487-70-7Relevant articles and documents
Alternative routes to the acylphloroglucinol rhodomyrtone
Morkunas, Marius,Maier, Martin E.
, p. 9662 - 9666 (2015)
Two novel routes to the acylphloroglucinol rhodomyrtone (1) which has antibiotic properties are presented. In the first route an ortho-quinone methide, generated from dioxaborinine 23, is reacted with syncarpic acid (10) leading to xanthenedione 25. Cleavage of the methyl ether functions led to the known rhodomyrtone precursor 16. In the second route the bis-ester derivative 28 of trihydroxybenzaldehyde 26 is condensed with syncarpic acid (10) to give tricyclic hemiacetal 29. Acetalization and cuprate addition to the enone function led to bis-ester 32 which gave rhodomyrtone (1) by TiCl4-induced regioselective Fries rearrangement.
Anti-oxidant activity of flavonols: Reactivity with potassium superoxide in the heterogeneous phase
Tournaire,Hocquaux,Beck,Oliveros,Maurette
, p. 9303 - 9314 (1994)
Oxidation of flavonols by potassium superoxide (KO2) in heterogeneous aprotic media yields acids and aldehydes by opening of ring C, if the latter contains an ethylenic double bond substituted by an OH group. A mechanism is proposed for this reaction. Other flavonoids like flavones, flavans and flavanones induce only the disproportionation of superoxide anion, without undergoing further oxidation; these flavonoids are therefore anti-oxidants of particular interest.
Synthetic method of pilosin B and intermediate pseudomonophenols thereof
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Paragraph 0040; 0066, (2021/11/26)
The invention discloses a method for synthesizing pilosin B and intermediate pseudomonophenols thereof. The synthesis method of the pseudo-sheep equol comprises the step E. Step F and Step g. The synthetic method of the pilosin B provided by the invention is prepared by the following steps H, step J, preparation of the pseudomonophenols synthesized by the above method, and preparation of the pseudomonophenols synthesized by the method in step I. In step E, the novel amino protecting reagent with good reaction with the phenolic hydroxyl group is used as a protecting reagent, the phenol hydroxyl group of each intermediate in the intermediate molecule fragment a synthesis process is selectively protected, the reagent types are reduced and the use of toxic reagents such as benzyl chloride and the like is avoided.
Synthesis and biological evaluation of BMS-986120 and its deuterated derivatives as PAR4 antagonists
Chen, Panpan,Ren, Shenhong,Song, Hangyu,Chen, Cai,Chen, Fangjun,Xu, Qinglong,Kong, Yi,Sun, Hongbin
, p. 116 - 124 (2018/11/30)
BMS-986120 is a PAR4 antagonist that is being investigated as an antiplatelet agent in phase I clinical trial. An improved synthesis of BMS-986120 has been developed. Based on the novel synthetic approach to BMS-986120, a series of deuterated derivatives of BMS-986120 have been synthesized and biologically evaluated to search for more potent antiplatelet agents. The in vitro antiplatelet assay by turbidimetry demonstrated that PC-2 and PC-6 had IC50 values of 6.30 nM and 6.97 nM, respectively, versus BMS-986120 with an IC50 of 7.80 nM. The result of in vitro metabolic stability study showed that all of the deuterated compounds had similar half-life (T1/2) and intrinsic clearance (Clint) in comparison with BMS-986120. Further probing the metabolic profile of BMS-986120 is worth being conducted.