410087-03-5Relevant academic research and scientific papers
Synthesis of o -me ulongamide b and o -me ulongamide c, natural modified cyclodepsipeptides
Alvarado, Cuauhtémoc,Hernández, Gerardo,Díaz, Eduardo,Soano, José D.,Vilchis-Reyes, Miguel A.,Martínez-Urbina, Miguel A.,Guzmán, Angel
, p. 993 - 1006 (2013/03/13)
Synthesis of O-Me ulongamide B and O-Me ulongamide C, modified natural cyclodepsipeptides, was achieved by a convergent route. The respective dipeptides and tridepsipeptides were coupled, obtaining linear depsipentapeptides, which were then deprotected and cyclized. These compounds were tested against three different types of human carcinoma cells and showed only moderate activity.
Total synthesis of ulongamide A, a cyclic depsipeptide isolated from marine cyanobacteria Lyngbya sp.
Alvarado, Cuauhtémoc,Díaz, Eduardo,Guzmán, ángel
, p. 603 - 607 (2007/10/03)
A total synthesis of ulongamide A (1), a cytotoxic natural cyclic depsipeptide, was achieved by a convergent route involving coupling of the fragments 7 and 8 to the pentapeptide 24, and subsequent cyclization thereof after prior removal of the t-Boc protecting groups.
Kulokekahilide-1, a cytotoxic depsipeptide from the cephalaspidean mollusk Philinopsis speciosa
Kimura, Junji,Takada, Yuuki,Inayoshi, Tomoko,Nakao, Yoichi,Goetz, Gilles,Yoshida, Wesley Y.,Scheuer, Paul J.
, p. 1760 - 1767 (2007/10/03)
The cytotoxic depsipeptide kulokekahilide-1, which contains two unusual amino acids, 4-phenylvaline and 3-amino-2-methylhexanoic acid, was isolated from the cephalaspidean mollusk Philinopsis speciosa. Structure elucidation of kulokekahilide-1 was carried out by spectroscopic analysis and chemical degradation. The absolute stereochemistry was determined by Marfey analysis for amino acids and chiral HPLC analysis for hydroxy acids. All four stereoisomers of 4-phenylvaline and 3-amino-2-methylhexanoic acid, which were necessary for Marfey analysis, were synthesized by use of the Heck reaction and Evans's method, respectively. Kulokekahilide-1 showed cytotoxicity against P388 murine leukemia cells with an IC50 value of 2.1 μg/mL.
