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氟代磺酰胺类：N-磺酰脲类假体，对与癌症相关的跨膜人碳酸酐酶具有纳摩尔选择性抑制作用。

Fluoroenesulphonamides: N-sulphonylurea isosteres showing nanomolar selective cancer-related transmembrane human carbonic anhydrase inhibition.

机构信息

a IC2MP-UMR CNRS 7582, Superacid Group-Organic Synthesis Team , Université de Poitiers , Poitiers , France.

b Department NEUROFARBA-Pharmaceutical and Nutraceutical Chemistry Section , Università degli Studi di Firenze , Sesto Fiorentino, Florence , Italy.

出版信息

J Enzyme Inhib Med Chem. 2018 Dec;33(1):804-808. doi: 10.1080/14756366.2018.1461097.

DOI:10.1080/14756366.2018.1461097
PMID:29706097
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6009971/
Abstract

After hydrofluorination of ynesulphonamides in superacid or in the presence of hydrofluoric acid/base reagents, a series of α-fluoroenamides has been synthesised and tested for the inhibition of carbonic anhydrase (CA, EC 4.2.1.1) isoforms. This study reveals a new, highly selective family of cancer-related transmembrane human (h) CA IX/XII inhibitors. These original fluorinated ureido isosters do not inhibit the widespread cytosolic isoforms hCA I and II and selectively inhibit the transmembrane cancer-related hCA IX and XII, offering interesting new leads for future studies.

摘要

在超酸或在氢氟酸/碱试剂存在下对亚磺酰胺进行氟化后，合成了一系列α-氟烯酰胺，并对其抑制碳酸酐酶（CA，EC 4.2.1.1）同工酶的活性进行了测试。该研究揭示了一类新颖的、高选择性的与癌症相关的人源（h）碳酸酐酶 IX/XII 跨膜抑制剂。这些新型的氟化脲异肽不仅抑制广泛存在的胞质同工酶 hCA I 和 II，而且选择性地抑制与癌症相关的跨膜 hCA IX 和 XII，为未来的研究提供了有趣的新线索。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8128/6009971/e50cfcb9c707/IENZ_A_1461097_SCH0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8128/6009971/e50cfcb9c707/IENZ_A_1461097_SCH0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8128/6009971/e50cfcb9c707/IENZ_A_1461097_SCH0001.jpg

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