36414-00-3

Upstream product

• 5389-87-7 1-chloro-3,7-dimethylocta-2,6-diene 

Downstream Products

• 5980-09-6 (6'R,2'E)-dihydroxy-6',7' dimethyl-3',7' octene-2' oxy-7 coumarine 
• 118628-99-2 (S)-7-[5-(3,3-dimethyloxiranyl)-3-methylpent-2E-enyloxy]chromen-2-one 
• 21499-17-2 Epoxyaurapten 
• 98066-12-7 (+/-)-(E)-7-<<(3-tetrahydro-5,5-dimethyl-4-oxo-2-furanyl)-2-butenyl>-oxy>-2H-1-benzopyran-2-one 
• 36413-91-9 geiparvarin 
• 118584-16-0 7-(5-hydroxy-2,6,6-trimethyl-cyclohex-2-enylmethoxy)-chromen-2-one 
• 21499-19-4 7-((1S,2S,4R)-1,3,3-Trimethyl-7-oxa-bicyclo[2.2.1]hept-2-ylmethoxy)-chromen-2-one 
• 32064-14-5 7-((E)-7-Chloro-6-hydroxy-3,7-dimethyl-oct-2-enyloxy)-chromen-2-one 
• 31947-01-0 7-((S)-3-Hydroxy-2,2-dimethyl-6-methylene-cyclohexylmethoxy)-chromen-2-one 
• 36413-96-4 7-(7-hydroxy-3,7-dimethyl-6-oxooct-2E-enyloxy)chromen-2-one 

Relevant academic research and scientific papers

Identification and biological evaluation of grapefruit oil components as potential novel efflux pump modulators in methicillin-resistant Staphylococcus aureus bacterial strains

Grapefruit oil components were isolated and characterised and evaluated for intrinsic antibacterial activity and modulating effect in MRSA and MSSA strains. The grapefruit component 4-{[(E)-5-(3,3-dimethyl-2-oxiranyl)-3-methyl- 2-pentenyl]oxy}-7H-furo[3,2-g]chromen-7-one (2) enhanced the susceptibility of MRSA bacteria strains and other micro-organisms to agents, e.g. ethidium bromide and norfloxacin, to which these micro-organisms are normally resistant. Methicillin-resistant Staphylococcus aureus (MRSA) and MSSA strains were treated with: (a) grapefruit oil (GFO) components, isolated by chromatography and characterised by NMR and mass spectroscopy; (b) antimicrobial agents, or (c) a combination of both to evaluate (MIC determination) intrinsic antibacterial activity and to determine whether GFO components could modulate bacterial sensitivity to the anti-bacterial agents. Preliminary data suggested that the grapefruit component 4-{[(E)-5-(3,3-dimethyl-2-oxiranyl)-3-methyl-2-pentenyl] oxy}-7H-furo[3,2-g]chromen-7-one (2) enhances the susceptibility of test MRSA strains to agents, e.g., ethidium bromide and norfloxacin, to which these micro-organisms are normally resistant.

Chemo-enzymatic enantio-convergent asymmetric synthesis of (R)-(+)-Marmin

Asymmetric biohydrolysis of trisubstituted terpenoid oxiranes (rac-1a-rac-3a) was accomplished by employing the epoxide hydrolase activity Rhodococcus and Streptomyces spp. Depending on the biocatalyst, the biohydrolysis proceeded in an enantio-convergent fashion and gave the corresponding vic-diols in up to 97% ee at conversions beyond the 50%-threshold. In order to avoid a depletion of the ee of product by further oxidative metabolism, bioconversions had to be conducted in an inert atmosphere with exclusion of molecular oxygen. The synthetic applicability of this method was demonstrated by the asymmetric total synthesis of the monoterpenoid coumarin (R)-(+)-Marmin in 95% ee.