2234-38-0

Upstream product

• 1186002-27-6 methyl α-(4-methoxybenzyl)diazoacetate 
• 61780-18-5 methyl 2-amino-3-(4-methoxyphenyl) propanoate 
• 473401-85-3 3,4-bis(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxylic acid dimethyl ester 
• 1587692-53-2 4-bromo-5-formyl-1H-pyrrole-2-carboxylic acid ethyl ester 
• 1036356-17-8 ethyl 2-formyl-3-(4-methoxyphenyl)pyrrole-5-carboxylate 
• 1587692-61-2 ethyl 4-bromo-2-formyl-3-(4-methoxyphenyl)pyrrole-5-carboxylate 
• 5410-10-6 dimethyl 2,2'-(acetylazanediyl)diacetate 
• 1226-42-2 1,2-bis(4-methoxyphenyl)-1,2-ethanedione 
• 1036355-83-5 3,4-bis-(4-methoxyphenyl)pyrrole-2,5-dicarboxylic acid monoethyl ester 
• 28030-16-2 3-(4-methoxyphenyl)-2-oxopropanoic acid 

Downstream Products

• 2048-10-4 3,4-bis (4-methoxyphenyl)-1H-pyrrole 
• 1418216-89-3 3,4-bis[4-(benzyloxy)phenyl]-1H-pyrrole 
• 470448-72-7 2,5-bis(4-acetoxy-3,5-dibromobenzoyl)-3,4-bis(4-acetoxy-3,5-dibromophenyl)-1-[2-(4-acetoxyphenyl)ethyl]-1H-pyrrole 
• 470448-71-6 2,5-bis(4-acetoxy-3,5-dibromobenzoyl)-3,4-bis(4-acetoxy-3,5-dibromophenyl)-1H-pyrrole 
• 470448-70-5 2,5-bis(4-hydroxybenzoyl)-3,4-bis(4-hydroxyphenyl)-1H-pyrrole 
• 470448-69-2 2,5-bis(4-methoxybenzoyl)-3,4-bis(4-methoxyphenyl)-1H-pyrrole 
• 272118-06-6 polycitone B 
• 153212-84-1 Polycitone A 
• 1027899-57-5 3,4-bis-(4-methoxy-phenyl)-1H-pyrrole-2,5-dicarbonyl dichloride 
• 108774-82-9 3,4-bis(4-methoxyphenyl)-1H-pyrrole-2,5-dione 

Relevant academic research and scientific papers

Total synthesis and biological evaluation of 7-hydroxyneolamellarin A as hypoxia-inducible factor-1α inhibitor for cancer therapy

7-Hydroxyneolamellarin A (7-OH-Neo A, 1), a natural marine product derived from sponge Dendrilla nigra, was first synthesized with 10% overall yield under the instruction of convergent synthetic strategy. We found that 7-OH-Neo A could attenuate the accum

Structure-activity relationships study of neolamellarin A and its analogues as hypoxia inducible factor-1 (HIF-1) inhibitors

The novel marine pyrrole alkaloid neolamellarin A derived from sponge has been shown to inhibit hypoxia-induced HIF-1 activity. In this work, we designed and synthesized neolamellarin A and its series of derivatives by a convergent synthetic strategy. The HIF-1 inhibitory activity and cytotoxicity of these compounds were evaluated in Hela cells by dual-luciferase reporter gene assay and MTT assay, respectively. The results showed that neolamellarin A 1 (IC50 = 10.8 ± 1.0 μM) and derivative 2b (IC50 = 11.9 ± 3.6 μM) had the best HIF-1 inhibitory activity and low cytotoxicity. Our SAR research focused on the effects of key regions aliphatic carbon chain length, aromatic ring substituents and C-7 substituent on biological activity, providing a basis for the subsequent research on the development of novel pyrrole alkaloids as HIF-1 inhibitors and design of small molecule probes for target protein identification.

Total synthesis and application of natural product of 7-hydroxy novel lamellarin A and analogues of natural product of 7-hydroxy novel lamellarin A

The invention belongs to the technical field of pharmaceutical and chemical engineering, and provides total synthesis and application of a natural product of 7-hydroxy novel lamellarin A and analoguesof the natural product of the 7-hydroxy novel lamellarin A. The invention provides the 7-hydroxy novel lamellarin A natural product and the series of analogues of the 7-hydroxy novel lamellarin A natural product. Tested compounds all have medium to good HIF-1 inhibitory activity, and have no market toxicity under the effective inhibition concentration of HIF-1 of the tested compounds, and it is indicated that the compounds have the potential for treating cancers by inhibiting transcription activating of the HIF-1.

Formyl group activation of a bromopyrrole ester in Suzuki cross-coupling reactions: Application to a formal synthesis of Polycitone A and B and Polycitrin A

A new pyrrole building block is described, which allows for the regiospecific synthesis of 2,3,5-trisubstituted pyrroles and 2,3,4,5-tetrasubstituted pyrroles. Optimization studies are presented for the preparation of the pyrrole building block along with the evaluation of various cross-coupling conditions and cross-coupling agents. A short, formal synthesis of the natural products Polycitone A, Polycitone B, and Polycitrin A from the pyrrole building block is also described.

Development of novel pyrrole synthesis for the preparation of intermediates of bioactive pyrrole alkaloids

We have developed a novel method for the synthesis of 3,4-diarylpyrrole-2,5-dicarboxylates via α-diazo esters, which are easily obtained from phenylalanine derivatives. Utilizing this method, intermediates of bioactive compounds having the structure of 3,

The application of vinylogous iminium salt derivatives and microwave accelerated Vilsmeier-Haack reactions to efficient relay syntheses of the polycitone and storniamide natural products

Studies directed at the synthesis of polycitone and storniamide natural products via vinylogous iminium salts and microwave accelerated Vilsmeier-Haack formylations are described. The successful strategy relies on the formation of a 2,4-disubstituted pyrrole or a 2,3,4-trisubstituted pyrrole from a vinamidinium salt or vinamidinium salt derivative followed by formylation at the 5-position of the pyrrole. Subsequent transformations of the selectively formylated pyrroles lead to efficient and regiocontrolled relay syntheses of the respective pyrrole containing natural products.

Biomimetic total synthesis of polycitrin A

The synthesis of the marine alkaloid polycitrin A (1a) is described. The synthesis is based on the formation of 3,4-bisarylpyrrole-2,5-dicarboxylic acids from 3-arylpyruvic acids by oxidative coupling and consecutive pyrrole ring formation. The pyrrole di