Synthesis of substituted triazolyl curcumin mimics that inhibit RANKL-induced osteoclastogenesis

Bioorganic and Medicinal Chemistry Letters

Volumn 21, Issue 12, 2011, Pages 3573-3577

  Park, Sang Kyu ^a   Oh, Sangtae ^a   Shin, Hye Kyoung ^b   Kim, Seong Hwan ^b   Ham, Jungyeob ^c   Song, Jae Seok ^a   Lee, Seokjoon ^a  

^a Kwandong University College of Medicine   (South Korea)

^b Korea Research Institute of Chemical Technology   (South Korea)

^c Korea Institute of Science and Technology   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

ACID PHOSPHATASE; ALKYNE; AZIDE; CURCUMIN; OSTEOCLAST DIFFERENTIATION FACTOR;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; CATALYSIS; CONTROLLED STUDY; DRUG SUBSTITUTION; DRUG SYNTHESIS; HUMAN; MACROPHAGE; MOLECULAR LIBRARY; MONOCYTE; MOUSE; NONHUMAN; OSTEOCLASTOGENESIS;

ANIMALS; BONE DENSITY CONSERVATION AGENTS; CELL DIFFERENTIATION; CELL LINE; CURCUMIN; DOSE-RESPONSE RELATIONSHIP, DRUG; INHIBITORY CONCENTRATION 50; MACROPHAGES; MICE; MOLECULAR STRUCTURE; OSTEOCLASTS; RANK LIGAND; TRIAZOLES;

EID: 79957904660     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2011.04.106     Document Type: Article

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24. 3) δ 189.4, 149.0, 145.9, 145.5, 140.8, 140.1, 129.9, 128.3, 124.8, 123.0, 122.9, 119.7, 118.7, 113.0, 110.6, 56.0 ppm.
25. 3) δ 8.38 (t, J = 1.7 Hz, 1H), 8.32 (s, 1H), 8.07 (m, 2H), 7.92 (m, 3H), 7.83
26. 2 at 37 °C;
27. 3 cells/well and cultured in α-minimal essential medium (MEM) supplemented with 10% FBS in the presence of 100 ng/ml RANKL (R&D Systems Inc., MN). The following day, serially diluted chemicals were added into cells to make a final concentration of 0.3-30 μM. On day 4, multinucleated osteoclasts were visualized by TRAP staining using a leukocyte acid phosphatase kit 387-A (Sigma, MO);
28. (c) TRAP activity assay. The multinucleated cells were fixed with 10% formalin for 10 min and 95% ethanol for 1 min, and then dried. To measure TRAP activity, 100 μl of citrate buffer (50 mM, pH 4.6) containing 10 mM sodium tartrate and 5 mM p-nitrophenylphosphate (Sigma) was added to the dried cell-containing wells of 96-well plates. After incubation for 30 min, the enzyme reaction mixtures were transferred into the well of fresh plates containing an equal volume of 0.1 N NaOH. Absorption was measured at 410 nm with Wallac EnVision HTS microplate reader (PerlinElmer, Finland);
29. (d) Statistical analysis. Significance was determined using the Student's t-test and differences were considered significant when p <0.05.