Synthesis of stable analogs in blood and conformational analysis of arenastatin A, a potent cytotoxic spongean depsipeptide was written by Murakami, N.;Tamura, S.;Wang, W.;Takagi, T.;Kobayashi, M.. And the article was included in Tetrahedron in 2001.Computed Properties of C11H14O3 This article mentions the following:
In order to produce analogs of arenastatin A, I (X = Y = O; a potent cytotoxic depsipeptide from the marine sponge Dysidea arenaria) that are stable in blood, the authors synthesized four compounds with modified 15-20 ester linkage. Amongst them, the carba analog I (X = CH2, Y = O) and the 20-deoxo analog I (X = O, Y = H2) showed stability in serum. The thio analog I (X = S, Y = O) showed potent cytotoxicity against KB cells (IC50 = 0.9 ng/mL). The 15-dimethyl analog II was somewhat more stable than arenastatin A itself, but its potency was reduced against KB cells (IC50 = 200ng/mL). The conformation of arenastatin A and its analogs were analyzed by distance-restrained mol. dynamic calculation to reveal a three-dimensional stereostructure contributing to the extremely potent cytotoxicity of arenastatin A. In the experiment, the researchers used many compounds, for example, Benzyl 2-hydroxy-2-methylpropanoate (cas: 19444-23-6Computed Properties of C11H14O3).
Benzyl 2-hydroxy-2-methylpropanoate (cas: 19444-23-6) belongs to esters. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Computed Properties of C11H14O3
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics