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3-1,2-苯并氧杂膦杂环戊二烯 2-氧化物作为碳酸酐酶 IX 和 XII 的选择性抑制剂。

3-1,2-Benzoxaphosphepine 2-oxides as selective inhibitors of carbonic anhydrase IX and XII.

机构信息

Latvian Institute of Organic Synthesis, Riga, Latvia.

Institute of Technology of Organic Chemistry, Faculty of Materials Science and Applied Chemistry, Riga Technical University, Riga, Latvia.

出版信息

J Enzyme Inhib Med Chem. 2023 Dec;38(1):216-224. doi: 10.1080/14756366.2022.2143496.

DOI:10.1080/14756366.2022.2143496
PMID:36377338
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9668280/
Abstract

The synthesis of 3-1,2-benzoxaphosphepine 2-oxides and evaluation of their inhibitory activity against human carbonic anhydrase (hCA) isoforms I, II, IX, and XII are described. The target compounds were obtained via a concise synthesis from commercial salicylaldehydes and displayed low to sub-micromolar inhibition levels against the tumour-associated isoforms hCA IX and XII. All obtained benzoxaphosphepine 2-oxides possess remarkable selectivity for inhibition of hCA IX/XII over the off-target cytosolic hCA isoforms I and II, whose inhibition may lead to side effects.

摘要

描述了 3-1,2-苯并氧杂膦杂环戊二烯 2-氧化物的合成及其对人碳酸酐酶（hCA）同工型 I、II、IX 和 XII 的抑制活性的评价。目标化合物通过从商业水杨醛的简洁合成获得，并对肿瘤相关同工型 hCA IX 和 XII 表现出低至亚微摩尔的抑制水平。所有获得的苯并氧杂膦杂环戊二烯 2-氧化物对抑制 hCA IX/XII 具有显著的选择性，超过了可能导致副作用的靶标细胞质 hCA 同工型 I 和 II。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/978b/9668280/6a37c9b749d6/IENZ_A_2143496_SCH0001_B.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/978b/9668280/2028eb4c6c7e/IENZ_A_2143496_UF0001_C.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/978b/9668280/6a37c9b749d6/IENZ_A_2143496_SCH0001_B.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/978b/9668280/2028eb4c6c7e/IENZ_A_2143496_UF0001_C.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/978b/9668280/6a37c9b749d6/IENZ_A_2143496_SCH0001_B.jpg

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