A new cytotoxic steroidal glycoalkaloid from the methanol extract of Blumea lacera leaves

This article was published in the Journal of Pharmacy and Pharmaceutical Sciences [© 2015 Canadian Society for Pharmaceutical Sciences] and the definite version is available at: https://ejournals.library.ualberta.ca/index.php/JPPS/article/view/25247/19134

Bibliographic Details
Main Authors:	Akter, Raushanara A., Uddin, Shaikh J., Tiralongo, Joe, Grice, Darren, Tiralongo, Evelin
Other Authors:	Department of Pharmacy, BRAC University
Format:	Article
Published:	© 2015 Canadian Society for Pharmaceutical Sciences 2016
Subjects:	Alkaloids Antineoplastic Agents Phytogenic Plant Extracts
Online Access:	http://hdl.handle.net/10361/6818

id	10361-6818
record_format	dspace
spelling	10361-68182016-12-04T10:37:15Z A new cytotoxic steroidal glycoalkaloid from the methanol extract of Blumea lacera leaves Akter, Raushanara A. Uddin, Shaikh J. Tiralongo, Joe Grice, Darren Tiralongo, Evelin Department of Pharmacy, BRAC University Alkaloids Antineoplastic Agents Phytogenic Plant Extracts This article was published in the Journal of Pharmacy and Pharmaceutical Sciences [© 2015 Canadian Society for Pharmaceutical Sciences] and the definite version is available at: https://ejournals.library.ualberta.ca/index.php/JPPS/article/view/25247/19134 PURPOSE: Blumea lacera (B. lacera) (Asteraceae) is a well-known Bangladeshi medicinal plant. This study aimed to identify and characterize constituents associated with the significant cytotoxic activity of this plant that we reported previously. Here, we describe the isolation and characterization of a new steroidal glycoalkaloid (SGA) 1, the evaluation of its cytotoxic activity, apoptotic potential, and effect on cell cycle in comparison to analogous steroidal glycoalkaloids (SGAs). METHODS: SGA 1 was isolated using C18 SPE and HPLC, and subsequently structurally characterized using 1D and 2D NMR, MS and other spectroscopic methods, along with a comparative inspection of the literature. Cytotoxic activity of 1 and seven SGA analogues and steroidal alkaloids (SAs), (β-solamarine, α-solanine, β-solamargine, α-solasonine, khasianine, solasodine, tomatidine HCl) were evaluated for their cytotoxicity against two healthy (NIH3T3 and VERO) and four human cancer (AGS, HT-29, MCF-7 and MDA-MB-231) cell lines using the MTT assay. Cytotoxic SGAs were further evaluated for apoptosis-inducing potential and cell cycle arresting ability against breast cancer cells (MCF-7) using the FITC Annexin V and propidium iodide (PI) assay. RESULTS: Bioactivity guided fractionation of the methanol extract of B. lacera led to isolation of compound 1: (25R)-3β-{O-β-D-glucopyranosyl-(1→4)-O-a-Lrhamnopyranosyl-(1→4)-[O-α-L-rhamnopyranosyl-(1→2)]-α-L-rhamnopyranosyl}-22αN-spirosol-5-ene. SGA 1 was the most cytotoxic compound against a number of human cancer cell lines with an IC50 of 2.62 µM against MCF-7 cells. It displayed the highest apoptotic potential (32% AV+/PI-) on MCF-7 cells compared to other cytotoxic SGA analogues and a slight, but significant cell cycle arresting effect. CONCLUSIONS: A new SGA 1 was isolated from B. lacera and its cytotoxic activity, as well as that of other SAGs, was evaluated. SAR investigations on SGA 1, in relation to SGA analogues, show that the number and nature of sugar moieties along with the linkages of the sugar to the aglycone are crucial for cytotoxic and apoptotic activity. Published 2016-11-14T10:04:40Z 2016-11-14T10:04:40Z 2015 Article Akter, R., Uddin, S. J., Tiralongo, J., Darren Grice, I., & Tiralongo, E. (2015). A new cytotoxic steroidal glycoalkaloid from the methanol extract of blumea lacera leaves. Journal of Pharmacy and Pharmaceutical Sciences, 18(4), 616-633. doi:10.18433/J3161Q 14821826 http://hdl.handle.net/10361/6818 10.18433/J3161Q https://ejournals.library.ualberta.ca/index.php/JPPS/article/view/25247/19134 © 2015 Canadian Society for Pharmaceutical Sciences
institution	Brac University
collection	Institutional Repository
topic	Alkaloids Antineoplastic Agents Phytogenic Plant Extracts
spellingShingle	Alkaloids Antineoplastic Agents Phytogenic Plant Extracts Akter, Raushanara A. Uddin, Shaikh J. Tiralongo, Joe Grice, Darren Tiralongo, Evelin A new cytotoxic steroidal glycoalkaloid from the methanol extract of Blumea lacera leaves
description	This article was published in the Journal of Pharmacy and Pharmaceutical Sciences [© 2015 Canadian Society for Pharmaceutical Sciences] and the definite version is available at: https://ejournals.library.ualberta.ca/index.php/JPPS/article/view/25247/19134
author2	Department of Pharmacy, BRAC University
author_facet	Department of Pharmacy, BRAC University Akter, Raushanara A. Uddin, Shaikh J. Tiralongo, Joe Grice, Darren Tiralongo, Evelin
format	Article
author	Akter, Raushanara A. Uddin, Shaikh J. Tiralongo, Joe Grice, Darren Tiralongo, Evelin
author_sort	Akter, Raushanara A.
title	A new cytotoxic steroidal glycoalkaloid from the methanol extract of Blumea lacera leaves
title_short	A new cytotoxic steroidal glycoalkaloid from the methanol extract of Blumea lacera leaves
title_full	A new cytotoxic steroidal glycoalkaloid from the methanol extract of Blumea lacera leaves
title_fullStr	A new cytotoxic steroidal glycoalkaloid from the methanol extract of Blumea lacera leaves
title_full_unstemmed	A new cytotoxic steroidal glycoalkaloid from the methanol extract of Blumea lacera leaves
title_sort	new cytotoxic steroidal glycoalkaloid from the methanol extract of blumea lacera leaves
publisher	© 2015 Canadian Society for Pharmaceutical Sciences
publishDate	2016
url	http://hdl.handle.net/10361/6818
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A new cytotoxic steroidal glycoalkaloid from the methanol extract of Blumea lacera leaves

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