Prodrugs of pyrophosphates and bisphosphonates: disguising phosphorus oxyanions
RSC Medicinal Chemistry Pub Date: 2022-03-01 DOI: 10.1039/D1MD00297J
Abstract
Pyrophosphates have important functions in living systems and thus pyrophosphate-containing molecules and their more stable bisphosphonate analogues have the potential to be used as drugs for treating many diseases including cancer and viral infections. Both pyrophosphates and bisphosphonates are polyanionic at physiological pH and, whilst this is essential for their biological activity, it also limits their use as therapeutic agents. In particular, the high negative charge density of these compounds prohibits cell entry other than by endocytosis, prevents transcellular oral absorption and causes sequestration to bone. Therefore, prodrug strategies have been developed to temporarily disguise the charges of these compounds. This review examines the various systems that have been used to mask the phosphorus-containing moieties of pyrophosphates and bisphosphonates and also illustrates the utility of such prodrugs.
Recommended Literature
- [1] Evidence of pre-micellar aggregates in aqueous solution of amphiphilic PDMS–PEO block copolymer? Domenico Lombardo,Gianmarco Munaò,Pietro Calandra,Luigi Pasqua,Maria Teresa CaccamoPhys. Chem. Chem. Phys., 2019,21, 11983-11991 10.1039/C9CP02195G
- [2] EWOD-driven droplet microfluidic device integrated with optoelectronic tweezers as an automated platform for cellular isolation and analysis? Gaurav J. Shah,Eric P.-Y. Chiou,Ming C. Wu,Chang-Jin “CJ” KimLab Chip, 2009,9, 1732-1739 10.1039/B821508A
- [3] Exciton manipulation in rippled transition metal dichalcogenides? Chen Long,Ying Dai,Jianwei Li,Hao JinNanoscale, 2020,12, 21124-21130 10.1039/D0NR05602B
- [4] Evolved polymerases facilitate selection of fully 2′-OMe-modified aptamers? Zhixia Liu,Tingjian Chen,Floyd E. RomesbergChem. Sci., 2017,8, 8179-8182 10.1039/C7SC03747C
- [5] Dissociation of large gaseous serine clusters produces abundant protonated serine octamer Jacob S. Jordan,Evan R. WilliamsAnalyst, 2021,146, 2617-2625 10.1039/D1AN00273B
- [6] Excess electrons in lithium–ethylamine solutions—density, electrical conductivity and EPR studies Phys. Chem. Chem. Phys., 1999,1, 3561-3565 10.1039/A900683D
- [7] Emerging investigator series: kinetics of diopside reactivity for carbon mineralization in mafic–ultramafic rocks BrianaAguila,LandonHardee,H.ToddSchaef,SiavashZare,MohammadJavadAbdolhosseiniQomi,JarrodV.Crum,JadeE.HollimanJr.,ElenaTajueloRodriguez,LawrenceM.Anovitz,KevinM.Rosso,QuinR.S.Miller 10.1039/d3en00087g
- [8] Ester-directed orthogonal dual C–H activation and ortho aryl C–H alkenylation via distal weak coordination? Manickam Bakthadoss,Tadiparthi Thirupathi Reddy,Vishal Agarwal,Duddu S. SharadaChem. Commun., 2022,58, 1406-1409 10.1039/D1CC06097J
- [9] Fe(ii)-Assisted one-pot synthesis of ultra-small core–shell Au–Pt nanoparticles as superior catalysts towards the HER and ORR? Yi Cao,Yujiao Xiahou,Lixiang Xing,Xiang Zhang,Hong Li,ChenShou Wu,Haibing XiaNanoscale, 2020,12, 20456-20466 10.1039/D0NR04995F
- [10] Emerging investigator series: first-principles and thermodynamics comparison of compositionally-tuned delafossites: cation release from the (001) surface of complex metal oxides? Joseph W. Bennett,Diamond T. Jones,Blake G. Hudson,Joshua Melendez-Rivera,Robert J. Hamers,Sara E. MasonEnviron. Sci.: Nano, 2020,7, 1642-1651 10.1039/C9EN01304K
Journal Name:RSC Medicinal Chemistry
research_products
-
CAS no.: 89640-58-4