171978-60-2Relevant articles and documents
Synthesis of the Nonribosomal Peptide Phevalin and Analogs
Ramesh, Remya,Bovino, Michael T.,Aubé, Jeffrey,Zeng, Yibin
, p. 3647 - 3651 (2019/04/09)
Phevalin, a cyclic nonribosomal peptide produced by Staphylococcus aureus, has intriguing biological properties. A synthetic route to access phevalin and similar pyrazinone natural products tyrvalin, leuvalin, phileucin, and a few synthetic analogs is described. The reaction sequence involves a one-pot carbamate deprotection/imine formation/aerobic oxidation to form the pyrazinone-containing products.
An efficient entry to highly substituted chiral 2-oxopiperazines from α-amino acids via iodocyclization
Jana, Amit Kumar,Das, Sanjit Kumar,Panda, Gautam
, p. 10114 - 10121,8 (2020/09/02)
A short and stereoselective route for the synthesis of 2-oxopiperazines is presented starting from different naturally abundant α-amino acids. The key synthetic steps involved amide coupling, Wittig reaction, HWE olefination, aza-Michael reaction, iodocyc
Chemotactic peptide analogues: Synthesis and chemotactic activity of N-formyl-Met-Leu-Phe analogues containing (S)-phenylalaninol derivatives
Pagani Zecchini,Paglialunga Paradisi,Torrini,Spisani
, p. 673 - 676 (2007/10/03)
The synthesis and the biological activity towards human neutrophils of some N-formyl-Met-Leu-Phe-OMe analogues containing (S)-phenylalaninol (Pheol) or its derivatives in place of the native phenylalanine are reported. While the analogue containing Pheol (4) was found to be devoid of significant biological activity, its ester 3 and 5, although inactive as chemoattractants, are able to strongly stimulate superoxide production and are active with a lower efficacy in the lysozyme release.