190278-33-2

Upstream product

• 67370-95-0 methyl 4-benzyloxy-2-hydroxy-5-methoxybenzoate 
• 107-30-2 chloromethyl methyl ether 
• 190278-38-7 4-benzyloxy-5-bromo-2-hydroxy-benzoic acid methyl ester 
• 100-39-0 benzyl bromide 
• 5427-29-2 methyl 2-hydroxy-4-benzyloxybenzoate 
• 2150-47-2 methyl 2,4-dihydroxybenzoate 

Downstream Products

• 190278-39-8 6-benzyloxy-1-[1-(3-benzyloxy-4-methoxyphenyl)-2-(4-benzyloxy-5-methoxy-2-methoxymethoxyphenyl)-2-oxoethyl]-7-methoxyisoquinoline 
• 422566-48-1 6,7-dimethoxy-1-[1-(3,4-dimethoxyphenyl)-2-(4-benzyloxy-5-methoxy-2-methoxymethoxyphenyl)-2-oxoethyl]isoquinoline 
• 422566-51-6 6-benzyloxy-7-methoxy-1-[1-(3-methoxyphenyl)-2-(4-benzyloxy-5-methoxy-2-methoxymethoxyphenyl)-2-oxoethyl]isoquinoline 
• 422566-50-5 6-benzyloxy-7-methoxy-1-[1-(4-benzyloxyphenyl)-2-(4-benzyloxy-5-methoxy-2-methoxymethoxyphenyl)-2-oxoethyl]isoquinoline 
• 422566-55-0 3-benzyloxy-14-(3,4-dimethoxyphenyl)-2,11,12-trimethoxy-6H[1]benzopyrano[4',3':4,5]pyrrolo[2,1-a]isoquinoline-6-one 
• 422566-57-2 3,11-bis(benzyloxy)-2,12-dimethoxy-14-(3-methoxyphenyl)-6H[1]benzopyrano[4',3':4,5]pyrrolo[2,1-a]isoquinoline-6-one 
• 422566-56-1 3,11-bis(benzyloxy)-2,12-dimethoxy-14-(4-benzyloxyphenyl)-6H[1]benzopyrano[4',3':4,5]pyrrolo[2,1-a]isoquinoline-6-one 
• 115982-22-4 14-(3,4-dihydroxyphenyl)-2,3,11,12-tetrahydroxy-6H-chromeno[4′,3′:4,5]pyrrolo[2,1-a]isoquinolin-6-one 
• 97614-65-8 lamellarin D 
• 190278-32-1 3,10-Bis-benzyloxy-13-(4-benzyloxy-3-methoxy-phenyl)-2,11-dimethoxy-5-oxa-6b-aza-dibenzo[a,i]fluoren-6-one 

Relevant academic research and scientific papers

Synthesis and structure-activity relationship study of lamellarin derivatives

Ten derivatives (3-12) of marine alkaloid lamellarin D (1) were synthesized and evaluated for cytotoxicity against a HeLa cell line in an effort to examine their structure-activity relationships. It appeared that the hydroxyl groups at positions C-8 and C-20 of 1 were important structural requirements for cytotoxic activity, while the hydroxyl group at C-14 and the two methoxy groups at C-13 and C-21 were not necessary for the activity.

Total syntheses of lamellarin D and H. The first synthesis of lamellarin-class marine alkaloids

Total syntheses of marine polyaromatic alkaloids, lamellarin D (1) and H (2), are described. The pentacyclic lamellarin ring system was constructed by N-ylide mediated pyrrole ring formation and subsequent lactonization of 4 obtained by an assembly of known benzylisoquinoline 5, benzoate 6 and ethyl bromoacetate.