New Anthracene Derivatives - Structure Elucidation and Antimicrobial Activity

作者：Debbab Abdessamad^*; Aly Amal H; Edrada Ebel Ruangelie; Wray Victor; Pretsch Alexander; Pescitelli Gennaro; Kurtan Tibor; Proksch Peter

来源：European Journal of Organic Chemistry, 2012, 2012(7): 1351-1359.

DOI：10.1002/ejoc.201101442

• Natural products
• Medicinal chemistry
• Antibiotics
• Biological activity
• Quinones
• Structure elucidation
• Circular dichroism
• Density functional calculations

Three new anthracene derivatives, which include tetrahydroanthraquinone 1 and two tetrahydroanthraquinone heterodimers 2 and 3, were isolated from Stemphylium globuliferum, together with four known metabolites 47. Detailed analysis of the spectroscopic data allowed the unambiguous determination of the structures of 1 and 2 and a revision of the structure of alterporriol C and its atropisomer. Furthermore, alterporriol G, previously obtained as part of a mixture, was isolated in its pure form for the first time and its structure was also revised. The absolute configurations of 1, 2 and 3 were assigned by calculation of their CD spectra, which also allowed the configurational assignment of altersolanol A and the determination of the axial chirality of alterporriols D and E. All isolated compounds were analysed for their antimicrobial and cytotoxic activities. Compounds 1 and 5 inhibited the growth of most pathogenic microorganisms tested, whereas 2, 6 and 7 showed selective inhibition of bacteria but were inactive against fungi.

• 出版日期2012-3