1020538-11-7

Basic information

• Product Name: 4β-[4-(α-D-glucopyranosyloxymethyl)-1,2,3-triazol-1-yl]-4-deoxy-4'-demethylpodophyllotoxin
• Synonyms: 4β-[4-(α-D-glucopyranosyloxymethyl)-1,2,3-triazol-1-yl]-4-deoxy-4'-demethylpodophyllotoxin
• CAS NO: 1020538-11-7
• Molecular Weight: 643.604
• Mol File: 1020538-11-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 4β-[4-(α-D-glucopyranosyloxymethyl)-1,2,3-triazol-1-yl]-4-deoxy-4'-demethylpodophyllotoxin(CAS DataBase Reference)
• NIST Chemistry Reference: 4β-[4-(α-D-glucopyranosyloxymethyl)-1,2,3-triazol-1-yl]-4-deoxy-4'-demethylpodophyllotoxin(1020538-11-7)
• EPA Substance Registry System: 4β-[4-(α-D-glucopyranosyloxymethyl)-1,2,3-triazol-1-yl]-4-deoxy-4'-demethylpodophyllotoxin(1020538-11-7)

Safety Data

• Hazardous Substances Data: 1020538-11-7(Hazardous Substances Data)

Upstream product

• 2280-44-6 D-Glucose 
• 34272-03-2 propargyl β-D-glucopyranoside 
• 117604-05-4 4β-azido-4-deoxy-4′-demethylepipodophyllotoxin 

Relevant articles and documents

Synthesis and anticancer activity of glucosylated podophyllotoxin derivatives linked via 4β-triazole rings

A series of 4β-triazole-linked glucose podophyllotoxin conjugates have been designed and synthesized by employing a click chemistry approach. All the compounds were evaluated for their anticancer activity against a panel of five human cancer cell lines (HL-60, SMMC-7721, A-549, MCF-7, SW480) using MTT assays. Most of these triazole derivatives have good anticancer activity. Among them, compound 35 showed the highest potency against all five cancer cell lines tested, with IC50 values ranging from 0.59 to 2.90 μM, which is significantly more active than the drug etoposide currently in clinical use. Structure-activity relationship analysis reveals that the acyl substitution on the glucose residue, the length of oligoethylene glycol linker, and the 4'-demethylation of podophyllotoxin scaffold can significantly affect the potency of the anticancer activity. Most notably, derivatives with a perbutyrylated glucose residue show much higher activity than their counterparts with either a free glucose or a peracetylated glucose residue.