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2005
Lipids
U 0750
15- 203
Synthesis and Interfacial Behavior of Sulfur-Containing Analogues of Lung Surfactant Dipalmitoyl Phosphatidylcholine. — Lipids (X) and (XI) are obtained from
intermediates (VI) and (VII) by introduction of the phosphonocholine head group
(VIII) using a previously established protocol. Intermediates (VI) and (VII) are prepared from thioglycerol by selective alkylation and oxidation. These lipids represent
the first examples of thioether- or sulfone-containing phosphonocholine derivatives
and the SO2-linked analogue (X) has increased adsorption and improved film
respreading compared to the title surfactant, while reaching very low surface tensions
in cycled interfacial films on both the Wilhelmy balance and the pulsating bubble surfactometer. — (CHANG, Y.; WANG, Z.; NOTTER, R. H.; WANG, Z.; QU, L.;
SCHWAN*, A. L.; Bioorg. Med. Chem. Lett. 14 (2004) 24, 5983-5986; Dep. Chem.,
Univ. Guelph, Guelph, Ont. N1G 2W1, Can.; Eng.) — H. Hoennerscheid
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