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3-甲酰基-9-吡啶并[3,4-]吲哚的森田-贝利斯-希尔曼反应及产物的荧光研究。

Morita-Baylis-Hillman reaction of 3-formyl-9-pyrido[3,4-]indoles and fluorescence studies of the products.

作者信息

Devi Nisha, Singh Virender

机构信息

Department of Chemistry, DAV University, Jalandhar-Pathankot National Highway (NH 44), Jalandhar, 144012, Punjab, India.

Department of Chemistry, Central University of Punjab, Bathinda, India.

出版信息

Beilstein J Org Chem. 2022 Jul 26;18:926-934. doi: 10.3762/bjoc.18.92. eCollection 2022.

Abstract

β-Carboline is a privileged class of the alkaloid family and is associated with a broad spectrum of biological properties. 3-Formyl-9-pyrido[3,4-]indole is a such potent precursor belonging to this family which can be tailored for installing diversity at various positions of β-carboline to generate unique molecular hybrids of biological importance. The present work is a step towards this and assimilates the results related to the exploration of 3-formyl-9-β-carbolines for the synthesis of β-carboline C-3 substituted MBH adducts followed by evaluation of their fluorescent characteristic. The effect of contact time, solvent system, concentration and substituents was also studied during investigation of fluorescence properties of these derivatives.

摘要

β-咔啉是生物碱家族中的一类特殊化合物,具有广泛的生物学特性。3-甲酰基-9-吡啶并[3,4-]吲哚就是属于该家族的一种有效前体,可通过修饰在β-咔啉的不同位置引入多样性,从而生成具有重要生物学意义的独特分子杂化物。目前的工作朝着这一目标迈出了一步,汇总了与探索3-甲酰基-9-β-咔啉以合成β-咔啉C-3取代的MBH加合物并随后评估其荧光特性相关的结果。在研究这些衍生物的荧光性质时,还研究了接触时间、溶剂体系、浓度和取代基的影响。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3f89/9344545/a5d0b3fa5734/Beilstein_J_Org_Chem-18-926-g002.jpg

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