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001-es BibID:BIBFORM076365
035-os BibID:(WOS)000451496100009 (Scopus)85055688582
Első szerző:Ancheeva, Elena
Cím:Chaetolines A and B, Pyrano[3,2-f]isoquinoline Alkaloids from Cultivation of Chaetomium sp. in the Presence of Autoclaved Pseudomonas aeruginosa / Elena Ancheeva, Attila Mándi, Sándor B. Király, Tibor Kurtán, Rudolf Hartmann, Sergi H. Akone, Horst Weber, Georgios Daletos, Peter Proksch
Dátum:2018
ISSN:0163-3864 1520-6025
Megjegyzések:The first members of a new alkaloid class, chaetolines A (1) and B (2), which feature a pyrano[3,2-f ]isoquinoline core structure, were obtained from a crude extract of the fungal endophyte Chaetomium sp. after cultivation in the presence of autoclaved Pseudomonas aeruginosa. The structures of the new compounds, including the absolute configuration of the major stereoisomer, were determined through detailed analysis of HRESIMS, 1D/2D NMR, and calculation of ECD data. The possible biosynthetic origin of the unprecedented scaffold of 1 and 2 is proposed. The current study provides further evidence for mixed fermentation as a powerful tool to induce the accumulation of cryptic fungal natural products even in the absence of viable bacterial cells.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
folyóiratcikk
Megjelenés:Journal of Natural Products. - 81 : 11 (2018), p. 2392-2398. -
További szerzők:Mándi Attila (1981-) (vegyész, német szakfordító) Király Sándor Balázs (1991-) (vegyész) Kurtán Tibor (1973-) (vegyész, angol szakfordító) Hartmann, Rudolf Akone, Sergi Herve Weber, Horst Daletos, Georgios Proksch, Peter
Pályázati támogatás:GINOP-2.3.2-15-2016-00008
GINOP
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2.

001-es BibID:BIBFORM069609
Első szerző:Ancheeva, Elena
Cím:Expanding the Metabolic Profile of the Fungus Chaetomium sp. through Co-culture with Autoclaved Pseudomonas aeruginosa / Elena Ancheeva, Lisa Küppers, Sergi Herve Akone, Weaam Ebrahim, Zhen Liu, Attila Mándi, Tibor Kurtán, Wenhan Lin, Raha Orfali, Nidja Rehberg, Rainer Kalscheuer, Georgios Daletos, Peter Proksch
Dátum:2017
ISSN:1434-193X 1099-0690
Megjegyzések:The mixed fermentation of the fungal endophyte Chaetomium sp. with an autoclaved culture of the bacterium Pseudomonas aeruginosa on solid rice medium led to an up to 33-fold increase in the accumulation of constitutively present fungal secondary metabolites (3-10), which included four new butenolide derivatives (3-5 and 7). In addition, two further shikimic acid analogues (1 and 2) were obtained from mixed cultures that were neither detected in axenic cultures of the fungus nor of the bacterium. Chaetoisochorismin (1 ) possesses an unusual (3-methoxycarbonylphenyl)pyruvate core structure. The structures of the new compounds were unequivocally elucidated by HRESIMS, one- and two-dimensional NMR analysis as well as by comparison with literature data. The absolute configurations of the structures of the new derivatives 1 and 2 were established by ECD calculations as well as by the modified Mosher's method. Compounds 1-3 and 5-7 were subjected to antimicrobial and cytotoxicity assays but were shown to be inactive.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
Chaetomium sp.
Autoclaved Pseudomonas aeruginosa
Shikimic acid derivatives
Structure elucidation
TDDFT-ECD calculations
Biosynthesis
Megjelenés:European Journal of Organic Chemistry 22 (2017), p. 3256-3264. -
További szerzők:Küppers, Lisa Akone, Sergi Herve Ebrahim, Weaam Liu, Zhen Mándi Attila (1981-) (vegyész, német szakfordító) Kurtán Tibor (1973-) (vegyész, angol szakfordító) Lin, Wen Han Orfali, Raha Rehberg, Nidja Kalscheuer, Rainer Daletos, Georgios Proksch, Peter
Pályázati támogatás:NKFI K120181
Egyéb
NKFI PD121020
Egyéb
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3.

001-es BibID:BIBFORM080474
Első szerző:Ariantari, Ni P.
Cím:Expanding the chemical diversity of an endophytic fungus Bulgaria inquinans, an ascomycete associated with mistletoe, through an OSMAC approach / Ni P. Ariantari, Georgios Daletos, Attila Mándi, Tibor Kurtán, Werner E. G. Müller, Wenhan Lin, Elena Ancheeva, Peter Proksch
Dátum:2019
ISSN:2046-2069 2046-2069
Megjegyzések:An endophytic fungus Bulgaria inquinans (isolate MSp3-1), isolated from mistletoe (Viscum album), was subjected to fermentation on solid Czapek medium. Chromatographic workup of the crude EtOAc extract yielded five new natural products (1?5). Subsequent application of the "One Strain, Many Compounds" (OSMAC) strategy on this strain by the addition of a mixture of salts (MgSO4, NaNO3 and NaCl) to solid Czapek medium induced the accumulation of nine additional new secondary metabolites (6?13, 16), with most of them (8, 10?12) not detectable in cultures lacking the salt mixture. The structures of the new compounds were established on the basis of the 1D/2D NMR and HRESIMS data. The TDDFT-ECD method was applied to determine the absolute configurations of the new compounds 1, 4 and 6 as well as of the previously reported bulgarialactone B (14), for which the absolute configuration was unknown so far. The modified Mosher's method was performed to assign the absolute configurations of 12 and 13. TDDFT-ECD analysis also allowed determining the absolute configuration of (+)-epicocconone, which had an enantiomeric absolute configuration in the tricyclic moiety compared to that of bulgarialactone B (14). All the isolated metabolites were evaluated for their cytotoxic activity. Compound 2 was found to possess strong cytotoxic activity against the murine lymphoma cell line L5178Y with an IC50 value of 1.8 mM, while the remaining metabolites were shown to be inactive.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
folyóiratcikk
Megjelenés:RSC Advances. - 9 : 43 (2019), p. 25119-25132. -
További szerzők:Daletos, Georgios Mándi Attila (1981-) (vegyész, német szakfordító) Kurtán Tibor (1973-) (vegyész, angol szakfordító) Müller, Werner E. G. Lin, Wen Han Ancheeva, Elena Proksch, Peter
Pályázati támogatás:NKFI K120181
Egyéb
NKFI PD121020
Egyéb
GINOP-2.3.2-15-2016-00008
GINOP
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4.

001-es BibID:BIBFORM080011
035-os BibID:(WOS)000473827300003 (Scopus)85068241187
Első szerző:Ariantari, Ni P.
Cím:Indole Diterpenoids from an Endophytic Penicillium sp. / Ni P. Ariantari, Elena Ancheeva, Chenyin Wang, Attila Mándi, Tim-O. Knedel, Tibor Kurtán, Chaidir Chaidir, Werner E. G. Müller, Matthias U. Kassack, Christoph Janiak, Georgios Daletos, Peter Proksch
Dátum:2019
ISSN:0163-3864 1520-6025
Megjegyzések:A chemical investigation of the endophyte Penicillium sp. (strain ZO-R1-1), isolated from roots of the medicinal plant Zingiber of f icinale, yielded nine new indole diterpenoids (1-9), together with 13 known congeners (10-22). The structures of the new compounds were elucidated by 1D and 2D NMR analysis in combination with HRESIMS data. The absolute configuration of the new natural products 1, 3, and 7 was determined using the TDDFT-ECD approach and confirmed for 1 by single-crystal X-ray determination through anomalous dispersion. The isolated compounds were tested for cytotoxicity against L5178Y, A2780, J82, and HEK-293 cell lines. Compound 1 was the most active metabolite toward L5178Y cells, with an IC50 value of 3.6 mu M, and an IC50 against A2780 cells of 8.7 mu M. Interestingly, 1 features a new type of indole diterpenoid scaffold with a rare 6/5/6/6/6/6/5 heterocyclic system bearing an aromatic ring C, which is suggested to be important for the cytotoxic activity of this natural product against L5278Y and A2780 cells.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
folyóiratcikk
Megjelenés:Journal of Natural Products. - 82 : 6 (2019), p. 1412-1423. -
További szerzők:Ancheeva, Elena Wang, Chen-Yin Mándi Attila (1981-) (vegyész, német szakfordító) Knedel, Tim-O. Kurtán Tibor (1973-) (vegyész, angol szakfordító) Chaidir, Chaidir Müller, Werner E. G. Kassack, Matthias Janiak, Christoph Daletos, Georgios Proksch, Peter
Pályázati támogatás:GINOP-2.3.2-15-2016-00008
GINOP
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5.

001-es BibID:BIBFORM085990
035-os BibID:(WOS)000488424000011 (Scopus)85071862421
Első szerző:El-Kashef, Dina H.
Cím:Polyketides and a Dihydroquinolone Alkaloid from a Marine Derived Strain of the Fungus Metarhizium marquandii / Dina H. El-Kashef, Georgios Daletos, Malte Plenker, Rudolf Hartmann, Attila Mándi, Tibor Kurtán, Horst Weber, Wenhan Lin, Elena Ancheeva, Peter Proksch
Dátum:2019
ISSN:0163-3864 1520-6025
Megjegyzések:Three new natural products (1-3), including two butenolide derivatives (1 and 2) and one dihydroquinolone derivative (3), together with nine known natural products were isolated from a marine-derived strain of the fungus Metarhizium marquandii. The structures of the new compounds were unambiguously deduced by spectroscopic means including HRESIMS and 1D/2D NMR spectroscopy, ECD, VCD, OR measurements, and calculations. The absolute configuration of marqualide (1) was determined by a combination of modified Mosher's method with TDDFTECD calculations at different levels, which revealed the importance of intramolecular hydrogen bonding in determining the ECD features. The (3R,4R) absolute configuration of aflaquinolone I (3), determined by OR, ECD, and VCD calculations, was found to be opposite of the (3S,4S) absolute configuration of the related aflaquinolones A-G, suggesting that the fungus M. marquandii produces aflaquinolone I with a different configuration (chiral switching). The absolute configuration of the known natural product terrestric acid hydrate (4) was likewise determined for the first time in this study. TDDFT-ECD calculations allowed determination of the absolute configuration of its chirality center remote from the stereogenic unsaturated ?-lactone chromophore. ECD calculations aided by solvent models revealed the importance of intramolecular hydrogen bond networks in stabilizing conformers and determining relationships between ECD transitions and absolute configurations.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
folyóiratcikk
Megjelenés:Journal of Natural Products. - 82 : 9 (2019), p. 2460-2469. -
További szerzők:Daletos, Georgios Plenker, Malte Hartmann, Rudolf Mándi Attila (1981-) (vegyész, német szakfordító) Kurtán Tibor (1973-) (vegyész, angol szakfordító) Weber, Horst Lin, Wen Han Ancheeva, Elena Proksch, Peter
Pályázati támogatás:GINOP-2.3.2-15-2016-00008
GINOP
K120181
OTKA
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6.

001-es BibID:BIBFORM088413
035-os BibID:(cikkazonosító)104698
Első szerző:Harwoko, Harwoko
Cím:Azacoccones F-H, new flavipin-derived alkaloids from an endophytic fungus Epicoccum nigrum MK214079 / Harwoko Harwoko, Jungho Lee, Rudolf Hartmann, Attila Mándi, Tibor Kurtán, Werner E.G.Müller, Michael Feldbrügge, Rainer Kalscheuer, Elena Ancheeva, Georgios Daletos, Marian Frank, Zhe Liu, Peter Proksch
Dátum:2020
ISSN:0367-326X
Megjegyzések:Three new flavipin-derived alkaloids, azacoccones F-H (1-3), along with six known compounds (4-9) were isolated from the endophytic fungus Epicoccum nigrum MK214079 associated with leaves of Salix sp. The structures of the new compounds were established by analysis of their 1D/2D nuclear magnetic resonance (NMR) and high-resolution electrospray ionization mass spectroscopy (HRESIMS) data. The absolute configuration of azacoccones F-H (1?3) was determined by comparison of experimental electronic circular dichroism (ECD) data with reported ones and biogenetic considerations. Epicocconigrone A (4), epipyrone A (5), and epicoccolide B (6) exhibited moderate antibacterial activity against Staphylococcus aureus ATCC 29213 with minimal inhibitory concentration (MIC) values ranging from 25 to 50 ?M. Furthermore, epipyrone A (5) and epicoccamide A (7) displayed mild antifungal activity against Ustilago maydis AB33 with MIC values of 1.6 and 1.8 mM, respectively. Epicorazine A (8) showed pronounced cytotoxicity against the L5178Y mouse lymphoma cell line with an IC50 value of 1.3 ?M.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
folyóiratcikk
Epicoccum nigrum
Flavipin
Alkaloids
Antimicrobial
Cytotoxicity
Megjelenés:Fitoterapia. - 146 (2020), p. 1-6. -
További szerzők:Lee, Jungho Hartmann, Rudolf Mándi Attila (1981-) (vegyész, német szakfordító) Kurtán Tibor (1973-) (vegyész, angol szakfordító) Müller, Werner E. G. Feldbrügge, Michael Kalscheuer, Rainer Ancheeva, Elena Daletos, Georgios Frank, Marian Liu, Zhen Proksch, Peter
Pályázati támogatás:NKFI K120181
Egyéb
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