152213-63-3Relevant articles and documents
Concise synthesis of deformylflustrabromine, a marine indole alkaloid, through a 2-propynyl dicobalt hexacarbonyl complex
Isaji, Hisaaki,Nakazaki, Atsuo,Isobe, Minoru,Nishikawa, Toshio
, p. 1079 - 1081 (2011)
Deformylflustrabromine, a marine indole alkaloid, was synthesized from 6-bromotryptamine, a plausible biosynthetic precursor, without protection of the amino group by a two-step reverse prenylation involving the Nicholas reaction and reductive decomplexat
New synthetic approach to paullones and characterization of their SIRT1 inhibitory activity
Soto, Sara,Vaz, Esther,Dell'Aversana, Carmela,Alvarez, Rosana,Altucci, Lucia,De Lera, Angel R.
supporting information; experimental part, p. 2101 - 2112 (2012/04/23)
A series of 7,12-dihydroindolo[3,2-d][1]benzazepine-6(5H)-ones (paullones) substituted at C9/C10 (Br) and C2 (Me, CF3, CO2Me) have been synthesized by a one-pot Suzuki-Miyaura cross-coupling of an o-aminoarylboronic acid and methyl 2-iodoindoleacetate followed by intramolecular amide formation. Other approaches to the paullone scaffold based on Pd-catalyzed C-H activation were unsuccessful. In vitro enzymatic assay with recombinant human SIRT-1 indicated a strong inhibitory profile for the series, in particular the analogue with a methoxycarbonyl group at C2 and a bromine at C9. These compounds are, in general, inducers of granulocyte differentiation of the U937 acute leukemia cell line and cause a marked increase in pre-G1 of the cell cycle.
Total synthesis of (±)-chartelline C
Baran, Phil S.,Shenvi, Ryan A.
, p. 14028 - 14029 (2007/10/03)
The first total synthesis of (±)-chartelline C in a concise 10-step sequence is reported. Highlights of the completion of this decades-old puzzle include (1) chemo- and position-selective installation of the heteroaromatic halogens, (2) halogen-sparing mo