114622-04-7Relevant articles and documents
Chemistry of 2-bromoleptoclinidinone, structure revision
De Guzman,Schmitz
, p. 1069 - 1070 (1989)
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Structural studies of cytotoxic marine alkaloids: Synthesis of novel ring-E analogues of ascididemin and their in vitro and in vivo biological evaluation
Lindsay, Brent S.,Christiansen, Holly C.,Copp, Brent R.
, p. 497 - 505 (2000)
The cytotoxic marine alkaloid ascididemin and various pyridine ring-E analogues have been synthesised in an attempt to determine the pharmaceutical utility and structure-activity requirements for the parent alkaloid. All compounds synthesised were evaluated in a wide range of biological screens for selective cytotoxicity, antiviral, antifungal and antimicrobial properties. Many analogues exhibited selective cytotoxicity to human solid tumour cell-lines in vitro, with one also exhibiting moderate antitumour activity in in vivo xenograft assays. (C) 2000 Elsevier Science Ltd.
Total synthesis of ascididemin-type alkaloids using alkyne building blocks
Yin, Hao,Shan, Naiyu,Wang, Shaozhong,Yao, Zhu-Jun
, p. 9748 - 9753 (2015/02/19)
A common approach to ascididemin-type alkaloids, including ascididemin, bromoleptoclinidinone, neocalliactine acetate, and 11-hydroxyascididemin, based on a Bronsted acid-promoted tandem annulation has been developed. Alkyne building blocks were first des
Intramolecular Michael-type addition of azadienes to 1,4-naphthoquinones instead of Aza-Diels-Alder cycloaddition: A synthesis of ascididemin
Cuerva, Juan M.,Cardenas, Diego J.,Echavarren, Antonio M.
, p. 1360 - 1365 (2007/10/03)
α,β-Unsaturated hydrazones tethered by an amino group to 1,4-naphthoquinone or quinoline-5,8-dione do not react by intramolecular aza-Diels-Alder cycloaddition. Instead, these substrates cyclize to form benzo[b]acridine-6,11-dione or pyrido[2,3-b]acridine-5,12-dione derivatives, respectively. This route leads to a highly concise synthesis of the pyridoacridine alkaloid ascididemin.