6-Aminohexyl glycosides of β-D-Gal→β-D-GlcNAc disaccharides having β-(1→3)-, β-(1→4)-, and β-(1→6)-Iinkages were prepared. 6-(Benzyloxycarbonylamino)-1-hexanol was glycosylated with 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl chloride, to yield (80 %) a crystalline β-gly...
A facile synthesis of p-nitrophenyl 2-acetamido-2-deoxy-4-O-β-d-galactopyranosyl- β-d-glucopyranoside was accomplished by saponification of the product obtained by reaction of 2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl- β-d-galactopyranosyl)-α-d-glucopyranosyl chloride a...
6-(5-Cholesten-3β-yloxy)hexyl 4-O-(6-deoxy- and 3,6-anhydro-β-d-galactopyranosyl)-1-thio-β-d-glucopyranoside were prepared from benzyl 4-O-β-d-galactopyranosyl-β-d-glucopyranoside, and incorporated into phospholipid vesicles. When injected intravenously into rats, these disaccharide-modifie...
Treatment of benzyl O-β-d-galactopyranosyl-(1→3)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-d-glucopyranoside with tert-butychlorodiphenylsilane afforded the 6′-O-tert-butyldiphenylsilyl ether, which was converted into the 3′,4′-O-isopropylidene derivative. Methylation and subsequent remov...
As part of a program to synthesize the ceramide trisaccharide (1) related to Fabry's disease, methyl 4-O-(4-O-α-d-galactopyranosyl-β-d-galactopyranosyl)-β-d-glucopyranoside (12) was prepared. Methyl β-lactoside (2) was converted into methyl 4-O-(4,6-O-benzylidene-β-d-galactopyranosyl)-...
Condensation of allyl 3,4-di-O-benzyl-β-d-xylopyranoside with 2-O-acetyl-3,4,6-tri-O-benzyl-α-d-galactopyranosyl chloride in dichloromethane in the presence of silver triflate gave allyl 2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-d-galactopyranosyl)-3,4-di-O-benzyl-β-d-xylopyranoside (7, 83%). Com...
An approach has been developed for the rapid synthesis of benzyl 2-acetamido-2-deoxy-3-O-β-d-galactopyranosyl-β-d-glucopyranoside (5). Disaccharide 5 was per(trimethylsilyl)ated, to provide the fully protected trimethylsilyl (Me3Si) derivative which, on treatment with pyridine-acetic anhydride...
Treatment of benzyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-β-D-galacto-pyranosyl-α-D-glucopyranoside with benzaldehyde in the presence of zinc chloride, followed by regioselective benzoylation (N-benzoylimidazole in dichloromethane) provided crystalline benzyl 2-acetamido-4-O-(3-O-benzoyl-4,6...
We herein described the design, synthesis and application of two recyclable benzyl-type fluorous tags with double fluorous chains. The benzyl-type fluorous tags were prepared in 3 steps from a commercially available fluorous alcohol. The glycosylation of the benzyl-type tags with imidate donors ...
The biodegradability of four novel diethanolamine derivative complexing agents was examined by using two biodegradation tests standardised by OECD (301B and 301F). Ethylenediaminetetraacetic acid (EDTA) and diethylenetriaminepentaacetic acid (DTPA) were employed as reference substances. Biodegra...
The purpose of this study was to evaluate photodegradabilities of the following new low-nitrogen chelating agents: N-bis[(carboxymethoxy)ethyl]glycine (compound 1), N-bis[(1,2-dicarboxyethoxy)ethyl]glycine (compound 2) and N-bis[(1,2-dicarboxyethoxy)ethyl]aspartic acid (compound 3). At first pho...
Recently, Highly Oxidized Molecules (HOMs) have been suggested to play an important role in New Particle Formation (NPF) in the atmosphere. Although stable clusters containing organonitrates (ONs), a common form of HOM, have been detected in both laboratory experiments and in-situ measurements, ...
We construct a new analogue of the BGG category O for the infinite-dimensional Lie algebras g=sl(∞),o(∞),sp(∞). A main difference with the categories studied in [9] and [2] is that all objects of our category satisfy the large annihilator condition introduced in [5]. Despite the fact that the...
Huisgen cycloaddition has proven to be a powerful tool for the derivatization of cellulose, but the choice of reaction partners is limited by the solubility of the cellulose derivative. In this report, we show the efficient synthesis of an azide-bearing, organosoluble cellulose derivative via th...
Establishing interfacial science to understand molecular mechanisms of stabilizing water in heavy crude oil (W/O) emulsions is challenging due to non-transparent nature of crude oil even in diluted systems, as most of the interfacial property measurements are based on visualization of the experi...
The fabrication of novel polymeric nanofiber and its potential are versatility prompted to adoptive functionalized hybrid nanomaterials for the removal of toxic pollutants. In this pursuit, a novel magnetic functionalized multiwalled carbon nanotubes (o-MWCNTs) has been combined on the surface o...
Five compounds were isolated from the leaves of Agastache rugosa and tested for monoamine oxidase (MAO) inhibitory activity. Acacetin, a flavonoid, potently inhibited recombinant human MAO-A and MAO-B (IC50 = 0.19 and 0.17 μM, respectively), and reversibly and competitively inhibited MAO-A and ...
This chapter deals with on total synthesis of (−)-6-O-desmethylantofine, a bioactive alkaloid isolated from several Cynanchum species.
A systematic study of the asymmetric reduction of prochiral α-acetylenic α′-fluoroalkyl ketones with (−)-B-chlorodiisopinocampheylborane [(−)-DIP-Chloride, 1] and (−)-B-isopinocampheyl-9-borabicyclo[3.3.1]nonane (R-Alpine-Borane, 2) reveals that perfluoroalkyl acetylenic ketones can be reduce...
Cutaneous stereoselective hydrolyses of ten ester prodrugs of propranolol in hairless mouse were compared to those in liver and plasma. On the basis of protein content, the hydrolysis rate was greatest with liver homogenate followed by plasma and skin homogenate. The buffer showed the slowest an...
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