Investigations into neuroprotectivity, stability, and water solubility of 7-O-cinnamoylsilibinin, its hemisuccinate and dehydro derivatives.


:Derivatives of the recently described potent neuroprotective 7-O-cinnamoylsilibinin ester were prepared: its hemisuccinate to improve water solubility and the dehydrosilibinin ester that was shown to form in assay media to investigate its role in overall neuroprotective effects. 7-O-Cinnamoyl-2,3-dehydrosilibinin is less neuroprotective than 7-O-cinnamoylsilibinin in a murine hippocampal cell line (HT-22) and we conclude that the dehydrosilibinin derivatives are not the actual carriers of neuroprotective properties, at least in the assay applied. Solubility of the test compounds was determined in shake-flask experiments and the ester's solubility was greatly improved by introduction of a hemisuccinate at the 23-position of silibinin. Time-stability curves in assay media were recorded. The hemisuccinate ester did not act as a prodrug to release 7-O-cinnamoylsilibinin but is the second ester bond to be cleaved. Nevertheless, it still exhibits significant neuroprotection. Therefore, its greatly increased solubility might effectively counterbalance lower in vitro neuroprotection.


Arch Pharm (Weinheim)


Archiv der Pharmazie


Schramm S,Gunesch S,Lang F,Saedtler M,Meinel L,Högger P,Decker M




Has Abstract


2018-11-01 00:00:00












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    abstract::Novel C-5 substituted 6,2'-anhydrouridines 5a-e are synthesized from the hitherto unknown monosubstituted ribofuranosylbarbituric acid derivatives 4a-e. These molecules are high-anti-fixed by a 6,2'-linkage and were assumed to show antiviral and antineoplastic effects. In cell culture test systems, however, none of th...

    journal_title:Archiv der Pharmazie

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  • Antimycobacterial and antifungal isosters of salicylamides.

    abstract::A set of 40 derivatives of 3-hydroxypicolinic acid and 2-sulfanylbenzoic acid, isosteric to salicylanilides was synthesized. The compounds were evaluated for in vitro activity against Mycobacterium tuberculosis, Mycobacterium kansasii and Mycobacterium avium, Candida albicans, Candida tropicalis, Candida krusei, Candi...

    journal_title:Archiv der Pharmazie

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    authors: Waisser K,Pesina M,Holý P,Pour M,Bures O,Kunes J,Klimesová V,Buchta V,Kubanová P,Kaustová J

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  • Synthesis, structure, and antibacterial activity of 4-imino-1, 4-dihydrocinnoline-3-carboxylic acid and 4-oxo-1, 4-dihydrocinnoline-3-carboxylic acid derivatives as isosteric analogues of quinolones.

    abstract::Chemical modification of cinnoxacin was studied with the aim of improving its antibacterial activity and spectrum. A series of 4-imino-1, 4-dihydrocinnoline-3-carboxylic acid derivatives was synthesized and their in vitro antibacterial activity was evaluated. These derivatives were designed as isosteric analogues of f...

    journal_title:Archiv der Pharmazie

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    authors: Stańczak A,Ochocki Z,Martynowski D,Główka M,Nawrot E

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    abstract::A number of 7-piperazinylquinolones carrying a functionalized 2-(furan-3-yl)ethyl moiety attached to the piperazine ring have been synthesized and evaluated as antibacterial agents against a panel of Gram-positive and Gram-negative bacteria. Most of the synthesized compounds exhibited significant antibacterial activit...

    journal_title:Archiv der Pharmazie

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  • Synthesis of novel oximes of 2-aryl-6-methoxy-3,4-dihydronaphthalene and their evaluation as inhibitors of 17 alpha-hydroxylase-C17,20-lyase (P450 17).

    abstract::The synthesis and biological evaluation of oximes of 2-aryl-6-methoxy-3,4-dihydronaphthalene (7a, 7b, 14a, 14b) as nonsteroidal inhibitors of 17 alpha-hydroxylase-C17,20-lyase (P450 17, CYP 17) is described. The target compounds were synthesized and identified by 1H NMR and MS. The preparation of the key intermediates...

    journal_title:Archiv der Pharmazie

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  • Synthesis and potent antimicrobial activities of some novel retinoidal monocationic benzimidazoles.

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    journal_title:Archiv der Pharmazie

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    journal_title:Archiv der Pharmazie

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    journal_title:Archiv der Pharmazie

    pub_type: 杂志文章,评审


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    journal_title:Archiv der Pharmazie

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    journal_title:Archiv der Pharmazie

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    journal_title:Archiv der Pharmazie

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    journal_title:Archiv der Pharmazie

    pub_type: 杂志文章


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    abstract::The synthesis and odour properties of the new santalol analogue, methyl-beta-santalol, are described. The additional methyl group adjacent to the hydroxyl function of the standard molecule, beta-santalol, deprives the new compound of the sandalwood note. The synthesis and the odour evaluation of this compound supports...

    journal_title:Archiv der Pharmazie

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    journal_title:Archiv der Pharmazie

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    journal_title:Archiv der Pharmazie

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    更新日期:2016-06-01 00:00:00

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    journal_title:Archiv der Pharmazie

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    journal_title:Archiv der Pharmazie

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    journal_title:Archiv der Pharmazie

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    abstract::A series of novel N(1)-[5-(4-substituted phenyl)-1,3,4-thiadiazol-2-yl]-N(4)-(4-substituted benzaldehyde)-semicarbazone 1-12, N(1)-[5-(4-substituted phenyl)-1,3,4-thiadiazol-2-yl]-N(4)-[1-(4-substituted phenyl)ethanone]-semicarbazone 13-16, and N(1)-[5-(4-substituted phenyl)-1,3,4-thiadiazol-2-yl]-N(4)-[1-(4-substitut...

    journal_title:Archiv der Pharmazie

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  • In Silico Profiling of the Potentiality of Curcumin and Conventional Drugs for CagA Oncoprotein Inactivation.

    abstract::The oncoprotein cytotoxic associated gene A (CagA) of Helicobacter pylori plays a pivotal role in the development of gastric cancer, so it has been an important target for anti-H. pylori drugs. Conventional drugs are currently being implemented against H. pylori. The inhibitory role of plant metabolites like curcumin ...

    journal_title:Archiv der Pharmazie

    pub_type: 杂志文章


    authors: Srivastava AK,Tewari M,Shukla HS,Roy BK

    更新日期:2015-08-01 00:00:00

  • Immunomodulating action and structure-activity relationships of substituted phenylamides of 5-amino-3-methylisoxazole-4-carboxylic acid.

    abstract::A series of 5-amino-3-methylisoxazole-4-carboxylic acid amides has been prepared by condensation of 5-amino-3-methylisoxazole-4-carboxylic acid with ethyl chloroformate. The resulting mixed anhydride undergoes condensation with appropriate phenylamides to form the corresponding amides 6-16. The compounds obtained were...

    journal_title:Archiv der Pharmazie

    pub_type: 杂志文章


    authors: Ryng S,Zimecki M,Sonnenberg Z,Mokrosz MJ

    更新日期:1999-05-01 00:00:00

  • Synthesis and analgesic activity of some quinazoline analogs of anpirtoline.

    abstract::New condensed derivatives of anpirtoline, in which the pyridine ring is replaced with quinoline, quinazoline, 7-chloroquinoline, and 7-chloroquinazoline nuclei, have been synthesized. Their receptor binding profiles (5-HT1A, 5-HT1B) and analgesic activity (hot plate, acetic acid induced writhing) have been studied. Th...

    journal_title:Archiv der Pharmazie

    pub_type: 杂志文章


    authors: Rádl S,Hezky P,Proska J,Krejcí I

    更新日期:2000-11-01 00:00:00

  • Synthesis of new 2-phenyladenines and 2-phenylpteridines and biological evaluation as adenosine receptor ligands.

    abstract::Synthesis and biological assays of a series of 2-phenylpteridine derivatives are described to compare their affinities to adenosine receptors with those of the corresponding adenines, purposely prepared, and 8-azaadenines previously described. This study demonstrates that the enlargement of the five-membered ring of t...

    journal_title:Archiv der Pharmazie

    pub_type: 杂志文章


    authors: Giorgi I,Biagi G,Livi O,Leonardi M,Scartoni V,Pietra D

    更新日期:2007-02-01 00:00:00

  • Coumarin derivatives with anticancer activities: An update.

    abstract::Cancer can invade or spread to almost all parts of the body. The increasing morbidity and high mortality of cancer create a great demand for the development of novel anticancer drugs. Coumarin derivatives are ubiquitous in nature and can readily interact with diverse enzymes and receptors in cancer cells via weak bond...

    journal_title:Archiv der Pharmazie

    pub_type: 杂志文章,评审


    authors: Song XF,Fan J,Liu L,Liu XF,Gao F

    更新日期:2020-08-01 00:00:00

  • No correlation between GSH levels in human cancer cell lines and the cell growth inhibitory activities of platinum diamine complexes.

    abstract::Increases in the intracellular levels of glutathione (GSH) in cancer cells have been implicated in the development of acquired resistance to platinum antitumor agents. On the other hand, little information is available on the relationships between intracellular GSH levels in non-treated cancer cells and their response...

    journal_title:Archiv der Pharmazie

    pub_type: 杂志文章


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    更新日期:2004-12-01 00:00:00

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    journal_title:Archiv der Pharmazie

    pub_type: 杂志文章


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    更新日期:2000-06-01 00:00:00

  • Synthesis and anticonvulsant properties of some novel quinazolone-thiosemicarbazone and 4-thiazolidone derivatives.

    abstract::Diverse biological activities have been found in compounds having a quinazolinone ring system. A large number of 4(3H)-quinazolinones, in particular those possessing 2-alkyl-3-aryl, 2,3-dialkyl, and 2-alkyl-3-amino substitution, have been evaluated for pharmacological activity. On the other hand, thiazolidone derivati...

    journal_title:Archiv der Pharmazie

    pub_type: 杂志文章


    authors: el-Feky SA,Abd el-Samii ZK

    更新日期:1991-06-01 00:00:00

  • Effect of pyrazoloquinoline derivatives on the growth of Leishmania donovani promastigotes.

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    journal_title:Archiv der Pharmazie

    pub_type: 杂志文章


    authors: Al-Qahtani A,Siddiqui YM,Bekhit AA,El-Sayed OA,Aboul-Enein HY,Al-Ahdalb MN

    更新日期:2005-10-01 00:00:00