Synthesis and theoretical QSAR study of a naphthalene-androsterone derivative

Lauro Figueroa-Valverde; Francisco Díaz-Cedillo; María López-Ramos; Elodia Garcia-Cervera; Victor Rivero-Rosado

doi:10.1007/s00706-011-0584-5

Synthesis and theoretical QSAR study of a naphthalene-androsterone derivative

Lauro Figueroa-Valverde, Francisco Díaz-Cedillo, María López-Ramos, Elodia Garcia-Cervera, Victor Rivero-Rosado

Escuela Nacional de Ciencias Biológicas (ENCB)

Research output: Contribution to journal › Article › peer-review

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Abstract

A new naphthalene-androsterone derivative was synthesized by the reaction of naphthalenyl succinate with an androsterone-succinate-ethylenediamine conjugate in the presence of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide. In order to delineate the structural chemical requirements of naphthalene- androsterone some physicochemical descriptors were evaluated. The results showed an increase in the values of these for the naphthalene-androsterone derivative in comparison with naphthalenyl succinate and androsterone-succinate- ethylenediamine. These data suggest a relationship between the evaluated physicochemical parameters and the degree of lipophilicity of the naphthalene-androsterone derivative. Graphical abstract: [Figure not available: see fulltext.]

Original language	English
Pages (from-to)	1187-1191
Number of pages	5
Journal	Monatshefte fur Chemie
Volume	142
Issue number	11
DOIs	https://doi.org/10.1007/s00706-011-0584-5
State	Published - Nov 2011

Keywords

Androsterone
Naphthalene
Physicochemical descriptors

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10.1007/s00706-011-0584-5

Cite this

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title = "Synthesis and theoretical QSAR study of a naphthalene-androsterone derivative",

abstract = "A new naphthalene-androsterone derivative was synthesized by the reaction of naphthalenyl succinate with an androsterone-succinate-ethylenediamine conjugate in the presence of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide. In order to delineate the structural chemical requirements of naphthalene- androsterone some physicochemical descriptors were evaluated. The results showed an increase in the values of these for the naphthalene-androsterone derivative in comparison with naphthalenyl succinate and androsterone-succinate- ethylenediamine. These data suggest a relationship between the evaluated physicochemical parameters and the degree of lipophilicity of the naphthalene-androsterone derivative. Graphical abstract: [Figure not available: see fulltext.]",

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T1 - Synthesis and theoretical QSAR study of a naphthalene-androsterone derivative

AU - Figueroa-Valverde, Lauro

AU - Díaz-Cedillo, Francisco

AU - López-Ramos, María

AU - Garcia-Cervera, Elodia

AU - Rivero-Rosado, Victor

PY - 2011/11

Y1 - 2011/11

N2 - A new naphthalene-androsterone derivative was synthesized by the reaction of naphthalenyl succinate with an androsterone-succinate-ethylenediamine conjugate in the presence of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide. In order to delineate the structural chemical requirements of naphthalene- androsterone some physicochemical descriptors were evaluated. The results showed an increase in the values of these for the naphthalene-androsterone derivative in comparison with naphthalenyl succinate and androsterone-succinate- ethylenediamine. These data suggest a relationship between the evaluated physicochemical parameters and the degree of lipophilicity of the naphthalene-androsterone derivative. Graphical abstract: [Figure not available: see fulltext.]

AB - A new naphthalene-androsterone derivative was synthesized by the reaction of naphthalenyl succinate with an androsterone-succinate-ethylenediamine conjugate in the presence of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide. In order to delineate the structural chemical requirements of naphthalene- androsterone some physicochemical descriptors were evaluated. The results showed an increase in the values of these for the naphthalene-androsterone derivative in comparison with naphthalenyl succinate and androsterone-succinate- ethylenediamine. These data suggest a relationship between the evaluated physicochemical parameters and the degree of lipophilicity of the naphthalene-androsterone derivative. Graphical abstract: [Figure not available: see fulltext.]

KW - Androsterone

KW - Naphthalene

KW - Physicochemical descriptors

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DO - 10.1007/s00706-011-0584-5

M3 - Artículo

SN - 0026-9247

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JO - Monatshefte fur Chemie

JF - Monatshefte fur Chemie

IS - 11

ER -

Synthesis and theoretical QSAR study of a naphthalene-androsterone derivative

Abstract

Keywords

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