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

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...

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Published inJournal 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
LanguageEnglish
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
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Abstract 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 display superior activity to kill cancer stem cells (CSCs). Mode of action studies indicate that L-GAELs like the D-GAELs kill cells via an apoptosis-independent mechanism that was not due to membranolytic effects.
AbstractList 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 display superior activity to kill cancer stem cells (CSCs). Mode of action studies indicate that L-GAELs like the D-GAELs kill cells via an apoptosis-independent mechanism that was not due to membranolytic effects.
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, LGAELs display superior activity to kill cancer stem cells (CSCs). Mode of action studies indicate that L-GAELs like the D-GAELs kill cells via an apoptosis-independent mechanism that was not due to membranolytic effects.
Author Samadder, Pranati
Idowu, Temilolu
Arthur, Gilbert
Ogunsina, Makanjuola
Schweizer, Frank
AuthorAffiliation Department of Chemistry, Faculty of Science
University of Manitoba
Department of Biochemistry & Medical Genetics, Faculty of Health Sciences
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Snippet We describe metabolically inert l-glucosamine-based glycosylated antitumor ether lipids (L-GAELs) that retain the cytotoxic effects of the D-GAELs including...
We describe metabolically inert L-glucosamine-based glycosylated antitumor ether lipids (L-GAELs) that retain the cytotoxic effects of the D-GAELs including...
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SubjectTerms 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
Title Replacing d‑Glucosamine with Its l‑Enantiomer in Glycosylated Antitumor Ether Lipids (GAELs) Retains Cytotoxic Effects against Epithelial Cancer Cells and Cancer Stem Cells
URI http://dx.doi.org/10.1021/acs.jmedchem.6b01773
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https://www.ncbi.nlm.nih.gov/pubmed/28177244
https://search.proquest.com/docview/1866289546
Volume 60
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