In 2016,Almaliti, Jehad; Al-Hamashi, Ayad A.; Negmeldin, Ahmed T.; Hanigan, Christin L.; Perera, Lalith; Pflum, Mary Kay H.; Casero, Robert A.; Tillekeratne, L. M. Viranga published 《Largazole Analogues Embodying Radical Changes in the Depsipeptide Ring: Development of a More Selective and Highly Potent Analogue》.Journal of Medicinal Chemistry published the findings.Category: ethers-buliding-blocks The information in the text is summarized as follows:
A number of analogs of the marine-derived histone deacetylase inhibitor largazole incorporating major structural changes in the depsipeptide ring were synthesized. Replacing the thiazole-thiazoline fragment of largazole with a bipyridine group gave analog (I) with potent cell growth inhibitory activity and an activity profile similar to that of largazole, suggesting that conformational change accompanying switching hybridization from sp3 to sp2at C-7 is well tolerated. Analog I was more class I selective compared to largazole, with at least 464-fold selectivity for class I HDAC proteins over class II HDAC6 compared to a 22-fold selectivity observed with largazole. To our knowledge I represents the first example of a potent and highly cytotoxic largazole analog not containing a thiazoline ring. The elimination of a chiral center derived from the unnatural amino acid (R)-α-methylcysteine makes the mol. more amenable to chem. synthesis and, coupled with its increased class I selectivity, I could serve as a new lead compound for developing selective largazole analogs. The experimental part of the paper was very detailed, including the reaction process of tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6Category: ethers-buliding-blocks)
tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6) belongs to ethers.The C-O bonds that comprise simple ethers are strong. They are unreactive toward all but the strongest bases. Although generally of low chemical reactivity, they are more reactive than alkanes. Category: ethers-buliding-blocks
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem