Abstract

In this study, derivatives of new vitamin K3 were synthesized by the reactions of 2-methyl-1,4-naphthoquinone 1 with some heterocyclic ring substituted nucleophiles: 1-piperonylpiperazine 2, 1-(2-furoyl)piperazine 5, 1-(2-aminoethyl)piperidine 8, 1-(2-aminoethyl)pyrrolidine 10 and 2,6-dimethyl morpholine 12 in chloroform/triethylamine (TEA) or ethanol at room temperature. Their structures were characterized by Fourier transform infrared spectroscopy (FT-IR), ¹H nuclear magnetic resonance (¹H NMR), attached proton test nuclear magnetic resonance (APT-NMR) and mass spectrometry (MS). Newly synthesized vitamin K3 derivatives (3, 4, 6, 7, 9, 11, 13, 14) have shown catalase inhibition activity and compound 13 has displayed remarkable potency against catalase enzyme. These compounds were also tested for their antioxidant capacity in vitro by CUPRAC method.

Graphic abstract

New vitamin K3 (menadione) analogues.

中文翻译：

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新的维生素K3（甲萘醌）类似物：合成，表征，抗氧化剂和过氧化氢酶抑制活性

摘要

在这项研究中，新的维生素K3的衍生物是通过2-甲基-1,4-萘醌的反应合成1与某些杂环取代的亲核试剂：1- piperonylpiperazine 2，1-（2-呋喃甲酰基）哌嗪5，1-（ 2-氨基乙基）哌啶8，1-（2-氨基乙基）吡咯烷10和2,6-二甲基吗啉12在氯仿/三乙胺（TEA）或乙醇中，在室温下。它们的结构通过傅里叶变换红外光谱（FT-IR），¹ H核磁共振（¹ H NMR），附着质子测试核磁共振（APT-NMR）和质谱（MS）进行表征。新合成的维生素K3衍生物（3，4，6，7，9，11，13，14）已经显示过氧化氢酶抑制活性和化合物13也显示针对过氧化氢酶显着的效力。还通过CUPRAC方法在体外测试了这些化合物的抗氧化能力。

图形摘要

新的维生素K3（甲萘醌）类似物。