4026-48-6Relevant articles and documents
Total Synthesis of Echinomycin and Its Analogues
Kojima, Keita,Yakushiji, Fumika,Yakushiji, Fumika,Katsuyama, Akira,Katsuyama, Akira,Ichikawa, Satoshi,Ichikawa, Satoshi,Ichikawa, Satoshi
, p. 4217 - 4221 (2020)
The first total synthesis of echinomycin (1) was accomplished by featuring the late-stage construction of the thioacetal moiety via Pummerer rearrangement and simultaneous cyclization, as well as two-directional elongation of the peptide chains to construct a C2-symmetrical bicyclic octadecadepsipeptide bridged with a sulfide linkage. This strategy can be applicable to a variety of echinomycin analogues.
A convenient synthesis of N-fluorenylmethoxycarbonyl-N-methyl-L-Cysteine derivatives [Fmoc,Me-Cys(R)-OH]
Liu, Jia-Feng,Tang, Xiao-Xia,Jiang, Biao
, p. 1499 - 1501 (2002)
The synthesis of N-fluorenylmethoxycarbonyl-N,S-dimethyl-L-Cysteine (1) [Fmoc,Me-Cys(Me)-OH] and N-fluorenylmethoxycarbonyl-N-methyl-S-acetamidomethyl-L-Cysteine (2) [Fmoc,Me-Cys(Acm)-OH] is reported. The synthesis is characterized by a convenient two-step procedure from (R)-thiazolidine-4-carboxylic acid (3) via reduction and subsequent protection. Crystals of 1, which have been analyzed by single-crystal X-ray crystallography, are obtained after a simple crystallization at the end of the process, without purification of intermediates.
Solution-phase synthesis and biological evaluation of triostin A and its analogues
Hattori, Kozo,Koike, Kota,Okuda, Kensuke,Hirayama, Tasuku,Ebihara, Masahiro,Takenaka, Mei,Nagasawa, Hideko
supporting information, p. 2090 - 2111 (2016/02/18)
Triostin A is a biosynthetic precursor of echinomycin which is one of the most potent hypoxia inducible factor 1 (HIF-1) inhibitors. An improved solution-phase synthesis of triostin A on a preparative scale has been achieved in 17.5% total yield in 13 ste