» Articles » PMID: 39540692

β-d-Ribofuranose As a Core with a Phosphodiester Moiety As the Enzyme Recognition Site for Codrug Development

Overview
Journal Org Lett
Specialties Biochemistry
Chemistry
Date 2024 Nov 14
PMID 39540692
Authors
Affiliations
Soon will be listed here.
Abstract

An ideal codrug design should be able to control drug release, offer selectivity during drug delivery, and break down into non-toxic fragments after biodegradation. Our design incorporates d-ribofuranose as the core, with carbamate and carbonate groups as linking joints, a phosphodiester moiety as an enzyme recognition site, and lenalidomide and paclitaxel as the constituent drugs. The codrug synthesis involves seven steps with a 33% overall yield. The target codrug increases its water solubility 685 times versus paclitaxel.

References
1.
Ezrahi S, Aserin A, Garti N . Basic principles of drug delivery systems - the case of paclitaxel. Adv Colloid Interface Sci. 2018; 263:95-130. DOI: 10.1016/j.cis.2018.11.004. View

2.
Amraoui K, Belhadj K, Maitre B, Janniere-Nartey C, Dupuis J . Pulmonary toxicity after long-term treatment with lenalidomide in two myeloma patients. Eur Respir Rev. 2013; 22(127):93-5. PMC: 9487425. DOI: 10.1183/09059180.00001912. View

3.
Meng Z, Lv Q, Lu J, Yao H, Lv X, Jiang F . Prodrug Strategies for Paclitaxel. Int J Mol Sci. 2016; 17(5). PMC: 4881612. DOI: 10.3390/ijms17050796. View

4.
Chen Y, Armstrong Z, Artola M, Florea B, Kuo C, de Boer C . Activity-Based Protein Profiling of Retaining α-Amylases in Complex Biological Samples. J Am Chem Soc. 2021; 143(5):2423-2432. PMC: 7883350. DOI: 10.1021/jacs.0c13059. View

5.
Das N, Dhanawat M, Dash B, Nagarwal R, Shrivastava S . Codrug: an efficient approach for drug optimization. Eur J Pharm Sci. 2010; 41(5):571-88. DOI: 10.1016/j.ejps.2010.09.014. View