Synthesis and SAR of sulfonyl- and phosphoryl amidine compounds as anti-resorptive agents

Bioorganic and Medicinal Chemistry Letters

Volumn 20, Issue 2, 2010, Pages 541-545

  Lee, Myung Yun ^a,d   Kim, Myung Hee ^b   Kim, Jinho ^c   Kim, Seok Hwan ^c   Kim, Bum Tae ^d   Jeong, In Howa ^a   Chang, Sukbok ^c   Kim, Seong Hwan ^b   Chang, Sung Youn ^d  

^a Yonsei University Wonju   (South Korea)

^b Pharmacology Research Center   (South Korea)

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

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

Author keywords

Anti resorptive agent; Osteoclast; Osteoporosis; Phosphoryl amidine; Sulfonyl amidine

Indexed keywords

AGENTS AFFECTING METABOLISM; AMIDINE; ANTIRESORPTIVE AGENT; COPPER; PHOSPHORYL AMIDINE; SULFONYL AMIDINE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL CELL CULTURE; ARTICLE; CATALYST; CELL DIFFERENTIATION; CONTROLLED STUDY; DRUG POTENCY; DRUG SYNTHESIS; IN VITRO STUDY; MONOCYTE; MOUSE; NONHUMAN; ONE POT SYNTHESIS; OSTEOCLAST; OSTEOLYSIS; STRUCTURE ACTIVITY RELATION; TELOMERIC REPEAT AMPLIFICATION PROTOCOL;

ACID PHOSPHATASE; AMIDINES; ANIMALS; CATALYSIS; COPPER; ISOENZYMES; MICE; OSTEOCLASTS; PHOSPHONIC ACIDS; STRUCTURE-ACTIVITY RELATIONSHIP; SULFONES;

EID: 72549091286     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2009.11.104     Document Type: Article

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24. 3 cells/well. After 24 h, amidine compounds (1 or 2) were treated into cells. On differentiation day 4, cells were fixed with 10% formalin for 10 min and 95% ethanol for 1 min, and then 100 μl of citrate buffer (50 mM, pH 4.6) containing 10 mM of sodium tartrate and 5 mM of p-nitrophenylphosphate (Sigma) was added to the fixed cells-containing wells. After incubation for 1 h, the enzyme reaction mixtures in the wells were transferred into new plates containing an equal volume of 0.1 N NaOH. Absorbance was measured at 410 nm with a Wallac EnVision HTS microplate reader (PerkinElmer, Finland). The experiment was performed in triplicate.
25. No cytotoxicity of 1l or 2a was observed up to 10 μM (data not shown).