92254-30-3Relevant academic research and scientific papers
Tropolones as lead-like natural products: The development of potent and selective histone deacetylase inhibitors
Ononye, Sophia N.,Vanheyst, Michael D.,Oblak, E. Zachary,Zhou, Wangda,Ammar, Mohamed,Anderson, Amy C.,Wright, Dennis L.
, p. 757 - 761 (2013/09/02)
Natural products have long been recognized as a rich source of potent therapeutics but further development is often limited by high structural complexity and high molecular weight. In contrast, at the core of the thujaplicins is a lead-like tropolone scaf
SUBSTITUTED TROPOLONE DERIVATIVES AND METHODS OF USE
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Page/Page column 20; 21, (2014/01/09)
The compositions and methods described herein relate generally to substituted tropolone derivatives, which, among other features, are useful as histone deacetylase (HDAC) inhibitors.
Monoaryl- and bisaryldihydroxytropolones as potent inhibitors of inositol monophosphatase
Piettre, Serge R.,André, Catherine,Chanal, Marie-Christine,Ducep, Jean-Bernard,Lesur, Brigitte,Piriou, Fran?ois,Raboisson, Pierre,Rondeau, Jean-Michel,Schelcher, Charles,Zimmermann, Pascale,Ganzhorn, Axel J.
, p. 4208 - 4221 (2007/10/03)
The first successful preparation of mono- and disubstituted 3,7- dihydroxytropolone involves a four-step synthetic scheme. Thus, bromination of 3,7-dihydroxytropolone (8) followed by permethylation of the resultant products furnished gram quantities of intermediates 13-18. Single or double Suzuki coupling reactions between these permethylated monobromo- and dibromodihydroxytropolone derivatives and a variety of boronic acids delivered the expected products whose deprotection yielded the desired compounds 1a-u and 26a-n, usually in fair to good yields. Tropolones 1 and 26 were found to be potent inhibitors of inositol monophosphatase with IC50 values in the low-micromolar range. The results are discussed in the context of the recently described novel mode of inhibition of the enzyme by 3,7- dihydroxytropolones.
