Circular dichroism studies of bisindole Vinca alkaloids Journal Article
| Authors: | Parish, C. A.; Dong, J. G.; Bornmann, W. G.; Chang, J.; Nakanishi, K.; Berova, N. |
| Article Title: | Circular dichroism studies of bisindole Vinca alkaloids |
| Abstract: | The analysis of a series of seventeen vinblastine analogs by circular dichroism is described. Exciton coupling of the indole and indoline chromophores of these compounds provides a general, nonempirical method for the assignment of the C16' configuration with the bioactive C16'-S and the inactive C16'-R analogs giving rise, respectively, to positive and negative couplets. An analysis of the non-coupled transitions of the CDs indicates that a positive Cotton effect at 305 nm, although empirical, is associated with bioactivity. Theoretical calculations of the UV and CD spectra of vinblastine diastereomers are also described. |
| Keywords: | unclassified drug; vincristine; drug structure; vinblastine; vinca alkaloid; alkaloids; stereochemistry; diastereoisomer; circular dichroism; ultraviolet spectroscopy; priority journal; article; electronic spectra; theoretical studies; cleavamine; vinblastine derivative; vindoline |
| Journal Title: | Tetrahedron |
| Volume: | 54 |
| Issue: | 52 |
| ISSN: | 0040-4020 |
| Publisher: | Elsevier Inc. |
| Date Published: | 1998-12-24 |
| Start Page: | 15739 |
| End Page: | 15758 |
| Language: | English |
| PROVIDER: | scopus |
| DOI: | 10.1016/S0040-4020(98)00988-0 |
| DOI/URL: | |
| Notes: | Article -- Export Date: 12 December 2016 -- Source: Scopus |
