@article {1977,
	title = {Nigricanosides A and B, antimitotic glycolipids isolated from the green alga Avrainvillea nigricans collected in Dominica},
	journal = {Journal of the American Chemical Society},
	volume = {129},
	number = {18},
	year = {2007},
	note = {Williams, David E. Sturgeon, Christopher M. Roberge, Michel Andersen, Raymond J.},
	month = {May},
	pages = {5822-+},
	abstract = {The methyl esters 3 and 4 of the antimitotic glycolipids nigricanosides A (1) and B (2) have been isolated from extracts of the green alga Avrainvillea nigrans collected in Dominica. The structures of 3 and 4 were elucidated by detailed analysis of MS and NMR data. Nigricanoside A dimethyl ester 3 arrests human breast cancer MCF-7 cells in mitosis with an IC50 of 3 nM. Arrested cells have highly disorganized microtubule spindles, compared with the bipolar spindles of untreated metaphase cells. Ester 3 at 20 mu M stimulates the polymerization of pure tubulin in vitro and it inhibits the proliferation of both MCF-7 and human colon cancer HCT-116 cells with an IC50 approximate to 3 nM. The nigricanosides are the first examples of a new class of ether-linked glycoglycerolipids. The potent antimitotic activity of the nigricanosides and their ability to promote tubulin polymerization is without precedent among previously known glycoglycerolipids.},
	isbn = {0002-7863},
	url = {<Go to ISI>://000246180200019},
	author = {Williams, D. E. and Sturgeon, C. M. and Roberge, M. and Andersen, R. J.}
}
