Replacing d‑Glucosamine with Its l‑Enantiomer in Glycosylated Antitumor Ether Lipids (GAELs) Retains Cytotoxic Effects against Epithelial Cancer Cells and Cancer Stem Cells

• Published in: Journal of medicinal chemistry Vol. 60; no. 5; pp. 2142 - 2147
• Main Authors: Ogunsina, Makanjuola, Samadder, Pranati, Idowu, Temilolu, Arthur, Gilbert, Schweizer, Frank
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 09.03.2017; Amer Chemical Soc
• Subjects: Chemistry, Medicinal; Epithelium - metabolism; Glucosamine - chemistry; Glycosylation; Humans; Life Sciences & Biomedicine; Neoplasms - metabolism; Neoplastic Stem Cells - metabolism; Neoplastic Stem Cells - pathology; Pharmacology & Pharmacy; Science & Technology; Stereoisomerism; RESISTANCE; COMPLEX; BEEF-LIVER; PATHWAY; GLYCEROLIPIDS

We describe metabolically inert l-glucosamine-based glycosylated antitumor ether lipids (L-GAELs) that retain the cytotoxic effects of the D-GAELs including the ability to kill BT-474 breast cancer stem cells (CSCs). When compared to adriamycin, cisplatin, and the anti-CSC agent salinomycin, L-GAELs...