129797-35-9Relevant academic research and scientific papers
Novel aminopeptidase N inhibitors with improved antitumor activities
Wang, Qiang,Shi, Qiao,Huang, Lu
, p. 98 - 106 (2015/11/17)
A series of aminopeptidase N (APN) inhibitors were designed and synthesized. Enzyme inhibitory, docking and antiproliferative studies were performed to evaluate the derived molecules. Molecule D15, with IC50 values of 10.9 μM, showed the best performance in the APN enzymatic inhibition assay. The binding pattern of molecule D9 and D15 in the active site of APN was predicted by docking studies. Hydrophobic and H-bond interactions were discovered to make key roles in the ligand-receptor bindings. Compared with the previous C7, several molecules such as D9, D14 and D15, exhibited significantly improved activities in inhibiting the growth of HL-60, ES-2, A549 and PLC cell lines.
Stimuli-responsive supramolecular gelation in ferrocene-peptide conjugates
Afrasiabi, Rouzbeh,Kraatz, Heinz-Bernhard
, p. 17296 - 17300 (2014/01/06)
Teaching an old dog new tricks: Ferrocene-dipeptide conjugates capable of forming gels in response to various external signals including sound, thermal, redox, and mechanical stress are reported (see figure). Interesting examples of how ferrocene-peptide conjugates can be exploited for the construction of organometallic gelators are demonstrated.
Small-peptide-based organogel kit: Towards the development of multicomponent self-sorting organogels
Afrasiabi, Rouzbeh,Kraatz, Heinz-Bernhard
supporting information, p. 15862 - 15871 (2014/04/03)
The results presented here highlight the extremely useful nature of ultra-short peptides as building blocks in the development of smart multicomponent supramolecular devices. A facile bottom-up strategy for the synthesis of a small library of stimuli-resp
Synthesis of sansalvamide A peptidomimetics: Triazole, oxazole, thiazole, and pseudoproline containing compounds
Davis, Melinda R.,Singh, Erinprit K.,Wahyudi, Hendra,Alexander, Leslie D.,Kunicki, Joseph B.,Nazarova, Lidia A.,Fairweather, Kelly A.,Giltrap, Andrew M.,Jolliffe, Katrina A.,McAlpine, Shelli R.
, p. 1029 - 1051 (2012/02/15)
Peptidomimetic-based macrocycles typically have improved pharmacokinetic properties over those observed with peptide analogs. Described are the syntheses of 13 peptidomimetic derivatives that are based on active sansalvamide A structures, where these analogs incorporate heterocycles (triazoles, oxazoles, thiazoles, or pseudoprolines) along the macrocyclic backbone. The syntheses of these derivatives employ several approaches that can be applied to convert a macrocyclic peptide into its peptidomimetic counterpart. These approaches include peptide modifications to generate the alkyne and azide for click chemistry, a serine conversion into an oxazole, a Hantzsch reaction to generate the thiazole, and protected threonine to generate the pseudoproline derivatives. Furthermore, we show that two different peptidomimetic moieties, triazoles, and thiazoles, can be incorporated into the macrocyclic backbone without reducing cytotoxicity: triazole and thiazole.
