1196985-64-4Relevant academic research and scientific papers
Regioselectivity of the palladium-mediated intramolecular coupling reaction of highly oxygenated phenyl benzoate derivatives and application to the synthesis of altertenuol
Matsukihira, Takuya,Saga, Shumpei,Horino, Yoshikazu,Abe, Hitoshi
, p. 59 - 68 (2014)
The regioselectivity of the intramolecular biaryl coupling reaction of 3',4'-dialkoxyphenyl 2,4-dimethoxybenzoates was investigated using a palladium reagent, and transition state models of the reaction are proposed. As an application of this study, a short-step synthesis of altertenuol is also performed.
Revision of the structure and total synthesis of altenuisol
Nemecek, Gregor,Cudaj, Judith,Podlech, Joachim
, p. 3863 - 3870 (2012/09/25)
A total synthesis of the reported structure of altenuisol is described. Comparison of the 1H NMR spectra of the synthesized compound and of the natural product revealed that the originally proposed structure was not correct. Consequently, two constitutional isomers were synthesized. The spectra of one of these compounds - a structure originally proposed as the structure of altertenuol - matched perfectly with the spectra of the natural product. The total synthesis of altenuisol was thus achieved starting with phloroglucinic acid and protocatechuic aldehyde in 10 steps and in 23% yield, where the longest linear sequence consisted of 6 steps. The key step was a Suzuki coupling with concomitant formation of the lactone ring. Whether altertenuol is identical with altenuisol could not be decided. Total synthesis of altenuisol, a minor toxin in ubiquitous Alternaria spp. revealed that the originally proposed structure was not correct. Altenuisol was proved to have an isomeric structure by total synthesis. Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
Synthesis and structure-activity relationships of dehydroaltenusin derivatives as selective DNA polymerase α inhibitors
Kuramochi, Kouji,Fukudome, Keishi,Kuriyama, Isoko,Takeuchi, Toshifumi,Sato, Yoshihiro,Kamisuki, Shinji,Tsubaki, Kazunori,Sugawara, Fumio,Yoshida, Hiromi,Mizushina, Yoshiyuki
experimental part, p. 7227 - 7238 (2010/03/03)
Herein, we describe the synthesis and structure-activity relationships of dehydroaltenusin derivatives as inhibitors of a mammalian DNA polymerase α. We have newly synthesized nine dehydroaltenusin derivatives modified at the side chains or benzoquinone m
