Synthesis of pure stereoisomers of benzo[b]thienyl dehydrophenylalanines by Suzuki cross-coupling. Preliminary studies of antimicrobial activity

Tetrahedron

Volumn 60, Issue 51, 2004, Pages 11821-11828

  Abreu, Ana S ^a   Ferreira, Paula M T ^a   Monteiro, Luís S ^a   Queiroz, Maria João R P ^a   Ferreira, Isabel C F R ^b   Calhelha, Ricardo C ^b   Estevinho, Letícia M ^b  

^a UNIVERSITY OF MINHO   (Portugal)

^b INSTITUTO POLITÉCNICO DE BRAGANÇA   (Portugal)

Author keywords

Amino acids; Antimicrobial; Benzo b thiophenes; Dehydrophenylalanines; Palladium; Suzuki coupling

Indexed keywords

ANTIFUNGAL AGENT; ANTIINFECTIVE AGENT; BENZOTHIOPHENE DERIVATIVE; DIPEPTIDE; ESTER DERIVATIVE; PHENYLALANINE DERIVATIVE;

ANTIFUNGAL ACTIVITY; ANTIMICROBIAL ACTIVITY; ARTICLE; BACILLUS CEREUS; BACILLUS SUBTILIS; BROMINATION; CANDIDA ALBICANS; CONTROLLED STUDY; DRUG STRUCTURE; DRUG SYNTHESIS; GRAM POSITIVE BACTERIUM; MINIMUM INHIBITORY CONCENTRATION; NONHUMAN; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY; STRUCTURE ANALYSIS; SUZUKI REACTION; TECHNIQUE;

CANDIDA; CANDIDA ALBICANS; LATEOLABRAX JAPONICUS; POSIBACTERIA;

EID: 8444230829     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2004.09.107     Document Type: Article

References (12)

1. S. Sagan, H. Josien, P. Karoyan, A. Brunissen, G. Chassaing, and S. Lavielle Bioorg. Med. Chem. 4 1996 2167 2178 and references cited therein
2. E.N. Prabhakaran, J.P. Nandy, S. Shukla, A. Tewari, S. Kumar Das, and J. Iqbal Tetrahedron Lett. 43 2002 6461 6466 and references cited therein
3. T.V.R.S. Sastry, B. Banerji, S.K. Kumar, A.C. Kunwar, J. Das, J.P. Nandy, and J. Iqbal Tetrahedron Lett. 43 2002 7621 7625 and references cited therein
4. M.Z. Siddiqui Int. J. Biol. Macromol. 26 1999 17 21 and references cited therein
5. P.M.T. Ferreira, H.L.S. Maia, L.S. Monteiro, and J. Sacramento J. Chem. Soc., Perkin Trans. 1 2001 3167 3173
6. N.O. Silva, A.S. Abreu, P.M.T. Ferreira, L.S. Monteiro, and M.-J.R.P. Queiroz Eur. J. Org. Chem. 2002 2524 2528
7. A.S. Abreu, N.O. Silva, P.M.T. Ferreira, and M.-J.R.P. Queiroz Eur. J. Org. Chem. 2003 1537 1544
8. A.S. Abreu, N.O. Silva, P.M.T. Ferreira, and M.-J.R.P. Queiroz Eur. J. Org. Chem. 2003 4792 4796
9. For reviews see (a) A. Suzuki, and N. Miyaura Chem. Rev. 95 1995 2457 2483
10. A. Suzuki J. Organomet. Chem. 576 1999 147 168
11. N. Rameshkumar, M. Ashokkumar, E.H. Subramanian, R. Ilavarasan, and S.K. Sridhar Eur. J. Med. Chem. 38 2003 1001 1004
12. M.-J. Queiroz, R.P. Agathe Begouin, I.C.F.R. Ferreira, G. Kirsch, R.C. Calhelha, S. Barbosa, and L.M. Estevinho Eur. J. Org. Chem. 2004 3679 3685