146764-79-6Relevant academic research and scientific papers
Synthesis of Perfragilin B, A Cytotoxic Isoquinoline Quinone Isolated from the Bryozoan Membranipora perfragilis
Park, Aeri,Schmitz, Francis J.
, p. 3983 - 3984 (1993)
The cytotoxic isoquinoline quinone perfragilin B (2), which was isolated from the bryozoan Membranipora perfragilis, has been synthesized.The key step involves a Diels-Alder reaction between a substituted 2-azabutadiene (4) and 2,3-bis(thiomethyl)-1,4-benzoquinone (6) to produce the isoquinoline skeleton.
Synthesis of perfragilin A, B and some analogues
Ferreira, Vitor F.,Park, Aeri,Schmitz, Francis J.,Valeriote, Fred A.
, p. 1349 - 1357 (2007/10/03)
Synthesis of the cytotoxic isoquinoline quinone perfragilin A, an improved synthesis of perfragilin B and preparation of some analogues of both these compounds are described. Cytotoxicity evaluation of a number of the products is reported. The regioselectivity in Diels-Alder reactions of differently substituted benzoquinones with 2-aza-1,3-bis(t-butyldimethylsilyloxy)-1,3-butadiene is described.
