Progress in phosphorylation of natural products

Mao, Xiaoran; Chen, Jiaqi; Yao, Yingrui; Liu, Defu; Wang, Haiying; Chen, Yuzhou

doi:10.1007/s11033-024-09596-1

Mol Biol Rep

2024

DOI: 10.1007/s11033-024-09596-1

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Progress in phosphorylation of natural products

Xiaoran Mao,

Jiaqi Chen,

Yingrui Yao

et al.

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Cited by 4 publications

References 88 publications

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Multifunctional Terpenoid-Enriched Hydrogels: Phytochemical Modulation and Sustainable Degradability in Agarose Matrices for Advanced Antimicrobial and Mosquito-Repellent Applications

Gupta,

Giri,

Bokde

et al. 2024

Biomedical Materials & Devices

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Multifunctional Terpenoid-Enriched Hydrogels: Phytochemical Modulation and Sustainable Degradability in Agarose Matrices for Advanced Antimicrobial and Mosquito-Repellent Applications

Gupta,

Giri,

Bokde

et al. 2024

Biomedical Materials & Devices

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Review of polysaccharides from Chrysanthemum morifolium Ramat.: Extraction, purification, structural characteristics, health benefits, structural-activity relationships and applications

Zhang,

Hu,

et al. 2024

International Journal of Biological Macromolecules

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Synthesis and preliminary cytotoxicity evaluation of water soluble pentacyclic triterpenoid phosphonates

Lugiņina,

Kroškins,

Lācis

et al. 2024

Sci Rep

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Synthesis, solubility and cytotoxicity evaluation of anionic phosphonates derived from betulin, betulinic acid, oleanolic acid and ursolic acid is reported. Phosphonate moieties were successfully installed at terpenoid C28 by carboxylic acid deprotonation/alkylation sequence using (dimethoxyphosphoryl)methyl trifluoromethanesulfonate as alkylation reagent. Also, betulin-derived and ether-linked bis-phosphonate is obtained and characterized. After demethylation in the presence of TMSI the resulting phosphonic acids were transformed into their disodium salts. All target compounds display excellent water solubility, which was determined by qNMR in D2O. Cytotoxicity tests were performed in different concentrations of each compound (10–50 µM) against human osteosarcoma cell line MG-63 and osteoblast precursor cell line MC3T3-E1. Improved aqueous solubility and low cytotoxicity profile of the newly designed triterpenoid phosphonates reveal high potential for various medicinal chemistry and pharmacological applications in the future.

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Progress in phosphorylation of natural products

Cited by 4 publications

References 88 publications

Multifunctional Terpenoid-Enriched Hydrogels: Phytochemical Modulation and Sustainable Degradability in Agarose Matrices for Advanced Antimicrobial and Mosquito-Repellent Applications

Multifunctional Terpenoid-Enriched Hydrogels: Phytochemical Modulation and Sustainable Degradability in Agarose Matrices for Advanced Antimicrobial and Mosquito-Repellent Applications

Review of polysaccharides from Chrysanthemum morifolium Ramat.: Extraction, purification, structural characteristics, health benefits, structural-activity relationships and applications

Synthesis and preliminary cytotoxicity evaluation of water soluble pentacyclic triterpenoid phosphonates

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