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Isoshamixanthone: a new pyrano xanthone from endophytic <i>Aspergillus</i> sp. ASCLA and absolute configuration of epiisoshamixanthone

Reem A. KamelOrganic and Bioorganic Chemistry, Faculty of Chemistry, Bielefeld University, Bielefeld, Germany;Ahmed S. Abdel‐RazekMicrobial Chemistry Department, Genetic Engineering and Biotechnology Research Division, National Research Centre, Dokki-Giza, Egypt;Abdelaaty HamedChemistry Department, Faculty of Science, Al-Azhar University, Nasr City-Cairo, Egypt;Reham R. IbrahimPharmacognosy Department, Faculty of Pharmacy, Helwan University, Helwan, Cairo, Egypt;Hans‐Georg StammlerInorganic and Structural Chemistry, Bielefeld University, Department of Chemistry, Bielefeld, Germany;Marcel FreseOrganic and Bioorganic Chemistry, Faculty of Chemistry, Bielefeld University, Bielefeld, Germany;Norbert SewaldOrganic and Bioorganic Chemistry, Faculty of Chemistry, Bielefeld University, Bielefeld, Germany;Mohamed ShaabanChemistry of Natural Compounds Department, Division of Pharmaceutical Industries, National Research Centre, Dokki-Giza, Egypt

2019en

ABI

Annotatsiya

Isoshamixanthone (1), a new stereoisomeric pyrano xanthone together with the previously known fungal metabolites, epiisoshamixanthone (2), sterigmatocystin (3), arugosin C (4), norlichexanthone (5), diorcinol (6), ergosterol and methyllinoleate, were obtained from the endophytic fungal strain Aspergillus sp. ASCLA isolated from leaf tissues of the medicinal plant Callistemon subulatus. The chemical structure of the new xanthone (1) was elucidated by extensive 1D, 2D NMR, and ESI HR mass measurements, and by comparison with literature data. The constitutions and absolute configurations of 1 and epiisoshamixanthone (2) were additionally confirmed by X-ray crystallography. Compounds 1,2 were evaluated for their potential anticancer activity using the human cervix carcinoma cell line (KB-3-1). The antimicrobial activities of the fungal extract and compounds 1,2 were studied using a panel of pathogenic microorganisms as well.

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Identifikatorlar

DOI: 10.1080/14786419.2018.1548458

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