146555-81-9Relevant articles and documents
Synthesis and antiproliferative evaluation of 7-aminosubstituted pyrroloiminoquinone derivatives
Beneteau, Valerie,Pierre, Alain,Pfeiffer, Bruno,Renard, Pierre,Besson, Thierry
, p. 2231 - 2234 (2000)
Coupling of five amines on the 7-methoxy-1,3,4,5-tetrahydropyrrolo[4,3,2-de]quinoline core was achieved and afforded, in particular, an opened analogue of the natural alkaloid wakayin. Evaluation of cytotoxic activity of compounds 2, 10-13 on L1210 cells afforded IC50 in the range 0.25-5.3 μM. (C) 2000 Elsevier Science Ltd.
Synthesis of tetrahydropyrroloiminoquinone alkaloids based on electrochemically generated hypervalent iodine oxidative cyclization
Inoue, Keisuke,Ishikawa, Yuichi,Nishiyama, Shigeru
supporting information; experimental part, p. 436 - 439 (2010/04/24)
[Chemical equation presented] An approach to the synthesis of the tetrahydropyrroloiminoquinone alkaloids has been developed and applied to the preparation of N-1-βD-ribofuranosyltetrahydropyrroloiminoquinones. The strategy utilizes oxidative cyclization
A biomimetic approach to the discorhabdin alkaloids: Total syntheses of discorhabdins C and E and dethiadiscorhabdin D
Aubart, Kelly Marshall,Heathcock, Clayton H.
, p. 16 - 22 (2007/10/03)
The characteristic spirodienone structure of the discorhabdin alkaloids is readily formed by reaction of the tyramine-substituted indoloquinonimines 26, 35, and 36 with cupric chloride, triethylamine, and oxygen. This cyclization provides a possibly biomimetic route to discorhabdins C and E (41 and 42). The unbrominated spirodienone 40 reacts with hydrogen over Pd/C to give enone 46. Bromination at the α position gives a mixture of bromoenones that undergo smooth conversion to dethiadiscorhabdin D (4) upon treatment with basic alumina.