107351-64-4Relevant academic research and scientific papers
Synthesis of the Bacterial Coenzyme Methoxatin
MacKenzie, A. Roderick,Moody, Christopher J.,Rees, Charles W.
, p. 1372 - 1373 (1983)
A short synthesis of the bacterial coenzyme methoxatin, based on the thermolysis of the azide (3) to give the indole (4) and the regioselective formation of the pyrroloquinoline (5), is described.
Substituted benzene and heterocyclic compound and its preparation method and application
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Paragraph 0228; 0229; 0230; 0408; 0409; 0410, (2016/10/20)
The invention provides substituted benzoheterocyclic compounds and a preparation method thereof. The compounds have structures shown by formulas I and II. The invention also provides the effects of the compounds shown by formulas I and II in resisting virus, tumor and the like. The invention further provides a medicine composition taking the compounds shown by the formulas I and II as active ingredients, and the anti-virus or anti-tumor effect of the medicine composition. The invention lays a foundation for the future in-depth study and development of the anti-virus or anti-tumor medicine of the compounds.
Design, synthesis and antiproliferative activity of a novel class of indole-2-carboxylate derivatives
Ji, Xing-Yue,Xue, Si-Tu,Zhan, Yue-Chen,Shen, Jia-Jia,Wu, Lin-Tao,Jin, Jie,Wang, Zhen,Li, Zhuo-Rong
, p. 409 - 418 (2014/07/21)
Based on the chemical structure of Pyrroloquinoline quinone (PQQ), a novel class of indole-2-carboxylate derivatives was designed, synthesized and assayed for antiproliferative activity in cancer cells in vitro. The biological results showed that some der
The optimization for cyclization reaction of 2-(2-carbomethoxyethynyl) aniline derivatives and formal synthesis of pyrroloquinoline quinone and its analogue utilizing a sequential coupling-cyclization reaction
Hiroya, Kou,Matsumoto, Shigemitsu,Ashikawa, Masayasu,Kida, Hitomi,Sakamoto, Takao
, p. 12330 - 12338 (2007/10/03)
The reaction conditions for the Pd-catalyzed cyclization reaction of 2-(2-carbomethoxyethynyl)aniline derivatives were investigated. The amounts of Pd(PPh3)4, methyl propiolate, and ZnBr2 could be significantly reduced compared with those reported in our preliminary publication by careful tuning of the solvent and the reaction temperature. In addition to the above results, formal syntheses of pyrroloquinoline quinone (PQQ) and its analogue from 2-amino-5-nitrophenol using a Pd-complex-catalyzed sequential coupling-cyclization reaction between methyl propiolate and 2-iodoaniline derivatives are described.
SYNTHESIS OF THE BACTERIAL COENZYME METHOXATIN
MacKenzie, A. Roderick,Moody, Christopher J.,Rees, Charles W.
, p. 3259 - 3268 (2007/10/02)
A short total synthesis of the bacterial coenzyme methoxatin (1) (4,5-dihydro-4,5-dioxo-1H-pyrroloquinoline-2,7,9-tricarboxylic acid) is described.The route involves the two step conversion of 4-acetamido-2-benzyloxybenzaldehyde (5b) into methyl 6-acetamido-4-benzyloxyindole-2-carboxylate (7b) (74percent), followed by regioselective annulation of the third ring (55percent), and debenzylation and oxidation with benzoyl t-butyl nitroxide to give the tricyclic quinone triester (13) (methoxatin triester) (83percent).
