99184-99-3Relevant academic research and scientific papers
Synthesis of protected α-alkyl lanthionine derivatives
Deno?l, Thibaut,Zervosen, Astrid,Lemaire, Christian,Plenevaux, Alain,Luxen, André
, p. 4526 - 4533 (2014/06/10)
Protected α-alkyl lanthionine derivatives were synthesized in five steps starting from a known phenyloxazoline precursor. This approach involved the synthesis of a family of substituted cyclic sulfamidates and their regioselective opening by nucleophilic attack with a protected cysteine. This efficient multistep strategy affords various α-alkylated lanthionine derivatives in high yields.
COMPOUNDS FOR TREATMENT OF CANCER
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Paragraph 0034; 00264, (2011/10/03)
The present invention relates to novel compounds having anti-cancer activity, methods of making these compounds, and their use for treating cancer and drug-resistant tumors, e.g. melanoma, metastatic melanoma, drug resistant melanoma, prostate cancer and drug resistant prostate cancer.
Design, synthesis, and SAR studies of 4-substituted methoxylbenzoyl-aryl- thiazoles analogues as potent and orally bioavailable anticancer agents
Lu, Yan,Li, Chien-Ming,Wang, Zhao,Chen, Jianjun,Mohler, Michael L.,Li, Wei,Dalton, James T.,Miller, Duane D.
supporting information; experimental part, p. 4678 - 4693 (2011/09/14)
In a continued effort to improve upon the previously published 4-substituted methoxybenzoyl-aryl-thiazole (SMART) template, we explored chemodiverse "B" rings and "B" to "C" ring linkage. Further, to overcome the poor aqueous solubility of this series of agents, we introduced polar and ionizable hydrophilic groups to obtain water-soluble compounds. For instance, based on in vivo pharmacokinetic (PK) studies, an orally bioavailable phenyl-amino-thiazole (PAT) template was designed and synthesized in which an amino linkage was inserted between "A" and "B" rings of compound 1. The PAT template maintained nanomolar (nM) range potency against cancer cell lines via inhibiting tubulin polymerization and was not susceptible to P-glycoprotein mediated multidrug resistance in vitro, and markedly improved solubility and bioavailability compared with the SMART template (45a-c (PAT) vs 1 (SMART)).
Structure-activity relationship of new anti-tuberculosis agents derived from oxazoline and oxazole benzyl esters
Moraski, Garrett C.,Chang, Mayland,Villegas-Estrada, Adriel,Franzblau, Scott G.,M?llmann, Ute,Miller, Marvin J.
experimental part, p. 1703 - 1716 (2010/06/19)
During the syntheses and studies of natural iron chelators (mycobactins), we serendipitously discovered that a simple, small molecule, oxazoline-containing intermediate 3 displayed surprising anti-tuberculosis activity (MIC of 7.7?μM, average). Herein we
Solid-phase synthesis of α-alkylserines via phase-transfer catalytic alkylation of polymer-supported 2-phenyl-2-oxazoline-4-carboxylate
Lee, Jihye,Ha, Min Woo,Kim, Taek-Soo,Kim, Mi-Jeong,Ku, Jin-Mo,Jew, Sang-sup,Park, Hyeung-geun,Jeong, Byeong-Seon
experimental part, p. 8839 - 8843 (2009/12/26)
Described is the development of a new solid-phase synthetic method for α-alkylserines in which phase-transfer catalytic alkylation of polymer-supported 2-phenyl-2-oxazoline-4-carboxylate (12) is the key step. The easy preparation of the polymer-supported
Oxazoline-thiourea as a bifunctional organocatalyst: Enantioselective aza-Henry reactions
Chang, Yu-Wei,Yang, Jing-Jun,Dang, Jin-Ning,Xue, Yue-Xia
, p. 2283 - 2285 (2008/02/11)
Bifunctional oxazoline-thiourea-based organocatalysts were synthesized and applied to the aza-Henry reactions between N-Boc aryl imines and nitromethane in high ee and chemical yields at room temperature. Georg Thieme Verlag Stuttgart.
