Design and synthesis of new adamantyl-substituted antileishmanial ether phospholipids

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Design and synthesis of new adamantyl-substituted antileishmanial ether phospholipids

Papanastasiou, Ioannis
Georgikopoulou, Kalliopi
Προύσης, Κυριάκος
Scoulica, Effie
Καλογεροπούλου, Θεοδώρα
Kolocouris, Nicolas
Pavlidis, Theofilos

Άρθρο σε επιστημονικό περιοδικό

2010-09-15


OXFORD
A series of new 2-[3-(2-alkyloxy-ethyl)-adamantan-1-yl]-ethoxy substituted ether phospholipids was synthesized and their antileishmanial activity was evaluated against Leishmania infantum amastigotes. The majority of the new analogues were significantly less cytotoxic than miltefosine while, antiparasitic activity depended on the length of the 2-alkyloxy substituent. The most potent compounds were {2-[[[3-(2-hexyloxy-ethyl)-adamant-1-yl]-ethoxy]hydroxyphosphinyloxy]ethyl}-N,N,N-trimethyl-ammonium inner salt (5b) and {2-[[[3-(2-octyloxy-ethyl)-adamant-1-yl]-ethoxy]hydroxyphosphinyloxy]ethyl}-N,N,N-trimethyl-ammonium inner salt (5c).

Οργανική χημεία (EL)
Χημεία (Γενικά) (EL)
Φαρμακευτική (EL)
Organic chemistry (EN)
Pharmacy and materia medica (EN)
Chemistry (General) (EN)

Miltefosine
Leishmania infantum
Ether phospholipids
Antiparasitic
Chemistry, Medicinal

English

Pergamon


Bioorganic & Medicinal Chemistry Letters

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© 2010 Elsevier Ltd. All rights reserved.
© 2010 Elsevier Ltd. All rights reserved. (EN)




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