Cytotoxic Isomalabaricane Derivatives and a Monocyclic Triterpene Glycoside from the Sponge <i>Rhabdastrella globostellata</i>
Miyabi Hirashima
Kazuomi Tsuda
Toshiyuki Hamada
Hiroaki Okamura
Tatsuhiko Furukawa
Shin-ichi Akiyama
Yusuke Tajitsu
Ryuji Ikeda
Masaharu Komatsu
Matsumi Doe
Yoshiki Morimoto
Motoo Shiro
Rob W. M. van Soest
Kaoru Takemura
Tetsuo Iwagawa
10.1021/np100302a.s003
https://acs.figshare.com/articles/dataset/Cytotoxic_Isomalabaricane_Derivatives_and_a_Monocyclic_Triterpene_Glycoside_from_the_Sponge_i_Rhabdastrella_globostellata_i_/2727499
Seven new isomalabaricane derivatives, rhabdastins A−G (<b>1</b>−<b>7</b>), and a new monocyclic triterpene glycoside, rhabdastoside A (<b>8</b>), have been isolated from the methanol extract of the sponge <i>Rhabdastrella globostellata</i>, collected at Amami-oshima, Japan. Three of them were isolated as their corresponding methyl esters, rhabdastins A−D (<b>1</b>−<b>3</b>). 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 <b>4</b>, <b>5</b>, <b>7</b>, and <b>11</b>, possessing a cyclopentane side chain, exhibited weak activity, with IC<sub>50</sub> values of 21, 29, 44, and 11 μM, respectively, while compounds <b>1</b>, <b>2</b>, and <b>3</b>, with a 2-substituted-propanoate side chain, were inactive at 100 μM. In addition, the mechanism of cytotoxicity of compounds <b>4</b> and <b>5</b> was investigated.
2010-09-24 00:00:00
sponge Rhabdastrella globostellata
HL
cyclopentane side chain
IC 50 values
100 μ M
11 μ M
Cytotoxic Isomalabaricane Derivatives
isomalabaricane derivatives
Monocyclic Triterpene Glycoside
monocyclic triterpene glycoside
compounds 4
Sponge Rhabdastrella globostellataSeven
methyl esters
cytotoxicity
rhabdastin