88280-53-9Relevant academic research and scientific papers
ACYLATED CATECHIN POLYPHENOLS AND METHODS OF THEIR USE FOR THE TREATMENT OF CANCER
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Page/Page column 48, (2019/12/28)
Disclosed herein are acylated active agents and methods of their use, e.g., for modulating a cancer marker or for treating cancer.
ACTIVE AGENTS AND METHODS OF THEIR USE FOR THE TREATMENT OF METABOLIC DISORDERS AND NONALCOHOLIC FATTY LIVER DISEASE
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Page/Page column 67; 72, (2019/12/28)
Disclosed herein are active agents, compositions containing them, unit dosage forms containing them, and methods of their use, e.g., for treating a metabolic disorder or nonalcoholic fatty liver disease or for modulating a metabolic marker or nonalcoholic fatty liver disease marker.
MULTIBIOTIC AGENTS AND METHODS OF USING THE SAME
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Page/Page column 84; 105; 154; 155, (2019/01/06)
Multibiotic agents are disclosed. The multibiotic agents may contain two or more moieties linked through bonds cleavable in vivo. The bonds cleavable in vivo can be ester bonds, amide bonds, azo bonds, glycosidic bonds, carbonate linkers, or carbamate linkers. The moieties can be alcohol cores, amine cores, and/or acyls. Also disclosed are compositions containing multibiotic agents and methods of using the multibiotic agents.
Identification of a Robust Carbonyl Reductase for Diastereoselectively Building syn-3,5-Dihydroxy Hexanoate: A Bulky Side Chain of Atorvastatin
Gong, Xu-Min,Zheng, Gao-Wei,Liu, You-Yan,Xu, Jian-He
supporting information, p. 1349 - 1354 (2017/09/23)
t-Butyl-6-cyano-(3R,5R)-dihydroxyhexanoate is an advanced chiral precursor for the synthesis of the side chain pharmacophore of cholesterol-lowering drug atorvastatin. Herein, a robust carbonyl reductase (LbCR) was newly identified from Lactobacillus brevis, which displays high activity and excellent diastereoselectivity toward bulky t-butyl 6-cyano-(5R)-hydroxy-3-oxo-hexanoate (7). The engineered Escherichia coli cells harboring LbCR and glucose dehydrogenase (for cofactor regeneration) were employed as biocatalysts for the asymmetric reduction of substrate 7. As a result, as much as 300 g L-1 of water-insoluble substrate was completely converted to the corresponding chiral diol with >99.5% de in a space-time yield of 351 g L-1 d-1, indicating a great potential of LbCR for practical synthesis of the very bulky and bi-chiral 3,5-dihydroxy carboxylate side chain of best-selling statin drugs.
Conjugated microporous polymers with chiral BINAP ligand built-in as efficient catalysts for asymmetric hydrogenation
Wang, Xu,Lu, Sheng-Mei,Li, Jun,Liu, Yan,Li, Can
, p. 2585 - 2589 (2015/05/13)
A series of chiral conjugated microporous polymers (CMPs) based on the chiral (R)-BINAP ligand (BINAP-CMPs) were synthesized with tunable BET surface areas. These solid catalysts show high activities and enantioselectivities for the asymmetric hydrogenation of β-keto esters after coordination with ruthenium species. Moreover, CMPs can realize spatial isolation. Through preventing the formation of dimers and trimers, BINAP-CMPs show much higher activity than BINAP for the Ir-catalyzed asymmetric hydrogenation of quinaldine.
Enhanced enantioselectivity in the heterogeneous catalytic hydrogenation of acetoacetate esters into the corresponding 3-hydroxybutyrates using commercial nickel powder
Osawa, Tsutomu,Kizawa, Tomoko,Ikeda, Shinji,Kitamura, Takayuki,Inoue, Yoshihisa,Borovkov, Victor
, p. 1630 - 1633 (2015/01/09)
Heterogeneous catalytic hydrogenation of acetoacetic acid esters over tartaric acid/NaBr-modified Ni powder was determined to be a critical function of the steric bulk of the ester moiety to afford quantitatively 3-hydroxybutyrate in 94% enantiomeric excess when ethyl and i-butyl esters are used, providing a facile route to optically active 3-hydroxybutyrates.
Mechanistic insight with HBCH2CoA as a probe to polyhydroxybutyrate (PHB) synthases
Zhang, Wei,Shrestha, Ruben,Buckley, Rachael M.,Jewell, Jamie,Bossmann, Stefan H.,Stubbe, Joanne,Li, Ping
, p. 1773 - 1779 (2014/11/12)
Polyhydroxybutyrate (PHB) synthases catalyze the polymerization of 3-(R)-hydroxybutyrate coenzyme A (HBCoA) to produce polyoxoesters of 1-2 MDa. A substrate analogue HBCH2CoA, in which the S in HBCoA is replaced with a CH2 group, was synthesized in 13 steps using a chemoenzymatic approach in a 7.5% overall yield. Kinetic studies reveal it is a competitive inhibitor of a class I and a class III PHB synthases, with Kis of 40 and 14 μM, respectively. To probe the elongation steps of the polymerization, HBCH2CoA was incubated with a synthase acylated with a [ 3H]-saturated trimer-CoA ([3H]-sTCoA). The products of the reaction were shown to be the methylene analogue of [3H]-sTCoA ([3H]-sT-CH2-CoA), saturated dimer-([3H]-sD- CO2H), and trimer-acid ([3H]-sT-CO2H), distinct from the expected methylene analogue of [3H]-saturated tetramer-CoA ([3H]-sTet-CH2-CoA). Detection of [3H]-sT- CH2-CoA and its slow rate of formation suggest that HBCH 2CoA may be reporting on the termination and repriming process of the synthases, rather than elongation.
Modified Yamaguchi reagent: Convenient and efficient esterification
Okuno, Yoshinori,Isomura, Shigeki,Nishibayashi, Akihiro,Hosoi, Aiko,Fukuyama, Kei,Ohba, Masashi,Takeda, Kazuyoshi
supporting information, p. 2854 - 2860 (2014/10/15)
A convenient and efficient esterification method that used a modified Yamaguchi reagent (2,4,6-trichlorobenzoyl chloride-4-dimethylaminopyridine) and avoided use not only of intractable acid chloride but also of acid anhydrides was proposed. The reaction mechanism was described by Fourier transform infrared spectroscopy and supported by a density functional theory calculation.
Asymmetric β-boration of α,β-unsaturated carbonyl compounds with chiral Rh[bis(oxazolinyl)phenyl] catalysts
Toribatake, Kenji,Zhou, Li,Tsuruta, Ayae,Nishiyama, Hisao
, p. 3551 - 3560 (2013/05/08)
Chiral rhodium[bis(oxazolinyl)phenyl] complexes exhibited high catalytic activity for the β-boration of α,β-unsaturated esters, ketones, and amides with bis(pinacolato)diboron in the presence of sodium tert-butoxide to attain high enantioselectivity of up to 97%. The substrate scope and catalytic mechanism were discussed.
Mesoporous cross-linked polymer copolymerized with chiral BINAP ligand coordinated to a ruthenium species as an efficient heterogeneous catalyst for asymmetric hydrogenation
Sun, Qi,Meng, Xiangju,Xiao, Feng-Shou,Liu, Xiao,Zhang, Xiaoming,Yang, Yan,Yang, Qihua
supporting information, p. 10505 - 10507,3 (2020/09/02)
We report here a successful preparation of a heterogeneous chiral catalyst from copolymerization of mesoporous cross-linked polymer with chiral BINAP ligands, followed by coordination of the BINAP with a ruthenium species, which exhibits high activity, excellent enantioselectivity, and extraordinary recyclability in asymmetric hydrogenation.
