N,N-dimethylsphingosine-coumarin: synthesis, chemical characterization, and biological evaluation.
Coumarin derivatives of N,N-dimethylsphingosine (DMSP) were prepared and chemically characterized. They were apparently biologically equivalent to DMSP in terms of tumor cell cytotoxicity and were used to establish the rapid mitochondrial localization of this sphingolipid in tumor cells, followed closely by its marked reduction of mitochondrial membrane potential.
Ghosh
Sukhen C
SC
Departments of Experimental Therapeutics, The University of Texas M. D. Anderson Cancer Center, 1515 Holcombe Boulevard, Houston, Texas 77030, USA.
Auzenne
Edmond
E
Farquhar
David
D
Klostergaard
Jim
J
D045744:Cell Line, Tumor; D003374:Coumarins / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology*; D006801:Humans; D053078:Membrane Potential, Mitochondrial / Q000187:drug effects; D008856:Microscopy, Fluorescence; D008928:Mitochondria / Q000737:chemistry / Q000378:metabolism*; D013110:Sphingosine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology
D003374:Coumarins; C030123:coumarin; C061800:N,N-dimethylsphingosine; D013110:Sphingosine