52189-70-5

Upstream product

• 524-14-1 S-(hydrogen malonyl)coenzyme A 
• 1763-10-6 S-palmitoyl-coenzyme A 
• 1263048-90-3 benzyl 2,4-bis(benzyloxy)-6-(pentadec-1-yn-1-yl)-benzoate 
• 142956-00-1 ethyl 3,5-dibromo-2,4-dihydroxy-6-pentadecylbenzoate 
• 142955-98-4 ethyl 2,4-dimethoxy-6-pentadecanylbenzoate 
• 142956-02-3 ethyl 2,4-dihydroxy-6-pentadecanylbenzoate 
• 57749-86-7 ethyl 2,4-dimethoxy-6-methylbenzoate 
• 3686-57-5 2,4-dimethoxy-6-methylbenzoic acid 
• 7149-90-8 2,4-dimethoxy-6-methyl-benzaldehyde 
• 869996-08-7 2,4-bis-benzyloxy-6-pentadecyl-benzoic acid ethyl ester 
• 869996-09-8 2,4-bis(benzyloxy)-6-pentadecanylbenzoic acid 
• 142956-01-2 3,5-dibromo-2,4-dihydroxy-6-pentadecylbenzoic acid 

Downstream Products

• 869996-27-0 benzyl 4'-(4-O-(methyl 2'',3'',4''-tri-O-acetyl-β-D-glucopyranosyluronate)-2-benzyloxy-6-pentadecanylbenzoyloxy)-2'-benzyloxy-6'-methylbenzoate 
• 869996-26-9 benzyl 4'-(4-O-(methyl 2'',3'',4''-tri-O-acetyl-β-D-glucopyranosyluronate)-2-hydroxy-6-pentadecanylbenzoyloxy)-2'-benzyloxy-6'-methylbenzoate 
• 869996-28-1 benzyl 4'-(4-O-(β-D-glucopyranosyluronic acid)-2-benzyloxy-6-pentadecanylbenzoyloxy)-2'-benzyloxy-6'-methylbenzoate 
• 869996-32-7 benzyl 4'-(4-O-(methyl β-D-glucopyranosyluronate)-2-hydroxy-6-pentadecanylbenzoyloxy)-2'-benzyloxy-6'-methylbenzoate 
• 869996-29-2 benzyl 4-O-(methyl 2',3',4'-tri-O-acetyl-β-D-glucopyranosyluronate)-2-benzyloxy-6-pentadecanylbenzoate 
• 869996-23-6 benzyl 4-O-(methyl 2',3',4'-tri-O-acetyl-β-D-glucopyranosyluronate)-2-hydroxy-6-pentadecanylbenzoate 
• 869996-30-5 benzyl 4-O-(methyl β-D-glucopyranosyluronate)-2-benzyloxy-6-pentadecanylbenzoate 
• 869996-25-8 4-O-(methyl 2',3',4'-tri-O-acetyl-β-D-glucopyranosyluronate)-2-hydroxy-6-pentadecanylbenzoic acid 
• 869996-31-6 (2S,3S,4S,5R,6S)-6-(4-Carboxy-3-hydroxy-5-pentadecyl-phenoxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 869996-15-6 benzyl 2,4-dihydroxy-6-pentadecanylbenzoate 

Relevant academic research and scientific papers

Alkylresorcylic acid synthesis by type III polyketide synthases from rice Oryza sativa

Alkylresorcinols, produced by various plants, bacteria, and fungi, are bioactive compounds possessing beneficial activities for human health, such as anti-cancer activity. In rice, they accumulate in seedlings, contributing to protection against fungi. Alkylresorcylic acids, which are carboxylated forms of alkylresorcinols, are unstable compounds and decarboxylate readily to yield alkylresorcinols. Genome mining of the rice Oryza sativa identified two type III polyketide synthases, named ARAS1 (alkylresorcylic acid synthase) and ARAS2, that catalyze the formation of alkylresorcylic acids. Both enzymes condensed fatty acyl-CoAs with three C2 units from malonyl-CoA and cyclized the resulting tetraketide intermediates via intramolecular C-2 to C-7 aldol condensation. The alkylresorcylic acids thus produced were released from the enzyme and decarboxylated non-enzymatically to yield alkylresorcinols. This is the first report on a plant type III polyketide synthase that produces tetraketide alkylresorcylic acids as major products.

Improved inhibition of the histone acetyltransferase PCAF by an anacardic acid derivative

Several lines of evidence indicate that histone acetyltransferases (HATs) are novel drug targets for treatment of diseases like, for example, cancer and inflammation. The natural product anacardic acid is a starting point for development of small molecule inhibitors of the histone acetyltransferase (HAT) p300/CBP associated factor (PCAF). In order to optimize the inhibitory potency, a binding model for PCAF inhibition by anacardic acid was proposed and new anacardic acid derivatives were designed. Ten new derivatives were synthesized using a novel synthetic route. One compound showed a twofold improved inhibitory potency for the PCAF HAT activity and a twofold improved inhibition of histone acetylation in HEP G2 cells.

Total synthesis of CRM646-A and -B, two fungal glucuronides with potent heparinase inhibition activities

CRM646-A (1) and -B (2), two fungal glucuronides with a dimeric 2,4-dihydroxy-6-alkylbenzoic acid (orcinol p-depside) aglycone showing significant heparinase and telomerase inhibition activities, were synthesized for the first time. The successful approac