SO<sub>2</sub>F<sub>2</sub> Promoted Deoxygenhalogenation from Alcohols: A Practical Method for Preparing Halides.

Zhang, Guofu; Luo, Zijin; Wang, Huimin; Deng, Linfang; Ding, Chengrong

doi:10.1002/slct.202202853

Cited by 1 publication

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References 47 publications

(25 reference statements)

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“…The crude product (6.8 g; 95%) was used in the next step without purification. Spectroscopic data were consistent with that previously reported [143].…”

Section: Synthesis Of 1-(bromomethyl)-4-isopropylbenzene 24supporting

confidence: 91%

Elaboration of the Effective Multi-Target Therapeutic Platform for the Treatment of Alzheimer’s Disease Based on Novel Monoterpene-Derived Hydroxamic Acids

Aleksandrova

Munkuev

Mozhaitsev

et al. 2023

IJMS

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Novel monoterpene-based hydroxamic acids of two structural types were synthesized for the first time. The first type consisted of compounds with a hydroxamate group directly bound to acyclic, monocyclic and bicyclic monoterpene scaffolds. The second type included hydroxamic acids connected with the monoterpene moiety through aliphatic (hexa/heptamethylene) or aromatic linkers. An in vitro analysis of biological activity demonstrated that some of these molecules had powerful HDAC6 inhibitory activity, with the presence of a linker area in the structure of compounds playing a key role. In particular, it was found that hydroxamic acids containing a hexa- and heptamethylene linker and (-)-perill fragment in the Cap group exhibit excellent inhibitory activity against HDAC6 with IC50 in the submicromolar range from 0.56 ± 0.01 µM to 0.74 ± 0.02 µM. The results of the study of antiradical activity demonstrated the presence of moderate ability for some hydroxamic acids to scavenge 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2ROO• radicals. The correlation coefficient between the DPPH radical scavenging activity and oxygen radical absorbance capacity (ORAC) value was R2 = 0.8400. In addition, compounds with an aromatic linker based on para-substituted cinnamic acids, having a monocyclic para-menthene skeleton as a Cap group, 35a, 38a, 35b and 38b, demonstrated a significant ability to suppress the aggregation of the pathological β-amyloid peptide 1-42. The 35a lead compound with a promising profile of biological activity, discovered in the in vitro experiments, demonstrated neuroprotective effects on in vivo models of Alzheimer’s disease using 5xFAD transgenic mice. Together, the results obtained demonstrate a potential strategy for the use of monoterpene-derived hydroxamic acids for treatment of various aspects of Alzheimer’s disease.

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“…The crude product (6.8 g; 95%) was used in the next step without purification. Spectroscopic data were consistent with that previously reported [143].…”

Section: Synthesis Of 1-(bromomethyl)-4-isopropylbenzene 24supporting

confidence: 91%

Elaboration of the Effective Multi-Target Therapeutic Platform for the Treatment of Alzheimer’s Disease Based on Novel Monoterpene-Derived Hydroxamic Acids

Aleksandrova

Munkuev

Mozhaitsev

et al. 2023

IJMS

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SO₂F₂ Promoted Deoxygenhalogenation from Alcohols: A Practical Method for Preparing Halides.

Cited by 1 publication

References 47 publications

Elaboration of the Effective Multi-Target Therapeutic Platform for the Treatment of Alzheimer’s Disease Based on Novel Monoterpene-Derived Hydroxamic Acids

Elaboration of the Effective Multi-Target Therapeutic Platform for the Treatment of Alzheimer’s Disease Based on Novel Monoterpene-Derived Hydroxamic Acids

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SO2F2 Promoted Deoxygenhalogenation from Alcohols: A Practical Method for Preparing Halides.

Cited by 1 publication

References 47 publications

Elaboration of the Effective Multi-Target Therapeutic Platform for the Treatment of Alzheimer’s Disease Based on Novel Monoterpene-Derived Hydroxamic Acids

Elaboration of the Effective Multi-Target Therapeutic Platform for the Treatment of Alzheimer’s Disease Based on Novel Monoterpene-Derived Hydroxamic Acids

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SO₂F₂ Promoted Deoxygenhalogenation from Alcohols: A Practical Method for Preparing Halides.