54247-23-3

Upstream product

• 3467-13-8 5-hydroxy-4-(isobutyryl)-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione 
• 22595-45-5 6-isobutyryl-2,2,4,4-tetramethylcyclohexane-1,3,5-trione 
• 35458-21-0 phlorisobutyrophenone 
• 61565-12-6 2,2,4,4-tetramethyl-6-(2-methylpropylidene)-cyclohexane-1,3,5-trione 
• 108-73-6 3,5-dihydroxyphenol 
• 77744-52-6 5-hydroxy-2,2,6,6-tetramethyl-cyclohex-4-ene-1,3-dione 
• 1224866-13-0 5-hydroxy-2,2,6,6-tetramethyl-4-(2-methyl-1-(2,4,6-trihydroxy-3-isobutyrylphenyl)propyl)cyclohex-4-ene-1,3-dione 

Downstream Products

• 1263045-18-6 6,8-dihydroxy-7-(1-(2-hydroxy-3,3,5,5-tetramethyl-4,6-dioxocyclohex-1-enyl)-2-methylpropyl)-5-isobutyryl-9-isopropyl-2,2,4,4-tetramethyl-2H-xanthene-1,3(4H,9H)-dione 

Relevant academic research and scientific papers

Stereoisomeric Composition of Natural Myrtucommulone A

Myrtucommulone A (MC A) (1), isolated from Myrtus communis (myrtle), shows the same pharmacological activity for inhibition of inflammation and induction of apoptosis as synthetic MC A, which consists of three stereoisomers, i.e., two enantiomers and one

Preparation method of antimicrobial agent

The invention relates to a preparation method of an antibacterial agent. The preparation method of the antibacterial agent comprises selecting sodium methoxide, a compound A and iodomethane as starting materials, then performing reduction, a Michael reaction, a dehydration ring-closing reaction, oxidation and a hydrolysis ring-opening reaction to obtain the antimicrobial agent with the structure formula which is shown in the description. That is, the antimicrobial agent is prepared by chemical synthesis can, increase increasing the sources of antimicrobial agents, which is conducive to wider application.

Preparation method of antimicrobial agent

The invention relates to a preparation method of an antibacterial agent. The preparation method of the antibacterial agent comprises selecting sodium methoxide, a compound A with the structure formulawhich is shown in the description and iodomethane as starting materials, then performing reduction, a ring-closing reaction, oxidation and a ring-opening reaction and the like to obtain the antimicrobial agent with the structure formula which is shown in the description. That is, the antimicrobial agent is prepared by chemical synthesis, can increasinge the sources of antimicrobial agents, whichis conducive to wider application.

Catalytic asymmetric total syntheses of myrtucommuacetalone, myrtucommuacetalone B, and callistrilones A, C, D and e

Herein, we describe a concise catalytic approach to the first asymmetric total syntheses of myrtucommuacetalone, myrtucommuacetalone B, and callistrilones A, C, D and E. The syntheses proceed in only 5-7 steps from the readily available compound 11, witho

Synthesis and biological evaluation of novel myrtucommulones and structural analogues that target mPGES-1 and 5-lipoxygenase

The natural acylphloroglucinol myrtucommulone A (1) inhibits microsomal prostaglandin E2 synthase (mPGES)-1 and 5-lipoxygenase (5-LO), and induces apoptosis of cancer cells. Starting from 1 as lead, 28 analogues were synthesized following a straightforward modular strategy with high yielding convergent steps. Major structural variations concerned (I) replacement of the syncarpic acid moieties by dimedone or indandione, (II) cyclization of the syncarpic acid with the acylphloroglucinol core, and (III) substitution of the methine bridges and the acyl residue with isopropyl, isobutyl, n-pentyl or phenyl groups, each. The potency for mPGES-1 inhibition was improved by 12.5-fold for 43 (2-(1-(3-hexanoyl-2,4,6-trihydroxy-5-(1-(3-hydroxy-1-oxo-1H-inden-2-yl)-2-methylpropyl)phenyl)-2-methylpropyl)-3-hydroxy-1H-inden-1-one) with IC50 Combining double low line 0.08 μM, and 5-LO inhibition was improved 33-fold by 47 (2-((3-hexanoyl-2,4,6-trihydroxy-5-((3-hydroxy-1-oxo-1H-inden-2-yl) (phenyl)methyl)phenyl) (phenyl)methyl)-3-hydroxy-1H-inden-1-one) with IC50 Combining double low line 0.46 μM. SAR studies revealed divergent structural determinants for induction of cell death and mPGES-1/5-LO inhibition, revealing 43 and 47 as non-cytotoxic mPGES-1 and 5-LO inhibitors that warrant further preclinical assessment as anti-inflammatory drugs.

Total synthesis of myrtucommulone A

(Chemical Equation Presented) In a one-step conversion, commercially available or known compounds are connected to form myrtucommulone A, an anti-inflammatory and apoptosis-inducing substance from the common myrtle Myrtus communis (see scheme). This strategy can be used, as well to prepare myrtucommulone libraries.