engleski

Ferrocene peptidomimetics

The peptidomimetics are peptide or non-peptide molecules with a potential for enhanced conformational stability and activity compared with natural peptides. One of the numerous design approaches utilizes a small molecular scaffold aimed to induce the formation of turn structures upon insertion into the peptide backbone. Owing to the distance between cyclopentadiene rings, 1, 1′-disubstituted ferrocene scaffolds exhibit a great potential to nucleate turns and -sheet-like structures in the derived peptides. The recent results obtained on conjugates of Ala‒Pro sequences and ‒NH‒Fn‒NH‒ scaffold (Fn = ferrocenylene) revealed a different conformational properties of homo- and heterochiral peptides. Also, the bulkiness and basicity of the N-terminal Boc and Ac groups were founded to influence their conformational behaviour.[1] Novel ferrocene peptides 1-4 are synthesized to explore not only the impact of the backbone chirality and N-terminal groups, but also the influence of a ferrocene scaffold ‒NH‒Fn‒CO‒ on their conformational patterning. Furthermore, the ability of the prepared conjugates to inhibit the growth of estrogen receptor-responsive MCF-7 mammary carcinoma cells and HeLa cervical carcinoma cells is tested.

ferrocene, peptidomimetics, conformational analysis

nije evidentirano