72401-54-8

Basic information

• Product Name: 8-methoxydihydrosanguinarine
• CAS NO: 72401-54-8
• Molecular Weight: 363.37
• Mol File: 72401-54-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 8-methoxydihydrosanguinarine(CAS DataBase Reference)
• NIST Chemistry Reference: 8-methoxydihydrosanguinarine(72401-54-8)
• EPA Substance Registry System: 8-methoxydihydrosanguinarine(72401-54-8)

Safety Data

• Hazardous Substances Data: 72401-54-8(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 5578-73-4 sanguinarine chloride 
• 124-41-4 sodium methylate 
• 2447-54-3 Sanguinarine 

Relevant articles and documents

The synthesis and biological evaluation of sanguinarine derivatives as anti-non-small cell lung cancer agents

A novel series of sanguinarine (SA) derivatives were synthesized and evaluated as anti-non-small cell lung cancer (NSCLC) agents. The compounds inhibited A549 and H1975 NSCLC cells with IC50 values of 0.96->30 ΜM and 0.79->30 ΜM, respectively. Compounds 8d-8j exhibited low micromolar inhibitory activity and indicated that the C6-position of SA was tolerated to be substituted by hydrophilic groups and CN. Further investigation of their mechanism of action showed that compound 8h induced apoptosis of A549 and H1975 cells by inhibiting the Akt signaling pathway and elevating the reactive oxygen species (ROS). This study provided a strategy for developing new anti-cancer agents.

In vitro antifungal activity of sanguinarine and chelerythrine derivatives against phytopathogenic fungi

In order to understand the antifungal activity of some derivatives of sanguinarine (S) and chelerythrine (C) and their structure-activity relationships, sixteen derivatives of S and C were prepared and evaluated for in vitro antifungal activity against seven phytopathogenic fungi by the mycelial growth rate method. The results showed that S, C and their 6-alkoxy dihydro derivatives S1-S4, C1-C4 and 6-cyanodihydro derivatives S5, C5 showed significant antifungal activity at 100 μg/mL against all the tested fungi. For most tested fungi, the median effective concentrations of S, S1, C and C1 were in a range of 14-50 μg/mL. The structure-activity relationship showed that the C=N+ moiety was the determinant for the antifungal activity of S and C. S1-S5 and C 1-C5 could be considered as the precursors of S and C, respectively. Thus, the present results strongly suggested that S and C or their derivatives S1-S5 and C1-C5 should be considered as good lead compounds or model molecules to develop new anti-phytopathogenic fungal agents.