使用二氧化硅-钨磺酸催化剂合成 14-芳基-14H-二苯并[a,j]氧杂蒽和双(3-羟基-5,5′-二甲基-2-环己烯-1-酮)衍生物并提高其抗氧化活性

IF 1.8 3区 化学 Q3 CHEMISTRY, ORGANIC Synthetic Communications Pub Date : 2024-11-21 DOI:10.1080/00397911.2024.2424487
Reddi Mohan Naidu Kalla , Swetha Kumari Koduru , Sivarama Krishna Lakkboyana , Jaewoong Lee
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引用次数: 0

摘要

通过使用高效催化剂硅-钨-磺酸,以对环境无害的方法合成了具有生物活性的苯并氧杂蒽和双(3-羟基-5,5'-二甲基-2-环己烯-1-酮)衍生物。这种催化剂的优点包括对环境安全、成本低、构造简单。它能在短时间内获得高产率和高纯度,而且易于清洗,无需柱层析,直接重结晶即可获得产品。该试剂在连续重复使用至少五个周期后仍能保持其催化活性。红外光谱、XRD 和 SEM-EDX 对催化剂进行了描述,清楚地表明磺化反应是在硅钨酸中进行的。此外,还研究了目标衍生物的抗氧化特性,如 DPPH、还原力测定和 H2O2 清除活性。合成的产品如 3e、5k、5m、5o 和 5p 都表现出良好的抗氧化性。在所有这些化合物中,5p 由于苯环上的硝基取代而显示出良好的活性。
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Synthesis and antioxidant activity of 14-Aryl-14H-dibenzo[a,j] xanthene’s and bis(3-hydroxy-5,5′-dimethyl-2-cyclohexene-1-ones) derivatives using silica-tungstosulfonic acid catalyst
The synthesis of biologically active benzoxanthene, and bis(3-hydroxy-5,5’-dimethyl-2-cyclohexene-1-ones) derivatives has been conducted under an environmentally benign method by using an efficient catalyst, silica-tungstosulphonic acid. The benefits of this catalyst include being safe for the environment, low-cost, and simple to construct. It produces good yields and high purity in a short time and facilitates easy cleansing, products are obtained by straightforward recrystallization without the need for column chromatography. The reagent retained its catalytic activity for at least five consecutive cycles of reuse. The catalyst is described by IR, XRD, and SEM-EDX, which clearly shows that sulfonation happens in silica tungstic acid. In addition, the targeted derivatives were studied for anti-oxidant properties such as DPPH, reducing power assay, and H2O2 scavenging activity. The synthesized products such as 3e, 5k, 5 m, 5o, and 5p showed good anti-oxidant properties. Among all of these compounds, 5p showed good activity due to the nitro substitution on the benzene ring.
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来源期刊
Synthetic Communications
Synthetic Communications 化学-有机化学
CiteScore
4.40
自引率
4.80%
发文量
156
审稿时长
4.3 months
期刊介绍: Synthetic Communications presents communications describing new methods, reagents, and other synthetic work pertaining to organic chemistry with sufficient experimental detail to permit reported reactions to be repeated by a chemist reasonably skilled in the art. In addition, the Journal features short, focused review articles discussing topics within its remit of synthetic organic chemistry.
期刊最新文献
Synthesis and antioxidant activity of 14-Aryl-14H-dibenzo[a,j] xanthene’s and bis(3-hydroxy-5,5′-dimethyl-2-cyclohexene-1-ones) derivatives using silica-tungstosulfonic acid catalyst Novel and efficient process for the synthesis of 1,3,4-oxadiazole containing MBX-4132 as antimicrobial agent in Neisseria gonorrhoeae Novel Schiff bases of quinolin-4(1h)-one: Synthesis, antiproliferative evaluation, apoptosis, cell cycle, autophagy and molecular docking studies in human colon cancer cells Development of an improved and facile synthesis route of the FGFR inhibitor erdafitinib An efficient and practical synthesis of ferroptosis inducer erastin
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