Cytotoxic Furan- and Pyrrole-Containing Scalarane Sesterterpenoids Isolated from the Sponge Scalarispongia sp

Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
Yeon-Ju LeeJihoon Lee

Abstract

Three furan-containing scalarane sesterterpenoids (1⁻3) and a novel pyrrole-containing analog (4) were isolated from the sponge Scalarispongia species. Compound 3, reported in the literature as a synthetic derivative of furoscalarol 2, was for the first time isolated from a natural source. During the separation performed using a silica column in the presence of methanol, 16-methoxy derivatives (5, 6) were obtained from the unintended reaction of 2. The isolated natural products 3 and 4 and the artifact 5 showed moderate to high cytotoxicity against six human cancer cell lines, whereas compound 6, the C-16 epimer of 5, showed no cytotoxicity at a concentration of 60 μΜ.

References

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Nov 7, 2014·International Journal of Molecular Sciences·Yeon-Ju LeeJieun Yun
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Jan 20, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Sameh S ElhadySafwat A Ahmed

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Citations

May 18, 2020·Marine Drugs·Oh-Seok KwonJongheon Shin
Dec 23, 2020·Natural Product Reports·Keke Li, Kirk R Gustafson
Feb 12, 2021·Natural Product Reports·Anthony R CarrollMichèle R Prinsep
Aug 8, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Tomas Horsten, Wim Dehaen

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Methods Mentioned

BETA
column chromatography

Software Mentioned

GraphPad Prism
GraphPad

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