79127-41-6Relevant articles and documents
Green Synthesis of New Pyrrolo [1,2- a ] quinoxalines as Antiproliferative Agents in GPER-expressing Breast Cancer Cells
Aiello, Francesca,Carullo, Gabriele,Giordano, Francesca,Mazzotta, Sarah
, (2021/11/17)
4,5-Dihydropyrrolo [1,2-a]quinoxalines are interesting druggable scaffolds, with multifaceted biological properties, including anticancer properties targeting the G protein-coupled estrogen receptor 1 (GPER). In this work, the synthesis and preliminary antiproliferative activity of a small set of new 4,5-dihydropyrrolo[1,2-a]quinoxalines (18-20) and pyrrolo[1,2-a]quinoxalines (21, 22) has been reported, inspired by known antiproliferative agents (G-1, G-15, and G-36). The synthesis of the pyrroloquinoxalinic core was employed following the Pictet-Spengler reaction, using the surfactant p-dodecylbenzene sulphonic acid (p-DBSA), as catalyst. It demonstrated efficiency in the catalysis of the 4-phenylpyrrole [1,2-a] quinoxaline type compound formation in mild solvents such as water, ethanol, and hydroalcoholic solutions. In addition, the reactions proceeded in a short time (between 15 and 120 minutes) at room temperature and with high yields. The in vitro MTT assays showed that the presence of isopropyl groups furnished promising antiproliferative compounds. Although, the acetyl group provided also antiproliferative effects, breaking down its responsibility in the GPER transactivation. Nevertheless, it is possible to conclude that the 4,5-dihydropyrrolo[1,2-a]quinoxalines remain a feasible scaffold to develop anticancer agents against GPER-expressing cells.
MEDIATORS OF HEDGEHOG SIGNALING PATHWAYS, COMPOSITIONS AND USES RELATED THERETO
-
Page/Page column 113-114, (2008/06/13)
The present invention makes available methods and reagents for inhibiting aberrant growth states resulting from hedgehog gain-of-function, ptc loss-of-function or smoothened gain-of-function comprising contacting the cell with a hedgehog antagonist of formula (I) in a sufficient amount to aberrant growth state, e.g., to agonize a normal ptc pathway or antagonize smoothened or hedgehog activity.
Semisynthetic Enzymes: Characterization of Isomeric Flavopapains with Widely Different Catalytic Efficiencies
Slama, James T.,Radziejewski, Czestaw,Oruganti, SubbaRao,Kaiser, E. T.
, p. 6778 - 6785 (2007/10/02)
Flavopapain 6 has been prepared by alkylation of the active site cysteine-25 of papain with 8α-(bromoacetyl)-10-methylisoalloxazine.This semisynthetic enzyme was shown to serve as a catalyst for the oxidation of dihydronicotinamides, exhibiting saturation kinetics and up to 600-fold rate accelerations relative to a model flavin.This is contrasted to the behavior of flavopapain 9, the product of the modification of papain with 6α-(bromoacetyl)-10-methylisoalloxazine.In this case no catalytic rate enhancement compared to the behavior of a model compound is observed.Since the two isoalloxazines are isomeric, the differences in the activities of the semisynthetic enzymes are interpreted in terms of differences in the geometry of the flavin at the active site.It is also noted that flavopapain 6 can exhibit some chiral discrimination toward optically active dihydronicotinamides.
