Paecilins Q and R: Antifungal Chromanones Produced by the Endophytic Fungus Pseudofusicoccum stromaticum CMRP4328

Jucélia Iantas, Daiani Cristina Savi, Larissa V. Ponomareva, Jon S. Thorson, Jürgen Rohr, Chirlei Glienke, Khaled A. Shaaban

Research output: Contribution to journalArticlepeer-review

5 Scopus citations

Abstract

Chemical investigation of the endophyte Pseudofusicoccum stromaticum CMRP4328 isolated from the medicinal plant Stryphnodendron adstringens yielded ten compounds, including two new dihydrochromones, paecilins Q (1) and R (2). The antifungal activity of the isolated metabolites was assessed against an important citrus pathogen, Phyllosticta citricarpa. Cytochalasin H (6) (78.3%), phomoxanthone A (3) (70.2%), phomoxanthone B (4) (63.1%), and paecilin Q (1) (50.5%) decreased in vitro the number of pycnidia produced by P. citricarpa, which are responsible for the disease dissemination in orchards. In addition, compounds 3 and 6 inhibited the development of citrus black spot symptoms in citrus fruits. Cytochalasin H (6) and one of the new compounds, paecilin Q (1), appear particularly promising, as they showed strong activity against this citrus pathogen, and low or no cytotoxic activity. The strain CMRP4328 of P. stromaticum and its metabolites deserve further investigation for the control of citrus black spot disease.

Original languageEnglish
Pages (from-to)1178-1189
Number of pages12
JournalPlanta Medica
Volume89
Issue number12
DOIs
StatePublished - Nov 1 2022

Bibliographical note

Publisher Copyright:
© 2022 Georg Thieme Verlag. All rights reserved.

Funding

Acknowledgements This work was supported by the INCT Citrus CNPq 465440/2014-2 Brazil and CNPq grant 309971/2016-0 and 424738/2016-3 to C.G., CAPES-Brazil - grant to J.I. This work was also supported by National Institutes of Health grants R01 CA243529, R37 AI52218, the Center of Biomedical Research Excellence (COBRE) in Pharmaceutical Research and Innovation (CPRI, NIH P20 GM130456), the University Professorship in Pharmacy (to J.R. and J.S.T.), the University of Kentucky College of Pharmacy, the University of Kentucky Markey Cancer Center, and the National Center for Advancing Translational Sciences (UL1TR000117 and UL1TR001998). We thank the College of Pharmacy NMR Center (University of Kentucky) for NMR support. J.I. thanks the Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES) for a scholarship.

FundersFunder number
University of Kentucky
University of Kentucky Markey Comprehensive Cancer Center
Center of Biomedical Research Excellence
Coordenação de Aperfeiçoamento de Pessoal de Nível Superior
European Commission
Seventh Framework Programme243529
National Center for Advancing Translational Sciences (NCATS)UL1TR001998, UL1TR000117
National Institutes of Health (NIH)P20 GM130456, R01 CA243529, R37 AI52218
Conselho Nacional de Desenvolvimento Científico e Tecnológico309971/2016-0, 424738/2016-3

    Keywords

    • Phyllosticta citricarpa
    • Pseudofusicoccum stromaticum
    • Stryphnodendron adstringens
    • dihydrochromones
    • fungal metabolites
    • phytopathogenic fungi

    ASJC Scopus subject areas

    • Analytical Chemistry
    • Molecular Medicine
    • Pharmacology
    • Pharmaceutical Science
    • Drug Discovery
    • Complementary and alternative medicine
    • Organic Chemistry

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