期刊
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2012, 期 7, 页码 1351-1359出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201101442
关键词
Natural products; Medicinal chemistry; Antibiotics; Biological activity; Quinones; Structure elucidation; Circular dichroism; Density functional calculations
资金
- Bundesministeriums fur Bildung und Forschung (BMBF)
- National Office for Research and Technology (NKTH) [K-68429]
- TAMOP [4.2.1./B-09/1/KONV-2010-0007]
- Janos Bolyai Foundation
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.
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