13 K. Shinoda and H. Saito, J. Colloid Interface Sci., 1969, 30, 258.
ml), sodium bicarbonate 10% w/v (2 × 50 ml) and plain water
(3 × 50 ml). The residue was freeze-dried to give 1.5 g of pure
product (90% yield, 99.9% purity by HPLC). NMR data δH(300
MHz; d6-DMSO) 9.06 (1H, s, OH), 8.40 (1H, d, J 7.5, NH),
7.93 (1H, d, J 7.5, NH), 7.76 (2H, d, J 7.5, NH2), 7.51–7.04
(12H, m, Ph), 6.60 (2H, d, J 7.5, Ph), 4.57–4.48 (2H, m, 2(CH)),
3.01–2.82 (4H, m, 2(CH2)). δC(75 MHz, d6-DMSO) 172.6 (CO-
NH), 171.0 (CO-NH2), 166.3 (C-OH), 155.6 (Ph-CO-NH),
137.7–114.8 (11 signals, C aromatic), 55.2 and 53.6 (two signals,
NH-CH-CO), 37.6 and 35.9 (two signals,CH2). Electrospray-
mass spectrum m/z [M+H]+ 432.5; C25H25N3O4 requires 431.5.
14 H. A. Hoffmann, Adv. Colloid Interface Sci., 1990, 32, 123.
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16 A. Pinazo, M. R. Infante, P. Izquierdo and C. Solans, J. Chem. Soc.,
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Acknowledgements
Financial support from the Spanish C.I.C.Y.T. (grants BIO99-
1219-C02-02 and QUI99-0997CO2-01) and from Generalitat de
Catalunya (grant 1999SGR-00193) is acknowledged.
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27 A. L. Fink, Biochemistry, 1973, 12, 1736; A. L. Fink and K. J.
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28 R. Pons, J. C. Ravey, S. Sauvage, M. J. Stebe, P. Erra and C. Solans,
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