Structure of Prim-O-glucosylcimifugin
CAS No.: 80681-45-4
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Prim-O-glucosylcimifugin is a natural product isolated and purified from the root of Saposhnikovia divaricata (Turcz.) Schischk., which can inhibit the proliferation of SMC(smooth muscle cell) stimulated by TNF-alpha, increase the proportion of G0/G1 phase.
Synonyms: 1''-O-Glucosylcimifugin; Cimifugin beta-D-glucopyranoside; PGCN
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Batch number can be found on the product's label following the word 'Batch'.
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Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
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CAS No. : | 80681-45-4 |
Formula : | C22H28O11 |
M.W : | 468.45 |
SMILES Code : | CC([C@@H]1CC2=C(OC)C(C(C=C(O3)CO[C@@]4([H])[C@H](O)[C@@H](O)[C@H](O)[C@H](O4)CO)=O)=C3C=C2O1)(O)C |
Synonyms : |
1''-O-Glucosylcimifugin; Cimifugin beta-D-glucopyranoside; PGCN
|
MDL No. : | MFCD09037394 |
InChI Key : | XIUVHOSBSDYXRG-UVTAEQIVSA-N |
Pubchem ID : | 14034912 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
B16-F10 cells | 50 μM and 100 μM | 48 hours | To evaluate the effect of POG on apoptosis and proliferation of B16-F10 cells. The results showed that POG exhibited no cytotoxic effect on B16-F10 cells. | PMC6714432 |
CD8 T-lymphocytes | 50 μM and 100 μM | 48 hours | To evaluate the effect of POG on apoptosis and proliferation of CD8 T-lymphocytes. The results showed that POG exhibited no cytotoxic effect on CD8 T-lymphocytes and did not affect their proliferation. | PMC6714432 |
PMN-MDSCs | 50 μM and 100 μM | 48 hours | To evaluate the effect of POG on apoptosis and proliferation of PMN-MDSCs. The results showed that POG exhibited no cytotoxic effect on PMN-MDSCs but could specifically inhibit the proliferation of PMN-MDSCs. | PMC6714432 |
Human tendon stem/progenitor cells (hTSPCs) | 20 μmol·L−1 | once every 2 days for 7 days | POG treatment enhanced colony formation and proliferative capacity of hTSPCs and reduced senescence markers | PMC10593834 |
Rat tendon stem/progenitor cells (rTSPCs) | 20 μmol·L−1 | long-term passage from P3 to P12 | POG treatment significantly enhanced self-renewal and proliferative capacities of rTSPCs, reduced senescence markers, and restored tenogenic differentiation potential | PMC10593834 |
RAW 264.7 mouse macrophage cells | 12.5, 25, 50 μg/mL | 1 hour | To evaluate the inhibitory effect of Prim-O-glucosylcimifugin on LPS-induced cytokine production. Results showed that Prim-O-glucosylcimifugin significantly inhibited the production of TNF-α, IL-1β, and IL-6, and increased the level of IL-10. | PMC7106058 |
RAW264.7 cells | 12.5, 25, 50 μmol/mL | 24 hours | POG significantly suppressed the production of inflammatory factors (TNF-α, IL-1β, IL-6) in LPS-induced RAW264.7 cells and inhibited inflammatory responses by suppressing the phosphorylation of ERK1/2, AKT, JNK1/2, IκB-α, P38, and P65. | PMC9158503 |
Human SGC7901 GC cell line | 100 μM | To evaluate the inhibitory effects of POG and its metabolite cimifugin on COX-2 expression, results showed that POG and cimifugin downregulated COX-2 expression | PMC4930286 | |
A549/DDP cells | 0–10 μM | 48 hours | Decreased GST activity by ∼5%, decreased GSTPi1 expression by ∼18%, decreased GSTM1 expression by ∼50%, increased intracellular platinum accumulation by ∼30%, enhanced cell apoptosis by ∼10% | PMC8202081 |
A549 cells | 0–10 μM | 48 hours | Decreased GST activity by ∼10%, decreased GSTPi1 expression by ∼33%, decreased GSTM1 expression by ∼70%, increased intracellular platinum accumulation by ∼56%, enhanced cell apoptosis by ∼10% | PMC8202081 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
C57BL/6 mice | B16-F10 melanoma model | Intraperitoneal injection | 100 mg/kg/day and 200 mg/kg/day | Once daily for 14 days | To evaluate the dose-dependent effect of POG on B16-F10 tumor growth. The results showed that POG significantly inhibited tumor growth in a dose-dependent manner, and 200 mg/kg had no significant effect on the body weight of mice. | PMC6714432 |
Rats | Partial transection tendon injury model in 18-month-old rats | Oral | 50 mg/kg body weight per day | Once daily for 2 months | Oral POG significantly improved tendon self-healing capacity in aged rats, reducing inflammation and senescence markers | PMC10593834 |
BALB/c male mice | LPS-induced acute lung injury model | Intraperitoneal injection | 2.5, 5, 10 mg/kg | Single dose, lasting 7 hours | To evaluate the protective effect of Prim-O-glucosylcimifugin on LPS-induced acute lung injury. Results showed that Prim-O-glucosylcimifugin significantly reduced inflammatory cell infiltration, edema, and MPO activity in lung tissues, and improved histopathological changes. | PMC7106058 |
C57BL/6 mice | DSS-induced ulcerative colitis model | Intraperitoneal injection | 2.5, 5, 10 mg/kg | 7 consecutive days | POG improved clinical scores, colonic length, and body weight in DSS-induced ulcerative colitis mice, repaired pathological damage to the intestinal mucosa, inhibited levels of inflammatory factors (IL-1β, TNF-α, IL-6), and repaired the intestinal immune barrier by upregulating the expression of tight junction proteins (Occludin, Claudin-3, ZO-1). Additionally, POG regulated the richness and structure of intestinal microbiota. | PMC9158503 |
Wistar rats | Formalin-induced tonic nociceptive response model and CFA-induced rat arthritis pain model | Subcutaneous injection | 1, 3, 10, 30 mg/kg | Single dose or consecutive administration for 7 days | To evaluate the anti-nociceptive effects of POG in inflammatory nociception, results showed that POG dose-dependently inhibited nociceptive responses without tolerance, reduced serum TNFα, IL-1β, and IL-6 levels, and decreased spinal PGE2 and COX-2 expression | PMC4930286 |
Tags: Prim-O-glucosylcimifugin | NO Synthase | COX Inhibitor | Nitric oxide synthases | NOS | Cyclooxygenase | JAK2/STAT3 signaling | COX-2 Inhibitor | 80681-45-4
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