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采用果汁作为生物催化剂一锅三步合成取代的二氢嘧啶酮及其生物研究。

One-pot three component synthesis of substituted dihydropyrimidinones using fruit juices as biocatalyst and their biological studies.

机构信息

Department of Chemistry, Chaudhary Charan Singh Haryana Agricultural University, Hisar, India.

Department of Soil Science, Chaudhary Charan Singh Haryana Agricultural University, Hisar, India.

出版信息

PLoS One. 2020 Sep 15;15(9):e0238092. doi: 10.1371/journal.pone.0238092. eCollection 2020.

DOI:10.1371/journal.pone.0238092
PMID:32931491
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7491738/
Abstract

New and facile one-pot three component approach for the synthesis of substituted dihydropyrimidinones derivatives (4a-4h) from reaction of equimolar substituted aldehydes (1a-1h), methyl acetoacetate (2a) and urea (3a) in presence of nature derived catalyst viz. Cocos nucifera L. juice, Solanum lycopersicum L. juice and Citrus limetta juice, commonly known as coconut juice, tomato juice and musambi juice respectively, at room temperature has been carried out. All synthesized compounds were evaluated for in vitro herbicidal activity against Raphanus sativus L. (Radish seeds). The compounds (4a-4h) were also screened for their antifungal activity against Rhizoctonia solani and Colletotrichum gloeosporioides by poisoned food techniques method. Antibacterial activity was also studied against Erwinia cartovora and Xanthomonas citri by inhibition zone method. From activity data, it was found that compounds 4g and 4d were most active against Raphanus sativus L. (root) and Raphanus sativus L. (shoot) respectively. Compounds 4f and 4c was found most active against Rhizoctonia solani and Colletotrichum gloeosporioides fungus respectively at highest concentration. Compound 4g has shown maximum inhibition zone i.e. 1.00-5.50 mm against Erwinia cartovora at 2000 μg/mL concentration. Maximum Xanthomonas citrii growth was inhibited by compounds 4f showing inhibition zone 4.00-12.00 mm at highest concentration. Short reaction time, high yields, mild reaction condition and simple work-up are some merits of present methodology.

摘要

从等摩尔取代的醛(1a-1h)、乙酰乙酸甲酯(2a)和脲(3a)在天然衍生催化剂存在下的一锅三步反应,简便地合成了取代的二氢嘧啶酮衍生物(4a-4h),天然衍生催化剂分别为椰奶、番茄汁和酸橙汁,通常分别称为椰奶、番茄汁和酸橙汁。在室温下进行了所有合成化合物对萝卜(Raphanus sativus L.)的除草活性的体外评价。采用中毒食物技术法对化合物(4a-4h)进行了抗真菌活性筛选,对抗 Rhizoctonia solani 和 Colletotrichum gloeosporioides。采用抑菌圈法研究了对欧文氏菌和柑橘溃疡病菌的抗菌活性。根据活性数据,发现化合物 4g 和 4d 对萝卜(根)和萝卜(芽)的活性最高。化合物 4f 和 4c 对 Rhizoctonia solani 和 Colletotrichum gloeosporioides 真菌的活性最高,浓度最高。化合物 4g 在 2000μg/mL 浓度下对欧文氏菌的抑制圈最大,为 1.00-5.50mm。最高浓度下,化合物 4f 对柑橘溃疡病菌的生长抑制最大,抑制圈为 4.00-12.00mm。反应时间短、产率高、反应条件温和、后处理简单是本方法的一些优点。

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二氢嘧啶:具有强效且持久血管舒张和降压活性的新型钙拮抗剂。
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