Coprinopsis atramentaria is a wild edible mushroom whose methanolic extract revealed a marked antioxidant activity; p-hydroxybenzoic (HA), p-coumaric (CoA) and cinnamic (CA) acids were identified in the extract. In the present work, the cytotoxicity of C. atramentaria extract, previously identified organic acids and their synthesized derivatives (methylated compounds and protected glucuronides) was evaluated. A...
Accepted author version posted online: 05 Jun 2012 ; The synthesis of a series of novel 1,4-disubstituted 1,2,3-triazole compounds bearing a D-glucose derivative and an heteroaromatic system is described. Alkylation of isatin, 3-methyl-carbazole and one tetrahydro-gamma-carboline with propargyl bromide gave their N-propargyl derivatives in good yields. These compounds further reacted with acetylated D-glucose ...
The preparation of several alkynyl esters, derived from amino acids, coumarins and an alkynyl derivative of acetylated D-glucose is described. Eight new glycoconjugates containing the 1,2,3-triazole unit were obtained, by a click approach from the above referred alkynyl derivatives with tetracetyl-beta-D-glucosylazide, prepared in situ from alpha-acetobromoglucose.
Radical cyclisation continues to be a central methodology for the preparation of natural products containing heterocyclic rings. Hence, some electrochemical results obtained by cyclic voltammetry and controlled-potential electrolysis in the study of electroreductive intramolecular cyclisation of ethyl (2S, 3R)-2- bromo-3-propargyloxy-3-(2’,3’,4’,6’-tetra-O-acetyl-β-D-glucopyranosiloxy) propanoate (1) promoted b...
New tetracyclic benzofurocoumarin (benzopsoralen) analogues were synthesized and their inhibitory effect on the growth of tumor cell lines was evaluated. The human tumor cell lines used were MDA MB231 (breast adenocarcinoma), HeLa (cervix adenocarcinoma) and TCC-SUP (bladder transitional cell carcinoma). The in vitro antitumor activity of the new benzopsoralens was discussed in terms of structure–activity relat...
The preparation of b-carbolines and of three alkynyl esters, two of them derived from carbolines, is described. Two new glycoconjugates were obtained, one by a click approach from an alkynyl derivative with tetracetyl-b-D-glucosylazide and the other one by linking a carboline carboxylic acid with tetracetyl-b-D-glucosylamine.
2,3,4-Tri-O-benzyl-alpha-D-methylglucoside was prepared and reacted with several acids: benzoic, phenylacetic, 2-(3-bromo-propoxy)-benzoic, acetylsalicylic and 4-(toluene-4-sulfonylamino)-benzoic. The products were isolated with low to fair yields and fully characterized by usual analytical techniques.
2,3,4-Tri-O-benzyl-alpha-D-methylglucoside was prepared and reacted with several acids: benzoic, phenylacetic, 2-(3-bromo-propoxy)-benzoic, acetylsalicylic and 4-(toluene-4-sulfonylamino)-benzoic. The products were isolated with low to fair yields and fully characterized by usual analytical techniques
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