Bioactive Dihydronaphthoquinone Derivatives from Fusarium solani

Journal of Natural Products
2014.0

Abstract

New dihydronaphthoquinone derivatives, karuquinone A (1), karuquinone B (2), and karuquinone C (3), were isolated from a fungal culture broth of Fusarium solani. The structures were determined by interpretation of spectroscopic data (1D/2D NMR, MS, and IR). Three known compounds, javanicin (4), 2,3-dihydro-5-hydroxy-8-methoxy-2,4-dimethylnaphtho[1,2-b]furan-6,9-dione (5), and 5-hydroxydihydrofusarubin C (6), were also isolated. The six isolated compounds were tested for cytotoxicity against three human cancer cell lines and a human umbilical vein endothelial cell (HUVEC) line. Of these, karuquinone A exhibited the strongest cytotoxic activity. Karuquinone B did not affect the proliferation of the cancer cell lines but did inhibit the proliferation of HUVEC. Additionally, we demonstrated that karuquinone A induces apoptosis in cancer cells through the generation of reactive oxygen species (ROS).

Knowledge Graph

Similar Paper

Bioactive Dihydronaphthoquinone Derivatives from <i>Fusarium solani</i>
Journal of Natural Products 2014.0
Cytotoxic Naphthoquinone and Azaanthraquinone Derivatives from an Endophytic <i>Fusarium solani</i>
Journal of Natural Products 2017.0
Cytotoxic Naphthoquinone and Azaanthraquinone Derivatives from an Endophytic Fusarium solani
Journal of Natural Products 2017.0
Isolation, Structure Elucidation, and Cytotoxic Evaluation of Furanonaphthoquinones from in Vitro Plantlets and Cultures of <i>Streptocarpus dunnii</i>
Journal of Natural Products 2011.0
Design, synthesis and evaluation of novel 1,4-naphthoquinone derivatives as antifungal and anticancer agents
Bioorganic &amp; Medicinal Chemistry Letters 2004.0
Karwinaphthopyranones from the Fruits of <i>Karwinskia parvifolia</i> and Their Cytotoxic Activities
Journal of Natural Products 2014.0
Synthesis of (1,4)-naphthoquinono-[3,2-c]-1H-pyrazoles and their (1,4)-naphthohydroquinone derivatives as antifungal, antibacterial, and anticancer agents
Bioorganic &amp; Medicinal Chemistry Letters 2005.0
Cytotoxicity of synthesized 1,4-naphthoquinone analogues on selected human cancer cell lines
Bioorganic &amp; Medicinal Chemistry 2014.0
Studies on quinones. Part 42: Synthesis of furylquinone and hydroquinones with antiproliferative activity against human tumor cell lines
Bioorganic &amp; Medicinal Chemistry 2008.0
Synthesis and biological evaluation of substituted α- and β-2,3-dihydrofuran naphthoquinones as potent anticandidal agents
MedChemComm 2010.0