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新型稠合噻唑并喹唑啉类化合物的合成、抗菌和抗氧化评价作为五元及六元杂环衍生物的吡啶并、吡喃并和苯并部分。

Synthesis, Antibacterial, and Antioxidant Evaluation of Novel Series of Condensed Thiazoloquinazoline with Pyrido, Pyrano, and Benzol Moieties as Five- and Six-Membered Heterocycle Derivatives.

机构信息

Department of Chemistry, College of Arts and Science, Prince Sattam Bin Abdulaziz University, Wadi Al-Dawasir 11991, Saudi Arabia.

Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570 006, India.

出版信息

Molecules. 2021 Jan 12;26(2):357. doi: 10.3390/molecules26020357.

Abstract

A novel synthesis of thiazolo[2,3-b]quinazolines (-), pyrido[2',3':4,5]thiazolo[2,3-b]quinazolines {(-), (-), and (-)}, pyrano[2',3':4,5]thiazolo[2,3-b]quinazolines (-), and benzo[4,5]thiazolo[2,3-b]quinazoloine(-) derivatives starting from 2-(Bis-methylsulfanyl-methylene)-5,5-dimethyl-cyclohexane-1,3-dione as efficient α,α dioxoketen dithioacetal is reported and the synthetic approaches of these types of compounds will provide an innovative molecular framework to the designing of new active heterocyclic compounds. In our study, we also present optimization of the synthetic method along with a biological evaluation of these newly synthesized compounds as antioxidants and antibacterial agents against the bacterial strains, like , and . Among all the evaluated compounds, it was found that some showed significant antioxidant activity at 10 μg/mL while the others exhibited better antibacterial activity at 100 μg/mL. The results of this study showed that compound () possessed remarkable antibacterial activity, whereas compound () exhibited the highest efficacy as an antioxidant. The structures of the new synthetic compounds were elucidated by elemental analysis, IR, H-NMR, and C-NMR.

摘要

从 2-(双-甲硫基亚甲基)-5,5-二甲基环己烷-1,3-二酮出发,报道了噻唑并[2,3-b]喹唑啉((-), (-), 和 (-))、吡啶并[2',3':4,5]噻唑并[2,3-b]喹唑啉((-), (-), 和 (-))、吡喃并[2',3':4,5]噻唑并[2,3-b]喹唑啉((-))和苯并[4,5]噻唑并[2,3-b]喹唑啉((-))衍生物的新颖合成。这些类型化合物的合成方法将为设计新型活性杂环化合物提供创新的分子框架。在我们的研究中,我们还提出了对这些新合成化合物作为抗氧化剂和抗菌剂的生物评价的合成方法的优化,这些化合物针对菌株 、 和 进行了评估。在所评估的化合物中,发现一些在 10μg/mL 时具有显著的抗氧化活性,而另一些在 100μg/mL 时具有更好的抗菌活性。该研究的结果表明,化合物 ()具有显著的抗菌活性,而化合物 ()表现出最高的抗氧化功效。新合成化合物的结构通过元素分析、IR、H-NMR 和 C-NMR 进行了阐明。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/de81/7827293/22f6303ec46e/molecules-26-00357-sch001.jpg

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