Bermejo, Almudena published the artcileSynthesis of benzopyran derivatives as PPARα and/or PPARγ activators, Product Details of C7H12O3, the main research area is peroxisome proliferator receptor alpha gamma structure activity benzopyran; alkyl hydroxy benzopyran preparation PPARalpha PPARgamma activator lipophilicity; Benzopyrans; PPARα agonism; PPARγ agonism; Polycerasoidol.
The authors describe the synthesis of benzopyran derivatives I [R = n-pentyl, 3-hydroxy-1-Bu, 3-ethoxy-3-oxo-Pr, etc.; R1 = hydroxy, acetoxy; R2 = H, chloro] and II [R3 = hydroxy, n-propyloxy; R4 = H, hydroxy; R5 = 2-carboxyethyl, 4-methylpent-3-enyl, 3-methoxy-3-oxo-Pr, etc.], small polycerasoidol analogs, that are Lipinski’s rule-of-five compliant. In order to confirm key structural features to activate PPARα and/or PPARγ, the authors have adopted structural modifications in the following parts: (i) the benzopyran core (hydrophobic nucleus) by benzopyran-4-one, dihydrobenzopyran or benzopyran-4-ol; (ii) the side chain at the 2-position by shortening to C3, C4 and C5-carbons vs. C-9-carbons of polycerasoidol; and (iii) the carboxylic group (polar head) by oxygenated groups (hydroxyl, acetoxy, epoxide, ester, aldehyde) or non-oxygenated motifs (allyl and alkyl). Benzopyran-4-ones I [R = 3-ethoxy-3-oxo-Pr, 3-hydroxybutyl, 3-hydroxy-3-methylbutyl, R1 = hydroxy, R2 = H; R = 3-acetoxybutyl, R1 = acetoxy, R2 = H] as well as dihydrobenzopyrans II [R3 = hydroxy, R4 = H, R5 = 3-methylbut-3-enyl, 2-carboxyethyl, 3-methoxy-3-oxopropyl] were able to activate hPPARα, whereas benzopyran-4-one I [R = n-pentyl, R1 = hydroxy, R2 = chloro] with C5-carbons in the side chain exhibited hPPARγ agonism. According to our previous docking studies, structure-activity studies confirmed that the hydrophobic nucleus (benzopyran-4-one or dihydrobenzopyran) was essential to activated PPARα and/or PPARγ and the flexible linker (side alkyl chain) should contain at least C5-carbon atoms to activate PPARγ. By contrast, the polar head (“”carboxylic group””) tolerated several oxygenated groups but also non-oxygenated motifs. Taking into account these key structural features, small polycerasoidol analogs might provide potential active mols. useful in the treatment of dyslipidemia and/or type 2 diabetes.
Bioorganic & Medicinal Chemistry published new progress about Aliphatic ketones Role: RCT (Reactant), RACT (Reactant or Reagent). 539-88-8 belongs to class esters-buliding-blocks, name is Ethyl 4-oxopentanoate, and the molecular formula is C7H12O3, Product Details of C7H12O3.
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Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics