Theoretical study of the experimental coordination behavior of N-(2-aminophenyl)-d-glycero-d-gulo-heptonamide to Hg(II) ion

Bernal-Uruchurtu, Margarita I.; Metta‐Magaña, Alejandro J.; Guerrero‐Álvarez, Jorge; Reyes-Martínez, Reyna; Tlahuext, Hugo

doi:10.1016/j.carres.2008.08.019

Cited by 1 publication

(2 citation statements)

References 25 publications

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“…In the case of 6 broad , the resonance of the carbons in the C−O−As system is shifted toward higher frequencies than those of the free glucamine [C2 (Δδ C =0.7 ppm), C3 (Δδ C =9.0 ppm), and C5 (Δδ C =5.8 ppm)] [13b] . Thus, the NMR resonance supports the esterification of oxygen O2, O3, and O5 and the inferable predominance of 6 A in 6 broad .…”

Section: Resultsmentioning

confidence: 99%

“…Like those of arsorane derived from methyl‐α‐D‐mannopyranoside, [10a] the 13 C NMR signals of C1 [Δδ C =−3.0 ppm], C4 [Δδ c =−10.0 ppm], and C6 [Δδ c =−1.8 ppm] of 5 broad are shifted toward lower frequencies compared to those of the free ligand 3 [13b] . In contrast, the resonances of C2 [Δδ C =1.0 ppm], C3 [Δδ C =8.9 ppm], and C5 [Δδ C =7.5 ppm] are shifted toward higher frequencies, and this behavior is concordant with the “coordination‐induced shift” (CIS) [10a] .…”

Section: Resultsmentioning

confidence: 99%

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Arsenate Stabilization via Dynamic Covalent Chemistry

Gaspar‐López,

Lechuga‐Islas,

Tlahuext

et al. 2024

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We report the synthesis of arsenic heterocycles derived from saccharides 2–4 and AsCl3. Compounds 5 and 6 are stable in aqueous solutions, DMSO, or methanolic solutions. However, NMR and HPLC studies revealed that intramolecular trans‐esterification processes leads to dynamic equilibria. Theoretical studies revealed that three arsenates and two arsoranes participate in these intramolecular equilibria and account for the experimental spectroscopy and HPLC results. Through the correlation between the experimental and theoretical 13C NMR spectra, we proposed the speciation of arsenic Compounds 5 and 6. Moreover, experimental and theoretical IR spectra demonstrated that arsenates 5 A and 6 A predominate in the solid state. QTAIM studies were performed to explain the chemical shifts in the 13C NMR spectra. Biological studies suggest that the structural flexibility of Compounds 5 and 6 increase the cytotoxic and antiproliferative activities of these compounds.

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Section: Resultsmentioning

confidence: 99%