For Research Use Only. Not for human or veterinary use.
Sydowinin B (MS-347b)
Product ID: BLK-1670
Structure
CAS
58450-00-3
Molecular Formula
C16H12O7
Molecular Weight
316.27
Price
1mg: USD 360.00 / 5mg: - / 25mg: -
Storage
-20°C
Solubility
1mg/ml ethanol, methanol, DMSO
Purity
>95%
Source Organism
Aspergillus udagawae.
Summary
Sydowinin B (MS-347b) Fungal xanthone that noncompetitively inhibits PTP1B.
Details
Sydowinin B (MS-347b) is a xanthone-type secondary metabolite isolated from fungal species including Aspergillus sp. and Malbranchea dendritica. Although originally reported as a minor component related to the MLCK inhibitor MS-347a without MLCK inhibitory activity, subsequent biochemical studies demonstrated that sydowinin B moderately inhibits protein tyrosine phosphatase 1B (PTP-1B) in a noncompetitive manner (IC50 0.081 mM), consistent with docking predictions of allosteric binding. Cytotoxicity studies in intestinal (HT-29) and neuroblastoma (SH-SY5Y) human cell models showed concentration-dependent effects and interaction profiles when combined with okadaic acid. Synthetic studies further confirmed its xanthone structure. These findings define sydowinin B as a bioactive fungal xanthone with phosphatase inhibitory and cytotoxic properties.
Mechanism
Noncompetitive inhibitor of protein tyrosine phosphatase 1B (PTP1B) with moderate cytotoxic activity.
Primary Target
Protein tyrosine phosphatase 1B (PTP1B)
Pathway
Tyrosine dephosphorylation signaling pathway
Chemical Class
Xanthone polyketide
Discovery Year
1993
Keywords
xanthone natural productprotein tyrosine phosphatase 1b (ptp1b) inhibitorallosteric inhibitorfungal metabolitecytotoxic research compoundmetabolic disease research scaffold
References
Omura et al., J Antibiot, 1993 (MS-347a and MS-347b isolation; MLCK study)
