Synthesis and biological activity of novel backbone‐bicyclic Substance‐P analogs containing lactam and disulfide bridges
- 1 May 1997
- journal article
- Published by Wiley in Chemical Biology & Drug Design
- Vol. 49 (5), 421-426
- https://doi.org/10.1111/j.1399-3011.1997.tb00894.x
Abstract
A biased library of 60 novel backbone‐bicyclic Substance P analogs was prepared by the simultaneous multiple peptide synthesis method. The peptides, containing both a lactam and a disulfide ring, were synthesized by combined Boc and Fmoc chemistries, and were cyclized on the resin. Cleavage of the S‐benzyl group and oxidation of the sulfhydryl groups was enabled by adaptation of the diphenylsulfoxide‐trichloromethylsilane method to solid‐phase synthesis. The peptides were screened for NK‐1 and NK‐3 activity, and were found to be weak agonists. © Munksgaard 1997.Keywords
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