18542-14-8Relevant articles and documents
Synthesis, biological evaluation and mechanistic studies of totarol amino alcohol derivatives as potential antimalarial agents
Tacon, Claire,Guantai, Eric M.,Smith, Peter J.,Chibale, Kelly
, p. 893 - 902 (2012/03/22)
Herein we report on the semisynthesis and biological evaluation of β-amino alcohol derivatives of the natural product totarol and other simple aromatic systems. All β-amino alcohol derivatives of totarol exhibited higher antiplasmodial activity than totarol [IC50: 11.69 μM (K1, chloroquine and multi-drug resistant strain), and 11.78 μM (D10, chloroquine sensitive strain)] - 12e was the most active [IC50: 0.63 μM (K1), and 0.61 μM (D10)]. The phenyl and naphthyl β-amino alcohol derivatives were much less active than their corresponding totarol equivalents. The majority of the β-amino alcohol derivatives of totarol were more active against K1 than the D10 strains of Plasmodium falciparum, a trend similar to the inverse relationship observed with the established aryl-amino alcohol antimalarial mefloquine. Selected compounds were shown to affect erythrocyte morphology, inhibit erythrocyte invasion and trigger CQ accumulation.
A new route to amino-2-propanol structures with adrenergic β-blocker activity using low valent titanium
Bermudez,Del Campo,Sinisterra,Llama
, p. 4137 - 4140 (2007/10/03)
Amino-2-propanol structures can be obtained by addition to dibenzyl acetals of in situ generated dihalocarbenes using LTV (Low Valent Titanium). This methodology can be used to obtain adrenergic β-blockers with amino-2-propanol structure. Tetrahalomethane are the best dihalocarbene precursors. The yields obtained using halofluromethanes can be increased by addition of carbontetrachloride. A process that can imply halogen transfer may be proposed.
