umu.sePublications
Change search
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf
Synthesis of [4-(2-Hydroxyphenyl)thiazol-2-yl]methanones as Potential Bioisosteres of Salicylidene Acylhydrazides
Umeå University, Faculty of Science and Technology, Department of Chemistry.
Umeå University, Faculty of Science and Technology, Department of Chemistry.
Umeå University, Faculty of Science and Technology, Department of Chemistry.
2010 (English)In: Molecules, ISSN 1420-3049, E-ISSN 1420-3049, Vol. 15, no 9, 6019-34 p.Article in journal (Refereed) Published
Abstract [en]

A focused library of [4-(2-hydroxyphenyl)thiazol-2-yl]methanones was prepared in a four-step synthesis with the aim to obtain potent inhibitors of type III secretion in Gram-negative bacteria. The compounds are potential bioisosteres of salicylidene acylhydrazides that are a known class of type III secretion inhibitors.

Place, publisher, year, edition, pages
2010. Vol. 15, no 9, 6019-34 p.
Keyword [en]
Type III secretion, Suzuki coupling, Grignard addition
National Category
Other Basic Medicine
Identifiers
URN: urn:nbn:se:umu:diva-32604DOI: 10.3390/molecules15096019ISI: 000282221100013OAI: oai:DiVA.org:umu-32604DiVA: diva2:304414
Available from: 2010-03-18 Created: 2010-03-18 Last updated: 2017-12-12Bibliographically approved
In thesis
1. Statistical molecular design, QSAR modeling, and scaffold hopping – Development of type III secretion inhibitors in Gram negative bacteria
Open this publication in new window or tab >>Statistical molecular design, QSAR modeling, and scaffold hopping – Development of type III secretion inhibitors in Gram negative bacteria
2010 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

Type III secretion is a virulence system utilized by several clinically important Gram-negative pathogens. Computational methods have been used to develop two classes of type III secretion inhibitors, the salicylidene acylhydrazides and the acetylated salicylanilides. For these classes of compounds, quantitative structure-activity relationship models have been constructed with data from focused libraries obtained by statistical molecular design. The models have been validated and shown to provide useful predictions of untested compounds belonging to these classes. Scaffold hopping of the salicylidene acylhydrazides have resulted in a number of synthetic targets that might mimic the scaffold of the compounds. The synthesis of two libraries of analogs to two of these scaffolds and the biological evaluation of them is presented.

Place, publisher, year, edition, pages
Umeå: VMC-KBC, 2010. 65 p.
Keyword
Statistical molecular design, QSAR, synthesis, type III secretion, virulence, scaffold hopping
National Category
Organic Chemistry
Research subject
läkemedelskemi
Identifiers
urn:nbn:se:umu:diva-32506 (URN)978-91-7264-976-7 (ISBN)
Public defence
2010-04-16, KB3B1, Umeå Universitet, kemiska Institutionen, Linaeus v., KBC, 10:00 (Swedish)
Opponent
Supervisors
Available from: 2010-03-18 Created: 2010-03-15 Last updated: 2014-03-10Bibliographically approved

Open Access in DiVA

No full text

Other links

Publisher's full text

Authority records BETA

Hillgren, Mikael JDahlgren, Markus KElofsson, Mikael

Search in DiVA

By author/editor
Hillgren, Mikael JDahlgren, Markus KElofsson, Mikael
By organisation
Department of Chemistry
In the same journal
Molecules
Other Basic Medicine

Search outside of DiVA

GoogleGoogle Scholar

doi
urn-nbn

Altmetric score

doi
urn-nbn
Total: 142 hits
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf