当前位置： SCI文献检索 > EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY期刊下所有文献 > Thiophene-2-carboxamide derivatives of anthraquinone: A new potent antitumor chemotype.

Thiophene-2-carboxamide derivatives of anthraquinone: A new potent antitumor chemotype.

Abstract：

:The anthraquinone scaffold has long been known as a source of efficacious antitumor drugs. In particular, the various chemical modifications of the side chains in this scaffold have yielded the compounds potent for the wild type tumor cells, their counterparts with molecular determinants of altered drug response, as well as in vivo settings. Further exploring the chemotype of anticancer heteroarene-fused anthraquinones, we herein demonstrate that derivative of anthra[2,3-b]thiophene-2-carboxamide, (compound 8) is highly potent against a panel of human tumor cell lines and their drug resistant variants. Treatment with submicromolar or low micromolar concentrations of 8 for only 30 min was sufficient to trigger lethal damage of K562 chronic myelogenous leukemia cells. Compound 8 (2.5 μM, 3-6 h) induced an apoptotic cell death as determined by concomitant activation of caspases 3 and 9, cleavage of poly(ADP-ribose) polymerase, increase of Annexin V/propidium iodide double stained cells, DNA fragmentation (subG1 fraction) and a decrease of mitochondrial membrane potential. Neither a significant interaction with double stranded DNA nor strong inhibition of the DNA dependent enzyme topoisomerase 1 by 8 were detectable in cell free systems. Laser scanning confocal microscopy revealed that some amount of 8 was detectable in mitochondria as early as 5 min after the addition to the cells; exposure for 1 h caused significant morphological changes and clustering of mitochondria. The bioisosteric analog 2 in which the thiophene ring was replaced with furan was less active although the patterns of cytotoxicity of both derivatives were similar. These results point at the specific role of the sulfur atom in the antitumor properties of carboxamide derivatives of heteroarene-fused anthraquinone.

journal_name

Eur J Med Chem

journal_title

European journal of medicinal chemistry

authors

Volodina YL,Tikhomirov AS,Dezhenkova LG,Ramonova AA,Kononova AV,Andreeva DV,Kaluzhny DN,Schols D,Moisenovich MM,Shchekotikhin AE,Shtil AA

doi

10.1016/j.ejmech.2021.113521

keywords:

["Anthraquinone","Antiproliferative activity","Bioisostere","Carboxamide","Cell cycle","Cell death","Intracellular targets","Structure-activity relationship","Thiophene"]

subject

Has Abstract

pub_date

2021-10-05 00:00:00

pages

113521

eissn

0223-5234

issn

1768-3254

pii

S0223-5234(21)00370-6

journal_volume

221

pub_type

杂志文章

相关文献

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY文献大全
  • 4-Aminopyridine derivatives with antiamnesic activity.

    abstract：:Acetylcholine (Ach) enhancement, useful in the treatment of Alzheimer's disease (AD), may be obtained by means of ion channel modulators such as 4-aminopyridine (4-AP). 4-AP is also the central ring of tacrine, the first drug approved for the treatment of AD. The synthesis and pharmacological activity of three 4-AP de...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(00)00103-3

    authors： Andreani A,Leoni A,Locatelli A,Morigi R,Rambaldi M,Pietra C,Villetti G

    更新日期：2000-01-01 00:00:00

  • Anticonvulsant properties of various acetylhydrazones, oxamoylhydrazones and semicarbazones derived from aromatic and unsaturated carbonyl compounds.

    abstract：:Various acetylhydrazones, oxamoylhydrazones and semicarbazones were prepared as candidate anticonvulsants with a view to examining the viability of a putative binding site hypothesis. Atomic charge calculations were undertaken to determine the hydrogen bonding capacities of various molecules. The biological results ob...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(00)00123-9

    authors： Dimmock JR,Vashishtha SC,Stables JP

    更新日期：2000-02-01 00:00:00

  • Naphthazarin derivatives (IV): synthesis, inhibition of DNA topoisomerase I and cytotoxicity of 2- or 6-acyl-5,8-dimethoxy-1, 4-naphthoquinones.

    abstract：:Some 2- or 6-acyl-5,8-dimethoxy-1,4-naphthoquinone (DMNQ) derivatives were synthesized and evaluated for inhibition of DNA topoisomerase I and cytotoxicity against L1210 cells. Compared with 2-acyl-DMNQ derivatives, 6-acyl-DMNQ compounds, bearing a higher electrophilic quinone moiety, showed a higher potency in the in...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(00)00129-x

    authors： Song GY,Kim Y,Zheng XG,You YJ,Cho H,Chung JH,Sok DE,Ahn BZ

    更新日期：2000-03-01 00:00:00

  • Synthesis of benzylideneacetophenones and their inhibition of lipid peroxidation.

    abstract：:A series of benzylideneacetophenone derivatives have been synthesized and found to show potent inhibition of the lipid peroxidation (LPO) in rat liver microsomes. All 19 compounds prepared in this series are LPO inhibitors. The highest activity was found in para hydroxy derivatives with two meta tert-butyl substituent...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(00)00137-9

    authors： Arty IS,Timmerman H,Samhoedi M,Sastrohamidjojo,Sugiyanto,van der Goot H

    更新日期：2000-04-01 00:00:00

  • NO-Donors, part 3: nitrooxyacylated thiosalicylates and salicylates - synthesis and biological activities(#).

    abstract：:Organic nitrates release nitric oxide when incubated with thiosalicylic acid. S-Nitrooxyacylated esters and amides of thiosalicylic acid, together with the corresponding salicylates, were synthesized in order to perform a first in vitro evaluation of these new nitrate-thiol-hybrid prodrugs. These prodrugs might releas...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(99)00110-5

    authors： Endres S,Hacker A,Noack E,Kojda G,Lehmann J

    更新日期：1999-11-01 00:00:00

  • 2-Substituted indazoles. Synthesis and antimicrobial activity.

    abstract：:2-Isothiocarbamoyl substituted fused pyrazolines and their S-alkyl derivatives were prepared as potentially antimicrobial agents. Conventional methods were used to synthesize the novel derivatives starting from cyclic unsaturated ketones and thiosemicarbazide under acidic catalyst. These cyclizations yielded only one ...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(99)00120-8

    authors： Lóránd T,Kocsis B,Emôdy L,Sohár P

    更新日期：1999-11-01 00:00:00

  • Design and synthesis of alpha,beta-unsaturated carbonyl compounds as potential ACE inhibitors.

    abstract：:The alpha,beta-unsaturated amide that is incorporated into the basic structural frame of a simple substrate molecule of angiotensin converting enzyme was found to serve as a Michael acceptor for the catalytic carboxylate of Glu-127, inhibiting the enzyme irreversibly. ...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(00)00158-6

    authors： Park Choo HY,Peak KH,Park J,Kim DH,Chung HS

    更新日期：2000-06-01 00:00:00

  • Synthesis and preliminary pharmacological results on new naphthalene derivatives as 5-HT(4) receptor ligands.

    abstract：:The indole derivative GR 113808 is currently used as the reference ligand for labelling the 5-HT(4) serotoninergic receptors. Previous works in our laboratories established the bioisosteric equivalency of the indole heterocycle and naphthalene in a series of melatonin receptor ligands. Based on this knowledge we desig...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(00)00163-x

    authors： Diouf O,Depreux P,Chavatte P,Poupaert JH

    更新日期：2000-07-01 00:00:00

  • Synthesis of (1S,3aS)-8-(2,3,3a,4,5, 6-hexahydro-1H-phenalen-1-yl)-1-phenyl-1,3,8-triaza-spiro[4. 5]decan-4-one, a potent and selective orphanin FQ (OFQ) receptor agonist with anxiolytic-like properties.

    abstract：:The development of 8-(2,3,3a,4,5, 6-hexahydro-1H-phenalen1-yl)-1-phenyl-1,3,8-triaza-spiro[4. 5]decan-4-ones 3 starting from (RS)-8-acenaphten-1-yl-1-phenyl-1,3, 8-triazaspiro[4.5]decan-4-one 1 is reported. The synthesis and the binding affinities at human OFQ and opioid (micro, kappa, delta) receptors of the stereois...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(00)00171-9

    authors： Wichmann J,Adam G,Röver S,Hennig M,Scalone M,Cesura AM,Dautzenberg FM,Jenck F

    更新日期：2000-09-01 00:00:00

  • Synthesis and in vitro opioid activity profiles of DALDA analogues.

    abstract：:The tetrapeptide DALDA (H-Tyr-D-Arg-Phe-Lys-NH2) is a polar and selective mu agonist showing poor penetration of the placental and blood-brain barriers. In an effort to enhance the potency of DALDA, analogues containing 2',6'-dimethyltyrosine (Dmt), N,2',6'-trimethyltyrosine (Tmt), 2'-methyltyrosine (Mmt) or 2'-hydrox...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(00)01171-5

    authors： Schiller PW,Nguyen TM,Berezowska I,Dupuis S,Weltrowska G,Chung NN,Lemieux C

    更新日期：2000-10-01 00:00:00

  • Cytotoxic 2,6-bis(arylidene)cyclohexanones and related compounds.

    abstract：:A number of 2-arylidenecyclohexanones 1, 2, 6-bis(arylidene)cyclohexanones 2 and related Mannich bases 3-5 were prepared. Various torsion angles as well as atomic charges on olefinic carbon atoms were determined by molecular modelling on all compounds. These molecules showed cytotoxicity towards murine P388 and L1210 ...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(00)01173-9

    authors： Dimmock JR,Kumar P,Nazarali AJ,Motaganahalli NL,Kowalchuk TP,Beazely MA,Wilson Quail J,Oloo EO,Allen TM,Szydlowski J,DeClercq E,Balzarini J

    更新日期：2000-11-01 00:00:00

  • A molecular modeling and 3D QSAR study of a large series of indole inhibitors of human non-pancreatic secretory phospholipase A2.

    abstract：:Automated docking allowing protein-based alignment was performed for a series of 188 indole inhibitors of the human non-pancreatic secretory phospholipase A2 (hnps-PLA2). All the substituted indoles were docked to the crystal structure of hnps-PLA2 and a three-dimensional QSAR model was then established using the CoMF...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(00)01183-1

    authors： Bernard P,Pintore M,Berthon JY,Chrétien JR

    更新日期：2001-01-01 00:00:00

  • Design, synthesis and binding properties of novel and selective 5-HT(3) and 5-HT(4) receptor ligands.

    abstract：:This work reports the synthesis and the binding tests on the 5-HT(3) and 5-HT(4) receptors of new thienopyrimidopiperazine and piperazinylacylaminodimethylthiophene derivatives, in order to identify potent and selective ligands for each receptor. The compound with higher affinity and selectivity for the 5-HT(3) over t...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(00)01187-9

    authors： Modica M,Santagati M,Guccione S,Russo F,Cagnotto A,Goegan M,Mennini T

    更新日期：2000-12-01 00:00:00

  • Novel anthraquinone derivatives with redox-active functional groups capable of producing free radicals by metabolism: are free radicals essential for cytotoxicity?

    abstract：:The mode of action of antitumour anthraquinone derivatives (i.e. mitoxantrone) is not clearly established yet. It includes, among others, intercalation and binding to DNA, bioreduction and aerobic redox cycling. A series of anthraquinone derivatives, with potentially bioreducible groups sited in the side chain, have b...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(00)80029-x

    authors： Barasch D,Zipori O,Ringel I,Ginsburg I,Samuni A,Katzhendler J

    更新日期：1999-07-01 00:00:00

  • Design of new small cyclic melanocortin receptor-binding peptides using molecular modelling: Role of the His residue in the melanocortin peptide core.

    abstract：:The conserved core of melanocyte stimulating hormones (MSH), His-Phe-Arg-Trp, was probed by comparing a cyclic pentapeptide containing His-DPhe-Arg-Trp, with three structurally similar cyclic peptides, that lacked the His residue. All three peptides bound to the MC(1), MC(3), MC(4) and MC(5) receptors with similar aff...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(00)01200-9

    authors： Prusis P,Muceniece R,Mutule I,Mutulis F,Wikberg JE

    更新日期：2001-02-01 00:00:00

  • Synthesis and structure-activity relationships of potential anticonvulsants based on 2-piperidinecarboxylic acid and related pharmacophores.

    abstract：:Using N-(2,6-dimethyl)phenyl-2-piperidinecarboxamide (1) and N-(alpha-methylbenzyl)-2-piperidinecarboxamide (2) as structural leads, a variety of analogues were synthesised and evaluated for anticonvulsant activity in the MES test in mice. In the N-benzyl series, introduction of 3-Cl, 4-Cl, 3,4-Cl2, or 3-CF3 groups on...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(00)01206-x

    authors： Ho B,Michael Crider A,Stables JP

    更新日期：2001-03-01 00:00:00

  • Synthesis and cytotoxicity of artemisinin derivatives containing cyanoarylmethyl group.

    abstract：:A series of 12alpha-deoxoartemisinyl cyanoarylmethyl dicarboxylates (4a-4o), dicarboxylic acids 12alpha-deoxoartemisinyl ester cyanoarylmethyl amide (5a-5k), and dicarboxylic acids 12alpha-deoxoartemisinyl ester N-methylcyanoarylmethyl amide (6a-6l), showing moderate cytotoxicity against P388 and L1210 cells were prep...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(01)01240-5

    authors： Wu JM,Shan F,Wu GS,Li Y,Ding J,Xiao D,Han JX,Atassi G,Leonce S,Caignard DH,Renard P

    更新日期：2001-05-01 00:00:00

  • Synthesis and pharmacology of site specific cocaine abuse treatment agents: a new synthetic methodology for methylphenidate analogs based on the Blaise reaction.

    abstract：:In order to make new analogs of the dopamine (DA) uptake inhibitor methylphenidate, a synthetic methodology based on the Blaise reaction was developed. The reaction between alpha-bromophenylacetic acid esters, zinc and alpha-cyano-omega-mesylates gave stable primary enamines. After reduction of the enamines with cyano...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(01)01230-2

    authors： Deutsch HM,Ye X,Shi Q,Liu Z,Schweri MM

    更新日期：2001-04-01 00:00:00

  • N-pyridinyl-indole-3-(alkyl)carboxamides and derivatives as potential systemic and topical inflammation inhibitors.

    abstract：:N-substituted-(indol-3-yl)carboxamides 10-15 and alkanamides 16-18 were prepared starting from the corresponding acids and submitted to screening for evaluation of their anti-inflammatory activity. None of the considered carboxamides exhibited significant inhibitory effect in the carrageenin-induced rat paw oedema aft...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(01)01242-9

    authors： Duflos M,Nourrisson MR,Brelet J,Courant J,LeBaut G,Grimaud N,Petit JY

    更新日期：2001-06-01 00:00:00

  • Synthesis and steroid sulphatase inhibitory activity of C19- and C21-steroidal derivatives bearing a benzyl-inhibiting group.

    abstract：:Two series of compounds, benzyl alkylated at position 17alpha and 20 of androstane and pregnane, respectively, were synthesised and tested for steroid sulphatase inhibition. We compared the ability of the compounds to inhibit steroid sulphatase obtained from two different sources (homogenates of transfected HEK-293 ce...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(01)01262-4

    authors： Ciobanu LC,Boivin RP,Luu-The V,Poirier D

    更新日期：2001-07-01 00:00:00

  • Synthesis and receptor docking studies of N-substituted indole-2-carboxylic acid esters as a search for COX-2 selective enzyme inhibitors.

    abstract：:A series of N-substituted indole-2-carboxylic acid esters have been prepared by replacing the benzoyl group of indomethacin with a benzyl and a phenyl group. The carbocyclic acid side chain was extended via creating an ester structure by using several dialkylaminoalkyl groups. The receptor docking studies were perform...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(01)01258-2

    authors： Olgen S,Akaho E,Nebioglu D

    更新日期：2001-09-01 00:00:00

  • 1,2,5-Oxadiazole N-oxide derivatives as potential anti-cancer agents: synthesis and biological evaluation. Part IV.

    abstract：:Several new 1,2,5-oxadiazole N-oxide derivatives and some deoxygenated analogues were synthesized to be tested as potential selective hypoxic cell cytotoxins. Compounds prepared were designed in order to gain insight into the mechanism of action of this kind of cytotoxin. Compounds were tested in oxia and hypoxia and ...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(01)01265-x

    authors： Boiani M,Cerecetto H,González M,Risso M,Olea-Azar C,Piro OE,Castellano EE,López de Ceráin A,Ezpeleta O,Monge-Vega A

    更新日期：2001-10-01 00:00:00

  • Synthesis and evaluation of antihypertensive activity of 1,8-naphthyridine derivatives. Part X.

    abstract：:A series of 4-(N-methylencycloalkylamino)-1,8-naphthyridine derivatives variously substituted in positions 2 and 7 were synthesized and pharmacologically investigated for possible antihypertensive activity. These compounds were tested to determine a possible vasodilator mechanism of action. Compounds 22, 23, 27-29, 47...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：

    authors： Badawneh M,Ferrarini PL,Calderone V,Manera C,Martinotti E,Mori C,Saccomanni G,Testai L

    更新日期：2001-11-01 00:00:00

  • Bifunctional derivative of p,p'-dichlorochalcone. Part III. Synthesis and study for cytotoxic activity of a new compound, 2-[2,2-bis(4-chlorophenyl)ethyl]-2-(4-chlorophenyl)-thiazolidin-4-one from p,p'-dichlorochalcone.

    abstract：:The synthesis of 2-(2,2-bis(4-chlorophenyl)ethyl]-2-(4-chlorophenyl)-thiazolidin-4-one (3) from p,p'-dichlorochalcone (1) via 1,3,3-tris(4-chlorophenyl)-propan-1-one (2) using thioglycollic acid in the presence of ammonium carbonate is described. Structural assignment, stereochemistry and biological assay are discusse...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(01)01268-5

    authors： Singh SP,Ansari WH,Lemière G,Jonckers T,Dommisse R

    更新日期：2002-01-01 00:00:00

  • Quantitative structure--activity relationships of antimutagenic benzalacetones and 1,1,1-trifluoro-4-phenyl-3-buten-2-ones.

    abstract：:The antimutagenic activities (IC(50)) of benzalacetones (BZ) and 1,1,1-trifluo-4-phenyl-3-buten-2-ones (TF) against UV-induced mutagenesis in Escherichia coli WP2s(uvrA trpE) were quantitatively analyzed in terms of physicochemical parameters by regression analyses. Structural requirements for maximal potency were der...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(01)01316-2

    authors： Yamagami C,Motohashi N

    更新日期：2002-02-01 00:00:00

  • Reactions of purines-containing butenolides with L-cysteine or N-acetyl-L-cysteine as model biological nucleophiles: a potent mechanism-based inhibitor of ribonucleotide reductase caused apoptosis in breast carcinoma MCF7 cells.

    abstract：:Thiols are the most reactive nucleophilic reagents among the biological models investigated. The reactivity of butenolides 1a-c, 2-4, and 6-8 toward L-cysteine, a model biological nucleophile, was studied spectrophotometrically. The rates of the reactions were measured and correlated with antitumour activity of these ...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(02)01333-8

    authors： Hakimelahi GH,Moosavi-Movahedi AA,Sambaiah T,Zhu JL,Ethiraj KS,Pasdar M,Hakimelahi S

    更新日期：2002-03-01 00:00:00

  • Synthesis, cytotoxic activities and proposed mode of binding of a series of bis([(9-oxo-9,10-dihydroacridine-4-carbonyl)amino]alkyl) alkylamines.

    abstract：:A series of bis([(9-oxo-9,10-dihydroacridine-4-carbonyl)amino]alkyl) alkylamines have been prepared and their antiproliferative properties have been tested against HT-29 cell lines. Compounds 6b and 6d showed an interesting cytotoxic profile and were subjected to further cytotoxic evaluation, DNA binding properties an...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(02)01348-x

    authors： Braña MF,Casarrubios L,Domínguez G,Fernández C,Pérez JM,Quiroga AG,Navarro-Ranninger C,de Pascual-Teresa B

    更新日期：2002-04-01 00:00:00

  • Synthesis and preliminary evaluation of benzimidazole derivatives as antimicrobial agents.

    abstract：:A series of 2-alkylsulphanylbenzimidazoles was synthesised and the compounds were evaluated for their in vitro antimicrobial activity. The structures of the compounds were confirmed by 1H-NMR and IR data, and their purity by elemental analysis. Antimycobacterial activities against Mycobacterium tuberculosis and non-tu...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(02)01342-9

    authors： Klimesová V,Kocí J,Pour M,Stachel J,Waisser K,Kaustová J

    更新日期：2002-05-01 00:00:00

  • New 1,2,3-triazolo[1,5-a]quinoxalines: synthesis and binding to benzodiazepine and adenosine receptors. II.

    abstract：:On pursuing research about 1,2,3-triazolo[1,5-a]quinoxalines, in this paper we report synthesis and binding assays toward the benzodiazepine and A(1) and A(2A) adenosine receptors, of a new series of derivatives, bearing some structural changes (introduction of fluorine and trifluoromethyl in the seventh position, ami...

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(02)01376-4

    authors： Biagi G,Giorgi I,Livi O,Scartoni V,Betti L,Giannaccini G,Trincavelli ML

    更新日期：2002-07-01 00:00:00

  • Preparation of a subcellular conjugate with the lipopolysaccharide from Vibrio cholerae 01 using beta-D-glucan as matrix.

    abstract：:A conjugate consisting of detoxified lipopolysaccharide of Vibrio cholerae, a carrier polysaccharide matrix and an immunogenic protein has been synthesised and the reaction conditions have been optimised for obtaining a high degree of conjugation. The obtained construct showed reactivity with the antibodies against V....

    journal_title：European journal of medicinal chemistry

    pub_type： 杂志文章

    doi：10.1016/s0223-5234(02)01392-2

    authors： Machová E,Bystrický S,Gáliková A,Kogan G

    更新日期：2002-08-01 00:00:00