89018-72-4

Upstream product

• 57009-70-8 2-(3,4,5-trimethoxyphenyl)-1,3-dithiane 
• 1860-60-2 3-benzyloxy-4-methoxy-benzyl alcohol 
• 6346-05-0 3-benzyloxy-4-methoxybenzaldehyde 
• 1127352-16-2 2-(3-((tert-butyldimethylsilyl)oxy)-4-methoxyphenyl)-1-(3,4,5-trimethoxyphenyl)ethan-1-one 
• 1067880-35-6 tert-butyl(2-methoxy-5-(1-(3,4,5-trimethoxyphenyl)vinyl)phenoxy)dimethylsilane 
• 105485-73-2 N,N-dimethyl-α-cyano-3,4,5-trimethoxybenzylamine 
• 89018-71-3 2-(3-Benzyloxy-4-methoxy-benzyl)-2-(3,4,5-trimethoxy-phenyl)-[1,3]dithiane 
• 55667-12-4 4-methoxy-3-(benzyloxy)benzyl bromide 
• 621-59-0 isovanillin 
• 330468-40-1 2-hydroxy-2-(3,4,5,-trimethoxyphenyl)-3-(3'-benzyloxy-4'-methoxyphenyl)-propanoic acid 
• 330468-38-7 3-benzyloxy-3',4,4',5'-tetramethoxychalcone epoxide 
• 1136-86-3 methyl (3,4,5-trimethoxyphenyl) ketone 
• 931407-28-2 [(Tetrahydro-pyran-2-yloxy)-(3,4,5-trimethoxy-phenyl)-methyl]-phosphonic acid dimethyl ester 
• 130190-35-1 dimethyl α-hydroxy-α-(3,4,5-trimethoxyphenyl)methanephosphonate 

Downstream Products

• 1217647-76-1 Combretastatin 
• 89064-44-8 5-[(2R)-2-hydroxy-2-(3,4,5-trimethoxyphenyl)ethyl]-2-methoxyphenol 

Relevant academic research and scientific papers

Exploring diverse-ring analogues on combretastatin a4 (Ca-4) olefin as microtubule-targeting agents

Combretastatin-4 (CA-4) as a tubulin polymerization inhibitor draws extensive attentions. However, due to its weak stability of cis-olefin and poor metabolic stability, structure modifications on cis-configuration are being performed. In this work, we constructed a series of novel CA-4 analogues with linkers on olefin containing diphenylethanone, cis-locked dihydrofuran, α-substituted diphenylethanone, cyclobutane and cyclohexane on its cis-olefin. Cytotoxic activity of all analogues was measured by an SRB assay. Among them, compound 6b, a by-product in the preparation of diphenylethanone analogues, was found to be the most potent cytotoxic agents against HepG2 cells with IC50 values of less than 0.5 μM. The two isomers of 6b induced cellular apoptosis tested by Annexin V-FITC and propidium iodide (PI) double staining, arrested cells in the G2/M phase by PI staining analysis, and disrupted microtubule network by immunohistochemistry study in HepG2 cells. Moreover, 6b-(E) displayed a dose-dependent inhibition effect for tubulin assembly in in vitro tubulin polymerization assay. In addition, molecular docking studies showed that two isomers of 6b could bind efficiently at colchicine binding site of tubulin similar to CA-4.

Synthesis and activity of Combretastatin A-4 analogues: 1,2,3-thiadiazoles as potent antitumor agents

A series of 4,5-disubstitute-1,2,3-thiadiazole compounds were designed and synthesized as potent anticancer agents, some of them exhibited excellent in vitro and in vivo inhibitory activity.

α-ARYL-α-(2-TETRAHYDROPYRANYLOXY)METHANEPHOSPHONATES AS REAGENTS IN THE HORNER REACTION. A SIMPLE NOVEL SYNTHESIS OF (+/-)-COMBRETASTATIN

The title compound has been synthesized in 34percent yield from 3,4,5-trimethoxybenzaldehyde.The key step involves Horner condensation of 4-methoxy-3-methoxymethoxybenzaldehyde with dimethyl α-hydroxy-α-(3,4,5-trimethoxyphenyl)methanephosphonate protected

A Simple Synthesis of (+/-)-Combretastatin

A simple synthesis of (+/-)-combretastatin (1) has been described starting from 3,4,5-trimethoxybenzaldehyde and isovanillin.