Isolation of anthraquinone derivatives from Rubia cordifolia (Rubiaceae) and their bioactivities against plant pathogenic microorganisms

作者：Wenhao Wang, Yifei Guo, Jialu Xu, Hao Zhang, Zhiqing Ma, Hua Wu · 发表于：Pest Management Science · 年份：2024 · DOI：10.1002/ps.8177 · 被引用次数：9 · 研究领域：Morinda citrifolia extract uses、Bioactive Compounds and Antitumor Agents、Essential Oils and Antimicrobial Activity

Abstract BACKGROUND The discovery of antimicrobial ingredients from natural products could be an effective way to create novel fungicides. Rubia cordifolia L., a traditional Chinese herb, may have antimicrobial effects on plant pathogens according to our previous screening study. RESULTS Rubia cordifolia L. extracts had moderate inhibitory effects on apple Valsa canker ( Valsa mali ) and tomato grey mould ( Botrytis cinerea ) at a concentration of 10 mg mL −1 . With the use of bioguided isolation methods, eight compounds ( 1–8 ) were obtained, including the new compound 2,2,6‐trimethyl‐6‐(4‐methylphenyl)‐tetrahydropyrano‐ 3‐ol ( 7 ), and seven quinone derivatives. Two compounds, mollugin ( 1 ) and 1,3,6‐trihydroxy‐2‐methylanthraquinone ( 6 ), were found to exhibit outstanding antifungal activities against V. mali and Phytophthora capsici Leon. The half maximal effective concentration (EC 50 ) of compound 1 and compound 6 against V. mali were 79.08 and 81.78 μg mL −1 , respectively, and the EC 50 of compound 6 against P. capsici was 4.86 μg mL −1 . Compound 1 also showed excellent activity against tobacco mosaic virus (TMV). The inactive, inductive, protective and curative activities against TMV were 84.29%, 83.38%, 86.81%, and 60.02%, respectively, at a concentration of 500 μg mL −1 , which were all close to or greater than that of the positive control (100 μg mL −1 chitosan oligosaccharide, COS). CONCLUSION Mollugin and 1,3,6‐trihydroxy‐2‐methylanthraquinone are potentially ...