Synthesis of vinyl pyrophosphonate analogues of farnesyl pyrophosphate: New potential inhibitors of farnesyl protein transferase

Zgani, Ibrahim; Menut, Chantal; Montero, J.-L.

doi:10.1002/hc.10081

Cited by 16 publications

(1 citation statement)

References 28 publications

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“…The native isoprenoids and their phosphorylated derivatives such as geranyl pyrophosphate, geranylgeranic acid amides, and methyl ether of farnesylacetic acid have been reported to possess metabolic regulation activity such as antiulcering, gastritis‐ and wound‐healing, lowering blood pressure, antithrombic, and antiplatelet aggregation activities . Phosphorylated isoprenoid derivatives are expected to be a prospective class of nontoxic bioregulators for creating of new drugs .…”

Section: Introductionmentioning

confidence: 99%

The Kabachnik–Fields and Pudovik Reactions on the Basis of E,Z‐Citral and Its Imines and (R,S)‐Citronellal

Низамов¹,

Yambushev

Nizamov

et al. 2012

Heteroatom Chemistry

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The Kabachnik–Fields reaction of E,Z‐citral with diethyl phosphite in the presence of isobutylamine has been found to form α‐aminophosphonates. The Pudovik reactions of diethyl phosphite with prenyl imines prepared on the basis of E,Z‐citral with isobutylamine also allowed us to obtain the same α‐aminophosphonates. We have managed to synthesize α‐aminophosphonates by the reaction of O,O‐dialkyl trimethylsilyl phosphites with prenyl imines in the presence of water or diethylamine. α‐Aminophosphonates were also synthesized by the reaction of diethyl phosphite with (R,S)‐citronellal in the presence of alkylamines. α‐Aminophosphonates obtained showed bacteriostatic activity against Staphylococcus aureus and Bacillus cereus. © 2012 Wiley Periodicals, Inc. Heteroatom Chem 24:36–42, 2013; View this article online at http://wileyonlinelibrary.com. DOI 10.1002/hc.21060

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Section: Introductionmentioning

confidence: 99%