| 1. | Braga, SF ; Galvao, DS : A semiempirical study on the electronic structure of 10-deacetylbaccatin-III. In: Journal of Molecular Graphics and Modelling, 21 (1), pp. 57–70, 2002. (Type: Journal Article | Abstract | Links | BibTeX) @article{braga2002semiempirical, title = {A semiempirical study on the electronic structure of 10-deacetylbaccatin-III}, author = {Braga, SF and Galvao, DS}, url = {http://www.sciencedirect.com/science/article/pii/S1093326302001213}, year = {2002}, date = {2002-01-01}, journal = {Journal of Molecular Graphics and Modelling}, volume = {21}, number = {1}, pages = {57--70}, publisher = {Elsevier}, abstract = {We performed a conformational and electronic analysis for 10-deacetylbaccatin-III (DBAC) using well-known semiempirical methods (parametric method 3 (PM3) and Zerner’s intermediate neglect of differential overlap (ZINDO)) coupled to the concepts of total and local density of states (LDOS). Our results indicate that regions presented by paclitaxel (Taxol®) as important for the biological activity can be traced out by the electronic features present in DBAC. These molecules differ only by a phenylisoserine side chain. Compared to paclitaxel, DBAC has a simpler structure in terms of molecular size and number of degrees of freedom (d.f.). This makes DBAC a good candidate for a preliminary investigation of the taxoid family. Our results question the importance of the oxetane group, which seems to be consistent with recent experimental data. }, keywords = {}, pubstate = {published}, tppubtype = {article} } We performed a conformational and electronic analysis for 10-deacetylbaccatin-III (DBAC) using well-known semiempirical methods (parametric method 3 (PM3) and Zerner’s intermediate neglect of differential overlap (ZINDO)) coupled to the concepts of total and local density of states (LDOS). Our results indicate that regions presented by paclitaxel (Taxol®) as important for the biological activity can be traced out by the electronic features present in DBAC. These molecules differ only by a phenylisoserine side chain. Compared to paclitaxel, DBAC has a simpler structure in terms of molecular size and number of degrees of freedom (d.f.). This makes DBAC a good candidate for a preliminary investigation of the taxoid family. Our results question the importance of the oxetane group, which seems to be consistent with recent experimental data. |
2002 |
||
| 1. |  | Braga, SF ; Galvao, DS A semiempirical study on the electronic structure of 10-deacetylbaccatin-III Journal Article Journal of Molecular Graphics and Modelling, 21 (1), pp. 57–70, 2002. Abstract | Links | BibTeX | Tags: Baccatin, Drug Design, Electronic Structure, Taxol, Taxotere, Theory of Electronic Indices @article{braga2002semiempirical, title = {A semiempirical study on the electronic structure of 10-deacetylbaccatin-III}, author = {Braga, SF and Galvao, DS}, url = {http://www.sciencedirect.com/science/article/pii/S1093326302001213}, year = {2002}, date = {2002-01-01}, journal = {Journal of Molecular Graphics and Modelling}, volume = {21}, number = {1}, pages = {57--70}, publisher = {Elsevier}, abstract = {We performed a conformational and electronic analysis for 10-deacetylbaccatin-III (DBAC) using well-known semiempirical methods (parametric method 3 (PM3) and Zerner’s intermediate neglect of differential overlap (ZINDO)) coupled to the concepts of total and local density of states (LDOS). Our results indicate that regions presented by paclitaxel (Taxol®) as important for the biological activity can be traced out by the electronic features present in DBAC. These molecules differ only by a phenylisoserine side chain. Compared to paclitaxel, DBAC has a simpler structure in terms of molecular size and number of degrees of freedom (d.f.). This makes DBAC a good candidate for a preliminary investigation of the taxoid family. Our results question the importance of the oxetane group, which seems to be consistent with recent experimental data. }, keywords = {Baccatin, Drug Design, Electronic Structure, Taxol, Taxotere, Theory of Electronic Indices}, pubstate = {published}, tppubtype = {article} } We performed a conformational and electronic analysis for 10-deacetylbaccatin-III (DBAC) using well-known semiempirical methods (parametric method 3 (PM3) and Zerner’s intermediate neglect of differential overlap (ZINDO)) coupled to the concepts of total and local density of states (LDOS). Our results indicate that regions presented by paclitaxel (Taxol®) as important for the biological activity can be traced out by the electronic features present in DBAC. These molecules differ only by a phenylisoserine side chain. Compared to paclitaxel, DBAC has a simpler structure in terms of molecular size and number of degrees of freedom (d.f.). This makes DBAC a good candidate for a preliminary investigation of the taxoid family. Our results question the importance of the oxetane group, which seems to be consistent with recent experimental data. |
http://scholar.google.com/citations?hl=en&user=95SvbM8AAAAJ
