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

Autor: Wang W; College of Plant Protection, Northwest A&F University, Yangling, China.; Provincial Center for Bio-Pesticide Engineering, Northwest A&F University, Yangling, China., Guo Y; College of Plant Protection, Northwest A&F University, Yangling, China.; Provincial Center for Bio-Pesticide Engineering, Northwest A&F University, Yangling, China., Xu J; College of Plant Protection, Northwest A&F University, Yangling, China.; Provincial Center for Bio-Pesticide Engineering, Northwest A&F University, Yangling, China., Zhang H; College of Plant Protection, Northwest A&F University, Yangling, China.; Provincial Center for Bio-Pesticide Engineering, Northwest A&F University, Yangling, China., Ma Z; College of Plant Protection, Northwest A&F University, Yangling, China.; Provincial Center for Bio-Pesticide Engineering, Northwest A&F University, Yangling, China., Wu H; College of Plant Protection, Northwest A&F University, Yangling, China.; Provincial Center for Bio-Pesticide Engineering, Northwest A&F University, Yangling, China.
Jazyk: angličtina
Zdroj: Pest management science [Pest Manag Sci] 2024 Sep; Vol. 80 (9), pp. 4617-4627. Date of Electronic Publication: 2024 May 15.
DOI: 10.1002/ps.8177
Abstrakt: 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 valuable active compounds that lay a foundation for research on botanical fungicide products derived from R. cordifolia L. and provide lead structures for quinone derivative synthesis and structural modification. © 2024 Society of Chemical Industry.
(© 2024 Society of Chemical Industry.)
Databáze: MEDLINE
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