Nd@C3N4-photoredox/chlorine 双催化合成 4-烷基磺酰基酮亚胺并评估其抗肿瘤活性

IF 9.4 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Chinese Chemical Letters Pub Date : 2024-10-19 DOI:10.1016/j.cclet.2024.110568

Hong-Tao Ji , Yu-Han Lu , Yan-Ting Liu , Yu-Lin Huang , Jiang-Feng Tian , Feng Liu , Yan-Yan Zeng , Hai-Yan Yang , Yong-Hong Zhang , Wei-Min He

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引用次数: 0

摘要

首次开发出以未活化烷烃为烷基源的 Nd@C3N4-photoredox/chlorine 双催化烷基化实例，可用于合成各种 4-烷基环磺酰基酮亚胺。在这一过程中，氯既是氧化还原催化剂，又是氢原子转移催化剂。可逆的 Nd2+/Nd3+ 和 Cl¯/Cl˙ 氧化还原对的协同作用显著提高了整体光催化效率。利用 CCK8 检测法评估了 4-烷基化产物对人类脉络膜黑色素瘤（MUM-2B）和肺癌（A549）细胞的体外抗癌活性。化合物 3da 的效力约为 5-氟尿嘧啶的三倍。

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Nd@C3N4-photoredox/chlorine dual catalyzed synthesis and evaluation of antitumor activities of 4-alkylated sulfonyl ketimines

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Nd@C3N4-photoredox/chlorine dual catalyzed synthesis and evaluation of antitumor activities of 4-alkylated sulfonyl ketimines

The first example of Nd@C₃N₄-photoredox/chlorine dual catalyzed alkylation with unactivated alkanes as the alkyl sources has been developed, which allows for the synthesis of various 4-alkylated cyclic sulfonyl ketimines. In this process, chlorine functions as both a redox and hydrogen atom transfer catalyst. The synergism of the reversible Nd²⁺/Nd³⁺ and Cl^¯/Cl˙ redox pairs significantly enhances overall photocatalytic efficiency. The in vitro anticancer activity of 4-alkylated products was evaluated by using the CCK8 assay against both human choroidal melanoma (MUM-2B) and lung cancer (A549) cell. Compound 3da showed approximately triple the potency of 5-fluorouracil.

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来源期刊

Chinese Chemical Letters 化学-化学综合

CiteScore

14.10

自引率

15.40%

发文量

8969

审稿时长

1.6 months

期刊介绍： Chinese Chemical Letters (CCL) (ISSN 1001-8417) was founded in July 1990. The journal publishes preliminary accounts in the whole field of chemistry, including inorganic chemistry, organic chemistry, analytical chemistry, physical chemistry, polymer chemistry, applied chemistry, etc.Chinese Chemical Letters does not accept articles previously published or scheduled to be published. To verify originality, your article may be checked by the originality detection service CrossCheck.