220231-03-8

Upstream product

• 14425-64-0 4-methoxyphenethyl bromide 
• 220231-01-6 3,4-bis-(3,4,5-trimethoxyphenyl)-1H-pyrrole-2,5-dicarboxylic acid dimethyl ester 
• 55-81-2 4-Methoxyphenethylamine 
• 220230-99-9 dimethyl 4,5-bis(3,4,5-trimethoxyphenyl)-1,2-diazine-3,6-dicarboxylate 
• 220230-97-7 3,3',4,4',5,5'-hexamethoxydiphenylacetylene 
• 143287-98-3 3,4,5-trimethoxyphenyl trifluoromethanesulfonate 
• 53560-33-1 3,4,5-trimethoxyphenylacetylene 
• 182163-96-8 3,4,5-trimethoxyphenylboronic Acid 
• 473401-83-1 3,4-dibromo-1H-pyrrole-2,5-dicarboxylic acid dimethyl ester 
• 570402-51-6 3,4-dihydroxy-1-[2-(4-methoxy-phenyl)-ethyl]-1H-pyrrole-2,5-dicarboxylic acid dimethyl ester 
• 570402-49-2 {methoxycarbonylmethyl-[2-(4-methoxy-phenyl)-ethyl]-amino}-acetic acid methyl ester 
• 25245-29-8 5-iodo-1,2,3-trimethoxybenzene 
• 570402-53-8 1-[2-(4-methoxy-phenyl)-ethyl]-3,4-bis-trifluoromethanesulfonyloxy-1H-pyrrole-2,5-dicarboxylic acid dimethyl ester 

Downstream Products

• 219783-09-2 3,4-bis(3,4,5-trimethoxyphenyl)-1-<2-(4-methoxyphenyl)ethyl>pyrrole-2,5-dicarboxylic acid 
• 220231-11-8 Z,Z-3,4-bis(3,4,5-trimethoxyphenyl)-1-<2-(4-methoxyphenyl)ethyl>pyrrole-2,5-biscarboxamide 
• 220231-09-4 E,Z-3,4-bis(3,4,5-trimethoxyphenyl)-1-<2-(4-methoxyphenyl)ethyl>pyrrole-2,5-biscarboxamide 
• 220231-07-2 3,4-bis(3,4,5-trimethoxyphenyl)-1-<2-(4-methoxyphenyl)ethyl>pyrrole-2,5-biscarboxamide 

Relevant academic research and scientific papers

Short and flexible route to 3,4-diarylpyrrole marine alkaloids: Syntheses of permethyl storniamide A, ningalin B, and lamellarin G trimethyl ether

A highly efficient route to 3,4-diarylpyrrole marine alkaloids has been developed using Hinsberg-type pyrrole synthesis and palladium-catalyzed Suzuki cross-coupling of the 3,4-dihydroxypyrrole bis-triflate derivatives as key reactions. Based on this approach, formal syntheses of permethyl storniamide A and ningalin B, and a total synthesis of lamellarin G trimethyl ether have been achieved.

Efficient relay syntheses and assessment of the DNA-cleaving properties of the pyrrole alkaloid derivatives permethyl storniamide A, lycogalic acid A dimethyl ester, and the halitulin core

Palladium catalyzed Suzuki- and Negishi cross coupling reactions are used to convert the now readily available 3,4-dibromopyrrole derivatives 13 and 26 into the core structures of different pyrrole alkaloids. Several compounds of this series exhibit respe

Total syntheses of ningalin A, lamellarin O, lukianol A, and permethyl storniamide A utilizing heterocyclic azadiene Diels - Alder reactions

Concise, efficient total syntheses of ningalin A (1), lamellarin O (2), lukianol A (3), and permethyl storniamide A (5) are detailed on the basis of a common heterocyclic azadiene Diels-Alder strategy (1,2,4,5-tetrazine → 1,2-diazine → pyrrole) ideally suited for construction of the densely functionalized pyrrole cores found in the three classes of marine natural products. Examination of the natural products and a number of synthetic intermediates revealed that some including lamellarin O (2) and lukianol A (3) exhibit modest cytotoxic activity against both wild-type and multidrug- resistant tumor cell lines. Fundamentally more important, a new class of agents including permethyl storniamide A (5) and its precursor 30, which lack inherent cytotoxic activity, are disclosed which reverse the multidrug- resistant (MDR) phenotype, resensitizing a human colon cancer cell line (HCT116/VM46) to vinblastine and doxorubicin at lower doses than the prototypical agent verapamil.