51660-44-7Relevant articles and documents
Synthesis and characterization of 6-O-acyl-2-O-α-D-glucopyranosyl-L- ascorbic acids with a branched-acyl chain
Tai, Akihiro,Kawasaki, Daisuke,Sasaki, Kenji,Gohda, Eiichi,Yamamoto, Itaru
, p. 175 - 180 (2003)
We previously reported the chemical synthesis of a series of novel monoacylated vitamin C derivatives, 6-O-acyl-2-O-α-D-glucopyranosyl-L- ascorbic acids (6-Acyl-AA-2G) possessing a straight-acyl chain of varying length from C4 to C18, as effective skin antioxidants. In this paper, we describe branched type of 6-Acyl-AA-2G derivatives (6-bAcyl-AA-2G) synthesized by use of a 2-branched-chain fatty acid anhydride as an acyl donor. The stability of 6-bAcyl-AA-2G in neutral solution was much higher than that of 6-Acyl-AA-2G, while they were susceptible to enzymatic hydrolysis for exerting vitamin C effect. These branched derivatives as well as 6-Acyl-AA-2G increased the radical scavenging activity against 1,1-diphenyl-2-picrylhydrazyl and the lipophilicity in octanol/water-partitioning systems with increasing length of their acyl group. In addition, the 6-bAcyl-AA-2G derivative with an acyl chain of C12, 6-bDode-AA-2G had the excellent solubility to various solvents, suggesting easy handling in cosmetic use. These characteristics of 6-bAcyl-AA-2G may be available for skin care application as an effective antioxidant.
Ctc-[Pt(NH3)2(cinnamate)(valproate)Cl2] is a highly potent and low-toxic triple action anticancer prodrug
Li, Yang,Shi, Shan,Zhang, Shurong,Gan, Zongjie,Wang, Xin,Zhao, Xudong,Zhu, Yijian,Cao, Meiting,Wang, Xiaoyue,Li, Wei
supporting information, p. 11180 - 11188 (2021/08/25)
Pt(iv) prodrugs have gained tremendous attention due to their indisputable advantages compared to cisplatin. Herein, new Pt(iv) derivatives with cinnamic acid at the first axial position, and inhibitor of matrix metalloproteinases-2 and-9, histone deacetylase, cyclooxygenase or pyruvate dehydrogenase at the second axial position are constructed to develop multi-action prodrugs. We demonstrate that Pt(iv) prodrugs are reducible and have superior antiproliferative activity with IC50 values at submicromolar concentrations. Notably, Pt(iv) prodrugs exhibit highly potent anti-tumour activity in an in vivo breast cancer model. Our results support the view that a triple-action Pt(iv) prodrug acts via a synergistic mechanism, which involves the effects of CDDP and the effects of axial moieties, thus jointly leading to the death of tumour cells. These findings provide a practical strategy for the rational design of more effective Pt(iv) prodrugs to efficiently kill tumour cells by enhancing their cellular accumulation and tuning their canonical mechanism.
Valproic acid phospholipid derivative method for the preparation of (by machine translation)
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, (2017/02/24)
The invention belongs to the field of the preparation of organic compounds, discloses valproic acid phospholipid derivative preparation method. The invention uses the tetrahydrofuran as the solvent, triethylamine does ties up acid agent, c b of the valproic acid in molar 10-50 °C lower reaction, filtration, distillation, and get c valeric anhydride, third fifth heavenly stem anhydride solution in adding haemolytical phosphatidyl choline, in 4-dimethylaminopyridine in under the catalysis of 60-85 °C reaction under 2-6 hours, adding acetone precipitate product, then using ethanol/acetone is refined to valproic acid phospholipid derivatives. This invention uses the valproic acid and anhydride reaction preparation third fifth heavenly stem pivaloyl, not the impact of the presence of acetic anhydride, of the easy purification third fifth heavenly stem anhydride to obtain high-purity, and then can be preparing high-purity of the phospholipid derivatives third propyl-acetic acid. (by machine translation)