Synthesis and biological evaluation of novel Δ²-isoxazoline fused cyclopentane derivatives as potential antimicrobial and anticancer agents

Abstract

Novel Δ2-isoxazoline fused cyclopentane derivatives have been synthesized and evaluated for their antimicrobial and anticancer activities.

Understanding the reactivity and regioselectivity of [3 + 2] cycloaddition reactions between substituted nitrile oxides and methyl acrylate. A molecular electron density theory study

“…The 32CA reactions of fulminic acid 2 with substituted alkenes 3 may lead to the formation of two regioisomers, the 4‐ and/or 5‐substituted 2‐isoxazolines 4 and 5 (see Scheme ), which are versatile intermediates for the synthesis of natural products and biologically, medically active compounds . Isoxazolines are also excellent chemical substrates for the synthesis of a variety of functionalities, including 1,3‐aminoalcohol, β‐hydroxyketone, and α,β‐unsaturated ketone …”

Synthesis of new anticancer and anti-inflammatory isoxazolines and aziridines from the natural (-)-deltoin

“…This result was supported by some anterior studies showing the cytotoxic activity, towards various cancer cell lines, of several isoxazoline derivatives. However, the manner of attachment of this ring in the molecule certainly affects the cytotoxic activity …”

“…However, the manner of attachment of this ring in the molecule certainly affects the cytotoxic activity. [26][27][28] The absence of any significant improvement in activity of (-)-deltoin 1 by incorporating an isoxazoline system bearing an aromatic ring at C-6″ with a chlorine, a methyl, a methoxy and a butoxy all in para-position has shown the importance of the nature of the aromatic moiety used, [25] in addition to the stereochemistry of the asymmetric centres introduced.…”

Ultrasound‐Promoted Radical Synthesis of 5‐Methylselanyl‐4,5‐dihydroisoxazoles

“…The search for new methods for the synthesis of heterocyclic compounds has been increasing, once these molecules have a significant importance in the pharmaceutical field More specifically, isoxazoles are outstanding due to their biological activities, such as antifungal, antiparasitic and anticancer . Besides, this scaffold is used in the synthesis of more complex molecules .…”