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

Uddin, Shaikh J. and Jason, Tracey L. H. and Beattie, Karren D. and 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. ISSN 0163-3864

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.


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Item Type: Article (Commonwealth Reporting Category C)
Refereed: Yes
Item Status: Live Archive
Additional Information: © 2011 The American Chemical Society and American Society of Pharmacognosy. Permanent restricted access to published version due to publisher copyright policy.
Faculty / Department / School: Historic - Faculty of Sciences - Department of Nursing
Date Deposited: 17 Aug 2014 07:21
Last Modified: 09 Feb 2017 05:16
Uncontrolled Keywords: Acrostichum aureum; sesquiterpene; cytotoxic; pterosins
Fields of Research : 11 Medical and Health Sciences > 1104 Complementary and Alternative Medicine > 110499 Complementary and Alternative Medicine not elsewhere classified
03 Chemical Sciences > 0304 Medicinal and Biomolecular Chemistry > 030401 Biologically Active Molecules
03 Chemical Sciences > 0305 Organic Chemistry > 030502 Natural Products Chemistry
11 Medical and Health Sciences > 1112 Oncology and Carcinogenesis > 111205 Chemotherapy
Socio-Economic Objective: E Expanding Knowledge > 97 Expanding Knowledge > 970103 Expanding Knowledge in the Chemical Sciences
E Expanding Knowledge > 97 Expanding Knowledge > 970111 Expanding Knowledge in the Medical and Health Sciences
C Society > 92 Health > 9201 Clinical Health (Organs, Diseases and Abnormal Conditions) > 920102 Cancer and Related Disorders
Identification Number or DOI: 10.1021/np2004598
URI: http://eprints.usq.edu.au/id/eprint/25709

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