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Isoshamixanthone: a new pyrano xanthone from endophytic Aspergillus sp. ASCLA and absolute configuration of epiisoshamixanthone
Authors:Reem A Kamel  Ahmed S Abdel-Razek  Abdelaaty Hamed  Reham R Ibrahim  Hans Georg Stammler  Marcel Frese
Institution:1. Organic and Bioorganic Chemistry, Faculty of Chemistry, Bielefeld University, Bielefeld, Germany;2. Pharmacognosy Department, Faculty of Pharmacy, Helwan University, Helwan, Cairo, Egypt;3. Microbial Chemistry Department, Genetic Engineering and Biotechnology Research Division, National Research Centre, Dokki-Giza, Egypt;4. Chemistry Department, Faculty of Science, Al-Azhar University, Nasr City-Cairo, Egypt;5. Pharmacognosy Department, Faculty of Pharmacy, Helwan University, Helwan, Cairo, Egypt;6. Inorganic and Structural Chemistry, Bielefeld University, Department of Chemistry, Bielefeld, Germany
Abstract:Abstract

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.
Keywords:Isoshamixanthone  absolute configuration  endophytic fungi  biological activities
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