Matches in SemOpenAlex for { <https://semopenalex.org/work/W641683670> ?p ?o ?g. }
Showing items 1 to 67 of
67
with 100 items per page.
- W641683670 abstract "2-Phenylbenzothiazoles have structural similarities to the antioestrogenic 2-phenylindole, zindoxifene and to the oestrogenic isoflavone, genistein which also inhibits tyrosine kinases. Hydroxylated 2-phenylbenzothiazole derivatives were therefore produced and tested for oestrogenic and tyrosine kinase inhibitory activity. Synthesis of methoxy substituted 2-phenylbenzothiazoles was via the Jacobson method, demethylation being effected by boron tribromide at -70oC. Three amino substituted 2-phenylbenzothiazoles were also synthesised and tested for activity. Data is presented for oestrogen receptor binding activity, aromatase inhibitory activity, epidermal growth factor receptor tyrosine kinase (EGFRTK) inhibitory activity and cytotoxicity to ANN-1, 3T3, MCF-7 and WIDR cells. Oestrogen receptor binding affinity (RBA) was shown by five of the nine compounds tested. 2-(4-hydroxy)-6-hydroxybenzo-thiazole was the most active of the benzothiazoles tested (RBA 0.7). This is low but comparable to that of genistein. EGFRTK inhibitory activity was shown by four of the six benzothiazole derivatives tested; activity was comparable to that of genistein. Cytotoxicity assays have shown no selective toxicity of 2-phenylbenzothiazoles to any of the cell lines tested. Toxicity to MCF-7 cells was similar to that for other cell lines despite some compounds showing oestrogen receptor binding capacity. Amino-substituted 2-phenylbenzothiazoles showed selective toxicity towards transformed ANN-1 cells compared to normal 3T3 cells but the mechanism of this selectivity has not been established. Molecular modelling techniques, including CHEM-X, QUANTA and MOPAC were used to compare known ATP-competitive tyrosine kinase inhibitors with a model of ATP built from the crystal structure of the ATP-phosphoglycerate kinase complex. Structural features thought to be important to kinase inhibition were found and used to suggest further 2-phenylbenzothiazole analogues which may have improved activity." @default.
- W641683670 created "2016-06-24" @default.
- W641683670 creator A5071773064 @default.
- W641683670 date "1990-06-01" @default.
- W641683670 modified "2023-09-23" @default.
- W641683670 title "Synthesis and biological properties of 2-phenylbenzothiazole derivatives" @default.
- W641683670 hasPublicationYear "1990" @default.
- W641683670 type Work @default.
- W641683670 sameAs 641683670 @default.
- W641683670 citedByCount "0" @default.
- W641683670 crossrefType "dissertation" @default.
- W641683670 hasAuthorship W641683670A5071773064 @default.
- W641683670 hasConcept C101544691 @default.
- W641683670 hasConcept C109316439 @default.
- W641683670 hasConcept C134018914 @default.
- W641683670 hasConcept C170493617 @default.
- W641683670 hasConcept C178790620 @default.
- W641683670 hasConcept C184235292 @default.
- W641683670 hasConcept C185592680 @default.
- W641683670 hasConcept C202751555 @default.
- W641683670 hasConcept C2778298627 @default.
- W641683670 hasConcept C29730261 @default.
- W641683670 hasConcept C42362537 @default.
- W641683670 hasConcept C55493867 @default.
- W641683670 hasConcept C71240020 @default.
- W641683670 hasConcept C86803240 @default.
- W641683670 hasConceptScore W641683670C101544691 @default.
- W641683670 hasConceptScore W641683670C109316439 @default.
- W641683670 hasConceptScore W641683670C134018914 @default.
- W641683670 hasConceptScore W641683670C170493617 @default.
- W641683670 hasConceptScore W641683670C178790620 @default.
- W641683670 hasConceptScore W641683670C184235292 @default.
- W641683670 hasConceptScore W641683670C185592680 @default.
- W641683670 hasConceptScore W641683670C202751555 @default.
- W641683670 hasConceptScore W641683670C2778298627 @default.
- W641683670 hasConceptScore W641683670C29730261 @default.
- W641683670 hasConceptScore W641683670C42362537 @default.
- W641683670 hasConceptScore W641683670C55493867 @default.
- W641683670 hasConceptScore W641683670C71240020 @default.
- W641683670 hasConceptScore W641683670C86803240 @default.
- W641683670 hasLocation W6416836701 @default.
- W641683670 hasOpenAccess W641683670 @default.
- W641683670 hasPrimaryLocation W6416836701 @default.
- W641683670 hasRelatedWork W117112278 @default.
- W641683670 hasRelatedWork W1990794894 @default.
- W641683670 hasRelatedWork W2004267292 @default.
- W641683670 hasRelatedWork W2009676330 @default.
- W641683670 hasRelatedWork W2015719841 @default.
- W641683670 hasRelatedWork W2022094938 @default.
- W641683670 hasRelatedWork W2036475196 @default.
- W641683670 hasRelatedWork W2039386983 @default.
- W641683670 hasRelatedWork W2069062097 @default.
- W641683670 hasRelatedWork W2093537251 @default.
- W641683670 hasRelatedWork W2095987562 @default.
- W641683670 hasRelatedWork W2104191550 @default.
- W641683670 hasRelatedWork W2122515136 @default.
- W641683670 hasRelatedWork W2131435114 @default.
- W641683670 hasRelatedWork W2174854370 @default.
- W641683670 hasRelatedWork W2178696076 @default.
- W641683670 hasRelatedWork W222596763 @default.
- W641683670 hasRelatedWork W2330844681 @default.
- W641683670 hasRelatedWork W2336697747 @default.
- W641683670 hasRelatedWork W2344160963 @default.
- W641683670 isParatext "false" @default.
- W641683670 isRetracted "false" @default.
- W641683670 magId "641683670" @default.
- W641683670 workType "dissertation" @default.