Identification and anti-tumour activities of phenolic compounds isolated from defatted adlay (Coix lachryma-jobi L. var. ma-yuen Stapf) seed meal

In this work, four phenolic compounds, N1,N5-di-[(E)-p-coumaroyl]-spermidine (1), p-coumaric acid (2), ferulic acid (3), and rutin (4) were isolated from n-butanol fraction of acetone extract of defatted adlay (Coix lachryma-jobi L. var. ma-yuen Stapf) seed meal. Compound 1 was identified from adlay...

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Main Authors: Chao Chen, Yiyi Zhang, Yulong Gao, Qian Xu, Xingrong Ju, Lifeng Wang
Format: Article
Language:English
Published: Elsevier 2016-10-01
Series:Journal of Functional Foods
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S1756464616302262
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author Chao Chen
Yiyi Zhang
Yulong Gao
Qian Xu
Xingrong Ju
Lifeng Wang
author_facet Chao Chen
Yiyi Zhang
Yulong Gao
Qian Xu
Xingrong Ju
Lifeng Wang
author_sort Chao Chen
collection DOAJ
description In this work, four phenolic compounds, N1,N5-di-[(E)-p-coumaroyl]-spermidine (1), p-coumaric acid (2), ferulic acid (3), and rutin (4) were isolated from n-butanol fraction of acetone extract of defatted adlay (Coix lachryma-jobi L. var. ma-yuen Stapf) seed meal. Compound 1 was identified from adlay for the first time. The structures of these compounds were characterised by ESI-MS, 1H NMR, 13C NMR and UV–vis techniques. These compounds were evaluated for their anti-tumour activities against HepG-2, MCF-7 and CaCo-2 cancer cell lines by MTT assay. Of all purified compounds, compound 1 possessed the highest anti-tumour activity than other compounds with IC50 values between 46.34 ± 3.99 and 92.69 ± 5.63 µg/ml. Furthermore, activation of the caspase cascade in HepG-2 cells for intrinsic pathways caused by compound 1 were observed using western blot analysis. The result also showed that the expression of caspase-3, caspase-9, cytochrome c and Bax protein increased and the protein level of Bcl-2 decreased.
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spelling doaj.art-3266eae84f024f63a6a64d51a461419d2022-12-21T19:16:48ZengElsevierJournal of Functional Foods1756-46462016-10-0126394405Identification and anti-tumour activities of phenolic compounds isolated from defatted adlay (Coix lachryma-jobi L. var. ma-yuen Stapf) seed mealChao Chen0Yiyi Zhang1Yulong Gao2Qian Xu3Xingrong Ju4Lifeng Wang5College of Food Science and Engineering, Nanjing University of Finance and Economics, Nanjing 210023, China; Collaborative Innovation Center for Modern Grain Circulation and Safety, Nanjing University of Finance and Economics, Nanjing 210023, China; Key Laboratory of Grains and Oils Quality Control and Processing, Nanjing University of Finance and Economics, Nanjing 210023, ChinaCollege of Food Science and Engineering, Nanjing University of Finance and Economics, Nanjing 210023, China; Collaborative Innovation Center for Modern Grain Circulation and Safety, Nanjing University of Finance and Economics, Nanjing 210023, China; Key Laboratory of Grains and Oils Quality Control and Processing, Nanjing University of Finance and Economics, Nanjing 210023, ChinaCollege of Food Science and Engineering, Nanjing University of Finance and Economics, Nanjing 210023, China; Collaborative Innovation Center for Modern Grain Circulation and Safety, Nanjing University of Finance and Economics, Nanjing 210023, China; Key Laboratory of Grains and Oils Quality Control and Processing, Nanjing University of Finance and Economics, Nanjing 210023, ChinaCollege of Food Science and Engineering, Nanjing University of Finance and Economics, Nanjing 210023, China; Collaborative Innovation Center for Modern Grain Circulation and Safety, Nanjing University of Finance and Economics, Nanjing 210023, China; Key Laboratory of Grains and Oils Quality Control and Processing, Nanjing University of Finance and Economics, Nanjing 210023, ChinaCollege of Food Science and Engineering, Nanjing University of Finance and Economics, Nanjing 210023, China; Collaborative Innovation Center for Modern Grain Circulation and Safety, Nanjing University of Finance and Economics, Nanjing 210023, China; Key Laboratory of Grains and Oils Quality Control and Processing, Nanjing University of Finance and Economics, Nanjing 210023, ChinaCollege of Food Science and Engineering, Nanjing University of Finance and Economics, Nanjing 210023, China; Collaborative Innovation Center for Modern Grain Circulation and Safety, Nanjing University of Finance and Economics, Nanjing 210023, China; Key Laboratory of Grains and Oils Quality Control and Processing, Nanjing University of Finance and Economics, Nanjing 210023, China; Corresponding author. School of Food Science and Engineering, Nanjing University of Finance and Economics, Nanjing, Jiangsu, China 210023. Fax: +86 025 86718572.In this work, four phenolic compounds, N1,N5-di-[(E)-p-coumaroyl]-spermidine (1), p-coumaric acid (2), ferulic acid (3), and rutin (4) were isolated from n-butanol fraction of acetone extract of defatted adlay (Coix lachryma-jobi L. var. ma-yuen Stapf) seed meal. Compound 1 was identified from adlay for the first time. The structures of these compounds were characterised by ESI-MS, 1H NMR, 13C NMR and UV–vis techniques. These compounds were evaluated for their anti-tumour activities against HepG-2, MCF-7 and CaCo-2 cancer cell lines by MTT assay. Of all purified compounds, compound 1 possessed the highest anti-tumour activity than other compounds with IC50 values between 46.34 ± 3.99 and 92.69 ± 5.63 µg/ml. Furthermore, activation of the caspase cascade in HepG-2 cells for intrinsic pathways caused by compound 1 were observed using western blot analysis. The result also showed that the expression of caspase-3, caspase-9, cytochrome c and Bax protein increased and the protein level of Bcl-2 decreased.http://www.sciencedirect.com/science/article/pii/S1756464616302262Defatted adlay seed mealPhenolic compoundsAnti-tumour activityN1,N5-di-[(E)-p-coumaroyl]-spermidineWestern blot analysis
spellingShingle Chao Chen
Yiyi Zhang
Yulong Gao
Qian Xu
Xingrong Ju
Lifeng Wang
Identification and anti-tumour activities of phenolic compounds isolated from defatted adlay (Coix lachryma-jobi L. var. ma-yuen Stapf) seed meal
Journal of Functional Foods
Defatted adlay seed meal
Phenolic compounds
Anti-tumour activity
N1,N5-di-[(E)-p-coumaroyl]-spermidine
Western blot analysis
title Identification and anti-tumour activities of phenolic compounds isolated from defatted adlay (Coix lachryma-jobi L. var. ma-yuen Stapf) seed meal
title_full Identification and anti-tumour activities of phenolic compounds isolated from defatted adlay (Coix lachryma-jobi L. var. ma-yuen Stapf) seed meal
title_fullStr Identification and anti-tumour activities of phenolic compounds isolated from defatted adlay (Coix lachryma-jobi L. var. ma-yuen Stapf) seed meal
title_full_unstemmed Identification and anti-tumour activities of phenolic compounds isolated from defatted adlay (Coix lachryma-jobi L. var. ma-yuen Stapf) seed meal
title_short Identification and anti-tumour activities of phenolic compounds isolated from defatted adlay (Coix lachryma-jobi L. var. ma-yuen Stapf) seed meal
title_sort identification and anti tumour activities of phenolic compounds isolated from defatted adlay coix lachryma jobi l var ma yuen stapf seed meal
topic Defatted adlay seed meal
Phenolic compounds
Anti-tumour activity
N1,N5-di-[(E)-p-coumaroyl]-spermidine
Western blot analysis
url http://www.sciencedirect.com/science/article/pii/S1756464616302262
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