6801-22-5Relevant academic research and scientific papers
Exploiting the polypharmacology of ?-carbolines to disrupt o. volvulus molting
Gooyit, Major,Tricoche, Nancy,Javor, Sacha,Lustigman, Sara,Janda, Kim D.
supporting information, p. 339 - 343 (2015/03/30)
Onchocerciasis is an infection caused by the filarial worm Onchocerca volvulus, which can eventually result in blindness. The lack of an effective macrofilaricide and the possible development of ivermectin-resistant strains of O. volvulus necessitate the need for alternative treatment strategies. We have shown that targeting the L3-stage-specific chitinase OvCHT1 impairs the shedding of the filarial cuticle. In our continued efforts to discover OvCHT1 inhibitors, we identified the β-carboline alkaloid scaffolding as a chitinase inhibitor that is capable of penetrating the worm cuticle. Herein, we disclose the rich polypharmacology of the β-carboline class of compounds as an approach to abrogate the molting of the parasite and thus the initiation of infection in the human host.
Acid-Base and Spectral Properties of β-Carbolines. Part 2. Dehydro and Fully Aromatic β-Carbolines
Balon, Manuel,Hidalgo, Jose,Guardado, Pilar,Munoz, Maria A.,Carmona, Carmen
, p. 99 - 104 (2007/10/02)
The absorption and fluorescence spectra of a set of dehydro and fully aromatic β-carboline (9H-pyridoindole) derivatives have been investigated in aqueous solutions of varying acidity.Within the pH-range, cationic (nitrogen protonation) and neutral species are evidenced from both absorption and fluorescence spectra.Additional zwitterionic species can also be detected from the fluorescence spectra.In highly basic media, outside the pH-range, anionic species (pyrrolic nitrogen deprotonation) are formed.Ground state ionization constants for the differentacid-base equilibria involving these species have been determined spectrophotometrically at 25 deg C.Lowest excited singlet state pKas have been estimated from the Foerster-Weller cycle.The influence of structural variations on the spectra and on the acid-base properties of these compounds is discussed.
