Project/scholarship details
- Project/scholarship ID
59407
- Reference
POCI/QUI/59407/2004
- FundRef URI
- Funder
FCT - Fundação para a Ciência e a Tecnologia, I.P.
- Funder's country
Portugal
- Funding program
POCI
- Funding amount
60,000.00 €
- Start date
2005-09-01
- End date
2008-08-31
Documents
Synthesis and reactivity of beta-bromo-beta-substituted dehydroalanines
Ferreira, Paula M. T.; Monteiro, Luís S.The methyl ester of N-tert-butoxycarbonyl-(Z)-beta-bromo-beta-(1,2,4-triazol-1-yl)dehydroalanine was prepared by treatment of the methyl ester of N-tert-butoxycarbonyl-(E)-beta-(1,2,4-triazol-1-yl)dehydroalanine with N-bromosuccinimide (NBS), followed by Et3N. The reactivities of this compound and of our previously synthesized methyl ester of N-tert-butoxycarbonyl-beta,beta-dibromodehydroalanine towards several...
N,N-Diprotected dehydroamino acid derivatives: versatile substrates for the syn...
Ferreira, Paula M. T.; Monteiro, Luís S.Non-proteinogenic amino acids are an important class of organic compounds that can have intrinsic biological activity or can be found in peptides with antiviral, antitumor, anti-inflammatory or immunosuppressive activities. This type of compounds is also important in drug development, in the elucidation of biochemical pathways and in conformational studies. Therefore, research towards efficient methods that all...
Synthesis of new 3-arylindole-2-carboxylates using beta,beta-diaryldehydroamino...
Queiroz, Maria João R. P.; Abreu, Ana S.; Castanheira, Elisabete M. S.; Ferreira, Paula M. T.Several new methyl 3-arylindole-2-carboxylates were synthesized in high yields using a metal-assisted [Pd(OAc)2/Cu(OAc)2, DMF, 130 oC] intramolecular C-N cyclization of beta,beta-diaryldehydroamino acids, developed by us, thus extending the scope of this reaction. The latter were obtained by a bis-Suzuki coupling of a beta,beta-dibromodehydroalanine with arylboronic acids bearing either electron-donating groups...
Reactivity of dehydroamino acids and dehydrodipeptides towards N-bromosuccinimi...
Ferreira, Paula M. T.; Monteiro, Luís S.; Pereira, Goreti; Ribeiro, Liliana; Sacramento, Joana; Silva, LisetaWe have developed a modification of our previously reported high-yielding method for the synthesis of N,N-diacyldehydroamino acid derivatives to prepare N-monoprotected dehydroamino acids and dehydrodipeptides. Thus, several dehydroalanine, dehydroaminobutyric acid and dehydrophenylalanine derivatives have been prepared by treating the corresponding L-serine, L-threonine and D,L-3-phenylserine (threo-type) deri...
Fluorescence studies of new potential antitumoral indole derivatives in lipid m...
Castanheira, Elisabete M. S.; Abreu, Ana S.; Carvalho, M. Solange D.; Ferreira, Paula M. T.; Queiroz, Maria João R. P.This work was funded by FCT and FEDER through CFUM and CQ-UM, project POCI/QUI/59407/2004 and post-Doc grant (SFRH/BPD/24548/2005) of A.S.A
Synthesis of substituted oxazoles from N-acyl-beta-hydroxyamino acid derivatives
Ferreira, Paula M. T.; Monteiro, Luís S.; Pereira, GoretiSeveral N-acyl-beta-hydroxyamino acids were prepared and treated with di-tert-butyl dicarbonate in the presence of 4-(dimethylamino)pyridine, followed by treatment with N,N,N',N'-tetramethylguanidine to give the corresponding N-acyldehydroamino acids in good to high yields. These were then treated with I-2/K2CO3 followed by 1,8-diazabicyclo[5.4.0]undec-7-ene. The methyl esters of N-acyldehydroaminobutyric acid ...
Interaction of a potential antitumoral benzothieno[3,2-b]pyrrole with lipid mem...
Abreu, Ana S.; Carvalho, M. Solange D.; Castanheira, Elisabete M. S.; Queiroz, Maria João R. P.; Ferreira, Paula M. T.This work was funded by FCT and FEDER through CQ-UM and CFUM, project POCI/QUI/59407/2004 and post-Doc grant (SFRH/BPD/24548/2005) of A.S.A.
New tetracyclic heteroaromatic compounds based on dehydroamino acids : photophy...
Queiroz, Maria João R. P.; Castanheira, Elisabete M. S.; Carvalho, M. Solange D.; Abreu, Ana S.; Ferreira, Paula M. T.; Karadeniz, Hakan; Erdem, ArzumA benzothienoindole (BTIN) and a benzofuroindole (BFIN) were synthesized in high yields, as potential new target DNA compounds, using a metal-assisted intramolecular C-N cyclization, developed by us, of the methyl esters of N-(t-butoxycarbonyl)-b,b-bis(dibenzothien-4-yl or dibenzofuro-4-yl)dehydroalanines. The latter were obtained by a bis-Suzuki coupling of a b,b-dibromodehydroalanine with the corresponding he...
Fluorescence studies on potential antitumoral heteroaryl and heteroannulated in...
Castanheira, Elisabete M. S.; Abreu, Ana S.; Carvalho, M. Solange D.; Queiroz, Maria João R. P.; Ferreira, Paula M. T.Fluorescence properties of three potential antitumoral compounds, a 3-(dibenzothien-4-yl)indole 1, a phenylbenzothienoindole 2 and a 3-(dibenzofur-4-yl)indole 3, were studied in solution and in lipid aggregates of dipalmitoyl phosphatidylcholine (DPPC), dioleoyl phosphatidylethanolamine (DOPE) and egg yolk phosphatidylcholine (Egg-PC). The 3-(dibenzofur-4-yl)indole 3 exhibits the higher fluorescence quantum yie...
Síntese de novos compostos heterocíclicos derivados de benzo[b]tiofenos e tieno...
Calhelha, Ricardo C.Tese doutoramento em Ciências (Área de especialização em Química); Nesta dissertação efectuaram-se vários acoplamentos catalisados por paládio ou paládio e cobre do tipo C-N de Buchwald-Hartwig e C-C de Sonogashira e Suzuki- Miyaura, para obter di(hetero)arilaminas, di(hetero)arilacetilenos e bi(hetero)arilos derivados de benzo[b]tiofenos e de tieno[3,2-b]piridinas. Alguns dos compostos de acoplamento originara...
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