked to C-3 and C-16 of the aglycone, respectively. The sweetness potency was evaluated by a human sensory panel test and preliminary structure-taste relationship was discussed. The sweetness intensities of these compounds are between 50 and 400 times greater than that of sucrose. Furthermore, quantitation analyses of compounds 1, 3, 4, and 6 in different parts of M. extensum indicated that the concentrations of these sweet components in the pericarps are obviously higher than those in stems and roots.

Two new steroidal glycosides from Cynanchum wallichii

Two new C21 steroidal glycosides were isolated from Cynanchum wallichii Wight. Their structures were elucidated as caudatin-3-O-β-d-glucopyranosyl- (1 → 4)-β-d-oleandropyranosyl-(1 → 4)-β-d-cymaropyranosyl-(1 → 4)-β-d-digitoxopyranoside (1) and caudatin-3