Spirobicyclo[2.2.2]octane derivatives: mimetics of baccatin III and paclitaxel (Taxol)
(2004) In Organic and Biomolecular Chemistry 2(21). p.3085-3090- Abstract
- The formylated spirobyclic alcohol 8a was computer modeled to be a mimetic of paclitaxel. In this model, the formyl group was used as a truncated paclitaxel side chain in order to reduce the computational work. Compound 8c, carrying the paclitaxel side chain, was synthesized in six steps from optically active 1,3-diketone 12. Microtubule stabilization was not observed for 8c, indicating that the model needs to be adjusted.
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/139418
- author
- Almqvist, Fredrik ; Manner, Sophie LU ; Thornqvist, Viveca LU ; Berg, Ulf LU ; Wallin, M and Frejd, Torbjörn LU
- organization
- publishing date
- 2004
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Organic and Biomolecular Chemistry
- volume
- 2
- issue
- 21
- pages
- 3085 - 3090
- publisher
- Royal Society of Chemistry
- external identifiers
-
- pmid:15505712
- wos:000224703400008
- scopus:9144227035
- pmid:15505712
- ISSN
- 1477-0539
- DOI
- 10.1039/B409678A
- language
- English
- LU publication?
- yes
- additional info
- The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Organic chemistry (S/LTH) (011001240)
- id
- b08553d3-68fb-4503-8351-4e143f0d7cf3 (old id 139418)
- date added to LUP
- 2016-04-01 11:51:37
- date last changed
- 2022-01-26 19:20:25
@article{b08553d3-68fb-4503-8351-4e143f0d7cf3, abstract = {{The formylated spirobyclic alcohol 8a was computer modeled to be a mimetic of paclitaxel. In this model, the formyl group was used as a truncated paclitaxel side chain in order to reduce the computational work. Compound 8c, carrying the paclitaxel side chain, was synthesized in six steps from optically active 1,3-diketone 12. Microtubule stabilization was not observed for 8c, indicating that the model needs to be adjusted.}}, author = {{Almqvist, Fredrik and Manner, Sophie and Thornqvist, Viveca and Berg, Ulf and Wallin, M and Frejd, Torbjörn}}, issn = {{1477-0539}}, language = {{eng}}, number = {{21}}, pages = {{3085--3090}}, publisher = {{Royal Society of Chemistry}}, series = {{Organic and Biomolecular Chemistry}}, title = {{Spirobicyclo[2.2.2]octane derivatives: mimetics of baccatin III and paclitaxel (Taxol)}}, url = {{http://dx.doi.org/10.1039/B409678A}}, doi = {{10.1039/B409678A}}, volume = {{2}}, year = {{2004}}, }