A sulfur-containing derivative of miltefosine. Miltefosine is an inhibitor of phosphocholine cytidylyl transferase (CTP) and has antimetastatic properties.1,2,3 At concentrations of 3 and 25 µM, miltefosine inhibits proliferation of HaCaT cells (immortalizing human keratinocyte cell line) by 50% and 94%, respectively. The mechanism of action of miltefosine is not well established, but the antiproliferative effect may be mediated by an increase in cellular ceramide which results in apoptosis.
1 Geilen, C.C., Wieder, T., Reutter, W. Hexadecylphosphocholine inhibits translocation of CTP: Choline-phosphate cytidylyltransferase in Madin-Darby canine kidney cells. J Biol Chem 267 6719-6724 (1992). 2 Wieder, T., Geilen, C.C., Reutter, W. Antagonism of phorbol-ester-stimulated phosphatidylcholine biosynthesis by the phospholipid analogue hexadecylphosphocholine. Biochem J 291 561-567 (1993). 3 Geilen, C.C., Haase, R., Buchner, K., et al. The phospholipid analogue, hexadecylphosphocholine, inhibits protein kinase C in vitro and antagonises phorbol ester-stimulated cell proliferation. European Journal of Cancer 27 1650-1653 (1991). 4 Wieder, T., Orfanos, C.E., Geilen, C.C. Induction of ceramide-mediated apoptosis by the anticancer phospholipid analog, hexadecylphosphocholine. J Biol Chem 273 11025-11031 (1998). 5 Sundar, S., Jha, T.K., Thakur, C.P., et al. Oral miltefosine for indian visceral leishmaniasis. N Engl J Med 347 (22) 1739-1746 (2002).
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