ChemInform Abstract: Synthesis of ω‐Substituted Alkanethiols and (Bromomethyl)methylthiomalonates.

Pfammatter, Michael J.; Siljegovic, Vuk; Darbre, Tamis; Keese, Reinhart

doi:10.1002/chin.200127072

Cited by 2 publications

(2 citation statements)

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“…We synthesized the molecules shown in Figure 1 following reported procedures (for details see Supporting Information). 62,63 For the formation of SAMs, we followed a procedure of the type we currently use and have described elsewhere in detail. 24 We chose to use Ag TS for the majority of our work, rather than Au TS , because it allows direct comparison with some of the data that have already been reported (the data from Yoon et al, Nijhuis et al, and us were all reported on Ag TS ; those by Cahen used a related but different junction).…”

Section: Resultsmentioning

confidence: 99%

The Rate of Charge Tunneling in EGaIn Junctions Is Not Sensitive to Halogen Substituents at the Self-Assembled Monolayer//Ga₂O₃ Interface

Baghbanzadeh

Pieters

et al. 2018

ACS Nano

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This paper describes experiments that are designed to test the influence of terminal groups incorporating carbon-halogen bonds on the current density (by hole tunneling) across self-assembled monolayer (SAM)-based junctions of the form M/S(CH)NHCOCH X//GaO/EGaIn (where M = Ag and Au and X = CH, F, Cl, Br, I). Within the limits of statistical significance, these rates of tunneling are insensitive to the nature of the terminal group at the interface between the SAM and the GaO. The results are relevant to the origin of an apparent inconsistency in the literature concerning the influence of halogen atoms at the SAM//electrode interface on the tunneling current density.

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Section: Resultsmentioning

confidence: 99%

The Rate of Charge Tunneling in EGaIn Junctions Is Not Sensitive to Halogen Substituents at the Self-Assembled Monolayer//Ga₂O₃ Interface

Baghbanzadeh

Pieters

et al. 2018

ACS Nano

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“…Following identical sequence, indoles 9b – l were transformed into disulfides 4b – l using either cystamine 13a or amines 13b – g (Scheme , Table ), some of which were synthesized using the general methodology described by Pfammatter . Deprotection of the silyl ether of 14r took place concomitantly with trityl deprotection.…”

Section: Design and Synthesismentioning

confidence: 99%

Indole-Derived Psammaplin A Analogues as Epigenetic Modulators with Multiple Inhibitory Activities

et al. 2012

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A SAR study has been carried out around a modified scaffold of the natural product psammaplin A obtained by replacing the o-bromophenol unit by an indole ring. A series of indole psammaplin A constructs were generated in a short synthetic sequence that starts with the functionalization of the C3 indole position with in situ generated nitrosoacrylate, and this is followed by protection of the β-indole-α-oximinoesters, saponification, condensation with symmetrical diamines, and deprotection. Biochemical and cellular characterization using U937 and MCF-7 cells confirmed that many of these analogues displayed more potent actitivies than the parent natural product. Moreover, in addition to the reported HDAC and DNMT dual epigenetic inhibitory profile of the parent compound, some analogues, notably 4a (UVI5008), also inhibited the NAD(+)-dependent SIRT deacetylase enzymes. The SAR study provides structural insights into the mechanism of action of these multiple epigenetic ligands and paves the way for additional structural exploration to optimize their pharmacological profiles. Because of their multi(epi)target features and their action in ex vivo samples, the indole-based psammaplin A derivatives are attractive molecules for the modulation of epigenetic disorders.

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ChemInform Abstract: Synthesis of ω‐Substituted Alkanethiols and (Bromomethyl)methylthiomalonates.

Cited by 2 publications

References 1 publication

The Rate of Charge Tunneling in EGaIn Junctions Is Not Sensitive to Halogen Substituents at the Self-Assembled Monolayer//Ga₂O₃ Interface

The Rate of Charge Tunneling in EGaIn Junctions Is Not Sensitive to Halogen Substituents at the Self-Assembled Monolayer//Ga₂O₃ Interface

Indole-Derived Psammaplin A Analogues as Epigenetic Modulators with Multiple Inhibitory Activities

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ChemInform Abstract: Synthesis of ω‐Substituted Alkanethiols and (Bromomethyl)methylthiomalonates.

Cited by 2 publications

References 1 publication

The Rate of Charge Tunneling in EGaIn Junctions Is Not Sensitive to Halogen Substituents at the Self-Assembled Monolayer//Ga2O3 Interface

The Rate of Charge Tunneling in EGaIn Junctions Is Not Sensitive to Halogen Substituents at the Self-Assembled Monolayer//Ga2O3 Interface

Indole-Derived Psammaplin A Analogues as Epigenetic Modulators with Multiple Inhibitory Activities

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The Rate of Charge Tunneling in EGaIn Junctions Is Not Sensitive to Halogen Substituents at the Self-Assembled Monolayer//Ga₂O₃ Interface

The Rate of Charge Tunneling in EGaIn Junctions Is Not Sensitive to Halogen Substituents at the Self-Assembled Monolayer//Ga₂O₃ Interface