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1.
Polymers (Basel) ; 14(8)2022 Apr 11.
Article in English | MEDLINE | ID: mdl-35458312

ABSTRACT

Polyhemiaminal (PHA) polymers are a new class of thermosetting polymers that have recently gained attention owing to their high mechanical strength and excellent recycling behavior. However, low thermal stability is a common issue in PHA polymers due to the thermally labile crosslinked knots. Herein, crosslinked PHA polymer composites were synthesized by reacting formaldehyde with a precursor solution of 4,4'-oxydianiline (ODA) and cyclodextrins (CDs) (α-, ß-, and γ-). The material obtained under optimal conditions (ODA:CD molar ratio of 1:0.5, 37% aqueous solution of formaldehyde (formalin)) exhibited good film formability and high thermal stability with two characteristic decomposition phenomena and a high char yield. The early decomposition of CDs and char formation led to high thermal stability. Time-resolved NMR analysis was conducted to study hemiaminal bond formation via a condensation reaction between ODA and formaldehyde. Furthermore, PHA matrix formation was confirmed by the dissolution of the deposited CD layer in a solution of N-methyl-2-pyrrolidinone containing 8-9 wt.% LiBr at 80 °C and FTIR analysis. Based on the elemental analysis results, PHA network formation was confirmed by considering a single unit of the PHA network with CD composition, including the solvent and water.

2.
J Agric Food Chem ; 64(5): 1151-7, 2016 Feb 10.
Article in English | MEDLINE | ID: mdl-26805704

ABSTRACT

A recently developed method enabled us to simultaneously characterize and quantitate glycosidically bound volatiles (GBVs) at picomole levels using liquid chromatography-mass spectrometry (LC-MS). On the basis of the analytical data it is possible to screen tea varieties most suitable for black tea processing, in which higher concentrations of primeverosides accumulate. The primeverosides decreased at the rolling step in black tea processing, whereas the glucopyranosides did not change much. The total contents of GBVs gradually increased at the withering steps and then remarkably increased after the fixing step at 230 °C, during oolong tea processing. The presence of 6'-O-malonyl ester type ß-D-glucopyranosides in the tea samples suggested a contribution to the increment in glucopyranosides during oolong tea processing. The method was also used to analyze GBVs and their derivatives to understand their possible role in the metabolic pathway of tea.


Subject(s)
Camellia sinensis/chemistry , Glycosides/chemistry , Plant Extracts/chemistry , Volatile Organic Compounds/chemistry , Food Handling , Gas Chromatography-Mass Spectrometry , Kinetics , Odorants/analysis , Plant Leaves/chemistry
3.
J Org Chem ; 79(15): 6808-15, 2014 Aug 01.
Article in English | MEDLINE | ID: mdl-25026389

ABSTRACT

This study is focused on the synthesis and characterization of hydroxy-apo-10'-carotenal/quantum dot (QD) conjugates aiming at the in vivo visualization of ß-ionone, a carotenoid-derived volatile compound known for its important contribution to the flavor and aroma of many fruits, vegetables, and plants. The synthesis of nanoparticles bound to plant volatile precursors was achieved via coupling reaction of the QD to C27-aldehyde which was prepared from α-ionone via 12 steps in 2.4% overall yield. The formation of the QD-conjugate was confirmed by measuring its fluorescence spectrum to observe the occurrence of fluorescence resonance energy transfer.


Subject(s)
Aldehydes/chemistry , Carotenoids/chemical synthesis , Nanoparticles/chemistry , Norisoprenoids/chemistry , Quantum Dots/chemistry , Carotenoids/chemistry , Fluorescence Resonance Energy Transfer
4.
PLoS One ; 6(11): e28011, 2011.
Article in English | MEDLINE | ID: mdl-22132193

ABSTRACT

The immediately-early response gene 5 (IER5) has been reported to be induced by γ-ray irradiation and to play a role in the induction of cell death caused by radiation. We previously identified IER5 as one of the 2,3,4-tribromo-3-methyl-1-phenylphospholane 1-oxide (TMPP)-induced transcriptional responses in AML cells, using microarrays that encompassed the entire human genome. However, the biochemical pathway and mechanisms of IER5 function in regulation of the cell cycle remain unclear. In this study, we investigated the involvement of IER5 in the cell cycle and in cell proliferation of acute myeloid leukemia (AML) cells. We found that the over-expression of IER5 in AML cell lines and in AML-derived ALDH(hi) (High Aldehyde Dehydrogenase activity)/CD34(+) cells inhibited their proliferation compared to control cells, through induction of G2/M cell cycle arrest and a decrease in Cdc25B expression. Moreover, the over-expression of IER5 reduced colony formation of AML-derived ALDH(hi)/CD34(+) cells due to a decrease in Cdc25B expression. In addition, over-expression of Cdc25B restored TMPP inhibitory effects on colony formation in IER5-suppressed AML-derived ALDH(hi)/CD34(+) cells. Furthermore, the IER5 reduced Cdc25B mRNA expression through direct binding to Cdc25B promoter and mediated its transcriptional attenuation through NF-YB and p300 transcriptinal factors. In summary, we found that transcriptional repression mediated by IER5 regulates Cdc25B expression levels via the release of NF-YB and p300 in AML-derived ALDH(hi)/CD34(+) cells, resulting in inhibition of AML progenitor cell proliferation through modulation of cell cycle. Thus, the induction of IER5 expression represents an attractive target for AML therapy.


Subject(s)
CCAAT-Binding Factor/metabolism , E1A-Associated p300 Protein/metabolism , Immediate-Early Proteins/metabolism , Leukemia, Myeloid, Acute/pathology , Neoplastic Stem Cells/pathology , Nuclear Proteins/metabolism , Transcription, Genetic , cdc25 Phosphatases/genetics , Antigens, CD34/metabolism , Cell Cycle , Cell Proliferation , Cell Separation , Gene Expression Regulation, Leukemic , Gene Knockdown Techniques , Humans , Immediate-Early Proteins/genetics , Leukemia, Myeloid, Acute/genetics , Nuclear Proteins/genetics , Promoter Regions, Genetic/genetics , Protein Binding , RNA, Messenger/genetics , RNA, Messenger/metabolism , Repressor Proteins/metabolism , Tumor Stem Cell Assay
5.
Bioorg Med Chem Lett ; 20(3): 932-4, 2010 Feb 01.
Article in English | MEDLINE | ID: mdl-20060715

ABSTRACT

A new type of dendritic molecules Gd-DTPA-XDA-D1-Glc(OH), which work as a functionalized ligand coordinating gadolinium(III) ion at the center of their frameworks with two glucose moieties on the molecular surfaces, were readily synthesized with high yield. The structures were established by IR, (1)H, (13)C NMR, and mass spectral studies. Its bio-distribution patterns were evaluated on rats.


Subject(s)
Contrast Media/chemical synthesis , Gadolinium DTPA/chemical synthesis , Glucose/chemical synthesis , Magnetic Resonance Imaging , Animals , Gadolinium DTPA/analysis , Glucose/analysis , Liver Neoplasms/diagnostic imaging , Magnetic Resonance Imaging/methods , Radionuclide Imaging , Rats
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