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A Novel Approach for Bisphosphonates: Ionic Liquids and Organic Salts from Zoledronic Acid
Author(s) -
Teixeira Sónia,
Santos Miguel M.,
Ferraz Ricardo,
Prudêncio Cristina,
Fernandes Maria H.,
CostaRodrigues João,
Branco Luís C.
Publication year - 2019
Publication title -
chemmedchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.817
H-Index - 100
eISSN - 1860-7187
pISSN - 1860-7179
DOI - 10.1002/cmdc.201900397
Subject(s) - ionic liquid , chemistry , zoledronic acid , protonation , ionic bonding , solubility , osteosarcoma , bisphosphonate , inorganic chemistry , organic chemistry , ion , cancer research , osteoporosis , medicine , catalysis
Novel ionic liquids and organic salts based on mono‐ or dianionic zoledronate and protonated superbases, choline and n ‐alkylmethylimidazolium cations, were prepared and characterized by spectroscopic and thermal analyses. Most of the prepared salts display amorphous structures and very high solubility in water and saline solutions, especially the dianionic salts. Among the zoledronate‐based ionic compounds, those containing choline [Ch] and methoxyethylmethylimidazolium [C 3 OMIM] cations appear to have significant cytotoxicity against human osteosarcoma cells (MG63) and low toxicity toward healthy skin fibroblast cells. Because osteosarcoma is a bone pathology characterized by an increase in bone turnover rate, the results presented herein may be a promising starting point for the development of new ionic pharmaceutical drugs against osteosarcoma.