Cytotoxic Isomalabaricane Derivatives and a Monocyclic Triterpene Glycoside from the Sponge Rhabdastrella globostellata

Journal of Natural Products
2010.0

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.

Knowledge Graph

Similar Paper

Cytotoxic Isomalabaricane Derivatives and a Monocyclic Triterpene Glycoside from the Sponge <i>Rhabdastrella globostellata</i>
Journal of Natural Products 2010.0
Cytotoxic Isomalabaricane Triterpenes from the Marine Sponge Rhabdastrella globostellata
Journal of Natural Products 2006.0
Rhabdastrellins A−F, Isomalabaricane Triterpenes from the Marine Sponge <i>Rhabdastrella</i> aff. <i>distincta</i>
Journal of Natural Products 2008.0
Bioactive Isomalabaricane Triterpenes from the Marine Sponge <i>Rhabdastrella </i><i>g</i><i>lobostellata</i>
Journal of Natural Products 2002.0
Globostelletins A–I, cytotoxic isomalabaricane derivatives from the marine sponge Rhabdastrella globostellata
Bioorganic &amp; Medicinal Chemistry 2010.0
Isomalabaricane-Type Compounds from the Marine Sponge<i> Rhabdastrella </i>aff. <i>d</i><i>istincta</i>
Journal of Natural Products 2004.0
Globostellatic Acids A−D, New Cytotoxic Isomalabaricane Triterpenes from the Marine Sponge <i>Stelletta globostellata</i>
Journal of Natural Products 1996.0
Bioactive Isomalabaricane Triterpenoids from <i>Rhabdastrella </i><i>g</i><i>lobostellata </i>that Stabilize the Binding of DNA Polymerase β to DNA
Journal of Natural Products 2006.0
New Cytotoxic Isomalabaricane Triterpenes from the Sponge <i>Jaspis</i> Species
Journal of Natural Products 2001.0
Novel isomarabarican triterpenes, exhibiting selective anti-proliferative activity against vascular endothelial cells, from marine sponge Rhabdastrella globostellata
Bioorganic &amp; Medicinal Chemistry 2007.0