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Synthesis of a new kainic acid based selective ligand as a potential photoaffinity label of non-NMDA excitatory amino acid receptors in chicken brain. 鸡脑非nmda兴奋性氨基酸受体潜在光亲和标记的新型kainic酸选择性配体的合成。
Acta chemica Scandinavica (Copenhagen, Denmark : 1989) Pub Date : 1994-01-01 DOI: 10.3891/acta.chem.scand.48-0076
E Sivvas, G Voukelatou, E D Kouvelas, G W Francis, D W Aksnes, D Papaioannou
{"title":"Synthesis of a new kainic acid based selective ligand as a potential photoaffinity label of non-NMDA excitatory amino acid receptors in chicken brain.","authors":"E Sivvas,&nbsp;G Voukelatou,&nbsp;E D Kouvelas,&nbsp;G W Francis,&nbsp;D W Aksnes,&nbsp;D Papaioannou","doi":"10.3891/acta.chem.scand.48-0076","DOIUrl":"https://doi.org/10.3891/acta.chem.scand.48-0076","url":null,"abstract":"<p><p>The synthesis of two analogues of kainic acid (KA) incorporating photo-activatible moieties attached either on the gamma-carboxy function (gamma-amide 1) or the isopropenyl side-chain (amide 2) is described. The synthesis of the former amide involves coupling of N-(tert-butoxycarbonyl)-protected alpha-diphenylmethyl kainate with 2-(4-azidobenzamido)ethylamine (5) followed by trifluoroacetic acid mediated complete deprotection. Amide 2 was synthesized by palladium-mediated allylic amination, with 4,4'-dimethoxybenzhydrylamine (DMBA), of N-(9-fluorenylmethoxycarbonyl)-protected dimethyl kainate, followed by splitting the DMB-group with formic acid, coupling with N-hydroxysuccinimidoyl 4-azidobenzoate and finally complete deprotection by saponification. Preliminary pharmacological studies in chicken brain membranes showed that amide 2 is a stronger inhibitor of [3H]KA binding on chicken cerebellar membranes than is amide 1 and that amide 2 has specificity only for the cerebellar, as opposed to the telencephalon, type of non-NMDA binding sites.</p>","PeriodicalId":76966,"journal":{"name":"Acta chemica Scandinavica (Copenhagen, Denmark : 1989)","volume":"48 1","pages":"76-9"},"PeriodicalIF":0.0,"publicationDate":"1994-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"19121999","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 6
New compounds related to podophyllotoxin and congeners: synthesis, structure elucidation and biological testing. 鬼臼毒素及其同系物的新化合物:合成、结构解析和生物学试验。
Acta chemica Scandinavica (Copenhagen, Denmark : 1989) Pub Date : 1993-12-01 DOI: 10.3891/acta.chem.scand.47-1190
H F Hansen, R B Jensen, A M Willumsen, N Nørskov-Lauritsen, P Ebbesen, P E Nielsen, O Buchardt
{"title":"New compounds related to podophyllotoxin and congeners: synthesis, structure elucidation and biological testing.","authors":"H F Hansen,&nbsp;R B Jensen,&nbsp;A M Willumsen,&nbsp;N Nørskov-Lauritsen,&nbsp;P Ebbesen,&nbsp;P E Nielsen,&nbsp;O Buchardt","doi":"10.3891/acta.chem.scand.47-1190","DOIUrl":"https://doi.org/10.3891/acta.chem.scand.47-1190","url":null,"abstract":"<p><p>4-Azido, 4-amino, 4-amido and 4-alkoxy compounds related to the lignans podophyllotoxin and 4'-demethylepipodophyllotoxin have been synthesized, and their structures elucidated. The Ritter reaction was shown to be useful in the preparation of the 4-amido compounds with the required stereochemistry. A preparative method for 4-chloro-4-deoxypicrophyllotoxin, for which all earlier synthetic attempts resulted in the two dehydrated compounds, alpha- and beta-apopicropodophyllotoxin, was developed. Supplementary preliminary studies of the biological activities of some of the compounds were performed. All compounds had pronounced inhibitory effect on the in vitro growth of human cervical cancer cells and TC-mouse cells with 4-amino-4-deoxypodophyllotoxin and 4-azido-4-deoxypodophyllotoxin showing the highest activity. Alkaline elution studies indicate that the toxicity of the 4'-demethoxy derivatives is due to protein-mediated DNA nicking. None of the compounds were found to have antiviral effect against herpes simplex type 2 (HSV-2), human immunodeficiency (HIV), and cytomegalovirus (CMV) in doses not toxic to the cells.</p>","PeriodicalId":76966,"journal":{"name":"Acta chemica Scandinavica (Copenhagen, Denmark : 1989)","volume":"47 12","pages":"1190-200"},"PeriodicalIF":0.0,"publicationDate":"1993-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"19103394","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Complexometric determination of clodronate in aqueous solutions and urine. 氯膦酸钠水溶液和尿液的络合测定。
Acta chemica Scandinavica (Copenhagen, Denmark : 1989) Pub Date : 1993-11-01 DOI: 10.3891/acta.chem.scand.47-1071
V Virtanen, J Pursiainen, L H Lajunen
{"title":"Complexometric determination of clodronate in aqueous solutions and urine.","authors":"V Virtanen,&nbsp;J Pursiainen,&nbsp;L H Lajunen","doi":"10.3891/acta.chem.scand.47-1071","DOIUrl":"https://doi.org/10.3891/acta.chem.scand.47-1071","url":null,"abstract":"<p><p>Three different procedures for the determination of clodronate by means of Th-EDTA-XO or Th-DCTA-XO (XO = xylenol orange) complexes are presented. According to the UV-VIS and 13C NMR measurements, XO is quantitatively replaced by the clodronate anion in the mixed ligand Th-EDTA-XO or Th-DCTA-XO complexes in slightly acidic solutions. This ligand replacement reaction can be applied to the determination of traces of clodronate. Procedures studied involve visual complexometric titration, spectrophotometric titration and conventional spectrophotometric determination. By visual complexometric titration it is possible to determine clodronate directly in human urine with acceptable accuracy and precision in the range 0.5-2.5 mg l-1. By diluting more concentrated urine samples 1:10 with water, samples of up to 80 mg l-1 can be determined with acceptable accuracy and precision. The working range of the method is linear up to 16 mg l-1 in aqueous solutions with the RSD-value varying between 0.7 and 3.8%. Interference caused by the major substances of human urine on the determination were studied.</p>","PeriodicalId":76966,"journal":{"name":"Acta chemica Scandinavica (Copenhagen, Denmark : 1989)","volume":"47 11","pages":"1071-7"},"PeriodicalIF":0.0,"publicationDate":"1993-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"19285492","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 2
NMR and molecular dynamics study of the tripeptide L-pyroglutamyl-L-histidylglycine. l-焦谷氨酰- l-组氨酸三肽的核磁共振和分子动力学研究。
Acta chemica Scandinavica (Copenhagen, Denmark : 1989) Pub Date : 1993-10-01 DOI: 10.3891/acta.chem.scand.47-0979
C H Görbitz, J Krane
{"title":"NMR and molecular dynamics study of the tripeptide L-pyroglutamyl-L-histidylglycine.","authors":"C H Görbitz,&nbsp;J Krane","doi":"10.3891/acta.chem.scand.47-0979","DOIUrl":"https://doi.org/10.3891/acta.chem.scand.47-0979","url":null,"abstract":"<p><p>The 1H spectrum of L-pyroglutamyl-L-histidylglycine in DMSO-d6 and 1H and 13C NMR spectra in D2O at pH 4.26 to 8.90 have been analysed. 3JHH vicinal coupling constants were used to determine rotamer populations by means of the Karplus equation. Viable molecular geometries were obtained with the aid of molecular dynamics simulations including water as solvent. In DMSO and in aqueous solution at low pH two stable conformations were identified which both have an intramolecular hydrogen bond between the histidine side chain and the C-terminal carboxylate group.</p>","PeriodicalId":76966,"journal":{"name":"Acta chemica Scandinavica (Copenhagen, Denmark : 1989)","volume":"47 10","pages":"979-84"},"PeriodicalIF":0.0,"publicationDate":"1993-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"19230356","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 2
Specific nitrogen-15 labelling of leucine residues in human growth hormone. 人生长激素中亮氨酸残基的特异氮-15标记。
Acta chemica Scandinavica (Copenhagen, Denmark : 1989) Pub Date : 1993-10-01 DOI: 10.3891/acta.chem.scand.47-0990
T Christensen, J Petersen, C F Theisen, K Bjerregaard, S M Kristensen, J J Led
{"title":"Specific nitrogen-15 labelling of leucine residues in human growth hormone.","authors":"T Christensen,&nbsp;J Petersen,&nbsp;C F Theisen,&nbsp;K Bjerregaard,&nbsp;S M Kristensen,&nbsp;J J Led","doi":"10.3891/acta.chem.scand.47-0990","DOIUrl":"https://doi.org/10.3891/acta.chem.scand.47-0990","url":null,"abstract":"<p><p>Biosynthetic human growth hormone (hGH) specifically 15N labelled in the leucine residues has been obtained by recombinant DNA technology, using 15N-labelled leucine and an E. coli strain that requires leucine. It is shown that, despite the possibility of minor transaminase activity, the labelling on the whole is specific, and that the two-dimensional 1H-15N correlation NMR spectra of hGH can be greatly simplified by this methodology.</p>","PeriodicalId":76966,"journal":{"name":"Acta chemica Scandinavica (Copenhagen, Denmark : 1989)","volume":"47 10","pages":"990-3"},"PeriodicalIF":0.0,"publicationDate":"1993-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"19230357","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 1
Anticholinergic agents. 4. Stereocontrolled synthesis of fluorinated acetylcholine antagonists; syntheses of the two 1-cyclohexyl-1-(4-fluorophenyl)-3-piperidyl-1-propanols and their methiodides. 抗胆碱能药物。4. 立体控制合成氟化乙酰胆碱拮抗剂的研究两种1-环己基-1-(4-氟苯基)-3-胡椒酰基-1-丙醇及其甲氧化物的合成。
Acta chemica Scandinavica (Copenhagen, Denmark : 1989) Pub Date : 1993-10-01 DOI: 10.3891/acta.chem.scand.47-1019
P Sjö, A J Aasen
{"title":"Anticholinergic agents. 4. Stereocontrolled synthesis of fluorinated acetylcholine antagonists; syntheses of the two 1-cyclohexyl-1-(4-fluorophenyl)-3-piperidyl-1-propanols and their methiodides.","authors":"P Sjö,&nbsp;A J Aasen","doi":"10.3891/acta.chem.scand.47-1019","DOIUrl":"https://doi.org/10.3891/acta.chem.scand.47-1019","url":null,"abstract":"<p><p>Four new putative muscarinic antagonists, (R)-(-)- and (S)-(+)-1-cyclohexyl-1-(4-fluorophenyl)-3-piperidyl-1-propanol and their methiodides, have been synthesised. Absolute configurations have been assigned on the basis of the anticipated chirality of the products of the Sharpless asymmetric epoxidation reaction.</p>","PeriodicalId":76966,"journal":{"name":"Acta chemica Scandinavica (Copenhagen, Denmark : 1989)","volume":"47 10","pages":"1019-24"},"PeriodicalIF":0.0,"publicationDate":"1993-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"19230355","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 3
Purification and partial characterization of mammalian Cu-dependent amine oxidases. 哺乳动物铜依赖胺氧化酶的纯化和部分特性。
Acta chemica Scandinavica (Copenhagen, Denmark : 1989) Pub Date : 1993-09-01 DOI: 10.3891/acta.chem.scand.47-0902
G Houen, J Jørgensen, L Leonardsen, L I Larsson
{"title":"Purification and partial characterization of mammalian Cu-dependent amine oxidases.","authors":"G Houen,&nbsp;J Jørgensen,&nbsp;L Leonardsen,&nbsp;L I Larsson","doi":"10.3891/acta.chem.scand.47-0902","DOIUrl":"https://doi.org/10.3891/acta.chem.scand.47-0902","url":null,"abstract":"<p><p>Bovine serum amine oxidase, porcine kidney diamine oxidase and human placental and pregnancy serum diamine oxidases have been purified by affinity chromatography and ion exchange chromatography. The purified enzymes were subjected to peptide mapping studies with trypsin, S. aureus V8 protease and pepsin. These studies revealed similarities between the enzymes and partial sequences from the bovine serum amine oxidase were obtained. The sequences obtained showed no homology to known sequences. Immunological studies using monoclonal antibodies to the purified enzymes revealed cross reactivity between the four enzymes. These results support the view that the Cu-dependent amine oxidases constitute a closely related group (E.C. 1.4.3.6).</p>","PeriodicalId":76966,"journal":{"name":"Acta chemica Scandinavica (Copenhagen, Denmark : 1989)","volume":"47 9","pages":"902-9"},"PeriodicalIF":0.0,"publicationDate":"1993-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"19383851","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 10
2-(Trimethylsilyl)ethyl glycosides. Transformation into the corresponding 1-O-acyl sugars. 2 -(三甲基硅烷基)乙苷。转化为相应的1- o -酰基糖。
Acta chemica Scandinavica (Copenhagen, Denmark : 1989) Pub Date : 1993-08-01 DOI: 10.3891/acta.chem.scand.47-0826
U Ellervik, G Magnusson
{"title":"2-(Trimethylsilyl)ethyl glycosides. Transformation into the corresponding 1-O-acyl sugars.","authors":"U Ellervik,&nbsp;G Magnusson","doi":"10.3891/acta.chem.scand.47-0826","DOIUrl":"https://doi.org/10.3891/acta.chem.scand.47-0826","url":null,"abstract":"<p><p>(Trimethylsilyl)ethyl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside and (trimethylsilyl)ethyl 2,3,6-tri-O-acetyl-4-O-(2,3,6-tri-O-acetyl-4-O-[2-acetamido-4,6-di-O-ace tyl-2- deoxy-3-O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-beta-D- galactopyranosyl]-beta-D-galactopyranosyl)-beta-D-glucopyranoside have been transformed in high yield into the corresponding 1-O-beta-acyl saccharides by treatment with various carboxylic anhydrides in the presence of boron trifluoride-diethyl ether in toluene. The carboxylic anhydrides (4-pentenoic, 2-cyclopentenylacetic, 2,4-dimethoxy-benzoic, and 2-methoxybenzoic anhydride) were synthesized from the corresponding carboxylic acids by treatment with N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride.</p>","PeriodicalId":76966,"journal":{"name":"Acta chemica Scandinavica (Copenhagen, Denmark : 1989)","volume":"47 8","pages":"826-8"},"PeriodicalIF":0.0,"publicationDate":"1993-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"19383849","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 11
Adaptation of an enzymatic kit for the assay of cholesterol in tissue lipid extracts. 用于组织脂质提取物中胆固醇测定的酶试剂盒的改进。
Acta chemica Scandinavica (Copenhagen, Denmark : 1989) Pub Date : 1993-08-01 DOI: 10.3891/acta.chem.scand.47-0846
W Wang, A Gustafson
{"title":"Adaptation of an enzymatic kit for the assay of cholesterol in tissue lipid extracts.","authors":"W Wang,&nbsp;A Gustafson","doi":"10.3891/acta.chem.scand.47-0846","DOIUrl":"https://doi.org/10.3891/acta.chem.scand.47-0846","url":null,"abstract":"<p><p>In the assay for total cholesterol in lipid extracts by enzymatic methods, it was found necessary to redissolve the lipid prior to the reagent addition. Isopropyl alcohol was found to be best at promoting the colorimetric reaction. As little as 1.45 micrograms free cholesterol and 1.8 micrograms esterified cholesterol could be determined after 15 min incubation with the isopropyl alcohol-reagent. Using a formula for the correction of pigment absorbance, it was also possible to apply the enzymatic kit method to red blood cell lipid extracts.</p>","PeriodicalId":76966,"journal":{"name":"Acta chemica Scandinavica (Copenhagen, Denmark : 1989)","volume":"47 8","pages":"846-8"},"PeriodicalIF":0.0,"publicationDate":"1993-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"19383850","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 2
NMR studies of a plant flavonoid--DNA oligonucleotide complex. 植物类黄酮-DNA寡核苷酸复合物的核磁共振研究。
Acta chemica Scandinavica (Copenhagen, Denmark : 1989) Pub Date : 1993-07-01 DOI: 10.3891/acta.chem.scand.47-0658
W Nerdal, O M Andersen, E Sletten
{"title":"NMR studies of a plant flavonoid--DNA oligonucleotide complex.","authors":"W Nerdal,&nbsp;O M Andersen,&nbsp;E Sletten","doi":"10.3891/acta.chem.scand.47-0658","DOIUrl":"https://doi.org/10.3891/acta.chem.scand.47-0658","url":null,"abstract":"<p><p>A structural model of the solution complex between a flavonoid and a DNA dodecamer containing the E. coli wild-type lac promoter sequence (TATGTT) was obtained using simulated annealing for refinement. The distance constraints were derived from NOESY NMR spectra. The minor groove binding of this flavonoid displays possible hydrogen bonds to the DNA, and these can take part in complex formation. This work is the first description of how a molecule of this class of natural compounds may interact with DNA.</p>","PeriodicalId":76966,"journal":{"name":"Acta chemica Scandinavica (Copenhagen, Denmark : 1989)","volume":"47 7","pages":"658-62"},"PeriodicalIF":0.0,"publicationDate":"1993-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"19350072","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 1
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