2400-51-3Relevant academic research and scientific papers
Neighboring Hydroxyl Group-Assisted Allylboration and Lewis Acid-Mediated Carbonyl-Ene Reaction for Access to a Hapalindole Cyclohexane Core with Multiple Contiguous Stereogenic Centers
Li, Lu,Yang, Zhao,Yang, Jiao,Zhang, Quanzheng,Tan, Qiuyuan,Zhang, Changhui,Zhang, Min
, p. 1605 - 1613 (2019)
A neighboring hydroxyl group-assisted allylboration of 3-indolyl ketones with γ,γ-disubstituted allylboronic acids is reported, affording various 3-indolyl-substituted homoallylic alcohols in good yields with excellent diastereoselectivies (up to >20:1 dr). The hydroxyl group not only played a vital role in the challenging allylboration but was elaborated for the subsequent construction of a hapalindole cyclohexane core by a highly diastereoselective Lewis acid-catalyzed carbonyl-ene reaction. In the overall process, four contiguous stereogenic centers including two quaternary stereogenic centers were installed.
Topsentin compounds effective against viruses and certain tumors
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, (2008/06/13)
A new class of novel, biologically active bisindole alkaloid compounds, which have been named topsentins, pharmaceutical compositions containing them, methods of producing the compounds and methods of using them are disclosed. This new class of compounds
Topsentin, Bromotopsentin, and Dihydrodeoxybromotopsentin: Antiviral and Antitumor Bis(indolyl)imidazoles from Caribbean Deep-Sea Sponges of the Family Halichondriidae Structural and Synthetic Studies
Tsujii, Shinji,Rinehart, Kenneth L.,Gunasekera, Sarath P.,Kashman, Yoel,Cross, Susan S.,et al.
, p. 5446 - 5453 (2007/10/02)
Isolation and structure elucidation of topsentin (1) and bromotopsentin (2) are described.These novel indole alkaloids have been shown to have antitumor and antiviral activities.Their structures were determined on the basis of spectral data, and bromotopsentin was correlated structurally with topsentin by catalytic debromination.Syntheses of 1 and several analogues are also reported.
