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The Journal of Steroid Biochemistry and Molecular Biology
Article . 2011 . Peer-reviewed
License: Elsevier TDM
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Anabolic and androgenic activities of 19-nor-testosterone steroids: QSAR study using quantum and physicochemical molecular descriptors

Authors: Álvarez-Ginarte, Y. M.; Montero-Cabrera, L. A.; García de la Vega, J. M.; Noheda Marín, Pedro; Marrero-Ponce, Yovani; Ruiz-Garcia, J. A.;

Anabolic and androgenic activities of 19-nor-testosterone steroids: QSAR study using quantum and physicochemical molecular descriptors

Abstract

Quantitative structure-activity relationship (QSAR) study of 19-nor-testosterone steroids family was performed using quantum and physicochemical molecular descriptors. The quantum-chemical descriptors were calculated using semiempirical calculations. The descriptor values were statistically correlated using multi-linear regression analysis. The QSAR study indicated that the electronic properties of these derivatives have significant relationship with observed biological activities. The found QSAR equations explain that the energy difference between the LUMO and HOMO, the total dipole moment, the chemical potential and the value of the net charge of different carbon atoms in the steroid nucleus showed key interaction of these steroids with their anabolic-androgenic receptor binding site. The calculated values predict that the 17α-cyclopropyl-17β, 3β-hydroxy-4-estrene compound presents the highest anabolic-androgenic ratio (AAR) and the 7α-methyl-17β-acetoxy-estr-4-en-3-one compound the lowest AAR. This study might be helpful in the future successful identification of "real" or "virtual" anabolic-androgenic steroids.

Country
Spain
Keywords

Male, Molecular Structure, Androgenic activity, Prostate, Quantitative Structure-Activity Relationship, Seminal Vesicles, Physicochemical molecular descriptor, Rats, Quantum molecular descriptor, Anabolic Agents, Models, Chemical, Drug Design, Anabolic activity, Testosterone family and cluster analysis, Androgens, Animals, Nandrolone, Quantitative structure–activity relationship, Rats, Wistar, Muscle, Skeletal

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selected citations
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This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
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