Összesen 1 találat.
#/oldal:
Részletezés:
Rendezés:

1.

001-es BibID:BIBFORM054606
Első szerző:Zhang, Peng
Cím:Brocaeloids A-C, 4-Oxoquinoline and Indole Alkaloids with C-2 Reversed Prenylation from the Mangrove-Derived Endophytic Fungus Penicillium brocae / Peng Zhang, Ling-Hong Meng, Attila Mándi, Tibor Kurtán, Xiao-Ming Li, Yang Liu, Xin Li, Chun-Shun Li, Bin-Gui Wang
Dátum:2014
ISSN:1434-193X 1434-193X 1099-0690
Megjegyzések:Three new alkaloids, brocaeloids A-C (1-3), containing C-2 reversed prenylation, were isolated from cultures ofPenicillium brocae MA-192, an endophytic fungus obtained from the fresh leaves of the marine mangrove plantAvicennia marina. Their structures were determined on the basis of 1D and 2D NMR spectroscopy as well as by high-resolution mass spectrometry. The absolute configuration of brocaeloid A (1) was established by gas-phase and solution conformational analysis and TDDFT-ECD calculations, which revealed that the fused hetero-ring adopted M-helicity conformation with axial orientation of the C-2 and C-3 substituents. The correct assignment of the hetero-ring conformation was found to be crucial in determining the relative and absolute configuration. Based on ECD calculations, the helicity of the 2,3-dihydroquinoline-4(1H)-one chromophore was correlated with the characteristic ECD transitions, and the resultant helicity rule was found to coincide with that of the chroman-4-one chromophore. X-ray single-crystal analysis of1by Cu-K?radiation also confirmed the result of the stereochemical analysis obtained from ECD calculations. Brocaeloid B (2) showed lethality against brine shrimp (Artemia salina) with an LD50 value of 36.7?M.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
Natural products
Alkaloids
Circular dichroism
Density functional calculations
Megjelenés:European Journal of Organic Chemistry. - 2014 : 19 (2014), p. 4029-4036. -
További szerzők:Meng, Ling-Hong Mándi Attila (1981-) (vegyész, német szakfordító) Kurtán Tibor (1973-) (vegyész, angol szakfordító) Li, Xiao-Ming Liu, Yang Li, Xin Li, Chun-Shun Wang, Bin-Gui
Pályázati támogatás:K105871
OTKA
NIIFI 10038
Egyéb
Internet cím:Szerző által megadott URL
DOI
Intézményi repozitóriumban (DEA) tárolt változat
Borító:
Rekordok letöltése1