Synthesis of a new inotropic steroid derivative and its relationship with log P, π, R<inf>m</inf>, V<inf>m</inf>, P<inf>c</inf> and S<inf>t</inf>

Figueroa Valverde Lauro, Díaz Cedillo Francisco, Lopez Ramos María, García Cervera Elodia, K. A. Quijano-Ascencio, J. C. Cordoba-Vazquez

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

In this work, a new inotropic steroid derivative was synthesized. The route involved preparation of furosemide-pregnenolone derivative by the reaction of furosemide with pregnenolone-succinate-ethylenediamine conjugate using a carbodiimide as catalyst. The biological activity of furosemide-pregnenolone and pregnenolone-succinate-ethylenediamine was evaluated in isolated rat hearts using Langendonff model. To delineate the structural chemical requirements of furosemide-pregnenolone as inotropic agent, other parameters such as the physicochemical descriptors log P, π, Rm, Vm, P c and St were calculated. The results showed that the furosemide-pregnenolone derivative significantly increase the perfusion pressure (p = 0.006), coronary resistance (p = 0.005) and intracellular calcium (1.35 × 10-3 to 2.70 × 10-3 mM) in isolated heart. Additionally, other data indicate that values of log P, π, Rm, Vm, Pc and St are high in the furosemidepregnenolone in comparison with pregnenolone-succinate- ethylenediamine. These data suggest that functional groups involved in the structure of furosemide-pregnenolone are specific for their positive inotropic activity.
Original languageAmerican English
Pages (from-to)1599-1604
Number of pages1438
JournalAsian Journal of Chemistry
StatePublished - 7 Mar 2011

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Pregnenolone
ethylenediamine
Furosemide
Steroids
Derivatives
Succinic Acid
Carbodiimides
Bioactivity
Functional groups
Rats
Perfusion
Calcium
Pressure
Catalysts

Cite this

Lauro, Figueroa Valverde ; Francisco, Díaz Cedillo ; María, Lopez Ramos ; Elodia, García Cervera ; Quijano-Ascencio, K. A. ; Cordoba-Vazquez, J. C. / Synthesis of a new inotropic steroid derivative and its relationship with log P, π, R<inf>m</inf>, V<inf>m</inf>, P<inf>c</inf> and S<inf>t</inf>. In: Asian Journal of Chemistry. 2011 ; pp. 1599-1604.
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abstract = "In this work, a new inotropic steroid derivative was synthesized. The route involved preparation of furosemide-pregnenolone derivative by the reaction of furosemide with pregnenolone-succinate-ethylenediamine conjugate using a carbodiimide as catalyst. The biological activity of furosemide-pregnenolone and pregnenolone-succinate-ethylenediamine was evaluated in isolated rat hearts using Langendonff model. To delineate the structural chemical requirements of furosemide-pregnenolone as inotropic agent, other parameters such as the physicochemical descriptors log P, π, Rm, Vm, P c and St were calculated. The results showed that the furosemide-pregnenolone derivative significantly increase the perfusion pressure (p = 0.006), coronary resistance (p = 0.005) and intracellular calcium (1.35 × 10-3 to 2.70 × 10-3 mM) in isolated heart. Additionally, other data indicate that values of log P, π, Rm, Vm, Pc and St are high in the furosemidepregnenolone in comparison with pregnenolone-succinate- ethylenediamine. These data suggest that functional groups involved in the structure of furosemide-pregnenolone are specific for their positive inotropic activity.",
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Synthesis of a new inotropic steroid derivative and its relationship with log P, π, R<inf>m</inf>, V<inf>m</inf>, P<inf>c</inf> and S<inf>t</inf> / Lauro, Figueroa Valverde; Francisco, Díaz Cedillo; María, Lopez Ramos; Elodia, García Cervera; Quijano-Ascencio, K. A.; Cordoba-Vazquez, J. C.

In: Asian Journal of Chemistry, 07.03.2011, p. 1599-1604.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Synthesis of a new inotropic steroid derivative and its relationship with log P, π, Rm, Vm, Pc and St

AU - Lauro, Figueroa Valverde

AU - Francisco, Díaz Cedillo

AU - María, Lopez Ramos

AU - Elodia, García Cervera

AU - Quijano-Ascencio, K. A.

AU - Cordoba-Vazquez, J. C.

PY - 2011/3/7

Y1 - 2011/3/7

N2 - In this work, a new inotropic steroid derivative was synthesized. The route involved preparation of furosemide-pregnenolone derivative by the reaction of furosemide with pregnenolone-succinate-ethylenediamine conjugate using a carbodiimide as catalyst. The biological activity of furosemide-pregnenolone and pregnenolone-succinate-ethylenediamine was evaluated in isolated rat hearts using Langendonff model. To delineate the structural chemical requirements of furosemide-pregnenolone as inotropic agent, other parameters such as the physicochemical descriptors log P, π, Rm, Vm, P c and St were calculated. The results showed that the furosemide-pregnenolone derivative significantly increase the perfusion pressure (p = 0.006), coronary resistance (p = 0.005) and intracellular calcium (1.35 × 10-3 to 2.70 × 10-3 mM) in isolated heart. Additionally, other data indicate that values of log P, π, Rm, Vm, Pc and St are high in the furosemidepregnenolone in comparison with pregnenolone-succinate- ethylenediamine. These data suggest that functional groups involved in the structure of furosemide-pregnenolone are specific for their positive inotropic activity.

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