7 documents found, page 1 of 1

Eugenol β-amino/β-alkoxy alcohols with selective anticancer activity

Eugenol, 4-allyl-2-methoxyphenol, is the main constituent of clove essential oil and has demonstrated relevant biological activity, namely anticancer activity. Aiming to increase this activity, we synthesized a series of eugenol β-amino alcohol and β-alkoxy alcohol derivatives, which were then tested against two human cancer cell lines, namely gastric adenocarcinoma cells (AGS) and lung adenocarcinoma cells (A5...

N-Pyrenylmethoxycarbonyl phototriggers for the release of serotonin, tryptamine...

An evaluation of the pyrenylmethoxycarbonyl group as a photolabile protecting group for the amino function, using neuroactive amines and amino acids as models, was carried out. 1-Hydroxymethylpyrene was reacted with serotonin and tryptamine and their corresponding amino acid precursors, L-5-hydroxytrypthophan and L-trypthophan, in the presence of N,N′-carbonyldiimidazole as carbonylating agent. Photolysis studi...

Synthesis and light triggered release of catecholamines from pyrenylmethyl carb...

A series of catecholamines (dopamine, norepinephrine, tyramine and octopamine) and their corresponding amino acid precursors in the biosynthetic pathway, L-phenylalanine, L-tyrosine and L-3,4-dihydroxyphenylalanine (DOPA), were reacted with 1-hydroxymethylpyrene in the presence of N,N´-carbonyldiimidazole (CDI). Photolysis studies on the corresponding carbamate conjugates were carried out under irradiation at d...

Photorelease of tryptophan and its 5-hydroxy derivative from the corresponding ...

L-Tryptophan, an essential amino acid is known to play important biological roles, most of them being associated to metabolic pathways involved in tryptophan catabolism. It is the precursor for the synthesis of serotonin, an important neuromediator associated to mood, stress response, sleep and appetite regulation. L-Tryptophan has numerous applications, it can be converted to hormones, such as 5-hydroxy trypto...

Fused polycyclic and coumarin derivatives as fluorescent phototriggers for neur...

Photochemical release is an important strategy in the study of various processes in areas such as chemistry, biology, medicine and materials science since it allows the controlled release of molecules with biological, analytical and biomedical relevance. The use of photocleavable protecting groups in the control of the spatial and temporal evolution of species with biological activity has become relevant in the...

Phototriggering of neuroactive amino acids from 5,6-benzocoumarinyl conjugates

Uncaging of several neuroactive amino acids, namely β-alanine, tyrosine, 3,4-dihydroxyphenylalanine (DOPA) and glutamic acid from the corresponding 5,6-benzocoumarinyl conjugates was carried out by irradiation at different wavelengths and in different solvent systems. The release of the various amino acids was faster in ACN/HEPES buffer mixtures and for the tyrosine conjugate, an increase in the photolysis reac...

Synthesis and light triggering by UV/vis irradiation of pyrenylbutanoic ester c...