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ω,ω′-Disubstituted hypericin derivatives with the nucleo-bases thymine, cytosine, and adenine in these positions were prepared
starting from tri-O-methyl-ω-bromoemodin. The most promising derivative proved to be that with a thymine moiety. It displayed the best solubility
of the three products together with a potency to produce singlet oxygen and/or reactive oxygen species comparable to the parent
compound hypericin. In addition, although no specific interaction with DNA or poly(2′-deoxyadenylic acid) could be detected, it proved to be significantly better accumulating in the nucleus of prostatic
cancer LNCaP cells than hypericin making it a promising candidate for a second-generation photodynamic hypericin agent. 相似文献
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Joachim Zuschrader Gerald Reiter Heinz Falk 《Monatshefte für Chemie / Chemical Monthly》2008,85(2):995-998
An ω,ω′-disubstituted hypericin derivative bearing two dicyclohexylurea moieties separated by propionyl chains from the chromophore
and an ω,ω′-dithioacetal of hypericin were prepared. Both showed excellent production of oxidizing species comparable to hypericin
when irradiated with appropriate light as shown by the photodestruction of bilirubin IXα. 相似文献
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ω,ω′-Disubstituted hypericin derivatives with the nucleo-bases thymine, cytosine, and adenine in these positions were prepared starting from tri-O-methyl-ω-bromoemodin. The most promising derivative proved to be that with a thymine moiety. It displayed the best solubility of the three products together with a potency to produce singlet oxygen and/or reactive oxygen species comparable to the parent compound hypericin. In addition, although no specific interaction with DNA or poly(2′-deoxyadenylic acid) could be detected, it proved to be significantly better accumulating in the nucleus of prostatic cancer LNCaP cells than hypericin making it a promising candidate for a second-generation photodynamic hypericin agent. 相似文献
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Joachim Zuschrader Gerald Reiter Heinz Falk 《Monatshefte für Chemie / Chemical Monthly》2008,139(8):995-998
An ω,ω′-disubstituted hypericin derivative bearing two dicyclohexylurea moieties separated by propionyl chains from the chromophore and an ω,ω′-dithioacetal of hypericin were prepared. Both showed excellent production of oxidizing species comparable to hypericin when irradiated with appropriate light as shown by the photodestruction of bilirubin IXα. 相似文献
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《Tetrahedron》1987,43(2):361-364
The synthesis of some α,α,ω,ω-tetrachloro and tetrabromo-derivatives of the hypolipidemic 3,3,14,14-tetramethylhexadecanedioic acid from α,ω-dihalo-esters, carbon tetrahalides and lithium diisopropyl amide has been described. Interaction of α,ω-dichloro esters with CBr4 was shown to give the expected α,ω-dibromo-α,ω-dichloro compounds, but treatment of bis(l-methylethyl) 2,15-dibromo-3,3,14,14-tetramethylhexa-decanedioatewith CCl4 was found to result in halogen exchange yielding the tetrachloro-diester as the major product. 相似文献
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G. K. Kadorkina A. G. Mkhitaryan A. E. Polyakov A. É. Aliev R. G. Kostyanovskii 《Russian Chemical Bulletin》1991,40(4):780-783
By reactions of ,-diamines with 1,2-dihaloethanes there were synthesized ,-bis-N-aziridinoalkanes (la-g) and bis-N-aziridinoethyl ether (II). From 1,3-diaminopropane and dichloroethane bis-aziridine (III) was isolated in addition to (Ia). NMR spectra of the products were studied.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 882–885, April, 1991. 相似文献
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We wish to report a convenient pathway to N-tert-butoxycarbonyl-α,ω-alkanediamines 2a-e [H2N(CH2)χNHBOC; χ=2, 3, 4, 5 and 6; (75–90% yields)] by treatment of the corresponding α,ω-alkanediamine with di-tert-butyl dicarbonate in dioxane as the solvent. Only small amounts of the bis-substituted N.N′-tert-butoxycarbonyl-α,ω-alkanediamines 3a-e were formed (2–9%) which were easily removed by an aqueous workup. The α,ω-alkane-aza-diamine 4 was also mono-protected (62% yield of 5) by the same methodology. 相似文献
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Martine Moisan Jean-Pierre Galy Anne-Marie Galy Jacques Barbe 《Monatshefte für Chemie / Chemical Monthly》1993,124(1):23-35
A novel set of dimers derived from 9-amino acridine was prepared and characterized by1H and13CNMR. These derivatives are bridged at several different positions of the heterocyclic moieties, by the way of ,-diamido or ,-diamino side-chains. Additionally the preparation of some bi-bridged compounds was achieved.
Neue ,-Dimaido- und ,-Diamino-Mono- und Bi-überbrückte Acridin-Dimere
Zusammenfassung Es wurde eine neue Reihe von Dimeren des 9-Aminoacridins hergestellt und mittels1H und13C-NMR charakterisiert. Diese Derivate sind an verschiedenen Positionen des Heterocyclus mit ,-Diamido- oder ,-Diamino-Seitenketten überbrückt. Zusätzlich wurden auch einige zweifachüberbrückte Verbindungen hergestellt.相似文献
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E. Elia Aboujaoude N. Collignon P. Savignac J. Bensoam 《Phosphorus, sulfur, and silicon and the related elements》2013,188(3-4):93-104
Abstract La synthèse des acides ω-amino ω-carboxyalkylphosphoniques 1, a été réexaminée. Pour n = 4, 5 et 6, une synthèse générale, efficace et économique en 3 étapes est proposée: les acétamido (ω-bromoalkyl) malonates 12 sont préparés par transfert de phase à partir de l'acétamidomalonate de diéthyle et des dibromoalcanes commerciaux, puis condensés quantitativement sur le phosphite de triéthyle par une réaction d'Arbuzov. Une hydrolyse acide et une purification sur résine Dowex fournissent les aminoacides 1 (n = 4, 5, 6) avec un rendement global de l'ordre de 70%. L'acide amino-2 carboxy-2 éthylphosphonique 1 (n = 2) isolé de façon analogue avec un rendement de 70% est préparé par réaction de l'acétamidomalonate de diéthyle avec un halogéno-2 éthylphosphonate dans les conditions du transfert de phase liquide-solide. ω-Amino ω-carboxyalkylphosphonic acids 1 synthesis is reviewed. For n = 4, 5, 6 a general, efficient and inexpensive synthesis is described; acetamido(ω-bromoalkyl)malonates 12 are prepared from commercial dibromoalkanes and acetamidomalonate using the phase transfer catalysis process, then condensed with triethylphosphite through an Arbuzov reaction. An acid hydrolysis followed by purification on Dowex gives aminophosphonic acids 1 (n=4, 5, 6) with a 70% overall yield. The lower acid 1 (n = 2) is obtained with an identical overall yield from acetamidomalonate and 2-haloethylphosphonate using also liquid-solid phase transfer catalysis. 相似文献
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M. I. Elinson S. K. Fedukovich B. I. Ugrak G. I. Nikishin 《Russian Chemical Bulletin》1992,41(10):1827-1833
Cyclization of esters of butane-1,1,4,4- and pentane-1,1,5,5-tetracarboxylic acids during electrolysis in methanol in the presence of Nal produces, with a yield of 95%, the esters of cyclobutane-1,1,2,2- and cyclopentane-1,1,2,2-tetracarboxylic acids. Under similar conditions, esters of the highest ,,,-alkanetetracarboxylic acids undergo iodation and hydroxymethylation due to electrical oxidation of methanol to formaldehyde. During electrolysis in methanol in the presence of NaOAc, the esters of ,,,-alkanetetracarboxylic acids undergo effective hydroxymethylation, followed by cyclization into substituted five- and six-member lactones, or tetrahydrofurans when structurally possible.N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow. Translated from Izvestiya Akademii Nauk, Seriya Khimicheskaya, No. 10, pp. 2332–2339, October, 1992. 相似文献
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V. V. Ragulin 《Russian Journal of General Chemistry》2012,82(12):1928-1937
A general method of the synthesis of ω-haloalkylphosphoryl compounds was developed, a series of compounds of phosphonic and phosphine oxide type were synthesized. The ability of some ω-haloalkylphosphonates to undergo intramolecular cyclization into the corresponding 1,2-oxaphospholane and 1,2-oxaphosphorine was investigated depending on the solvent polarity, the presence of halogen ions in the solution, and temperature. Tetrahydrofuran was chosen as one of the most suitable solvents for the alkylation of CH acids with ω-haloalkylphosphoryl compounds. 相似文献
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《合成通讯》2013,43(19):3365-3371
Abstract ω-Iodoalkyl(methyl)malonate esters have potential utility in the bioconjugate chemistry of steroids. A representative set of these esters with a variety of protecting groups and alkyl groups has been prepared. The compounds offer a range of elution values on silica, as well as several convenient deprotection options. ω-Bromoalkyl(methyl)malonate esters are precursors of chalcogenobarbiturates, which, in radiolabeled form, may be useful as brain imaging agents.[1] Recently, we have become interested in the analogous ω-iodoalkyl(methyl)malonate esters because of their possible utility in the bioconjugate chemistry of steroids. It is known that steroids can be conjugated to platinum through a malonate moiety.[2] Such platinated steroids are significant because of their potential as tissue-selective antitumor agents. 相似文献
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N. N. Yusubov 《Russian Chemical Bulletin》1996,45(6):1433-1436
The reactions of ()-alkylthioalkyl)phenols with formaldehyde and secondary amines afforded the corresponding aminomethyl derivatives, in which the dimethylamino group may be replaced by the alkylthio group.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1504–1507, June, 1996. 相似文献