TY - JOUR
T1 - Isolation and structural elucidation of nitrogenous secondary metabolites from terrestrial and marine streptomyces spp
AU - Shaaban, Mohamed
AU - Shaaban, Khaled A.
AU - Helmke, Elisabeth
AU - Grün-Wollny, Iris
AU - Laatsch, Hartmut
N1 - Copyright:
Copyright 2021 Elsevier B.V., All rights reserved.
PY - 2017/3
Y1 - 2017/3
N2 - Screening and chromatography of extracts from a terrestrial and a marine-derived streptomycete yielded two new nitrogenous benzene derivatives, namely (S)-N-[3-hydroxy-1-(4-hydroxyphenyl)-propyl]-acetamide (1a), and (R)-2-(1-methyl-2-oxopropylamino)-benzoic acid (2). Additionally, eight known compounds were isolated, 2-acetamidophenol, phenazine-1-carboxylic acid, phenazine-1-carboxylic acid methyl ester, perlolyrin, tyrosol, uracil, and anthranilic acid. The structures of the new compounds were deduced from high resolution mass, 1D and 2D NMR spectra and by comparison with related compounds from the literature. The absolute configuration of 1a and 2 was determined by comparison of experimental and calculated CD and ORD data.
AB - Screening and chromatography of extracts from a terrestrial and a marine-derived streptomycete yielded two new nitrogenous benzene derivatives, namely (S)-N-[3-hydroxy-1-(4-hydroxyphenyl)-propyl]-acetamide (1a), and (R)-2-(1-methyl-2-oxopropylamino)-benzoic acid (2). Additionally, eight known compounds were isolated, 2-acetamidophenol, phenazine-1-carboxylic acid, phenazine-1-carboxylic acid methyl ester, perlolyrin, tyrosol, uracil, and anthranilic acid. The structures of the new compounds were deduced from high resolution mass, 1D and 2D NMR spectra and by comparison with related compounds from the literature. The absolute configuration of 1a and 2 was determined by comparison of experimental and calculated CD and ORD data.
KW - Absolute configuration
KW - DFT calculations
KW - N-Acetyl-ß-homotyrosol
KW - N-Alkylanthranilic acid
KW - Streptomycetes
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U2 - 10.1177/1934578x1701200310
DO - 10.1177/1934578x1701200310
M3 - Article
AN - SCOPUS:85019089677
SN - 1934-578X
VL - 12
SP - 351
EP - 354
JO - Natural Product Communications
JF - Natural Product Communications
IS - 3
ER -