174232-36-1Relevant academic research and scientific papers
Synthesis and biological evaluation of pyrroloiminoquinone derivatives
Passarella, Daniele,Belinghieri, Francesca,Scarpellini, Michele,Pratesi, Graziella,Zunino, Franco,Gia, Ornella Maria,Via, Lisa Dalla,Santoro, Giuseppe,Danieli, Bruno
, p. 2431 - 2438 (2008/09/21)
Synthesis of 10 pyrroloiminoquinone derivatives is presented. The strategy is based around the elaboration of a common intermediate by reaction with primary amines. All the compounds obtained have been subjected to antiproliferative activity with three different cell lines (NCI-H460, HeLa, and HL-60). The capacity of 4 selected compounds to affect the enzymatic activity of the nuclear enzyme DNA topoisomerase II and to form the typical DNA fragmentation which occurs in the apoptotic process is discussed here.
New synthetic approach to pyrroloiminoquinone marine alkaloids. Total synthesis of makaluvamines A, D, I, and K
Iwao, Masatomo,Motoi, Osamu,Fukuda, Tsutomu,Ishibashi, Fumito
, p. 8999 - 9010 (2007/10/03)
A new entry into pyrroloiminoquinone marine alkaloids, makaluvamines, has been developed. The key 1,3,4,5-tetrahydropyrrolo[4,3,2-de]quinoline intermediates 11 and 18 were prepared by aryne-mediated cyclization of the 4- chloro-6-methoxytryptamine derivatives 10 and 17, respectively. The requisite substituents at the indole 4- and 3-positions of 10 and 17 were efficiently assembled by sequential use of directed lithiation of 1-triisopropylsilyl-6- methoxygramine (6) and fluoride ion-induced elimination-addition of the methiodide of 4-chloro-l-triisopropylsilyl-6-methoxygramine (7) as key reactions.
