(2S,3S)-sulfated pterosin C, a cytotoxic sesquiterpene from the Bangladeshi mangrove fern Acrostichum aureum

Article

Uddin, Shaikh J., Jason, Tracey L. H., Beattie, Karren D., Grice, I. Darren and Tiralongo, Evelin. 2011. "(2S,3S)-sulfated pterosin C, a cytotoxic sesquiterpene from the Bangladeshi mangrove fern Acrostichum aureum." Journal of Natural Products. 74 (9), pp. 2010-2013. https://doi.org/10.1021/np2004598
Article Title

(2S,3S)-sulfated pterosin C, a cytotoxic sesquiterpene from the Bangladeshi mangrove fern Acrostichum aureum

ERA Journal ID40471
Article CategoryArticle
AuthorsUddin, Shaikh J. (Author), Jason, Tracey L. H. (Author), Beattie, Karren D. (Author), Grice, I. Darren (Author) and Tiralongo, Evelin (Author)
Journal TitleJournal of Natural Products
Journal Citation74 (9), pp. 2010-2013
Number of Pages4
Year2011
Place of PublicationWashington, DC. United States
ISSN0163-3864
1520-6025
Digital Object Identifier (DOI)https://doi.org/10.1021/np2004598
Abstract

Two new sesquiterpenes, (2R,3S)-sulfated pterosin C (1)and (2S,3S)-sulfated pterosin C (2), along with two known derivatives,(2S,3S)-pterosin C and (2R)-pterosin P, were isolated from a methanolic extract of the aerial parts of Acrostichum aureum. The structures of 1 and 2 were determined by the interpretation of their spectroscopic data. The isolated pterosins were evaluated for their cytotoxic activity against the AGS,HT-29, MDA-MB-231, and MCF-7 human cancer cell lines and the NIH3T3 normal mouse fibroblast cell line, using the MTT assay. Compound 2 showed IC50 values in the range 23.9-68.8 μM. The lowest IC50 value (23.9 μM) was recorded against AGS gastric adenocarcinoma cells. Compound 2 was found to exert an apoptotic effect on AGS cells within 24 h of treatment, which increased with time and was greater than the positive control, cycloheximide. The cytotoxicity of 2 seems to be due in part to the sulfate group on C-14 and the configuration at C-2.

KeywordsAcrostichum aureum; sesquiterpene; cytotoxic; pterosins
ANZSRC Field of Research 2020420899. Traditional, complementary and integrative medicine not elsewhere classified
340401. Biologically active molecules
340502. Natural products and bioactive compounds
321105. Chemotherapy
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Byline AffiliationsGriffith University
Institution of OriginUniversity of Southern Queensland
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