Assay of 1-hydroxy-3-aminopropylidene-1,1-bisphosphonate and related bisphosphonates in human urine and plasma by high-performance ion chromatography

Daley‐Yates, Peter T.; Gifford, Larry; Hoggarth, Clifford R.

doi:10.1016/s0378-4347(00)82791-7

Cited by 67 publications

(15 citation statements)

References 6 publications

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“…The content of alendronate was determined by the molybdenum blue colorimetric assay [22,23]. Briefly, we prepared three buffer solutions e i) Solution 1: 0.16 g ammonium persulphate was dissolved in 4 ml DI water; ii) Solution 2: 0.15 g ammonium molybdate was dissolved in 4 ml diluted sulphuric acid (5 mol/l); iii) Solution 3: 0.01 g paramethylaminophenol sulphate, 0.58 g sodium hydrogen sulphite and 0.02 g sodium sulphite were dissolved in 4 ml DI water.…”

Section: Drug Loading Efficiencymentioning

confidence: 99%

Targeted depletion of tumour-associated macrophages by an alendronate–glucomannan conjugate for cancer immunotherapy

et al. 2014

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Section: Drug Loading Efficiencymentioning

confidence: 99%

Targeted depletion of tumour-associated macrophages by an alendronate–glucomannan conjugate for cancer immunotherapy

et al. 2014

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“…Previous methods have used chromatography and fluorescence detection for the analyses of BPs in biological fluids, such as plasma and urine (4,8,12). Other studies which measured BP in bone tissue used radiolabeled compounds (1,13,15,16,35,38).…”

Section: Discussionmentioning

confidence: 99%

Relationship between bisphosphonate concentration and osteoclast activity and viability

Rowe

Etre

Lovdahl

et al. 1999

In Vitro Cell.Dev.Biol.-Animal

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Difluoromethylidene bisphosphonate (F2MBP) is one of the many bisphosphonates known to inhibit bone resorption in vitro and in vivo. We have developed an analytical method, employing anion exchange and postcolumn indirect fluorescence detection, by which F2MBP can be quantified in bone samples. The objective of this study was to relate the concentration of F2MBP in embryonic bones treated in organ culture to the physiological effects of the compound, such as bone resorption (i.e., the amount of 45Ca released into the medium from prelabeled bones) and viability of the osteoclast population (i.e., the incidence of abnormal osteoclasts). Osteoclasts in bones treated with F2MBP exhibited morphological features of apoptosis, such as nuclear fragmentation. Both the number and percentage of these abnormal cells increased with dose of F2MBP and duration of incubation. The decrease in normal osteoclasts was correlated with the decreased amount of 45Ca released into the medium. Bones treated with F2MBP for only the first 5 min of the 48-h incubation period had similar numbers of abnormal osteoclasts and amounts of 45Ca released, as had bones incubated with F2MBP continuously for 48 h. The uptake of F2MBP into the bone was rapid. Bones treated with F2MBP for 6 h were similar to bones treated with F2MBP for the entire 48-h incubation period, both in F2MBP concentration and the 45Ca release ratios. These relationships between concentrations of F2MBP within bone and osteoclast activity and viability implicate apoptosis in the mechanism by which this bisphosphonate inhibits bone resorption.

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“…A análise de BP's com detecção no UV-Visível e derivação pós-coluna é muito utilizada. Daley-Yates e colaboradores 56 desenvolveram um método para análise em plasma e urina. Os BP's foram oxidados a ortofosfato com persulfato de amônio e posterior reação com molibdênio-ascorbato, formando o cromóforo fosfomolibdato, detectado em 820 nm.…”

Section: Cromatografia Líquida De Alta Eficiência (Hplc)unclassified

Bisfosfonatos: síntese, análises químicas e aplicações farmacológicas

Fernandes¹,

Leite²,

Lanças³

2005

Quím. Nova

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Recebido em 22/1/04; aceito em 13/8/04; publicado na web em 2/2/05 BISPHOSPHONATES: SYNTHESIS, CHEMICAL ANALYSIS AND PHARMACOLOGICAL APPLICATIONS. Bisphosphonates are drugs that have been widely used in different bone diseases, and have recently been used successfully against many parasites. Various synthetic routes to prepare different types of bisphosphonates have been described, with distinct potency and pharmacological activity. A number of analytical techniques are currently being used to analyze these drugs; among these, the high performance liquid chromatography (HPLC), with different systems of detection, is worth highlighting. However, the development of more sensitive methods is still necessary, once they are essential for bioavailability and bioequivalence studies. This paper reports the major synthesis routes, chemical analysis methodologies and pharmacological applications of bisphosphonates.Keywords: bisphosphonates; bone diseases; high performance liquid chromatography. INTRODUÇÃOOs bisfosfonatos (BP's) formam uma classe de substâncias quí-micas que apresenta uma ligação P-C-P em sua estrutura, e agem como inibidores da reabsorção óssea, mediada pelos osteoclastos. Estes compostos são extensivamente utilizados no tratamento de várias doenças ósseas, destacando-se a doença de Paget, a hipercalcemia maligna, a osteoporose e a doença metastática e osteolítica.São análogos químicos da substância endógena denominada ácido pirofosfórico (Figura 1), que no organismo se encontra como pirofosfato, um inibidor natural da reabsorção óssea. No entanto, essa substância não pode ser utilizada como agente terapêutico no tratamento de doenças ósseas, pois sofre uma rápida hidrólise enzimática. Os bisfosfonatos são seus análogos sintéticos, onde o átomo central de oxigênio é substituído por um de carbono. Essa modificação faz com que os BP's sejam mais resistentes à degradação enzimática, e possuam uma meia-vida biológica maior, suficiente para influenciar o metabolismo ósseo 1 .Diferentes substituintes ligados ao carbono central dão características únicas para cada fármaco (Figura 2). O grupo R1 fornece a afinidade dos BP's pelos cristais ósseos, enquanto o grupo R2 é responsável pela potência e atividade farmacológicas 2 . Segundo Shinoda 3 , a adição de um grupo hidroxila ao átomo de carbono na posição 1 aumenta a potência anti-reabsortiva. Derivados com um grupo amino no final da cadeia lateral são extremamente ativos. Além disso, o comprimento da cadeia lateral é também muito importante, sendo a maior atividade encontrada em compostos com quatro carbonos, como o alendronato. Mais recentemente tem sido demonstrado que o grupo amino não tem que estar localizado necessariamente no fim da cadeia. No entanto, ainda não está bem clara a relação existente entre estrutura e atividade, podendo-se dizer apenas que a estrutura P-C-P é fundamental para a atividade e que a intensidade do efeito é intensamente dependente da cadeia lateral. Os BP's são sintetizados por meio de uma grande variedade de rotas sintéticas. Estas...

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Assay of 1-hydroxy-3-aminopropylidene-1,1-bisphosphonate and related bisphosphonates in human urine and plasma by high-performance ion chromatography

Cited by 67 publications

References 6 publications

Targeted depletion of tumour-associated macrophages by an alendronate–glucomannan conjugate for cancer immunotherapy

Targeted depletion of tumour-associated macrophages by an alendronate–glucomannan conjugate for cancer immunotherapy

Relationship between bisphosphonate concentration and osteoclast activity and viability

Bisfosfonatos: síntese, análises químicas e aplicações farmacológicas

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