Fluorescence of 6-methoxyquinoline, quinine, and quinidine in aqueous media
The absorption and fluorescence spectra of 6-methoxy-quinoline, quinine, and quinidine were studied as a continuous function of pH. 6-Methoxyquinoline is a stronger base in the lowest excited singlet state, as reflected by the pH dependence of its fluorescence. The latter is used to calculate the ra...
Saved in:
| Main Author: | |
|---|---|
| Other Authors: | , |
| Format: | article |
| Published: |
1974
|
| Online Access: | http://hdl.handle.net/10725/6333 http://dx.doi.org/10.1002/jps.2600630615 http://libraries.lau.edu.lb/research/laur/terms-of-use/articles.php http://onlinelibrary.wiley.com/doi/10.1002/jps.2600630615/full |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1864513476317151232 |
|---|---|
| author | Capomacchia, Anthony C. |
| author2 | Threatte, Rose Marie Schulman, Stephen C. |
| author2_role | author author |
| author_facet | Capomacchia, Anthony C. Threatte, Rose Marie Schulman, Stephen C. |
| author_role | author |
| dc.creator.none.fl_str_mv | Capomacchia, Anthony C. Threatte, Rose Marie Schulman, Stephen C. |
| dc.date.none.fl_str_mv | 1974 2017-10-17T11:36:27Z 2017-10-17T11:36:27Z 2017-10-17 |
| dc.identifier.none.fl_str_mv | 1520-6017 http://hdl.handle.net/10725/6333 http://dx.doi.org/10.1002/jps.2600630615 Schulman, S. G., Threatte, R. M., Capomacchia, A. C., & Paul, W. L. (1974). Fluorescence of 6‐methoxyquinoline, quinine, and quinidine in aqueous media. Journal of pharmaceutical sciences, 63(6), 876-880. http://libraries.lau.edu.lb/research/laur/terms-of-use/articles.php http://onlinelibrary.wiley.com/doi/10.1002/jps.2600630615/full |
| dc.language.none.fl_str_mv | en |
| dc.relation.none.fl_str_mv | Journal of Pharmaceutical Sciences |
| dc.rights.*.fl_str_mv | info:eu-repo/semantics/openAccess |
| dc.title.none.fl_str_mv | Fluorescence of 6-methoxyquinoline, quinine, and quinidine in aqueous media |
| dc.type.none.fl_str_mv | Article info:eu-repo/semantics/publishedVersion info:eu-repo/semantics/article |
| description | The absorption and fluorescence spectra of 6-methoxy-quinoline, quinine, and quinidine were studied as a continuous function of pH. 6-Methoxyquinoline is a stronger base in the lowest excited singlet state, as reflected by the pH dependence of its fluorescence. The latter is used to calculate the rates and equilibria of proton exchange in the excited state. Quinine and quinidine, however, do not protonate during the lifetimes of their excited states, an observation attributed to the lower basicity of their aromatic heterocyclic nitrogen than that in 6-methoxyquinoline. The differences in basic properties between the alkaloids and 6-methoxyquinoline are employed to infer the ketonic character of the quinolinemethanol group of the alkaloids and the existence of an intramolecular hydrogen bond in quinine but not in quinidine. |
| eu_rights_str_mv | openAccess |
| format | article |
| id | LAURepo_c83fbbfbd081e2be6ff07644706fd0b5 |
| identifier_str_mv | 1520-6017 Schulman, S. G., Threatte, R. M., Capomacchia, A. C., & Paul, W. L. (1974). Fluorescence of 6‐methoxyquinoline, quinine, and quinidine in aqueous media. Journal of pharmaceutical sciences, 63(6), 876-880. |
| language_invalid_str_mv | en |
| network_acronym_str | LAURepo |
| network_name_str | Lebanese American University repository |
| oai_identifier_str | oai:laur.lau.edu.lb:10725/6333 |
| publishDate | 1974 |
| repository.mail.fl_str_mv | |
| repository.name.fl_str_mv | |
| repository_id_str | |
| spelling | Fluorescence of 6-methoxyquinoline, quinine, and quinidine in aqueous mediaCapomacchia, Anthony C.Threatte, Rose MarieSchulman, Stephen C.The absorption and fluorescence spectra of 6-methoxy-quinoline, quinine, and quinidine were studied as a continuous function of pH. 6-Methoxyquinoline is a stronger base in the lowest excited singlet state, as reflected by the pH dependence of its fluorescence. The latter is used to calculate the rates and equilibria of proton exchange in the excited state. Quinine and quinidine, however, do not protonate during the lifetimes of their excited states, an observation attributed to the lower basicity of their aromatic heterocyclic nitrogen than that in 6-methoxyquinoline. The differences in basic properties between the alkaloids and 6-methoxyquinoline are employed to infer the ketonic character of the quinolinemethanol group of the alkaloids and the existence of an intramolecular hydrogen bond in quinine but not in quinidine.PublishedN/A2017-10-17T11:36:27Z2017-10-17T11:36:27Z19742017-10-17Articleinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article1520-6017http://hdl.handle.net/10725/6333http://dx.doi.org/10.1002/jps.2600630615Schulman, S. G., Threatte, R. M., Capomacchia, A. C., & Paul, W. L. (1974). Fluorescence of 6‐methoxyquinoline, quinine, and quinidine in aqueous media. Journal of pharmaceutical sciences, 63(6), 876-880.http://libraries.lau.edu.lb/research/laur/terms-of-use/articles.phphttp://onlinelibrary.wiley.com/doi/10.1002/jps.2600630615/fullenJournal of Pharmaceutical Sciencesinfo:eu-repo/semantics/openAccessoai:laur.lau.edu.lb:10725/63332021-03-19T10:03:25Z |
| spellingShingle | Fluorescence of 6-methoxyquinoline, quinine, and quinidine in aqueous media Capomacchia, Anthony C. |
| status_str | publishedVersion |
| title | Fluorescence of 6-methoxyquinoline, quinine, and quinidine in aqueous media |
| title_full | Fluorescence of 6-methoxyquinoline, quinine, and quinidine in aqueous media |
| title_fullStr | Fluorescence of 6-methoxyquinoline, quinine, and quinidine in aqueous media |
| title_full_unstemmed | Fluorescence of 6-methoxyquinoline, quinine, and quinidine in aqueous media |
| title_short | Fluorescence of 6-methoxyquinoline, quinine, and quinidine in aqueous media |
| title_sort | Fluorescence of 6-methoxyquinoline, quinine, and quinidine in aqueous media |
| url | http://hdl.handle.net/10725/6333 http://dx.doi.org/10.1002/jps.2600630615 http://libraries.lau.edu.lb/research/laur/terms-of-use/articles.php http://onlinelibrary.wiley.com/doi/10.1002/jps.2600630615/full |