82069-70-3Relevant academic research and scientific papers
Oxadiazole-substituted naphtho[2,3-b]thiophene-4,9-diones as potent inhibitors of keratinocyte hyperproliferation. Structure?activity relationships of the tricyclic quinone skeleton and the oxadiazole substituent
Basoglu, Atila,Dirkmann, Simone,Zahedi Golpayegani, Nader,Vortherms, Silke,Tentrop, Jan,Nowottnik, Dominica,Prinz, Helge,Fr?hlich, Roland,Müller, Klaus
supporting information, p. 119 - 132 (2017/04/14)
Novel analogues of oxadiazole-substituted naphtho[2,3-b]thiophene-4,9-diones were synthesized in which the tricyclic quinone skeleton was systematically replaced with simpler moieties, such as structures with fewer rings and open-chain forms, while the oxadiazole ring was maintained. In addition, variants of the original 1,2,4-oxadiazole ring were explored. Overall, the complete three-ring quinone was essential for potent suppression of human keratinocyte hyperproliferation, whereas analogous anthraquinones were inactive. Also, the oxadiazole ring per se was not sufficient to elicit activity. However, rearrangement of the heteroatom positions in the oxadiazole ring resulted in highly potent inhibitors with compound 24b being the most potent analogue of this series showing an IC50 in the nanomolar range. Furthermore, experiments in isolated enzymatic assays as well as in the keratinocyte-based hyperproliferation assay did not support a major role of redox cycling in the mode of action of the compounds.
Synthesis and crystal structure of 21,23-dithiaporphyrins and their nonlinear optical activities
Zhu, Yan,Zhu, Yi-Zhou,Song, Hai-Bin,Zheng, Jian-Yu,Liu, Zhi-Bo,Tian, Jian-Guo
, p. 5687 - 5691 (2008/02/10)
A series of novel 21,23-dithiaporphyrins have been synthesized and determination of their optical nonlinearities demonstrated that they have much larger nonlinear refractive cross section than normal porphyrins and exhibit reverse saturable absorption.
Hypoglycemic 5-substituted oxazolidine-2,4-diones
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, (2008/06/13)
Hypoglycemic 5-furyl and 5-thienyl derivatives of oxazolidine-2,4-dione and the pharmaceutically-acceptable salts thereof; certain 3-acylated derivatives thereof; and intermediates useful in the preparation of said compounds.
