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Ethyl 1,4‐dihydro‐1‐ethyl‐4‐oxoquinoline‐3‐carboxylate and 29 of its mono‐, di‐ and tri‐fluoro and/or ‐chloro derivatives were synthesized and their 1H, 13C and 19F NMR spectra were recorded. 1H, 13C and 19F chemical shifts, JHH, JFH, JCF and JFF coupling constants are reported. The 13C substituent chemical shift values of the chloro and fluoro substituents were calculated by linear multiple regression.

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A partially retro-inverso analogue of the natural growth factor G H K was synthesized, in which the -CONH-bond between hktidine and lysine was modified as -NHCO-. This modification is not expected to perturb the spatial distribution of the side-chains, and therefore the binding processes, compared to the native peptide.In the synthesis of the analogue two possible systems for deblocking of N"-Born group of histidine have been applied and compared. An alternative method is also described for the incorporation of malonyllysine into the peptide chain.When evaluated with respcct to resistance toward degradation by human plasma in vitro, the new peptide analogue showed approximately a ten-fold increase in stability versus the parent peptide.