875654-45-8Relevant academic research and scientific papers
Modular synthesis of lamellarins via regioselective assembly of 3,4,5-differentially arylated pyrrole-2-carboxylates
Komatsubara, Masashi,Umeki, Teppei,Fukuda, Tsutomu,Iwao, Masatomo
, p. 529 - 537 (2014/04/03)
A modular synthesis of lamellarins via 3,4,5-differentially arylated pyrrole-2-carboxylate intermediates has been developed. The key reactions employed are Br-Li exchange-methoxycarbonylation of 2,5-dibromo-1-(tert- butoxycarbonyl)-1Hpyrrole (1) followed
Synthesis, resolution, and biological evaluation of atropisomeric (aR)- and (aS)-16-methyllamellarins N: Unique effects of the axial chirality on the selectivity of protein kinases inhibition
Yoshida, Kenyu,Itoyama, Ryosuke,Yamahira, Masashi,Tanaka, Junji,Loa?c, Nadège,Lozach, Olivier,Durieu, Emilie,Fukuda, Tsutomu,Ishibashi, Fumito,Meijer, Laurent,Iwao, Masatomo
, p. 7289 - 7301 (2013/10/21)
The total synthesis of the optically active (aR)- and (aS)-16- methyllamellarins N (3a and 3b) was achieved via resolution on HPLC chiral stationary phase. The kinase inhibitory activities of both enantiomers were evaluated on eight protein kinases releva
Total synthesis of lamellarins D, L, and N
Fujikawa, Naotaka,Ohta, Takeshi,Yamaguchi, Tomohiro,Fukuda, Tsutomu,Ishibashi, Fumito,Iwao, Masatomo
, p. 594 - 604 (2007/10/03)
Total synthesis of cytotoxic marine alkaloids, lamellarins D, L, and N, has been achieved by using Hinsberg-type pyrrole synthesis and palladium-catalyzed Suzuki-Miyaura coupling of the 3,4-dihydroxypyrrole bistriflate 6 as the key reactions. The total yields of lamellarins D, L, and N from the common intermediate 6 are 54, 58, and 50%, respectively.
