Next Article in Journal
Nucleophilic Additions of 2-Furyllithium to Carbonyl Derivatives of L-Serine. Formal Synthesis of (2R,3R)-β-Hydroxy Aspartic Acid
Previous Article in Journal
Review of the Molecule of the Month Website in 1997
Molecules 1998, 3(1), 20-25; doi:10.3390/30100020

Synthesis and Biological Evaluation of 14 -Methoxy Digitalis Derivatives

* , , ,  and
Prassis Istituto di Ricerche Sigma-Tau, Via Forlanini, 3, 20019 Settimo Milanese (MI), Italy
* Author to whom correspondence should be addressed.
Received: 11 November 1997 / Accepted: 15 January 1998 / Published: 25 January 1998
Download PDF [45 KB, uploaded 18 June 2014]


The synthesis and biological evaluation of 14β-methoxy derivatives of digitoxigenin and of other digitalis-like compounds are reported. These compounds have a 14β-oxygen, which can be a hydrogen bonding acceptor, as is the case of 14β,15β-epoxide derivatives, but not a hydrogen bonding donor as is the case of 14β-hydroxy derivatives. All the new 14β-methoxy derivatives show a considerable reduced binding affinity on Na+,K+-ATPase when compared with the 14β-hydroxy analogues and also with the 14β,15β-epoxy derivatives. These results could mean that the digitalis receptor does not permit the presence of a bulky substituent in the 14β region, even of relatively small volume like the methyl group
Keywords: 14b-Methoxy digitalis derivatives; binding affinity; Na+; K+-ATPase 14b-Methoxy digitalis derivatives; binding affinity; Na+; K+-ATPase
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
MDPI and ACS Style

Gobbini, M.; Almirante, N.; Cerri, A.; Padoani, G.; Melloni, P. Synthesis and Biological Evaluation of 14 -Methoxy Digitalis Derivatives. Molecules 1998, 3, 20-25.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here


Cited By

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert