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拓展蝶呤化学的边界

Pushing at the Boundaries of Pterin Chemistry.

作者信息

Correia Jevy V, Bandaru Siva S M, Schulzke Carola

机构信息

Bioanorganische Chemie, Institut für Biochemie, Universität Greifswald, Felix-Hausdorff-Str. 4, 17489 Greifswald, Germany.

出版信息

Molecules. 2024 Sep 27;29(19):4587. doi: 10.3390/molecules29194587.

DOI:10.3390/molecules29194587
PMID:39407518
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11477544/
Abstract

Pterins are molecules of substantial interest as they occur in nature in a number of forms with quite distinct and often indispensable roles. Chemically, the synthesis of the principle pterin scaffold is comparably simple, while the insolubility of the pterin building block renders synthetic derivatization extremely difficult. When aiming at modeling naturally occurring pterins of extended chemical structure, this is a considerable problem. A notable set of strategies was developed in the course of the present study, which are able to overcome the lack of reactivity of the pterin backbone. These include a strategic choice regarding protection groups, uncommon chemical transformation, ball milling and combinations thereof. Some novel pterins with quite distinct substitution motifs were successfully synthesized and characterized by spectroscopic and spectrometric analyses as well as single-crystal structural analyses for three of them.

摘要

蝶呤是一类极具研究价值的分子,因为它们在自然界中以多种形式存在,具有截然不同且往往不可或缺的作用。从化学角度来看,主要蝶呤骨架的合成相对简单,然而蝶呤结构单元的不溶性使得合成衍生化极其困难。当旨在模拟具有扩展化学结构的天然蝶呤时,这是一个相当大的问题。在本研究过程中开发了一系列值得注意的策略,这些策略能够克服蝶呤主链反应性不足的问题。这些策略包括对保护基团的策略性选择、不常见的化学转化、球磨及其组合。成功合成了一些具有截然不同取代基序的新型蝶呤,并通过光谱和光谱分析以及其中三种的单晶结构分析对其进行了表征。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c59b/11477544/61e7719ee427/molecules-29-04587-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c59b/11477544/d7159d89d26c/molecules-29-04587-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c59b/11477544/aaa92e571c71/molecules-29-04587-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c59b/11477544/6a40b0a0912a/molecules-29-04587-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c59b/11477544/df9514378464/molecules-29-04587-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c59b/11477544/ecd93dc44e24/molecules-29-04587-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c59b/11477544/dcd8dffe377f/molecules-29-04587-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c59b/11477544/d1b3a95b87d1/molecules-29-04587-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c59b/11477544/61e7719ee427/molecules-29-04587-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c59b/11477544/d7159d89d26c/molecules-29-04587-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c59b/11477544/aaa92e571c71/molecules-29-04587-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c59b/11477544/6a40b0a0912a/molecules-29-04587-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c59b/11477544/df9514378464/molecules-29-04587-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c59b/11477544/ecd93dc44e24/molecules-29-04587-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c59b/11477544/dcd8dffe377f/molecules-29-04587-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c59b/11477544/d1b3a95b87d1/molecules-29-04587-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c59b/11477544/61e7719ee427/molecules-29-04587-g008.jpg

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