213828-28-5Relevant academic research and scientific papers
GLYCEROL COMPOUNDS AND METHODS OF USE
-
, (2022/04/03)
Provided herein, inter alia, are compounds of fatty acid glycerol derivatives and compositions including the same.
DIACYLGLYCEROL LACTONE COMPOUND, PREPARATION METHOD THEREFOR, AND IMMUNOSTIMULATOR CONTAINING SAME AS ACTIVE INGREDIENT
-
, (2021/01/26)
Disclosed are a novel diacylglycerol lactone compound for improving immunity and inhibiting infection by promoting neutrophil movement, a preparation method therefor, and an immunostimulator containing same as an active ingredient. The diacyloglycerol lactone compound is represented by chemical formula 1 of the specification. In chemical formula 1, R1 and R2 are respectively N and independently a C2-30 fatty acid group.
Conformationally constrained analogues of diacylglycerol (DAG). 28. DAG-dioxolanones reveal a new additional interaction site in the C1b domain of PKCδ
Choi, Yongseok,Pu, Yongmei,Peach, Megan L.,Kang, Ji-Hye,Lewin, Nancy E.,Sigano, Dina M.,Garfield, Susan H.,Blumberg, Peter M.,Marquez, Victor E.
, p. 3465 - 3481 (2008/02/09)
Diacylglycerol (DAG) lactones have provided a powerful platform for structural exploration of the interactions between ligands and the C1 domains of protein kinase C (PKC). In this study, we report that DAG-dioxolanones, novel derivatives of DAG-lactones,
Protein kinase C ligands based on tetrahydrofuran templates containing a new set of phorbol ester pharmacophores
Lee, Jeewoo,Kang, Ji-Hye,Lee, Sang-Yoon,Han, Kee-Chung,Torres, Christina M.,Bhattacharyya, Dipak K.,Blumberg, Peter M.,Marquez, Victor E.
, p. 4129 - 4139 (2007/10/03)
A series of substituted tetrahydrofurans with an embedded glycerol backbone carrying additional tetrahydrofuranylideneacetate or tetrahydrofuranylacetate motifs were grouped into four distinct templates (I- IV) according to stereochemistry. The compounds were designed to mimic three essential pharmacophores (C3-C=O, C20-OH and C13-C=O) of the phorbol esters according to a new, revised model. The tetrahydrofuran ring was constructed from glycidyl 4-methoxyphenyl ether, and the structures of the isomeric templates were assigned by NMR spectroscopy, including NOE. The binding affinity for protein kinase C (PKC) was assessed in terms of the ability of the ligands to displace bound [3H-20]phorbol 12,13-dibutyrate (PDBU) from a recombinant α isozyme of PKC. Geometric Z- and E-isomers (1 and 3, respectively) containing a tetrahydrofuranylideneacetate motif were the most potent ligands with identical K(i) values of 0.35 μM. Molecular modeling studies of the four templates showed that the rms values when fitted to a prototypical phorbol 12,13-diacetate ester correlated inversely with affinities in the following order: I ? II > III > IV. These compounds represent the first generation of rigid glycerol templates seeking to mimic the binding of the C13-C=O of the phorbol esters. The binding affinities of the most potent compounds are in the same range of the diacylglycerols (DAGs) despite the lack of a phorbol ester C9-OH pharmacophore surrogate. This finding confirms that mimicking the binding of the C13-C=O pharmacophore of phorbol is a useful strategy. However, since the C9-OH and C13-C=O in the phorbol esters appear to form an intramolecular hydrogen bond that functions as a combined pharmacophore, it is possible the lack of this combined motif in the target templates restricts the compounds from reaching higher binding affinities.
