Synthesis of aniline-type analogues of farnesyl diphosphate and their biological assays for prenyl protein transferase inhibitory activity

Filippo Minutolo; Simone Bertini; Laura Betti; Valeria Di Bussolo; Gino Giannaccini; Giorgio Placanica; Simona Rapposelli; H. Peter Spielmann; Marco Macchia

doi:10.1016/j.farmac.2003.08.002

Synthesis of aniline-type analogues of farnesyl diphosphate and their biological assays for prenyl protein transferase inhibitory activity

Filippo Minutolo, Simone Bertini, Laura Betti, Valeria Di Bussolo, Gino Giannaccini, Giorgio Placanica, Simona Rapposelli, H. Peter Spielmann, Marco Macchia

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

2 Scopus citations

Abstract

Stable analogues of farnesyl diphosphate, possessing an aniline-type portion in the prenyl-mimic moiety and phosphonoacetamido(oxy) groups in the place of the metabolically unstable diphosphate unit, were synthesised and submitted to biological assays. The enzyme inhibition tests performed on FTase and GGTase I show that the newly synthesised compounds based on a combination of the aniline-containing portions with (phosphonoacetamido)oxy groups do not afford potent inhibitors.

Original language	English
Pages (from-to)	1277-1281
Number of pages	5
Journal	Farmaco
Volume	58
Issue number	12
DOIs	https://doi.org/10.1016/j.farmac.2003.08.002
State	Published - Dec 2003

Keywords

Aniline
FTase
Farnesyldiphosphate
Hexafluoroaniline
Phosphonoacetamido(oxy)

ASJC Scopus subject areas

Pharmaceutical Science
Drug Discovery

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10.1016/j.farmac.2003.08.002

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title = "Synthesis of aniline-type analogues of farnesyl diphosphate and their biological assays for prenyl protein transferase inhibitory activity",

abstract = "Stable analogues of farnesyl diphosphate, possessing an aniline-type portion in the prenyl-mimic moiety and phosphonoacetamido(oxy) groups in the place of the metabolically unstable diphosphate unit, were synthesised and submitted to biological assays. The enzyme inhibition tests performed on FTase and GGTase I show that the newly synthesised compounds based on a combination of the aniline-containing portions with (phosphonoacetamido)oxy groups do not afford potent inhibitors.",

keywords = "Aniline, FTase, Farnesyldiphosphate, Hexafluoroaniline, Phosphonoacetamido(oxy)",

author = "Filippo Minutolo and Simone Bertini and Laura Betti and {Di Bussolo}, Valeria and Gino Giannaccini and Giorgio Placanica and Simona Rapposelli and Spielmann, {H. Peter} and Marco Macchia",

year = "2003",

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language = "English",

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T1 - Synthesis of aniline-type analogues of farnesyl diphosphate and their biological assays for prenyl protein transferase inhibitory activity

AU - Minutolo, Filippo

AU - Bertini, Simone

AU - Betti, Laura

AU - Di Bussolo, Valeria

AU - Giannaccini, Gino

AU - Placanica, Giorgio

AU - Rapposelli, Simona

AU - Spielmann, H. Peter

AU - Macchia, Marco

PY - 2003/12

Y1 - 2003/12

N2 - Stable analogues of farnesyl diphosphate, possessing an aniline-type portion in the prenyl-mimic moiety and phosphonoacetamido(oxy) groups in the place of the metabolically unstable diphosphate unit, were synthesised and submitted to biological assays. The enzyme inhibition tests performed on FTase and GGTase I show that the newly synthesised compounds based on a combination of the aniline-containing portions with (phosphonoacetamido)oxy groups do not afford potent inhibitors.

AB - Stable analogues of farnesyl diphosphate, possessing an aniline-type portion in the prenyl-mimic moiety and phosphonoacetamido(oxy) groups in the place of the metabolically unstable diphosphate unit, were synthesised and submitted to biological assays. The enzyme inhibition tests performed on FTase and GGTase I show that the newly synthesised compounds based on a combination of the aniline-containing portions with (phosphonoacetamido)oxy groups do not afford potent inhibitors.

KW - Aniline

KW - FTase

KW - Farnesyldiphosphate

KW - Hexafluoroaniline

KW - Phosphonoacetamido(oxy)

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U2 - 10.1016/j.farmac.2003.08.002

DO - 10.1016/j.farmac.2003.08.002

M3 - Article

C2 - 14630239

AN - SCOPUS:0242468145

SN - 0014-827X

VL - 58

SP - 1277

EP - 1281

JO - Farmaco

JF - Farmaco

IS - 12

ER -

Synthesis of aniline-type analogues of farnesyl diphosphate and their biological assays for prenyl protein transferase inhibitory activity

Abstract

Keywords

ASJC Scopus subject areas

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