Water-soluble constituents of dill

From the water-soluble portion of the methanol extract of dill (fruit of Anethum graveolens L.), which has been used as a spice and medicine, thirty-three compounds, including a new monoterpenoid, six new monoterpenoid glycosides, a new aromatic compound glucoside and a new alkyl glucoside were obtained. Their structures were clarified by spectral investigation.     

Water-soluble constituents of amomum seed

From the water-soluble portion of the methanolic extract of the amomum seed (seed of Amomum xanthioides WALL.), which has been used as a medicine for stomachic and digestive disorders, ten compounds, including two new and three newly isolated monoterpenoid glucosides and a newly isolated octane-tetrol, were isolated. Their structures were determined by spectral investigation.     

Water-soluble constituents of ajowan.

From the water-soluble portion of the methanol extract of the fruit of Carum ajowan (ajowan), which has been used as a spice and medicine, 25 compounds, including five new monoterpenoid glucosides, a new monoterpenoid, two new aromatic compound glucosides, and two new glucides, were obtained. Their structures were clarified by spectral investigation.     

Water-soluble constituents of Glehnia littoralis fruit

From the water-soluble portion of the methanol extract of the fruit of Glehnia littoralis Fr. SCHMIDT ex MIQ. (Umbelliferae; "hamabofu" in Japanese), thirty compounds, including three new monoterpenoids and a new monoterpenoid glucoside, a new benzofuran glucoside, a new alkyl glucoside, and a new glucide, were obtained. Their structures were clarified by spectral investigation.     

Water-soluble constituents of cumin: monoterpenoid glucosides

From the water-soluble portion of the methanol extract of cumin (fruit of Cuminum cyminum L.), which has been used as a spice and medicine since antiquity, sixteen monoterpenoid glucosides, including twelve new compounds, were isolated. Their structures were clarified by spectral investigation.     

Water-soluble constituents of the heartwood of Streblus asper

A new lignan, (7'R,8'R)-threo-strebluslignanol-2-O-beta-D-glucopyranoside, along with 8 known compounds (2-9) were isolated from the water-soluble part of the MeOH extract of the heartwood of Streblus asper. Their structures were elucidated through various spectroscopic methods, including 1D NMR (1H NMR, 13C NMR), 2D NMR (HMQC, HMBC, and NOESY), and HRMS. The stereochemistry at the chiral centers was determined using the CD spectrum, as well as analyses of coupling constants and optical rotation data. In the preliminary bioassay, the isolated compounds did not show anti-HBV activities in vitro using the HBV transfected HepG2.2.15 cell line.     

Water-soluble phenylpropanoid constituents from aerial roots of Ficus microcarpa

New water-soluble phenylpropanoid constituents, ficuscarpanoside A, guaiacylglycerol 9-O-beta-D-glucopyranoside, and erythro-guaiacylglycerol 9-O-beta-D-glucopyranoside, along with known guaiacylglycerol, erythro-guaiacylglycerol, 4-methoxy guaiacylglycerol 7-O-beta-D-glucopyranoside, and 3-(4-hydroxy-3-methoxy phenyl) propan-1,2-diol, have been isolated from the aerial roots of Ficus microcarpa. Their structures were elucidated on the basis of 1D and 2D NMR experiments.     

Water-soluble constituents of caraway: carvone derivatives and their glucosides

Nine monoterpenoids related to carvone and seven glucosides were isolated from the water-soluble portion of the methanolic extract of the caraway (fruit of Carum carvi L.), and their structures were clarified by spectral investigation. Among them, eight monoterpenoids and six glucosides were new.     

Water-soluble constituents of anise: new glucosides of anethole glycol and its related compounds

From the water-soluble portion of the methanolic extract of the fruit of anise (Pimpinella anisum L.), which has been used as a spice and medicine since antiquity, twelve new and five known glucosides of phenylpropanoids, including four stereoisomers of anethole glycol 2'-O-beta-D-glucopyranoside and four stereoisomers of 1'-(4-hydroxyphenyl)propane-1',2'-diol 2'-O-beta-D-glucopyranoside were isolated together with anethole glycols and guaiacyl glycerol. The structures of the new compounds were clarified by spectral investigation.     

Water-soluble vitamins

Simultaneous Determination of Vitamins.--Klejdus et al. described a simultaneous determination of 10 water- and 10 fat-soluble vitamins in pharmaceutical preparations by liquid chromatography-diode-array detection (LC-DAD). A combined isocratic and linear gradient allowed separation of vitamins in 3 distinct groups: polar, low-polar, and nonpolar. The method was applied to pharmaceutical preparations, fortified powdered drinks, and food samples, for which results were in good agreement with values claimed. Heudi et al. described a separation of 9 water-soluble vitamins by LC-UV. The method was applied for the quantification of vitamins in polyvitaminated premixes used for the fortification of infant nutrition products. The repeatability of the method was evaluated at different concentration levels and coefficients of variation were <6.5%. The concentrations of vitamins found in premixes with the method were comparable to the values declared. A disadvantage of the methods mentioned above is that sample composition has to be known in advance. According to European legislation, for example, foods might be fortified with riboflavin phosphate or thiamin phosphate, vitamers which are not included in the simultaneous separations described. Vitamin B2.--Vi?as et al. elaborated an LC analysis of riboflavin vitamers in foods. Vitamin B2 can be found in nature as the free riboflavin, but in most biological materials it occurs predominantly in the form of 2 coenzymes, flavin mononucleotide (FMN) and flavin-adenine dinucleotide (FAD). Several methods usually involve the conversion of these coenzymes into free riboflavin before quantification of total riboflavin. According to the authors, there is growing interest to know flavin composition of foods. The described method separates the individual vitamers isocratically. Accuracy of the method is tested with 2 certified reference materials (CRMs). Vitamin B5.-Methods for the determination of vitamin B5 in foods are limited because of their low sensitivity and poor selectivity. Pakin et al. proposed a post-column derivatization of pantothenic acid as a fluorescent compound and used this principle in a specific and sensitive method for the determination of free and bound pantothenic acid in a large variety of foods. A French laboratory invited European laboratories to participate in a series of collaborative studies for this method, which will be carried out in 2005/2006. A more sophisticated method was described by Mittermayer et al. They developed an LC-mass spectrometry (LC/MS) method for the determination of vitamin B5 in a wide range of fortified food products. Application of the method to various samples showed consistent results with those obtained by microbiology. Vitamin B6.-Method 2004.07, an LC method for the analysis of vitamin B6 in reconstituted infant formula, was published by Mann et al. In contrast with this method, which quantifies vitamin B6 after converting the phosphorylated and free vitamers into pyridoxine, Vi?as et al. published an LC method which determines 6 vitamin B6 related compounds, the 3 B6 vitamers, their corresponding phosphorylated esters, and a metabolite. Accuracy was determined using 2 CRMs. Results were within the certified ranges. Vitamin C.-Franke et al. described an extensive study to vitamin C and flavonoid levels of fruits and vegetables consumed in Hawaii. Vitamin C was determined by measuring ascorbic acid in its reduced state by LC and coulometric detection along with UV absorbance detection at 245 nm. No attempts were made to assess levels of dehydroascorbic acid. Most recent research revealed that cell uptake of dehydroascorbic acid is unlikely to play a major role, which may explain the very low vitamin C activity of orally administered L-dehydroascorbic acid in rats. The food levels found by Franke et al. are variably lower, higher, or equal in comparison to other studies. Iwase described a method for the determination of ascorbic acid in foods using L-methionine for the pre-analysis sample stabilization. Electrochemical detection was used for the quantification. Traditionally, metaphosphoric acid was proven to be a useful dissolving agent for the determination of ascorbic acid. However, it dissolves in water very slowly, it is hygroscopic, and accurate weighing is not easy. Adjustment at pH 2-3 takes a long time. It appeared to be possible to replace metaphosphoric acid by 0.2% phosphoric acid. Methionine played an important role on the stability of ascorbic acid. The method seemed to be applicable to the routine analysis of ascorbic acid in foods. Folic Acid.-Microbiological analysis of total folate in foods is often considered as the golden standard compared to other methods based on, for example, LC. Koontz et al. showed results of total folate concentrations measured by microbiological assay in a variety of foods. Samples were submitted in a routine manner to experienced laboratories that regularly perform folate analysis fee-for-service basis in the United States. Each laboratory reported the use of a microbiological method similar to the AOAC Official Method for the determination of folic acid. Striking was, the use of 3 different pH extraction conditions by 4 laboratories. Only one laboratory reported using a tri-enzyme extraction. Results were evaluated. Results for folic acid fortified foods had considerably lower between-laboratory variation, 9-11%, versus >45% for other foods. Mean total folate ranged from 14 to 279 microg/100 g for a mixed vegetable reference material, from 5 to 70 microg/100 g for strawberries, and from 28 to 81 microg/100 g for wholemeal flour. One should realize a large variation in results, which might be caused by slight modifications in the microbiological analysis of total folate in foods or the analysis in various (unfortified) food matrixes. Furthermore, optimal combination of enzymes and reaction conditions may vary depending on the composition of the food. Padrangi and Laborde showed recently that treatment with alpha-amylase had no significant effect on measured folate in spinach, although addition of protease significantly increased the release of folate. LC/MS applications gain increasing attention because of their specificity. Rychlik used stable isotope dilution assays for the determination of the folate content of broccoli and bread. Compared to data in the literature and food data bases, amounts were significantly lower. Pawlosky et al., however, found comparable values for 5-methyltetrahydrofolic acid and folic acid by HPLC analysis with fluorescent detection and HPLC/MS. Among samples analyzed were CRMs and broccoli. Besides folic acid, other water-soluble vitamins were also determined by LC/MS/MS by Leporati et al. The method was applied to the quantitative analysis of the natural content of vitamins in typical Italian pasta samples, as well as in fortified pasta samples produced for the U.S. market. Biotin.-A paper from Staggs et al. included the assertion that existing biotin data in food composition tables are inaccurate because the majority are based on bioassays with all relevant disadvantages. Data in most cases are overestimated with consequences for recommendations for dietary biotin intake. An HPLC/avidin-binding assay was used to analyze 87 foods to support the hypothesis mentioned.     

Water-soluble nanodiamond

Reduction of the graphenic edges of annealed nanodiamond by sodium in liquid ammonia leads to a nanodiamond salt that reacts with either alkyl or aryl halides by electron transfer to yield radical anions that dissociate spontaneously into free radicals and halide. The free radicals were observed to add readily to the aromatic rings of the annealed nanodiamond. Nanodiamonds functionalized by phenyl radicals were sulfonated in oleum, and the resulting sulfonic acid was converted to the sodium salt by treatment with sodium hydroxide. The solubility of the salt in water was determined to be 248 mg/L. Nanodiamond functionalized by carboxylic acid groups could be prepared by reacting 5-bromovaleric acid with the annealed nanodiamond salt. The solubility of the sodium carboxylate in water was found to be 160 mg/L.     

Spectrophotometric method for phosphine residue determination in coriander

Spectrophotometric method for the determination of phosphine (PH₃) residues in coriander has been developed based on the reaction of phosphine with silver nitrate in 2% aqueous isopropanol. The yellow chromophore formed has an absorption maximum at 430 nm and the linear relation between the absorbances at 430 nm and the concentration of PH₃ is obeyed in the range of 0.02 to 0.17 g. The method is sensitive with a detection limit of 0.008 g and can be applied for determination of 0.02 g/g residue in coriander. Recovery of added PH₃ from a closed system ranges from 96 to 101%.     

Semimicro method for the determination of linalol in coriander oil

Linalol has been determined colorimetrically in essential oils by means of the green colour developed in the presence of nitrous acid. Geraniol, dipentene, terpineol, citronellol and citral also give a green colour, and are therefore calculated as linalol by this method, but the error is small if they are present in small concentrations.     

Water-soluble azobenzene dendrimers

Water-soluble azobenzene-cored dendrimers 4-6 were synthesized as potential photoresponsive micelles to which the aggregation is triggered by photoirradiation. In the absorption spectra, the π- absorption band of the dendrimers largely blue-shifted with increasing the generation due to the shielding effect of surrounding dendron on the interaction between the core azobenzene and solvent water. Not only the surrounding dendron groups suppressed the E-to-Z photoisomerization, but also the rate of thermal Z-to-E isomerization depended on the generation of the dendrimer. Furthermore, we have observed a novel temperature dependence of the rate constant of the thermal isomerization.     

Water-soluble sterol derivatives

Methods have been developed for obtaining water-soluble cholesterol and sitosterol derivatives which consist in the reaction of the sterol chloroformate with dimethyl aspartate followed by saponification or in the reaction of the sterol with anhydroacetylcitric acid chloride and hydrolysis. Institute of Experimental Medicine, Academy of Sciences of the USSR, Leningrad. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 655–657, September–October, 1980.     

Water-soluble ionic benzoporphyrins

Novel ionic water-soluble tetrabenzoporphyrins have been successfully synthesized via a cascade reaction based on the Heck reaction. The UV-Vis spectra of these porphyrins displayed red-shifted and broadened Soret bands, and significantly enhanced Q bands. These porphyrins are highly water soluble.     

Water-soluble stilbene dendrimers

The third generation of novel photo-responsive water-soluble stilbene dendrimer (trans- and cis-G3 WSD) undergoes unusual one-way trans-to-cis isomerization to give 100% of cis isomer at the photostationary state on UV irradiation in water.     

Water-soluble copolymers containing N-vinylcarbazole

Water-soluble or dispersable copolymers of N-vinylcarbazole (VCbz) with sodium N-acryloylsulfanilate (SAS), or sodium styrene-sulfonate (SSS), or N,N,N-triethyl-N-[2-(methacryloxy) ethyl]-ammonium iodide (TAI), or N,N,N-trimethyl-(p-vinylbenzyl)ammonium chloride (TVBA) were prepared by using a radical initiator. VCbz and SAS were copolymerized in N,N-dimethylacetamide. Copolymers containing more than 49% SAS were water-soluble. In the case of VCbz and SSS, copolymerization was also carried out in DMAN to yield water-soluble copolymers when the SSS content was greater than 36%. VCbz–TAI and VCbz–TVBA were similarly copolymerized in DMAN to give water-soluble polymers when the TAI content was greater than 58% or the TVBA content was 60%. In addition, a copolymer of VCbz and methyl acrylate was partially hydrolyzed with NaOH in tetrahydrofuran to yield a water-dispersable polymer.     

水溶性N-马来酰化壳聚糖的合成

马来酸酐;水溶性N-马来酰化壳聚糖的合成