113278-68-5Relevant articles and documents
Water-soluble prodrugs of paclitaxel containing self-immolative disulfide linkers
Gund, Machhindra,Khanna, Amit,Dubash, Nauzer,Damre, Anagha,Singh, Kishore S.,Satyam, Apparao
, p. 122 - 127 (2014)
A new series of disulfide-containing prodrugs of paclitaxel were designed, synthesized and evaluated against 6 cancer cell lines. Some of these prodrugs exhibited nearly equal or slightly better anticancer activity when compared to that of paclitaxel. These prodrugs contain water-soluble groups such as amino, carboxyl, hydroxyl, amino acids, etc., and exhibited 6-140 fold increase in aqueous solubility when compared to paclitaxel. One of these prodrugs exhibited improved water solubility, better in vitro anticancer activity and significantly superior oral bioavailability in mice when compared to those of paclitaxel. Thus, we have identified a very promising lead compound for further optimization and evaluation as a potentially bioavailable water-soluble prodrug of paclitaxel.
Unexpected effect of cyclodepsipeptides bearing a sulfonylhydrazide moiety towards histone deacetylase activity
Létévé, Mathieu,Gonzalez, Céline,Moroy, Gautier,Martinez, Agathe,Jeanblanc, Jér?me,Legastelois, Rémi,Naassila, Micka?l,Sapi, Janos,Bourguet, Erika
, p. 222 - 233 (2018)
-
A practical synthesis of the major 3-hydroxy-2-pyrrolidinone metabolite of a potent CDK2/cyclin A inhibitor
Nesi, Marcella,Borghi, Daniela,Brasca, Maria Gabriella,Fiorentini, Francesco,Pevarello, Paolo
, p. 3205 - 3208 (2006)
The synthesis of the major metabolite of a potent 3-aminopyrazole CDK2/cyclin A inhibitor is presented. A stereoconservative approach starting from malic acid was employed to construct the hydroxy-substituted pyrrolidinone moiety. In the key step of the s
Preparation method of alpha-hydroxyl-gamma-butyrolactone
-
Paragraph 0020; 0021, (2021/06/13)
The invention belongs to the field of preparation of organic compounds, and provides a preparation method of alpha-hydroxyl-gamma-butyrolactone. The method is characterized in that malic acid is used as a raw material, and alpha-hydroxyl-gamma-butyrolactone is synthesized with high yield through four steps of reactions, namely, carboxyl and alpha-hydroxyl protection, beta-carboxyl reduction, protecting group removal and internal esterification. The method has the advantages of easily available raw materials, mild reaction conditions and low cost, and is suitable for large-scale preparation of alpha-hydroxy-gamma-butyrolactone.
L-malic acid dimer impurity and preparation method thereof
-
Paragraph 0025; 0038-0040; 0046-0048; 0053-0055; 0060-0062, (2020/05/02)
The invention provides an L-malic acid dimer impurity and a preparation method thereof. The L-malic acid dimer impurity (impurity X) is discovered and separated for the first time, and has a structureshown in the specification. The preparation method of the impurity X comprises the following steps: (1) protecting a carboxyl group at one side of L-malic acid to obtain a compound 1; (2) protectinga carboxyl group at the other side of the compound 1 to obtain a compound 2; (3) hydrolyzing the compound 2 under the condition of acetic acid/water/tetrahydrofuran to obtain a compound 3; (4) dehydrating and condensing the compound 3 to obtain a compound 4; and (5) hydrogenating the compound 4 to remove benzyl groups to obtain the impurity X. The impurity spectrum of malic acid stability researchis expanded, and the improvement of the malic acid quality standard is promoted. The compound property of the L-malic acid dimer impurity is studied, and the L-malic acid dimer impurity has positiveguiding significance for selection of storage conditions of malic acid.