161036-56-2Relevant articles and documents
New hydrazones of 5-nitro-2-furaldehyde with adamantanealkanohydrazides: Synthesis and: In vitro trypanocidal activity
Foscolos, Angeliki-Sofia,Papanastasiou, Ioannis,Foscolos, George B.,Tsotinis, Andrew,Kellici, Tahsin F.,Mavromoustakos, Thomas,Taylor, Martin C.,Kelly, John M.
supporting information, p. 1229 - 1236 (2016/07/06)
Nifurtimox, a hydrazone of 5-nitro-2-furaldehyde is used therapeutically against Trypanosoma brucei and Trypanosoma cruzi infections. Exploiting our previous observation that adamantane derivatives display trypanocidal activity, we designed and synthesised a range of hydrazones of 5-nitro-2-furaldehyde with adamantane alkanohydrazides. The most promising compounds had >20 times greater activity (IC50 ～ 100 nM) than nifurtimox, with selectivity indices of 20-80. SAR studies revealed that activity is associated with increased lipophilicity and influenced by conformational flexibility. Derivatives lacking a nitro group were practically inactive against both parasites. The approaches described demonstrate the feasibility of enhancing the potency of chemical entities with known trypanocidal activity.
Evaluation of adamantane hydroxamates as botulinum neurotoxin inhibitors: Synthesis, crystallography, modeling, kinetic and cellular based studies
?ilhár, Peter,Silvaggi, Nicholas R.,Pellett, Sabine,?apková, Kate?ina,Johnson, Eric A.,Allen, Karen N.,Janda, Kim D.
supporting information, p. 1344 - 1348 (2013/03/14)
Botulinum neurotoxins (BoNTs) are the most lethal biotoxins known to mankind and are responsible for the neuroparalytic disease botulism. Current treatments for botulinum poisoning are all protein based and thus have a limited window of treatment opportun
