Τμήμα Χημείας

New Hydrazones of 5-nitro-2-furaldehyde with adamantanealkanohydrazides:synthesis and in vitro trypanocidal activity

Αγγλικά

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

2016

A.S. Foscolos, I. Papanastasiou, G.B. Foskolos, A. Tsotinis, T.F. Kellici, T. Mavromoustakos, M.C. Taylor, J.M. Kelly

Medicinal Chemistry

Royal Society of Chemistry

7

6

1229-1236

hydrazone,synthesis, in vitro

Θετικές Επιστήμες

https://doi.org/10.1039/ c6md00035e

10.1039/ c6md00035e

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https://pergamos.lib.uoa.gr/uoa/dl/object/2957067