Enantiomeric Derivatives of Tokinolide B: Absolute Configuration and Biological Properties
(2012) In Journal of Natural Products 75(5). p.859-864- Abstract
- The enantiomeric lactams (-)-8, (+)-8, (+)-9, and (-)-9 were formed by the reaction of the dimeric phthalide rac-tokinolide B (rac-3) with (R)-(+)-alpha-methylbenzylamine and (S)-(-)-alpha-methylbenzylamine. The absolute configurations of compounds 8 and 9 were assigned by experimental and theoretically calculated electronic circular dichroism methods for (+)-8 and (-)-9. Compounds 3, 5, (-)-8, (+)-8, (+)-9, and (-)-9 displayed cytotoxic activity toward several human tumor cell lines, with (-)-8 and (-)-9 being the most potent.
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/2809502
- author
- Leon, Alejandra ; Antonio Cogordan, J. ; Sterner, Olov LU and Delgado, Guillermo
- organization
- publishing date
- 2012
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Journal of Natural Products
- volume
- 75
- issue
- 5
- pages
- 859 - 864
- publisher
- The American Chemical Society (ACS)
- external identifiers
-
- wos:000304385800002
- scopus:84861548743
- pmid:22574648
- ISSN
- 0163-3864
- DOI
- 10.1021/np200645p
- 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
- dbd92896-c571-4de5-af2f-94055056ffe0 (old id 2809502)
- date added to LUP
- 2016-04-01 13:08:18
- date last changed
- 2022-02-19 03:12:46
@article{dbd92896-c571-4de5-af2f-94055056ffe0, abstract = {{The enantiomeric lactams (-)-8, (+)-8, (+)-9, and (-)-9 were formed by the reaction of the dimeric phthalide rac-tokinolide B (rac-3) with (R)-(+)-alpha-methylbenzylamine and (S)-(-)-alpha-methylbenzylamine. The absolute configurations of compounds 8 and 9 were assigned by experimental and theoretically calculated electronic circular dichroism methods for (+)-8 and (-)-9. Compounds 3, 5, (-)-8, (+)-8, (+)-9, and (-)-9 displayed cytotoxic activity toward several human tumor cell lines, with (-)-8 and (-)-9 being the most potent.}}, author = {{Leon, Alejandra and Antonio Cogordan, J. and Sterner, Olov and Delgado, Guillermo}}, issn = {{0163-3864}}, language = {{eng}}, number = {{5}}, pages = {{859--864}}, publisher = {{The American Chemical Society (ACS)}}, series = {{Journal of Natural Products}}, title = {{Enantiomeric Derivatives of Tokinolide B: Absolute Configuration and Biological Properties}}, url = {{http://dx.doi.org/10.1021/np200645p}}, doi = {{10.1021/np200645p}}, volume = {{75}}, year = {{2012}}, }