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双膦酰基丙二烯作为前所未有的具有抗黑色素瘤活性的4,5-二膦酰基二氢哒嗪和3,4-二膦酰基吡咯的合适骨架。

Bisphosphonylallenes as Suitable Scaffolds for Unprecedented 4,5-Diphosphonyldihydropyridazines and 3,4-Diphosphonylpyrroles Displaying Antimelanoma Activity.

作者信息

Abaid Kmar, Erb William, Virieux David, Picot Laurent, Musnier Benjamin, Thiéry Valérie, Roisnel Thierry, Mongin Florence, Touil Soufiane

机构信息

Laboratory of Hetero-Organic Compounds and Nanostructured Materials (LR18ES11), Faculty of Sciences of Bizerte, University of Carthage, Jarzouna 7021, Tunisia.

Univ Rennes, CNRS, ISCR (Institut des Sciences Chimiques de Rennes)-UMR 6226, F-35000 Rennes, France.

出版信息

ACS Omega. 2022 Oct 17;7(43):38894-38901. doi: 10.1021/acsomega.2c04619. eCollection 2022 Nov 1.

Abstract

An efficient and simple approach has been developed for the synthesis of unprecedented 4,5-diphosphonyldihydropyridazines and 3,4-diphosphonylpyrroles, through the condensation of bisphosphonylallenes with hydrazines and primary amines, respectively. The reactions proceed under operationally simple, mild, and catalyst-free conditions, for a wide substrate scope. The synthesized compounds were screened for their antiproliferative activity against melanoma cancer cells, and they showed promising growth inhibition.

摘要

通过双膦酰基丙二烯分别与肼和伯胺缩合,开发了一种高效且简单的方法来合成前所未有的4,5 - 二膦酰基二氢哒嗪和3,4 - 二膦酰基吡咯。反应在操作简单、温和且无催化剂的条件下进行,底物范围广泛。对合成的化合物进行了针对黑色素瘤癌细胞的抗增殖活性筛选,结果显示出有前景的生长抑制作用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dcd8/9631903/461522360b9c/ao2c04619_0002.jpg

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