70363-34-7Relevant academic research and scientific papers
HR-MALDI-MS imaging assisted screening of β-Carboline alkaloids discovered from mycena metata
Jaeger, Robert J. R.,Lamshoeft, Marc,Gottfried, Sebastian,Spiteller, Michael,Spiteller, Peter
, p. 127 - 134 (2013/06/27)
Fruiting bodies of Mycena metata were screened for the presence of new secondary metabolites by means of HPLC-UV, LC-HR-ESIMS, and high-resolution matrix-assisted laser desorption/ionization mass spectrometry imaging (HRMALDI- MS imaging). Thus, a new β-carboline alkaloid, 6-hydroxymetatacarboline D (1d), was isolated from fruiting bodies of M. metata. 6-Hydroxymetatacarboline D consists of a highly substituted β-carboline skeleton, which is likely to be derived biosynthetically from L-tryptophan, 2-oxoglutaric acid, L-threonine, and L-proline. The structure of the alkaloid was established by 2D NMR spectroscopic methods and HR-ESIMS. Moreover, by extensive application of LC-HR-ESIMS, LC-HR-ESIMS/MS, and LC-HR-ESIMS3 techniques we were able to elucidate the structures of a number of accompanying β-carboline alkaloids, 1a- 1c, 1e-1i, and 2a-2g, structurally closely related to 6-hydroxymetatacarboline D, which are present in M. metata in minor amounts. The absolute configuration of the stereogenic centers of the β-carboline alkaloids was determined by GC-MS comparison with authentic synthetic samples after hydrolytic cleavage and derivatization of the resulting amino acids.
Mycenaaurin A, an antibacterial polyene pigment from the fruiting bodies of mycena aurantiomarginata
Jaeger, Robert J. R.,Spiteller, Peter
experimental part, p. 1350 - 1354 (2010/10/21)
A new polyene pigment, mycenaaurin A (1), was isolated from fruiting bodies of Mycena aurantiomarginata. Mycenaaurin A consists of a tridecaketide that is flanked by two amino acid moieties. These are likely to be derived biosynthetically from S-adenosylmethionine. The tridecaketide itself contains an α-pyrone, a conjugated hexaene, and an isolated alkenyl moiety. The structure of the new pigment was established by 2D NMR spectroscopic methods and APCIMS. The absolute configuration of the four stereogenic centers was determined by degradation of 1 by ozonolysis and GC-MS comparison of the resulting fragments, after appropriate derivatization, with authentic synthetic samples. Mycenaaurin A (1) might act as a constitutive defense compound, since it exhibits antibacterial activity against the Gram-positive bacterium Bacillus pumilus.
