Synthesis, characterization and biological activity of hydroxyl-bisphosphonic analogs of bile acids

Bortolini, Olga; Fantin, Giancarlo; Fogagnolo, Marco; Rossetti, Stefano; Maiuolo, Loredana; Pompo, Gemma Di; Avnet, Sofia; Granchi, Donatella

doi:10.1016/j.ejmech.2012.03.020

Cited by 16 publications

(16 citation statements)

References 39 publications

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“…Interestingly, hydroxybisphosphonic analogs of bile acids appeared to be exceptionally active against L929 cells and cultures of osteoclasts. The lipophilic compounds act similarly as other bisphosphonates and additionally are more bioavailable [55]. Therefore, their influence on prenylation is not limited to bone cells and might be considered as drugs affecting multiple processes, or multi-target drugs.…”

Section: Scheme (3)mentioning

confidence: 99%

Physiologic Activity of Bisphosphonates – Recent Advances

Chmielewska¹,

Kafarski

2016

PHARMSCI

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Section: Scheme (3)mentioning

confidence: 99%

Physiologic Activity of Bisphosphonates – Recent Advances

Chmielewska¹,

Kafarski

2016

PHARMSCI

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“…On basis of previous research, it is known that BP shows remarkable binding affinity for bone HAP, which has been applied as a functional group in many active agents to target bone tissue and treat bone‐related diseases. Owing to the promising cytotoxicity of BP‐containing complexes 1 – 6 against MG‐63 cell line, the in vitro bone HAP affinity of complexes 1 – 6 was investigated by developing a bone‐binding model with cisplatin and zoledronate as positive controls.…”

Section: Resultsmentioning

confidence: 99%

Bifunctional Platinum(II) Complexes with Bisphosphonates Substituted Diamine Derivatives: Synthesis and In vitro Cytotoxicity

Sun

Zhao

2017

Chemistry & Biodiversity

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A series of N,N'-dibisphosphonate-containing 1,3-propanediamine derivatives (L1 - L6) and their corresponding dichloridoplatinum(II) complexes (1 - 6) have been synthesized and characterized by elemental analysis, H-NMR, C-NMR, P-NMR and HR-MS spectra. The in vitro antitumor activities of compounds L1 - L6 and 1 - 6 were tested by WST-8 assay with Cell Counting Kit-8, indicating that platinum-based complexes 1 - 6 showed higher cytotoxicity than corresponding ligands L1 - L6 against A549 and MG-63, especially complex 2 which displayed comparable cytotoxicity to those of cisplatin and zoledronate after 48 h incubation. In addition, complexes 1 - 6 were more active in vitro on osteosarcoma cell line MG-63 than normal osteoblast cell line hFOB 1.19. The structure-activity relationship has been summarized based on the in vitro cytotoxicity of three series of platinum complexes from this and our previous studies. The in vitro bone affinity of platinum complexes was also tested by hydroxyapatite (HAP) chromatography in terms of capacity factor K'. Besides, in this paper, representative complex 2, which has been proved to be a promising antitumor agent with high cytotoxicity and bone HAP binding property, was investigated for its mechanism of action producing cell death against MG-63.

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“…Unfortunately, in many cases, the yield was lower (17%-51%) than that obtained in classical conditions (45%). The combination with other non-standard reaction conditions highly used in organic chemistry, such as the microwave or ultrasound irradiation [46][47][48], reduced the reaction time up to hours, however retaining similar stereoselectivity results.…”

Section: Catalystmentioning

confidence: 99%

Recent Developments on 1,3-Dipolar Cycloaddition Reactions by Catalysis in Green Solvents

et al. 2020

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The use of eco-compatible synthetic procedures in organic reactions and, in particular, in 1,3-dipolar cycloaddition reactions, has recently received a great deal of attention and considerable progress has been achieved in this area in the last years. This review summarizes the approaches currently employed to synthesize heterocyclic compounds by catalyzed 1,3-dipolar cycloadditions in green solvents in the last six years. Our choice to do a selection of the literature from 2014 to 2019 was made considering the absence of a recent review about this period, to our knowledge. Several examples to construct heterocycles by 1,3-dipolar cycloadditions will be discussed in this work subdivided in function of the most important class of non-conventional and green solvents, i.e., ionic liquids (ILs), deep eutectic solvents (DES), and water.

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Synthesis, characterization and biological activity of hydroxyl-bisphosphonic analogs of bile acids

Cited by 16 publications

References 39 publications

Physiologic Activity of Bisphosphonates – Recent Advances

Physiologic Activity of Bisphosphonates – Recent Advances

Bifunctional Platinum(II) Complexes with Bisphosphonates Substituted Diamine Derivatives: Synthesis and In vitro Cytotoxicity

Recent Developments on 1,3-Dipolar Cycloaddition Reactions by Catalysis in Green Solvents

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