3377-71-7Relevant articles and documents
An efficient method for the N-debenzylation of aromatic heterocycles
Rao, T. Srinivasa,Pandey, Pramod S.
, p. 3121 - 3127 (2004)
The N-debenzylation of aromatic heterocycles such as substituted pyrroles and indoles, having functional groups like ester, amide, halo, and nitrile, by using sodium in liquid ammonia in the presence of t-BuOH at -78°C cleanly affords N-debenzylated aromatic heterocycles in good yields.
Regioselective 2-alkylation of indoles with α-bromo esters catalyzed by Pd/P,P=O system
Tian, Wei,Li, Bowen,Tian, Duanshuai,Tang, Wenjun
supporting information, p. 197 - 200 (2021/08/13)
A palladium-catalyzed 2-alkylation of indoles with α-bromo esters is developed by employing a P,P=O ligand. The method features excellent regioselectivities, mild reaction conditions, and good functional group compatibility. The employment of the P,P=O ligand as well as 4? molecular sieves were crucial for the success of the transformation. Mechanistic studies indicate the reaction proceed through a radical pathway.
Anti-leukemic properties of aplysinopsin derivative ee-84 alone and combined to bh3 mimetic a-1210477
Song, Sungmi,Kim, Sua,El-Sawy, Eslam R.,Cerella, Claudia,Orlikova-Boyer, Barbora,Kirsch, Gilbert,Christov, Christo,Dicato, Mario,Diederich, Marc
, (2021/06/11)
Aplysinopsins are a class of marine indole alkaloids that exhibit a wide range of biological activities. Although both the indole and N-benzyl moieties of aplysinopsins are known to possess antiproliferative activity against cancer cells, their mechanism of action remains unclear. Through in vitro and in vivo proliferation and viability screening of newly synthesized aplysinopsin analogs on myelogenous leukemia cell lines and zebrafish toxicity tests, as well as analysis of differential toxicity in noncancerous RPMI 1788 cells and PBMCs, we identified EE-84 as a promising novel drug candidate against chronic myeloid leukemia. This indole derivative demonstrated drug-likeness in agreement with Lipinski’s rule of five. Furthermore, EE-84 induced a senescent-like phenotype in K562 cells in line with its cytostatic effect. EE-84-treated K562 cells underwent morphological changes in line with mitochondrial dysfunction concomitant with autophagy and ER stress induction. Finally, we demonstrated the synergistic cytotoxic effect of EE-84 with a BH3 mimetic, the Mcl-1 inhibitor A-1210477, against imatinib-sensitive and resistant K562 cells, highlighting the inhibition of antiapoptotic Bcl-2 proteins as a promising novel senolytic approach against chronic myeloid leukemia.
Synthesis of bisindolylmethane, bispyrrolylmethane, and indolylpyrrolylmethane derivatives via reductive heteroarylation
Zhou, Hang,Huang, Zhuo,Huang, He,Song, Chuanjun,Chang, Junbiao
, (2021/07/25)
An efficient and general reductive heteroarylation approach toward the synthesis of bisindolylmethane, bispyrrolylmethane, and indolylpyrrolylmethane derivatives has been developed. Thus, treatment of acylpyrrole or acylindole derivatives with indoles or pyrroles in the presence of a combination of sodium borohydride and acetic acid resulted in the formation of the title compounds in moderate to excellent isolated yields.
