Anthraquinone-2,6-Disulfonic Acid as a Disease-modifying Osteoarthritis Drug

Savarino, L.; Fioravanti, Antonella; Leo, Graziana; Aloisi, R; Mian, M.

doi:10.1097/blo.0b013e3180533b5c

Cited by 8 publications

(8 citation statements)

References 32 publications

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“…Vitamin K (8a,b) is essential to maintain life by its function in blood coagulation processes (Ahmed et al 2007;Azharuddin et al 2007;Benzakour 2008), in preventing cardiovascular disease (Beulens et al 2008;Wallin et al 2008), as well as in the prevention and treatment of osteoporosis (Bugel 2008;Lanham-New 2008;Weber 2001). Moreover, many quinones have antioxidant [vitamin E (a-tocopherol) (9)], anti-inflammatory [vitamin E (a-tocopherol) (9)], thymoquinone (10), anthraquinone-2,6-disulfonic acid (11)), antibiotic [phaeosphenone (12)], antimicrobial [anthraquinones (4)], and anticancer [thymoquinone (10), Tanshinone IIA (13), emodin (14), doxorubicin (15)] activities (AlvarezCedron et al 1999;Atasayar et al 2008;Clarke et al 2008;Gali-Muhtasib et al 2008a, b;Halamova et al 2010;Koka et al 2010;Lenta et al 2007;Lu et al 2008;Mansour and Tornhamre 2004;Mazuel et al 2003;Rahman et al 2008;Rizzo et al 2008;Savarino et al 2007;Sethi et al 2008;Sottani et al 2008;Su et al 2008;Takahashi et al 2008;Zhang et al 2008;Zhu et al 2007). Moreover, quinones comprise a large class of antitumor quinones that are approved for clinical use against several types of cancer or that are still in different stages of clinical and preclinical development as reviewed in (Asche 2005).…”

Section: Introductionmentioning

confidence: 97%

The chemical and biological activities of quinones: overview and implications in analytical detection

et al. 2011

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Quinones are a class of natural and synthetic compounds that have several beneficial effects. Quinones are electron carriers playing a role in photosynthesis. As vitamins, they represent a class of molecules preventing and treating several illnesses such as osteoporosis and cardiovascular diseases. Quinones, by their antioxidant activity, improve general health conditions. Many of the drugs clinically approved or still in clinical trials against cancer are quinone related compounds. Quinones have also toxicological effects through their presence as photoproducts from air pollutants. Quinones are fast redox cycling molecules and have the potential to bind to thiol, amine and hydroxyl groups. The aforementioned properties make the analytical detection of quinones problematic. However, recent advances of the available analytical techniques along with the possibility of using labeled compound facilitate their detection hence allowing a better understanding of their action. This review summarizes the current knowledge with respect to the oxido-reductive and electrophilic properties of quinones as well as to the analytical tools used for their analysis. It includes a general introduction about the physiological, and therapeutical functions of quinones. A number of studies are reported to cover the chemical reactivity in an attempt to understand quinones as biologically active compounds. Data ranging from normal analytical methods to study quinones derived from plant or biological matrices to the use of labeled compounds are presented. The examples illustrate how chemical, biological and analytical knowledge can be integrated to have a better understanding of the mode of action of the quinones.

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Section: Introductionmentioning

confidence: 97%

The chemical and biological activities of quinones: overview and implications in analytical detection

et al. 2011

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“…AQs are phenolic compounds showing a wide range of pharmacological properties, which are the basis for different applications in the broad area of pharmacy and medicine. 25,26 AQs are known to have antioxidant activity, but it is also reported that the cancer cell toxicity of many AQs is due to the generation of ROS. In our study, we tested crude fraction of AQs for antioxidant and cytotoxic potential.…”

Section: Discussionmentioning

confidence: 99%

Antitumor Activities of an Anthraquinone Fraction Isolated From In Vitro Cultures of Ophiorrhiza rugosa var decumbens

2011

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The biological effects of the anthraquinone fraction (AQf) isolated from in vitro cultures of Ophiorrhiza rugosa Wall. var decumbens (Rubiaceae) were evaluated. AQf showed differential activity on reactive oxygen species; it mediated the generation of superoxide radical and inhibited hydroxyl radical and lipid peroxidation. No considerable nitric oxide scavenging activity was observed for AQf. The AQf induced 50% cytotoxicity in Ehrlich ascites carcinoma and Dalton's lymphoma ascites at concentrations of 130 and 60 µg/mL, respectively. It effectively reduced the inflammation induced by carrageenan in mice. An AQf concentration of 200 mg/kg body weight reduced solid tumor progression in mice. It also prolonged the life span of ascites tumor-bearing mice compared with control mice.

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“…Table 3 and in vivo to reduce all cartilage degeneration parameters and joint stiffness. 6,30 It modulates the expression of matrix-degrading enzymes and cell proliferation of articular chondrocytes through inhibiting ERK and JNK-AP-1 dependent pathways. 31 It downregulates pro-inflammatory cytokine expression (interleukin-1-beta (IL-1b), IL-12 and TNF-alpha).…”

Section: Discussionmentioning

confidence: 99%

“…Evidence of reduced degenerative changes has been shown with both of these medications. [4][5][6] Although experimental models for osteoarthritis may have their limitations and criticisms, OA-like pathological changes have been described in the knee joints of several species of animals. 2 These models have mainly consisted of mice, rabbits, dogs and sheep.…”

Section: Introductionmentioning

confidence: 99%

Experimental osteoarthritis model by means of medial meniscectomy in rats and effects of diacerein administration and hyaluronic acid injection

et al. 2014

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CONTEXT AND OBJECTIVE: The development of a slow and progressive mechanical model for osteoarthritis is important for correlation with clinical practice, and for evaluating the effects of disease-modifying medications. A mechanical osteoarthritis model was developed to evaluate the effects of intra-articular hyaluronic acid (HA) injection and oral diacerein administration. DESIGN AND SETTING: Experimental study at the Department of Orthopedics and Traumatology, Universidade de São Paulo. METHOD: Total medial meniscectomy was performed on seven groups of ten Wistar rats each, comprising four control groups (C) and three study groups (S). C.I: operated, non-medicated; C.II: operated, injections of HA vehicle; C.III: non-operated, non-medicated; C.IV: operated, non-medicated, sacrificed three months post-meniscectomy; S.I: operated, receiving intra-articular HA injections; S.II: operated, oral diacerein from the third to the seventh postoperative month; S.III: operated, received both medications. All the animals (except C.IV) were sacrificed seven months post-meniscectomy. All femurs and tibias were assessed histologically. RESULTS: The most severe degenerative histological changes were in the tibias of the operated knees. On the contralateral side, all groups had mild changes on the tibial surface. The femoral surface had slight changes. C.I showed severe changes. S.II results matched those of C.IV. HA protected the tibial surface. S.II and S.III had similar results. CONCLUSIONS: 1) The experimental model produced mild arthritis after three months and severe arthritis after seven months; 2) diacerein reduced the degenerative changes in both knees; 3) HA protected the joint cartilage; 4) Combining the two drugs did not improve the results.RESUMO CONTEXTO E OBJETIVO: Desenvolver um modelo osteoartrítico mecânico lento e progressivo é importante para correlação com a prática clínica e para avaliar os efeitos de medicamentos modificadores da doença. Um modelo mecânico de osteartrite foi desenvolvido para avaliar os efeitos de injeção intra-articular de hialuronato de sódio (AH) e de administração de diacereína oral. DESENHO E LOCAL: Estudo experimental no Departamento de Ortopedia e Traumatologia, Universidade de São Paulo. MÉTODO: Meniscectomia medial total foi feita em sete grupos de dez ratos Wistar, sendo quatro grupos controle (C) e três grupos estudo (E). C.I: operado, não medicado; C.II: operado, recebendo injeções do veículo do AH; C.III: não operado, não medicado; C.IV: operado, não medicado, sacrificado três meses pós-meniscectomia; EI: operado, recebendo injeções de AH intra-articular; E.II: operado, recebendo diacereína oral do terceiro ao sétimo mês pós-operatório; E.III: operado, recebeu ambas medicações. Todos os animais (exceto C.IV) foram sacrificados sete meses pós-meniscectomia. Todos os fêmures e tíbias foram analisados histologicamente. RESULTADOS: As alterações histológicas degenerativas mais graves encontram-se nas tíbias dos joelhos operados. No lado contra-lateral, todos os grupos apre...

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Anthraquinone-2,6-Disulfonic Acid as a Disease-modifying Osteoarthritis Drug

Cited by 8 publications

References 32 publications

The chemical and biological activities of quinones: overview and implications in analytical detection

The chemical and biological activities of quinones: overview and implications in analytical detection

Antitumor Activities of an Anthraquinone Fraction Isolated From In Vitro Cultures of Ophiorrhiza rugosa var decumbens

Experimental osteoarthritis model by means of medial meniscectomy in rats and effects of diacerein administration and hyaluronic acid injection

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