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Nitrosubstituted analogs of isoxazolines and isoxazolidines: a surprising estimation of their biological activity via molecular docking

Zawadzińska Karolina, Gostyński Bartłomiej

Scientiae Radices

2023

Vol. 2, Iss. 1

25--46

The biological activities in the field of antimicrobial application of trihalomethylated isoxazolines and isoxazolidines were investigated by means of molecular docking. In our work, we compared these two groups of heterocyclic compounds due to their strength of non-covalent binding affinity with several exemplary proteins that are known to partake in various biological processes. The obtained results show that the investigated compounds possess higher binding affinities to selected proteins than many hitherto known and applied compounds.

Reversal of Diastereoselectivity of Mesitonitrile Oxide 1,3-Dipolar Cycloadditions with Penta-1,4-diene-3-ol by Mg(II)

Micuch P., Fisera E., Cyrański M.

Polish Journal of Chemistry

2005

Vol. 79 / nr 1

65-72

1,3-Dipolar cycloadditions of mesitonitrile oxide (4) to penta-1,4-diene-3-ol (5) proceed regioselectively irrespective of the presence or absence of the Mg(II) additive. Addition of Grignard reagent reverses the diastereoselectivity of the cycloaddition. The reaction of mesitonitrile oxide with magnesium alkoxide of penta-1,4-diene-3-ol (5) proceeded with exclusive diastereoselectivity giving the syn 6b and 7c isomer of the resulting isoxazolines.