528524-76-7Relevant academic research and scientific papers
Synthesis, Antileishmanial Activity and Spin Labeling EPR Studies of Novel β-Carboline-Oxazoline and β-Carboline-Dihydrooxazine Derivatives
Alonso, Antonio,Alonso, Laís,Baréa, Paula,Nakamura, Celso V.,Sarragiotto, Maria H.,da Costa, Willian F.,de Oliveira, Aline R.,de Paula, Jéssica C.
, p. 1170 - 1185 (2020/10/14)
A series of novel 1-(substituted-phenyl)-3-(4,5-dihydro-1,3-oxazol-2-yl)-9H-β-carboline (8a-8i) and 1-(substituted-phenyl)-3-(5,6-dihydro-4H-1,3-oxazin-2-yl)-9H-β-carboline (9a-9h) derivatives, as well as their respective N-(chloroalkyl)-1-(substituted-phenyl)-9H-β-carboline-3-carboxamide precursors (6a-6i and 7a-7h), were synthesized and evaluated for their in vitro antileishmanial activity against promastigote and intracellular amastigote forms of Leishmania amazonensis. Compounds 8d, 8i, 9e and 9h exhibited significant activity for both promastigote and amastigote forms, with IC50 (50% inhibitory concentration) values ranging from 2.9 to 23.0 μM. In addition, spin label electron paramagnetic resonance (EPR) spectroscopy studies were carried out for the most active compounds against L. amazonensis promastigotes. The studies indicated that the tested compounds cause strong stiffness in the parasite plasma membrane and are capable of inducing internal metalloproteins oxidation of the parasite, resulting in their cross-linking to skeletal proteins. Compounds 8d and 8i produced the largest effect, showing that the presence of oxazoline group at C-3 of β-carboline nucleus is important for antileishmanial activity.
Dehydrogenation of 1-aryl(hetaryl)-1,2,3,4-tetrahydro-9H-β-carboline-3-carboxylic acids and their esters with dimethyl sulfoxide
Abramyants,Lomov,Zavyazkina
, p. 1610 - 1615 (2017/01/28)
Oxidative dehydrogenation of 1-aryl(hetaryl)-1,2,3,4-tetrahydro-9Н-β-carboline-3-carboxylic acids derivatives with dimethyl sulfoxide leads to the formation of 1-aryl(hetaryl)-9Н-β-carbolines. Simultaneously with the dehydrogenation decarboxylation occurs
Possible Anthelmintic Agents: Syntheses of 1,3-Disubstituted 1,2,3,4-Tetrahydro-9H-pyridoindoles and 6,8-Disubstituted 7,8,9,14b-Tetrahydro-14H-quinazolinopyridoindoles
Kumar, Shiv,Roy, Jalpana,Seth, M.,Bhaduri, A. P.
, p. 54 - 59 (2007/10/02)
Pictet-Spengler reaction of tryptophan methyl ester with aromatic and heterocyclic aldehydes gives 1-substituted 3-carbomethoxy-1,2,3,4-tetrahydro-9H-pyridoindoles (1 - 9).Ring closure of 1-(o-aminophenyl)-3-carbomethoxy-1,2,3,4-tetrahydro-9H-pyridoindole (26) or its hydrazide (28) with N-methoxycarbonyl-S-methylisothiourea gives 6,8-disubstituted 7,8,9,14b-tetrahydro-14H-quinazolinopyridoindoles (34 and 29, respectively).The former class of compounds exhibit activity (60 - 86percent) of worm clearance against A. ceylanicum in hamsters whilea member of the latter class of compounds (34) exhibits 100percent of activity only against H. nana at 250 mg/kg in mice.Other compounds which exhibit worm clearance of less than 50percent have not been reported here.
