Synthesis and physiochemical property evaluation of carbamate derivatives of scutellarin methyl ester

Jiang, Feng-Jie; Fu, Xiao‐Zhong; Wang, Shan-Wu; Huang, Yong; Zhou, Wei‐Zhen; Wang, Aimin; Wang, Yonglin

doi:10.1016/j.cclet.2013.02.003

Cited by 3 publications

(1 citation statement)

References 8 publications

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“…Thus, Fu et al ( 2011 ) synthesized L -amino acid ester derivatives of scutellarin aglycone and found that the water solubility levels of derivatives 44 and 45 were 1,796 and 4,100 μg/mL, respectively, which were much greater than that of scutellarin (14.4 μg/mL). Furthermore, Jiang et al ( 2013 ) used scutellarin methyl ester and L -amino acid tert-butyl ester hydrochloride as raw materials to prepare a series of scutellarin methyl ester prodrugs and evaluated water solubility and the in vitro stability of the target compound. Their results indicated that compounds 46 (aqueous solubility = 123.1 μg/mL) and 47 (426.5 μg/mL) had better solubility and in vitro stability than those of scutellarin, respectively.…”

Section: Application Of Amino Acids In the Structural Modification Of Natural Productsmentioning

confidence: 99%

Application of Amino Acids in the Structural Modification of Natural Products: A Review

Deng

et al. 2021

Front. Chem.

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Natural products and their derivatives are important sources for drug discovery; however, they usually have poor solubility and low activity and require structural modification. Amino acids are highly soluble in water and have a wide range of activities. The introduction of amino acids into natural products is expected to improve the performance of these products and minimize their adverse effects. Therefore, this review summarizes the application of amino acids in the structural modification of natural products and provides a theoretical basis for the structural modification of natural products in the future. The articles were divided into six types based on the backbone structures of the natural products, and the related applications of amino acids in the structural modification of natural products were discussed in detail.

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Section: Application Of Amino Acids In the Structural Modification Of Natural Productsmentioning

confidence: 99%

Application of Amino Acids in the Structural Modification of Natural Products: A Review

Deng

et al. 2021

Front. Chem.

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Amide Synthesis from Decarboxylative Coupling of Isocyanates and Carboxylic Acids

Wang,

Liu

2024

ChemBioChem

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Isocyanates are versatile electrophiles that can react with a wide range of nucleophiles to afford important organic structures. Although the reactions between isocyanates and alcohols, amines and organometallic reagents have been well established, the synthesis of amides through the decarboxylative condensation of carboxylic acids and isocyanates is less appreciated. In this review, the synthesis of isocyanates and its application on amide synthesis through the condensation with carboxylic acids are summarized and discussed. It is our hope that this review will attract more attention to this less mentioned transformation and inspire new developments in the fields of organic synthesis, polymer synthesis and chemical biology.

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A decade review of triphosgene and its applications in organic reactions

et al. 2020

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Synthesis and physiochemical property evaluation of carbamate derivatives of scutellarin methyl ester

Cited by 3 publications

References 8 publications

Application of Amino Acids in the Structural Modification of Natural Products: A Review

Application of Amino Acids in the Structural Modification of Natural Products: A Review

Amide Synthesis from Decarboxylative Coupling of Isocyanates and Carboxylic Acids

A decade review of triphosgene and its applications in organic reactions

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