50386-14-6

Upstream product

• 883-09-0 5,7-dihydroxy-2,2-dimethylchroman-4-one 
• 100-39-0 benzyl bromide 
• 108-73-6 3,5-dihydroxyphenol 
• 541-47-9 3-Methylbutenoic acid 

Downstream Products

• 50386-13-5 7-benzyloxy-5-methoxy-2,2-dimethyl-chroman-4-one 
• 327611-50-7 5-benzyloxy-4,8,8-trimethyl-9,10-dihydro-8H-pyrano[2,3-f]chromen-2-one 
• 327611-51-8 5-benzyloxy-4-methylseselin 

Relevant academic research and scientific papers

Anti-AIDS agents. 42. Synthesis and anti-HIV activity of disubstituted (3′R,4′R)-3′,4′-di-O-(S)-camphanoyl-(+)-cis- khellactone analogues

A series of disubstituted 3′,4′-di-O-(S)-camphanoyl-(+)-cis-khellactone (DCK) analogues (1-10) were synthesized and evaluated for inhibition of HIV-1 replication in H9 lymphocytes. 5-Methoxy-4-methyl DCK (8) was the most promising compound with an EC50 value of 7.21 × 10-6 μM and a therapeutic index of >2.08 × 10,7 which were much better than those of lead compound DCK in the same assay. Another six disubstituted DCK analogues (1-5 and 7) were more potent than AZT but less active than DCK. Conformational analysis suggested that resonance of the coumarin system is an essential structural feature for potent anti-HIV activity. Steric compression of C(4) and C(5) substituents of the coumarin moiety can reduce the overall planarity and thus resonance of the coumarin nucleus, resulting in a decrease or lack of anti-HIV activity.