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Monoterpene derivatives are of great biological relevance in the pharmaceutical industry. In the present study, pyrrolidine derivative of a carvotacetone, 3- O- benzylcarvotacetone ( 1 ), and selected monoterpenes (3-hydroxy-2-isopropyl-5-methyl- p -benzoquinone ( 3 ) and  cis- piperitol ( 5 )) were prepared to provide ( R )-1-(4-(benzyloxy)-5-isopropyl-2-methylcyclohexa-1,3-dien-1-yl)-pyrrolidine ( 2 ), 2-isopropyl-5-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl acetate ( 4 ),  cis- 3-hydroxypiperitone ( 6 ) and carvacrol ( 7 ). Structure of  2  was determined based on NMR and HRMS spectral data. Compound  4  exhibited activity against fungi  Cryptococcus neoformans  with an IC 50  value of &lt; 0.8   µg/mL. In addition, this compound  4  had an IC 50  value of 14.97   µg/mL against methicillin resistant  Staphylococcus aureus  bacteria. Previous to the current study, both compound  6  and  7  had been reported to have anti-microbial and anti-fungal activities.

natural product research

Synthesis of a pyrrolidine derivative of a carvotacetone and monoterpenes for anti-methicillin-resistant  Staphylococcus aureus  and anti-cryptococcal properties