85122-21-0

Usage

Uses

Used in Pharmaceutical Industry:
2-Methoxystypandrone is used as a bioactive compound for its diverse pharmacological activities, including its anti-inflammatory, anti-fungal, and anti-viral properties. Its potential as an anti-cancer agent makes it a valuable target for the development of new pharmaceuticals to treat various diseases and conditions.
Used in Cancer Research and Treatment:
2-Methoxystypandrone is used as a potential anti-cancer agent for its ability to inhibit the growth of cancer cells. It may be employed in the development of novel therapeutic strategies to combat cancer, offering a promising avenue for further research and potential clinical applications in oncology.

InChI:InChI=1/C14H12O5/c1-6-4-8-12(14(18)11(6)7(2)15)9(16)5-10(19-3)13(8)17/h4-5,18H,1-3H3

Upstream product

• 122849-60-9 2-[1-(2,3,5-Trimethoxy-phenyl)-meth-(E)-ylidene]-succinic acid 4-tert-butyl ester 1-methyl ester 
• 122849-62-1 methyl 4-acetoxy-5,7,8-trimethoxynaphthalene-2-carboxylate 
• 122849-61-0 (E)-3-methoxycarbonyl-4-(2,3,5-trimethoxyphenyl)but-3-enoic acid 
• 122849-65-4 Acetic acid 5,6,8-trimethoxy-3-methyl-naphthalen-1-yl ester 
• 122849-63-2 3-(hydroxymethyl)-5,6,8-trimethoxy-1-naphthol 
• 122849-64-3 5,6,8-trimethoxy-3-methyl-1-naphthol 
• 36873-96-8 2,3,5-trimethoxybenzoic acid 
• 5556-84-3 2,3,5-trimethoxy-benzaldehyde 
• 122849-67-6 Acetic acid 2-acetyl-5,6,8-trimethoxy-3-methyl-naphthalen-1-yl ester 
• 122849-66-5 1-hydroxy-5,6,8-trimethoxy-3-methyl-2-naphthyl methyl ketone 
• 87686-85-9 5-acetoxy-6-acetyl-2-methoxy-7-methylnaphthalene-1,4-dione 

Relevant academic research and scientific papers

Discovery, total synthesis, HRV 3C-protease inhibitory activity, and structure-activity relationships of 2-Methoxystypandrone and its analogues

2-Methoxystypandrone, a naphthoquinone, was isolated from a Chinese herb Polygonum cuspidatum by bioassay guided fractionation using HRV 3C-protease assay. It showed an IC50 value of 4.6 μM and is moderately selective. A new 10-step, total synthesis of 2-methoxystypandrone was accomplished in 45% overall yield using a Diels-Alder approach. Several analogues of this compound were prepared. Isolation, synthesis and HRV 3C-protease structure-activity relationships of these compounds have been described.

Synthesis of 2-Methoxystypandrone: Comments on the Structure of Ventilaginone

The structure of 2-methoxystypandrone a naphthoquinone isolated from Polygonum cuspidatum, Rhamnus fallax, and Ventilago calyculata is confirmed by synthesis as 6-acetyl-5-hydroxy-2-methoxy-7-methylnaphthalene-1,4-dione (1).The structure proposed for ventilaginone, an unusual naphthalene isolated from Ventilago maderaspatana, 8,9-dimethoxy-5-methylnaphtho-1,3-dioxin-4-yl methyl ketone (17), is shown by synthesis to be erroneous.Alternative structures are considered.