(-)-Pinoresinol 4-O-glucoside (Synonyms: (-)-Pinoresinol 4-O-β-D-glucopyranoside)

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(-)-Pinoresinol 4-O-glucoside ((-)-Pinoresinol 4-O-β-D-glucopyranoside) is a potent and orally active α-glucosidase inhibitor with an IC₅₀ value of 48.13 µM. (-)-Pinoresinol 4-O-glucoside increases cell migration and early differentiation of pre-osteoblasts. (-)-Pinoresinol 4-O-glucoside increases protein level of BMP2, p-Smad1/5/8, RUNX2. (-)-Pinoresinol 4-O-glucoside attenuates oxidative stress, hyperglycemia and hepatic toxicity. (-)-Pinoresinol 4-O-glucoside has the potential for the research of osteoporosis and periodontal disease.

For research use only. We do not sell to patients.

(-)-Pinoresinol 4-O-glucoside Chemical Structure

CAS No. : 41607-20-9

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Description

IC₅₀ & Target

IC₅₀: 48.13 µM (α-Glucosidase)^[1]

Cellular Effect

Cell Line	Type	Value	Description	References
A549	IC₅₀	> 30 μM Compound: 9	Anticancer activity against human A549 cells by SRB assay Anticancer activity against human A549 cells by SRB assay	[PMID: 21420296]
N9	IC₅₀	> 100 μM Compound: 20	Antineuroinflammatory activity in mouse N9 cells assessed as inhibition of LPS-induced nitric oxide production after 24 hrs by Griess assay Antineuroinflammatory activity in mouse N9 cells assessed as inhibition of LPS-induced nitric oxide production after 24 hrs by Griess assay	[PMID: 28073678]
RAW264.7	IC₅₀	> 0.3 mM Compound: 19	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide production after 24 hrs Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide production after 24 hrs	[PMID: 18986199]
SK-MEL-2	IC₅₀	> 30 μM Compound: 9	Anticancer activity against human SK-MEL-2 cells by SRB assay Anticancer activity against human SK-MEL-2 cells by SRB assay	[PMID: 21420296]
SK-OV-3	IC₅₀	> 30 μM Compound: 9	Anticancer activity against human SKOV3 cells by SRB assay Anticancer activity against human SKOV3 cells by SRB assay	[PMID: 21420296]
XF498	IC₅₀	25.37 μM Compound: 9	Anticancer activity against human XF498 cells by SRB assay Anticancer activity against human XF498 cells by SRB assay	[PMID: 21420296]

In Vitro

(-)-Pinoresinol 4-O-glucoside (0, 10, 30 µM; 24 h) increases cell migration during the differentiation of pre-osteoblasts in osteogenic supplement medium (OS) containing 50 μg/mL^[1].
(-)-Pinoresinol 4-O-glucoside (10, 30 µM; 7 days) increases the early differentiation and increases mineralized nodule formation during differentiation of pre-Osteoblasts^[1].
(-)-Pinoresinol 4-O-glucoside (10, 30 µM; 3 days) increases the expressio of BMP2, ALP, OCN mRNA levels in pre-osteoblasts^[1].
(-)-Pinoresinol 4-O-glucoside (10, 30 µM; 3 days) increases protein level of BMP2, p-Smad1/5/8, RUNX2^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

RT-PCR^[1]

Cell Line:	pre-osteoblasts
Concentration:	10, 30 µM
Incubation Time:	3 days
Result:	Upregulated the mRNA level of BMP2 and its target osteoblast genes, ALP and osteocalcin (OCN).

Western Blot Analysis^[1]

Cell Line:	pre-osteoblasts
Concentration:	10, 30 µM
Incubation Time:	3 days
Result:	Enhanced protein level of BMP2, followed by the phosphorylation of Smad1/5/8 and the expression of RUNX2.

In Vivo

(-)-Pinoresinol 4-O-glucoside (50 mg/kg; p.o.; twenty days) attenuates oxidative stress, hyperglycaemia and hepatic toxicity in mice^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:	27-30 g, Male Swiss albino mice^[2]
Dosage:	50 mg/kg
Administration:	P.o.; twenty days
Result:	Exhibited a hepatoprotective activity in vivo as it lowered AST and ALT levels, caused a prominent decline in serum glucose level by 37.83% in streptozotocin-treated mice with promising elevation in insulin level of 25.37%.

Molecular Weight

520.53

Formula

C₂₆H₃₂O₁₁

CAS No.

41607-20-9

SMILES

O[C@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)[C@@H]1OC2=CC=C([C@@H]3OC[C@]4([H])[C@@]3([H])CO[C@H]4C5=CC=C(O)C(OC)=C5)C=C2OC

Structure Classification

Initial Source

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation

Handling Instructions (2659 KB)

References

[1]. Park KR, et al. Effects of PIN on Osteoblast Differentiation and Matrix Mineralization through Runt-Related Transcription Factor. Int J Mol Sci. 2020 Dec 16;21(24):9579. [Content Brief]

[2]. Youssef FS, et al. Pinoresinol-4-O-β-D-glucopyranoside: a lignan from prunes (Prunus domestica) attenuates oxidative stress, hyperglycaemia and hepatic toxicity in vitro and in vivo. J Pharm Pharmacol. 2020 Dec;72(12):1830-1839. [Content Brief]

(-)-Pinoresinol 4-O-glucoside Related Classifications

Metabolic Disease

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Help & FAQs

Do most proteins show cross-species activity?
Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

(-)-Pinoresinol 4-O-glucoside41607-20-9(-)-Pinoresinol 4-O-β-D-glucopyranosideGlucosidasepre-osteoblastsmigrationoxidative stresshyperglycemiahepatic toxicityosteoporosisInhibitorinhibitorinhibit

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