16473-35-1Relevant articles and documents
Catalytic Asymmetric Disulfuration by a Chiral Bulky Three-Component Lewis Acid-Base
Zhang, Qi,Li, Yao,Zhang, Long,Luo, Sanzhong
, p. 10971 - 10976 (2021)
A three-component Lewis acid–base (Lewis trio) involving a bulky chiral primary amine, B(C6F5)3 and a bulky tertiary amine has been developed as an effective enamine catalyst for enantioselective disulfuration reactions. The bulky tertiary amine was found to activate a bulky primary–tertiary diamine–borane Lewis pair for enamine catalysis via frustrated interaction. The resulted chiral bulky Lewis trio (BLT) allows for the construction of chiral disulfides via direct disulfuration with β-ketocarbonyls or α-branched aldehydes in a practical and highly stereocontrolled manner.
Hydrotropic polymer-based paclitaxel-loaded self-assembled nanoparticles: Preparation and biological evaluation
Gao, Lipeng,Gao, Liefang,Fan, Mingxue,Li, Qilong,Jin, Jiyu,Wang, Jing,Lu, Weiyue,Yu, Lei,Yan, Zhiqiang,Wang, Yiting
, p. 33248 - 33256 (2017)
The poor compatibility of carrier materials with drugs is one of the main obstacles in the drug encapsulation of nano-drug delivery system (NDDS), hindering the clinical translation of NDDS. In this study, using paclitaxel (PTX) as the insoluble model drug, we conjugated N,N-diethylniacinamide (DENA), a hydrotropic agent of PTX, to the backbone of poly(l-γ-glutamyl-glutamine) (PGG), a water-soluble polymer, to prepare the "hydrotropic polymer" PGG-DENA to improve its compatibility with PTX. By virtue of the hydrotropic effect of the DENA group, PTX was encapsulated by PGG-DENA to obtain the hydrotropic polymeric nanoparticles (PGG-DENA/PTX NPs). PTX-conjugated poly(l-γ-glutamyl-glutamine) acid (PGG-PTX) NPs previously reported were used as the control in the study. The PGG-DENA/PTX NPs showed a z-average hydrodynamic diameter of about 70 nm, and good long-term stability in PBS solution at 4 °C. The cumulative release rate of PTX from PGG-DENA/PTX NPs reached 79.10% at 96 h, while that of PGG-PTX NPs was 22.96%. PGG-DENA/PTX NPs showed significantly increased in vitro cytotoxicity on NCI-H460 lung cancer cells compared with PGG-PTX NPs. The hemolysis study proved that the PGG-DENA/PTX NPs has good biocompatibility. These results indicated that by introducing the hydrotropic agent DENA, the hydrotropic polymer PGG-DENA becomes an effective carrier material of PTX. This study provides a solution to increase the compatibility of carrier materials with insoluble drugs, and also may provide an effective way to develop a series of personalized carrier materials suitable for different insoluble drugs.
Reaction of Diisobutylaluminum Borohydride, a Binary Hydride, with Selected Organic Compounds Containing Representative Functional Groups
Amberchan, Gabriella,Snelling, Rachel A.,Moya, Enrique,Landi, Madison,Lutz, Kyle,Gatihi, Roxanne,Singaram, Bakthan
supporting information, p. 6207 - 6227 (2021/05/06)
The binary hydride, diisobutylaluminum borohydride [(iBu)2AlBH4], synthesized from diisobutylaluminum hydride (DIBAL) and borane dimethyl sulfide (BMS) has shown great potential in reducing a variety of organic functional groups. This unique binary hydride, (iBu)2AlBH4, is readily synthesized, versatile, and simple to use. Aldehydes, ketones, esters, and epoxides are reduced very fast to the corresponding alcohols in essentially quantitative yields. This binary hydride can reduce tertiary amides rapidly to the corresponding amines at 25 °C in an efficient manner. Furthermore, nitriles are converted into the corresponding amines in essentially quantitative yields. These reactions occur under ambient conditions and are completed in an hour or less. The reduction products are isolated through a simple acid-base extraction and without the use of column chromatography. Further investigation showed that (iBu)2AlBH4 has the potential to be a selective hydride donor as shown through a series of competitive reactions. Similarities and differences between (iBu)2AlBH4, DIBAL, and BMS are discussed.
Rapid assembly of phosphate-bridged tetra-mannose by ionic liquid-supported oligosaccharide synthesis
Yang, Guangyi,Mei, Guodong,Shen, Peng,Hong, Haofei,Wu, Zhimeng
, (2020/12/02)
An efficient ionic liquid-supported oligosaccharide synthesis (ILSOS) strategy was described for the synthesis of linear oligo-phosphomannan. A new cleavable benzyl carbamate-type IL supporter containing 5-aminopentanyl linker was designed as an acceptor IL tag to facilitate this synthesis. The chain elongation on IL tag was achieved by H-phosphonate chemistry, including condensation with α-mannosyl H-phosphonate, in situ oxidation reaction and subsequent deprotection. After four cycles, linear α-(1 → 6)-tetra-mannan phosphate was obtained with a total yield of 52.7% within 45 h. The IL tagged product exhibited a tunable solubility in polar and non-polar solvent systems that facilitate a chromatography-free purification in the assembly process. The IL tag could be easily removed after hydrogenolysis treatment after the final step, to afford an amine terminated linker at the reducing end of phosphoglycan for further conjugation with a carrier protein. This methodology offered an efficient and chromatography-free approach for the synthesis of phosphoglycan.
[...] derivatives
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Paragraph 0070, (2018/01/02)
PROBLEM TO BE SOLVED: To provide a dibenzyl trithiocarbonate derivative having various functional groups at both terminals of the molecule and to provide a method for producing the same.SOLUTION: There is provided a dibenzyl trithiocarbonate derivative represented by the following general formula (1): wherein, Ar is a phenylene group or a naphthylene group; R is an acetoxy group, a hydroxy group, a hydroxymethyl group, or a methoxycarbonyl group having a substituent represented by the formula, -C(O)-O-CH-R(wherein, Ris a Cto Calkyl or a Cto Calkenyl group having a substituent). There is provided a method for producing a dibenzyl trithiocarbonate derivative represented by the general formula (1) in which a compound represented by the formula (3) (wherein X is a halogen atom) is reacted with a trithiocarbonate in an amide-based solvent to trithiocarbonate.
ORGANIC COMPOUNDS TO TREAT HEPATITIS B VIRUS
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Paragraph 0602; 0611, (2016/08/17)
The disclosure relates to compositions comprising a HBV RNAi agent. In some embodiments, the HBV RNAi agent comprises a sense and an anti-sense strand, each strand being an 18-mer and the strands together forming a blunt-ended duplex, wherein the 3′ end of at least one strand terminates in a phosphate or modified internucleoside linker and further comprises, in 5′ to 3′ order: a spacer; a second phosphate or modified internucleoside linker; and a 3′ end cap. In some embodiments, the 3′ end of both the sense and anti-sense strand further comprise, in 5′ to 3′ order: a spacer; a second phosphate or modified internucleoside linker; and a 3′ end cap. The two strands can have the same or different spacers, phosphates or modified internucleoside linkers, and/or 3′ end caps. The strands can be ribonucleotides, or, optionally, one or more nucleotide can be modified or substituted. Optionally, at least one nucleotide comprises a modified internucleoside linker. Optionally, the RNAi agent can be modified on one or both 5′ end. Optionally, the sense strand can comprise a 5′ end cap which reduces the amount of the RNA interference mediated by this strand. Optionally, the RNAi agent is attached to a ligand. This format can be used to devise RNAi agents to a variety of different targets and sequences. The disclosure also relates to processes for making such compositions, and methods and uses of such compositions, e.g., to mediate RNA interference. The disclosure also pertains to methods of treating, ameliorating and preventing HBV in a patient involving the step of administering to the patient a therapeutic amount of a HBV RNAi agent.
CURABLE COMPOUND WITH HIGH REFRACTIVE INDEX, ADHESIVE COMPOSITION FOR OPTICAL MEMBER COMPRISING THE SAME AND COMPOSITION FOR OPTICAL SHEET COMPRISING THE SAME
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Paragraph 0144-0147, (2017/04/11)
Provided are a compound represented by chemical formula 1, a compound represented by chemical formula 4, an adhesive composition for optical members including the same, and a composition for optical sheets including the same. More specifically, the purpose of the present invention is to provide a compound which is curable and has a high refractive index.COPYRIGHT KIPO 2016
3'END CAPS FOR RNAi AGENTS FOR USE IN RNA INTERFERENCE
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Page/Page column 161-162, (2015/04/22)
The disclosure relates to novel compounds and compositions comprising a RNAi agent comprising a novel compound as a 3' end cap. The disclosure also relates to processes for making such compositions, and methods and uses of such compositions, e.g., to mediate RNA interference.
Smaller, faster, better: Modular synthesis of unsymmetrical ammonium salt-tagged NHC-gold(i) complexes and their application as recyclable catalysts in water
Belger, Katrin,Krause, Norbert
supporting information, p. 8556 - 8560 (2015/08/06)
Facile access towards a small library of unsymmetrical ammonium salt-tagged N-heterocyclic carbene gold(i) complexes is described, and their application as recyclable catalysts in cyclization reactions of acetylenic carboxylic acids and amides to lactones and lactams, respectively, in aqueous media is demonstrated. Catalyst 1ab was applied in the synthesis of 2-epi-clausemarine A (16).
Novel analogues of resveratrol: Metabolism and inhibition of colon cancer cell proliferation
Simon, Charles,Britton, Robert G.,Cai, Hong,Gescher, Andreas J.,Brown, Karen,Jenkins, Paul R.
, p. 6203 - 6212 (2013/07/19)
Resveratrol is a phytochemical present in the skin of red grapes, and hence red wine as well as a variety of berries and nuts. It is an anti-oxidant, which has shown cancer chemopreventive properties in preclinical rodent models of carcinogenesis. The bioavailability of resveratrol is low, as it is rapidly metabolised to glucuronides and sulfates. The pharmacological activities of conjugate metabolites of phenols are often much lower than those of their metabolic progenitors. Therefore chemical synthetic manipulations aimed at slowing the rate of metabolic conjugation of phenols may generate analogues with increased bioavailability and efficacy. Here we describe the synthesis using the Wittig-Horner-Emmons reaction of a new series of resveratrol analogues in which the phenol moieties were systematically replaced by hydroxymethyl and/or methoxy groups. Incubation of analogues, which lack phenol groups with phase II metabolising enzyme preparations generated hardly any, or only small amounts of, conjugates. Four of the new analogue inhibited the growth of human-derived HCA-7 colon cancer cells, but with much less potency than resveratrol.
