Tyck till om SwePub Sök här!
LAR1:umu
Sökning: LAR1:umu > (2000-2004) > Tysklind Mats > Carlsson Carina > Olfactory mucosal t...
- 1 av 1
- Föregående post
- Nästa post
- Till träfflistan
- Carlsson, Carina (författare)
Olfactory mucosal toxicity screening and multivariate QSAR modeling for chlorinated benzene derivatives
- Artikel/kapitelEngelska2004
Förlag, utgivningsår, omfång ...
- 2004-11-05
- Springer Science and Business Media LLC,2004
- printrdacarrier
Nummerbeteckningar
- LIBRIS-ID:oai:DiVA.org:umu-14816
- https://urn.kb.se/resolve?urn=urn:nbn:se:umu:diva-14816URI
- https://doi.org/10.1007/s00204-004-0592-xDOI
Kompletterande språkuppgifter
- Språk:engelska
- Sammanfattning på:engelska
Ingår i deldatabas
- SwePubSwePub
Klassifikation
Anmärkningar
- The olfactory mucosa (OM) is an important target for metabolism-dependent toxicity of drugs and chemicals. Several OM toxicants share a 2,6-dichlorinated benzene structure. The herbicides dichlobenil (2,6-dichlorobenzonitrile) and chlorthiamide (2,6-dichlorothiobenzamide) and the environmental dichlobenil metabolite 2,6-dichlorobenzamide all induce toxicity in the OM following covalent binding in the Bowmans glands. In addition, we have shown that 2,6-dichlorophenyl methylsulfone targets the Bowmans glands and is probably the most potent OM toxicant so far described. These findings suggest that the 2,6-positioning of chlorines in combination with an electron-withdrawing group in the primary position of the benzene ring is an arrangement that facilitates OM toxicity. This study examined the physicochemical characteristics of the 2,6-dichlorinated OM toxicants. A number of 2,6-dichlorinated benzene derivatives with various types of substituents in primary position were tested for OM toxicity in mice. In addition, some other 2,6- and 2,5-substituted benzene derivatives were examined. Two novel OM toxicants, 2,6-dichlorobenzaldehyde oxime and 2,6-dichloronitrobenzene, were identified. By the use of partial least squares projection to latent structures with discriminant analysis (PLS-DA) a preliminary quantitative structure-activity relationship (QSAR) model was built also using reported OM toxicity data. Physicochemical properties positively correlated with olfactory mucosal toxicity were identified as molecular dipolar momentum and the electronic properties of the substituent. Inversely correlated descriptors were variables describing the hydrophobicity, electronic properties of the molecule such as electron affinity and the electronic charge on the primary carbon. In conclusion, this preliminary PLS-DA model shows that a 2,6-dichlorinated benzene derivative with a large, polar, and strong electron-withdrawing substituent in the primary position has the potential of being a potent OM toxicant in mice.
Ämnesord och genrebeteckningar
- Olfactory mucosa
- Quantitative structure-activity relationship
- Nasal toxicity
- Chlorinated benzenes
- Substituents
Biuppslag (personer, institutioner, konferenser, titlar ...)
- Harju, MikaelUmeå universitet,Kemiska institutionen (författare)
- Bahrami, Fariba (författare)
- Cantillana, Tatiana (författare)
- Tysklind, MatsUmeå universitet,Kemiska institutionen(Swepub:umu)maty0001 (författare)
- Brandt, Ingvar (författare)
- Umeå universitetKemiska institutionen (creator_code:org_t)
Sammanhörande titlar
- Ingår i:Archives of Toxicology: Springer Science and Business Media LLC78:12, s. 706-7150340-57611432-0738
Internetlänk
- 1 av 1
- Föregående post
- Nästa post
- Till träfflistan
Hitta mer i SwePub
- Av författaren/redakt...
- Carlsson, Carina
- Harju, Mikael
- Bahrami, Fariba
- Cantillana, Tati ...
- Tysklind, Mats
- Brandt, Ingvar
- Artiklar i publikationen
- Archives of Toxi ...
- Av lärosätet
- Umeå universitet
Sök utanför SwePub
- Sök vidare i:
- Google Book Search
- Google Scholar
Kungliga biblioteket hanterar dina personuppgifter i enlighet med EU:s dataskyddsförordning (2018), GDPR. Läs mer om hur det funkar här.
Så här hanterar KB dina uppgifter vid användning av denna tjänst.
- Copyright © LIBRIS - Nationella bibliotekssystem
- LIBRIS.kb.se
