177607-73-7Relevant academic research and scientific papers
Highly Convergent Total Synthesis and Assignment of Absolute Configuration of Majusculamide D, a Potent and Selective Cytotoxic Metabolite from Moorea sp.
Caro-Diaz, Eduardo J. E.,Valeriote, Frederick A.,Gerwick, William H.
, p. 793 - 796 (2019/02/07)
The total synthesis of majusculamide D (MJS-D) is described, a lipopentapeptide originally isolated from Lyngbya majuscula and reisolated from a Moorea sp. MJS-D possesses selective and potent cancer cell toxicity. A scalable and convergent strategy with a minimal number of purifications produced significant quantities of MJM-D for in vivo evaluations. The absolute configuration of the 1,3-dimethyl-octanamide motif was determined by synthesis of this fragment via ZACA chemistry.
Developing microcolin A analogs as biological probes
Mandal, Amit K.,Hines, John,Kuramochi, Kouji,Crews, Craig M.
, p. 4043 - 4047 (2007/10/03)
Three microcolin A and B analogs have been synthesized. Their biological activity profiles were evaluated against several cell lines, revealing the existence of a structural determinant whose role in mediating the antiproliferative effect of the microcoli
Total asymmetric synthesis of the potent immunosuppressive marine natural product microcolin A
Decicco, Carl P.,Grover, Paul
, p. 3534 - 3541 (2007/10/03)
The total asymmetric synthesis of the potent immunosuppressive compound microcolin A is reported. The synthesis establishes the absolute stereochemistry of microcolin A as C-36R, C-38R, and C-4S on the basis of the diastereoselective preparation of all four possible diastereomers of the lipid region (fragment A) and diastereoselective synthesis of fragment C starting from natural L-(S)-alanine. The strategy involves a convergent assemblage of three optically pure fragments and is amenable to chemical modifications to examine structural analogs for biological study.
