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- Title
Syntheses of l-Rhamnose-Linked Amino Glycerolipids and Their Cytotoxic Activities against Human Cancer Cells.
- Authors
Ogunsina, Makanjuola; Samadder, Pranati; Idowu, Temilolu; Nachtigal, Mark; Schweizer, Frank; Arthur, Gilbert
- Abstract
A major impediment to successful cancer treatment is the inability of clinically available drugs to kill drug-resistant cancer cells. We recently identified metabolically stable l-glucosamine-based glycosylated antitumor ether lipids (GAELs) that were cytotoxic to chemotherapy-resistant cancer cells. In the absence of commercially available l-glucosamine, many steps were needed to synthesize the compound and the overall yield was poor. To overcome this limitation, a facile synthetic procedure using commercially available l-sugars including l-rhamnose and l-glucose were developed and the l-GAELs tested for anticancer activity. The most potent analog synthesized, 3-amino-1-O-hexadecyloxy-2R-(O–α-l-rhamnopyranosyl)-sn- glycerol 3, demonstrated a potent antitumor effect against human cancer cell lines derived from breast, prostate, and pancreas. The activity observed was superior to that observed with clinical anticancer agents including cisplatin and chlorambucil. Moreover, like other GAELs, 3 induced cell death by a non-membranolytic caspase-independent pathway.
- Subjects
CANCER cells; GLYCEROLIPIDS; ETHER lipids; ANTINEOPLASTIC agents; CELL death; CELL-mediated cytotoxicity
- Publication
Molecules, 2020, Vol 25, Issue 3, p566
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules25030566