A Biaryl Xanthone Derivative Having Axial Chirality from Penicillium vinaceum

0313113 - MBÚ 2013 RIV US eng J - Journal Article
Řezanka, Tomáš - Řezanka, P. - Sigler, Karel
A Biaryl Xanthone Derivative Having Axial Chirality from Penicillium vinaceum.
[Biarylový derivát xanthonu s axiální chiralitou z Penicillium vinaceum.]
Journal of Natural Products. Roč. 71, č. 5 (2008), s. 820-823. ISSN 0163-3864. E-ISSN 1520-6025
Institutional research plan: CEZ:AV0Z50200510
Keywords : xanthone derivate * penicillium vinaceum * biaryl
Subject RIV: EE - Microbiology, Virology
Impact factor: 2.843, year: 2008

A new xanthone derivative having axial chirality was isolated from Penicillium Vinaceum. Owing to the axial chirality, its structure, including absolute configuration, was determined by means of extensive spectroscopic data, such as UV, IR, MS, and 1D and 2D NMR spectra, and computational chiroptical methods. The new compound, (aR)-2′-methoxyvinaxanthone, has a structure containing two aromatic moieties with substituents hindering rotation about the biaryl axis. The compound gave positive results in a sea urchin egg test (Paracentrotus liVidus) and a crown gall tumor on potato disks test (Agrobacterium tumefaciens)

Nový derivát xanthonu s axiální chiralitou byl izolován z Penicillium vinaceum. Jeho struktura včetně absolutní konfigurace byla stanovena pomocí UV, IR, MS, a 1D a 2D NMR spekroskopie. Tato nová sloučenina, (aR)-2′-methoxyvinaxanthon, obsahuje 2 aromatické části se substituenty, které brání rotaci kolem osy biarylu. Sloučenina vykazovala pozitivní účinky v biologických testech
Permanent Link: http://hdl.handle.net/11104/0164025