Abstract
THE availability of 6-aminopenicillanic acid1 and 7-aminocephalosporanic acid2 has made possible the syntheses of a number of useful semi-synthetic derivatives3. We would like to report the preparation of a new class of penicillins and cephalosporins, which have in common the presence of a guanidino group. These compounds demonstrate quite remarkable in vivo potencies which we feel are attributable, at least in part, to low serum binding. The following examples are cited as important analogues of this series.
This is a preview of subscription content, access via your institution
Access options
Subscribe to this journal
Receive 51 print issues and online access
$199.00 per year
only $3.90 per issue
Buy this article
- Purchase on Springer Link
- Instant access to full article PDF
Prices may be subject to local taxes which are calculated during checkout
Similar content being viewed by others
References
Batchelor, F. R., Doyle, F. P., Nayler, J. H. C., and Robinson, G. N., Nature, 183, 257 (1959).
Chauvette, R. R., Flynn, E. H., Jackson, B. G., Lavagnino, E. R., Morin, R. B., Mueller, R. A., Pioch, R. P., Roeske, R. W., Ryan, C. W., Spencer, J. L., and Heyningen, E. V., J. Amer. Chem. Soc., 84, 3401 (1962). See also ref. 3 (b).
(a) An excellent summary of various aspects of these new penicillins and cephalosporins may be found in Doyle, F. P., and Nayler, J. H. C., Advances in Drug Research, edit. by Harper, N. J., and Simmonds, A. B., 1, 1 (Academic Press, London, 1964) For a recent comparison of the penicillinase-resistant penicillins and cephalosporins see (b) Barber, M., and Waterworth, P. M., Brit. Med. J., 344 (1964).
Nenitzescu, C. D., and Salomonica, E., Organic Syntheses, Coll., 2, 496 (John Wiley and Sons, Inc., New York, 1943).
These and subsequent biological data will be the subject of a separate communication by Frost, B. M., Valiant, M. E., Thiele, E. H., and Robinson, H. J.
Crowther, A. F., Curd, F. H. S., and Rose, F. L., J. Chem. Soc., 589 (1948).
Doyle, F. R., Nayler, J. H. C., Woddington, H. R. J., Hanson, J. C., and Thomas, G. R., J. Chem. Soc., 501 (1963).
Morin, R. B., Jackson, B. G., Flynn, E. H., and Roeske, R. W., J. Amer. Chem. Soc., 84, 3400 (1962).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
LEANZA, W., CHRISTENSEN, B., ROGERS, E. et al. Syntheses of Guanidino-substituted Penicillins and Cephalosporins. Nature 207, 1395–1396 (1965). https://doi.org/10.1038/2071395b0
Published:
Issue Date:
DOI: https://doi.org/10.1038/2071395b0
Comments
By submitting a comment you agree to abide by our Terms and Community Guidelines. If you find something abusive or that does not comply with our terms or guidelines please flag it as inappropriate.
