Synthesis of cyclopropane ring derivatives from natural β-himachalene and evaluation of their antimicrobial activity by bioautography

Abdelouahd Oukhrib (1) , Mohamed Zaki (1) , Mustapha Ait El Had (1) , Jamal El Karroumi (1) , Hafida Bouamama , Ahmed Benharref (1) , Martine Urrutigoity (2)

1 Laboratoire de Chimie Biomoléculaires, Substances Naturelles et Réactivité, URAC16
2 LCC - Laboratoire de chimie de coordination

Synthesis and biological evaluation of sesquiterpenes containing cylopropane ring are obtained via gem dihalogenocyclopropanation and allylic oxydation from β -himachalene which isolated from essential oil of Atlas cedar (Cedrus Atlantica) . The molecules synthesized were evaluated on antimicrobial activity by bioautography against two Gram-positive bacteria ( Staphylococcus aureus and Enterococcus hirae), and two Gram-negative bacteria ( Escherichia coli and Pseudomonas aeruginosa ). A positive inhibitory result was observed for the products tested. The results also show that the presence of the bromine atom in the compound improved the inhibition of the tested bacteria.

Mots clés: Atlas Cedar; β-himachalene; Hemisynthesis; Gemdihalogenocyclopropanation bioautography; Antimicrobial

Domaines: Chimie de coordination

Abdelouahd Oukhrib, Mohamed Zaki, Mustapha Ait El Had, Jamal El Karroumi, Hafida Bouamama, et al.. Synthesis of cyclopropane ring derivatives from natural β-himachalene and evaluation of their antimicrobial activity by bioautography. Rhazes: Green and Applied Chemistry, 2019, 6, pp.61-70. ⟨10.48419/IMIST.PRSM/rhazes-v6.17798⟩. ⟨hal-03241258⟩