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J Nat Prod ; 73(9): 1512-8, 2010 Sep 24.
Article in English | MEDLINE | ID: mdl-20718449

ABSTRACT

Seven new isomalabaricane derivatives, rhabdastins A-G (1-7), and a new monocyclic triterpene glycoside, rhabdastoside A (8), have been isolated from the methanol extract of the sponge Rhabdastrella globostellata, collected at Amami-oshima, Japan. Three of them were isolated as their corresponding methyl esters, rhabdastins A-D (1-3). Their structures were determined on the basis of spectroscopic and X-ray diffraction analyses. The isolated compounds were evaluated for their cytotoxicity against the proliferation of promyelocytic leukemia HL-60 cells. Compounds 4, 5, 7, and 11, possessing a cyclopentane side chain, exhibited weak activity, with IC(50) values of 21, 29, 44, and 11 µM, respectively, while compounds 1, 2, and 3, with a 2-substituted-propanoate side chain, were inactive at 100 µM. In addition, the mechanism of cytotoxicity of compounds 4 and 5 was investigated.


Subject(s)
Antineoplastic Agents/isolation & purification , Antineoplastic Agents/pharmacology , Glycosides/isolation & purification , Glycosides/pharmacology , Porifera/chemistry , Triterpenes/isolation & purification , Triterpenes/pharmacology , Animals , Antineoplastic Agents/chemistry , Crystallography, X-Ray , Drug Screening Assays, Antitumor , Glycosides/chemistry , HL-60 Cells , Humans , Inhibitory Concentration 50 , Molecular Structure , Triterpenes/chemistry
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