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001-es BibID:BIBFORM028104
Első szerző:Lu, Shan
Cím:Bioactive Nonanolide Derivatives Isolated from the Endophytic Fungus Cytospora sp. / Shan Lu, Peng Sun, Tiejun Li, Tibor Kurtán, Attila Mándi, Sándor Antus, Karsten Krohn, Siegfried Draeger, Barbara Schulz, Yanghua Yi, Ling Li, Wen Zhang
Dátum:2011
Megjegyzések:Cytospolides F-Q (6-17) and decytospolides A and B (18 and 19), 14 unusual nonanolide derivatives, were isolated from Cytospora sp., an endophytic fungus from Ilex canariensis. The structures were elucidated by means of detailed spectroscopic analysis, chemical interconversion, and X-ray single crystal diffraction. The solutionand solid-state conformers were compared by the combination of experimental methods (X-ray, NMR) supported by DFT calculations of the conformers. Absolute configurations were assigned using the modified Mosher's method and solution- and solid-state TDDFT ECD calculations. In an in vitro cytotoxicity assay toward the tumor cell lines of A549, HCT116, QGY, A375, and U973, the ?-lactone 17 demonstrated a potent growth inhibitory activity toward the cell line A-549, while nonanolide 16 with (2S) configuration showed the strongest activity against cell lines A-549, QGY, and U973. A cell cycle analysis indicated that compound 16 can significantly mediate G1 arrest in A549 tumor cells, confirming the important role of the C-2 methyl in the growth inhibition toward the tumor line. The discovery of an array of new nonanolides demonstrates the productivity of the fungus, and it is an example of chemical diversity, extending the nonanolide family by derivatives formed by ring cleavage, oxidation, esterification, and Michael addition.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
Molekulatudomány
Megjelenés:Journal of Organic Chemistry. - 76 : 23 (2011), p. 9699-9710. -
További szerzők:Sun, Peng Li, Tiejun Kurtán Tibor (1973-) (vegyész, angol szakfordító) Mándi Attila (1981-) (vegyész, német szakfordító) Antus Sándor (1944-2022) (vegyészmérnök) Krohn, Karsten Dräeger, Siegfried Schulz, Barbara Yi, Yang-Hua Li, Ling Zhang, Wen
Pályázati támogatás:TÁMOP-4.2.1/B-09/1/KONV-2010-0007
TÁMOP
O- és O,N-heterociklusok szintézise és kiroptikai vizsgálata
TÁMOP-4.2.1/B-09/1/KONV-2010-0007
TÁMOP
Természetes eredetű O-heterociklusok és rokon vegyületeik kutatása
K81701
OTKA
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DOI
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2.

001-es BibID:BIBFORM040748
Első szerző:Sun, Peng
Cím:Structural and Stereochemical Studies of Hydroxyanthraquinone Derivatives from the Endophytic Fungus Coniothyrium sp / Peng Sun, Juan Huo, Tibor Kurtán, Attila Mándi, Sándor Antus, Hua Tang, Siegfried Draeger, Barbara Schulz, Hidayat Hussain, Karsten Krohn, Weihua Pan, Yanghua Yi, Wen Zhang
Dátum:2013
ISSN:0899-0042
Megjegyzések:Four known hydroxyanthraquinones (1-4) together with four new derivatives having a tetralone moiety, namely coniothyrinones A-D (5-8), were isolated from the culture of Coniothyrium sp., an endophytic fungus isolated from Salsola oppostifolia from Gomera in the Canary Islands. The structures of the new compounds were elucidated by detailed spectroscopic analysis and comparison with reported data. The absolute configurations of coniothyrinones A (5), B (6), and D (8) were determined by TDDFT calculations of CD spectra, allowing the determination of the absolute configuration of coniothyrinone C (7) as well. Coniothyrinones A (5), B (6), and D (8) could be used as ECD reference compounds in the determination of absolute configuration for related tetralone derivatives. This is the first report of anthraquinones and derivatives from an isolate of the genus Coniothyrium sp. These compounds showed inhibitory effects against the fungus Microbotryum violaceum, the alga Chlorella fusca, and the bacteria Escherichia coli and Bacillus megaterium.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
anthraquinone derivatives
absolute configuration
Coniothyrium sp.
coniothyrinones
tetralone
TDDFT ECD calculation
Megjelenés:Chirality. - 25 : 2 (2013), p. 141-148. -
További szerzők:Huo, Juan Kurtán Tibor (1973-) (vegyész, angol szakfordító) Mándi Attila (1981-) (vegyész, német szakfordító) Antus Sándor (1944-2022) (vegyészmérnök) Tang, Hua Dräeger, Siegfried Schulz, Barbara Hussain, Hidayat Krohn, Karsten Pan, Weihua Yi, Yang-Hua Zhang, Wen
Pályázati támogatás:HURO/0901/274/2.2.2
Egyéb
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DOI
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3.

001-es BibID:BIBFORM004089
Első szerző:Zhang, Wen
Cím:New Mono- and Dimeric Members of the Secalonic Acid Family: Blennolides A-G Isolated from the Fungus Blennoria sp. / Wen Zhang, Karsten Krohn, Zia Ullah, Ulrich Flörke, Gennaro Pescitelli, Lorenzo Di Bari, Sándor Antus, Tibor Kurtán, Joachim Rheinheimer, Siegfried Draeger, Barbara Schulz
Dátum:2008
Megjegyzések:Levelező szerző Karsten Krohn, e-mail: k.krohn@upb.de
Blennolides A-G (2-8), seven unusual chromanones, were isolated together with secalonic acid B (1) from Blennoria sp., an endophytic fungus from Carpobrotus edulis. This is the first reported isolation of the blennolides 2 and 3 (hemisecalonic acids B and E), the existence of which as the monomeric units of the dimeric secalonic acids had long been postulated. A compound of the proposed structure 4 (béta-diversonolic ester) will need to be revised, as its reported data do not fit those of the established structure of blennolide C (4). Other monomers, the blennolides D-F (5-7) seem to be derived from blennolides A (2) and B (3) by rearrangement of the hydroaromatic ring. The heterodimer 8, composed of the monomeric blennolide A (2) and the rearranged 11-dehydroxy derivative of blennolide E (6), extends the ergochrome family with an ergoxanthin type of skeleton. The structures of the new compounds were elucidated by detailed spectroscopic analysis and further confirmed by an X-ray diffraction study of a single crystal of 2. The absolute configurations were determined by TDDFT calculations of CD spectra, including the solid-state CD/TDDFT approach. Preliminary studies showed strong antifungal and antibacterial activities of these compounds against Microbotryum violaceum and Bacillus megaterium, respectively. They were also active against the alga Chlorella fusca and the bacterium Escherichia coli.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
absolute stereochemistry
antifungal agents
blennolides A-G
natural products
total synthesis
Megjelenés:Chemistry : A European Journal. - 14 : 16 (2008), p. 4913-4923. -
További szerzők:Krohn, Karsten Zia-Ullah, Hidayat Hussain Flörke, Ulrich Pescitelli, Gennaro (1972-) (vegyész) Di Bari, Lorenzo Rheinheimer, Joachim Dräeger, Siegfried Schulz, Barbara Antus Sándor (1944-2022) (vegyészmérnök) Kurtán Tibor (1973-) (vegyész, angol szakfordító)
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