新型齐墩果酸28-哌嗪磺胺类抗菌药物的设计、合成及体外评价

IF 1.6 4区 化学 Q4 CHEMISTRY, INORGANIC & NUCLEAR
Fengwei Ma (Conceptualization Investigation Writing – original draft Writing – review & editing) , Yihao Lu (Investigation Methodology Writing – original draft) , Buyan Zhang (Investigation Methodology) , Zhenghong Jia (Data curation Investigation) , Haijiang Chen (Resources Software) , Qiang Fei (Formal analysis Methodology) , Su Xu (Funding acquisition Software) , Wenneng Wu (Conceptualization Funding acquisition Project administration)
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引用次数: 0

摘要

设计合成了一系列新型齐墩果酸衍生物,并通过1H NMR、13C NMR和HRMS对其结构进行了表征。分别对9种植物病原真菌和3种植物病原细菌进行了抑菌活性评价。结果表明,与市售药剂相比,这些标题化合物均表现出中等或较好的杀真菌活性。在50µg/mL浓度下,化合物5d、5f、5g和5l的抑菌活性优于市售剂azoxystrobin。其中,化合物5d对草莓灰霉病菌、蓝莓灰霉病菌和烟草灰霉病菌的抑菌活性最佳,半最大有效浓度(EC50)分别为6.91µg/mL、9.16µg/mL和11.58µg/mL。结果表明,合成的化合物具有中高的抗菌活性,其中化合物5e和5j具有较广谱的抗菌活性。化合物5e对轴索黄单胞菌的抑菌活性最佳。柠檬酸(XAC), EC50值为31.40µg/mL。化合物5i对米黄单胞菌的抑菌活性最好。米胞菌(XOO)和丁香假单胞菌(pv)。actinidiae (PSA)的EC50值分别为67.64µg/mL和77.15µg/mL。这些结果表明,齐墩果酸类含磺胺部分的天然产物衍生物是农药开发中有前景的抗微生物候选者。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Design, synthesis and in vitro evaluation of novel oleanolic acid (OA) 28-piperazine sulfonamide derivatives as potential antimicrobial agents
A series of novel oleanolic acid (OA) derivatives were designed and synthesized, and their structures were characterized through 1H NMR, 13C NMR spectroscopy, and HRMS. The antimicrobial activities were evaluated against nine phytopathogenic fungi and three phytopathogenic bacteria, respectively. Results showed that all these title compounds exhibited moderate or good fungicidal activities compared to the commercial agents. Compounds 5d, 5f, 5g and 5l exhibited antifungal activity better than commercial agent azoxystrobin at the concentration of 50 µg/mL. Among them, compound 5d demonstrated the optimal antifungal activity against Botrytis cinerea in strawberry, Botrytis cinerea in blueberry, and Botrytis cinerea in tobacco with the half-maximal effective concentration (EC50) value of 6.91 µg/mL, 9.16 µg/mL and 11.58 µg/mL, respectively. The antibacterial results showed the synthesized compounds exhibited moderate-to-good activities and in which compounds 5e and 5j exhibited relative broad-spectrum activities. Compound 5e demonstrated the optimal antibacterial activity against Xanthomonas axonopodis pv. citri (XAC) with the EC50 value of 31.40 µg/mL. Compound 5i exhibited best antibacterial activities against Xanthomonas oryzae pv. oryzicola (XOO) and Pseudomonas syringae pv. actinidiae (PSA) with the EC50 values of 67.64 µg/mL and 77.15 µg/mL, respectively. These results indicated that natural product derivatives like oleanolic acid bearing sulfanilic amide moieties were promising antimicrobial candidates for pesticides development.
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来源期刊
CiteScore
2.60
自引率
7.70%
发文量
103
审稿时长
2.1 months
期刊介绍: Phosphorus, Sulfur, and Silicon and the Related Elements is a monthly publication intended to disseminate current trends and novel methods to those working in the broad and interdisciplinary field of heteroatom chemistry.
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