Chemical Constituents of Stems and Leaves of <i>Tagetespatula</i> L. and Its Fingerprint

<i>Tagetespatula</i> L. is a widely cultivated herbal medicinal plant in China and other countries. In this study, two new 2, 3-dihydrobenzofuran glucosides (<b>1</b>, <b>2</b>) and fourteen known metabolites (<b>3</b>&#8722;<b>16</b>)...

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Main Authors: Yu-Meng Wang, Xiao-Ku Ran, Muhammad Riaz, Miao Yu, Qian Cai, De-Qiang Dou, Ahmed M. Metwaly, Ting-Guo Kang, De-Cheng Cai
Format: Article
Language:English
Published: MDPI AG 2019-10-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/24/21/3911
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spelling doaj-ed687dc2cac04c04b73ace3ffe29687f2020-11-25T00:46:33ZengMDPI AGMolecules1420-30492019-10-012421391110.3390/molecules24213911molecules24213911Chemical Constituents of Stems and Leaves of <i>Tagetespatula</i> L. and Its FingerprintYu-Meng Wang0Xiao-Ku Ran1Muhammad Riaz2Miao Yu3Qian Cai4De-Qiang Dou5Ahmed M. Metwaly6Ting-Guo Kang7De-Cheng Cai8College of Pharmacy, Liaoning University of Traditional Chinese Medicine, Dalian 116600, ChinaCollege of Pharmacy, Liaoning University of Traditional Chinese Medicine, Dalian 116600, ChinaCollege of Pharmacy, Liaoning University of Traditional Chinese Medicine, Dalian 116600, ChinaCollege of Pharmacy, Liaoning University of Traditional Chinese Medicine, Dalian 116600, ChinaCollege of Pharmacy, Liaoning University of Traditional Chinese Medicine, Dalian 116600, ChinaCollege of Pharmacy, Liaoning University of Traditional Chinese Medicine, Dalian 116600, ChinaCollege of Pharmacy, Liaoning University of Traditional Chinese Medicine, Dalian 116600, ChinaCollege of Pharmacy, Liaoning University of Traditional Chinese Medicine, Dalian 116600, ChinaDalian Wuzhou Holy Herb Scientific and Techonological Co. Ltd., Dalian 116600, China<i>Tagetespatula</i> L. is a widely cultivated herbal medicinal plant in China and other countries. In this study, two new 2, 3-dihydrobenzofuran glucosides (<b>1</b>, <b>2</b>) and fourteen known metabolites (<b>3</b>&#8722;<b>16</b>) were isolated from the stems and leaves of <i>T. patula</i> (SLT). The chemical structures of the isolated compounds were characterized comprehensively based on one- and two-dimensional NMR spectroscopy and high resolution mass spectrometry. Absolute configurations of compounds <b>1</b> and <b>2</b> were determined by ECD calculations. Compounds <b>1</b> and <b>2</b> exhibited moderate in vitro inhibitory activities against human gastric cancer cell lines (AGS) with IC<sub>50</sub> values of 41.20 &#956;mol/L and 30.43 &#956;mol/L, respectively. The fingerprint profiles of stems and leaves of <i>T. patula</i> with three color types of flowers (Janie Yellow Bright, Jinmen Orange, Shouyao Red and Yellow color) were established by high-performance liquid chromatography (HPLC). Ten different batches of stems and leaves were examined as follow: Shouyao Red and Yellow color (1, 2, 3), Janie Yellow Bright (4, 5, 6, 7) and Jinmen Orange (8, 9, 10). Twenty-two common peaks were identified with similarity values ranging from 0.910 to 0.977. Meanwhile, the average peak area of SLT in the three types of flowers was different and it was the highest in Janie Yellow Bright.https://www.mdpi.com/1420-3049/24/21/3911<i>tagetespatula</i> l.benzofuransflavonoidsfingerprint
collection DOAJ
language English
format Article
sources DOAJ
author Yu-Meng Wang
Xiao-Ku Ran
Muhammad Riaz
Miao Yu
Qian Cai
De-Qiang Dou
Ahmed M. Metwaly
Ting-Guo Kang
De-Cheng Cai
spellingShingle Yu-Meng Wang
Xiao-Ku Ran
Muhammad Riaz
Miao Yu
Qian Cai
De-Qiang Dou
Ahmed M. Metwaly
Ting-Guo Kang
De-Cheng Cai
Chemical Constituents of Stems and Leaves of <i>Tagetespatula</i> L. and Its Fingerprint
Molecules
<i>tagetespatula</i> l.
benzofurans
flavonoids
fingerprint
author_facet Yu-Meng Wang
Xiao-Ku Ran
Muhammad Riaz
Miao Yu
Qian Cai
De-Qiang Dou
Ahmed M. Metwaly
Ting-Guo Kang
De-Cheng Cai
author_sort Yu-Meng Wang
title Chemical Constituents of Stems and Leaves of <i>Tagetespatula</i> L. and Its Fingerprint
title_short Chemical Constituents of Stems and Leaves of <i>Tagetespatula</i> L. and Its Fingerprint
title_full Chemical Constituents of Stems and Leaves of <i>Tagetespatula</i> L. and Its Fingerprint
title_fullStr Chemical Constituents of Stems and Leaves of <i>Tagetespatula</i> L. and Its Fingerprint
title_full_unstemmed Chemical Constituents of Stems and Leaves of <i>Tagetespatula</i> L. and Its Fingerprint
title_sort chemical constituents of stems and leaves of <i>tagetespatula</i> l. and its fingerprint
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2019-10-01
description <i>Tagetespatula</i> L. is a widely cultivated herbal medicinal plant in China and other countries. In this study, two new 2, 3-dihydrobenzofuran glucosides (<b>1</b>, <b>2</b>) and fourteen known metabolites (<b>3</b>&#8722;<b>16</b>) were isolated from the stems and leaves of <i>T. patula</i> (SLT). The chemical structures of the isolated compounds were characterized comprehensively based on one- and two-dimensional NMR spectroscopy and high resolution mass spectrometry. Absolute configurations of compounds <b>1</b> and <b>2</b> were determined by ECD calculations. Compounds <b>1</b> and <b>2</b> exhibited moderate in vitro inhibitory activities against human gastric cancer cell lines (AGS) with IC<sub>50</sub> values of 41.20 &#956;mol/L and 30.43 &#956;mol/L, respectively. The fingerprint profiles of stems and leaves of <i>T. patula</i> with three color types of flowers (Janie Yellow Bright, Jinmen Orange, Shouyao Red and Yellow color) were established by high-performance liquid chromatography (HPLC). Ten different batches of stems and leaves were examined as follow: Shouyao Red and Yellow color (1, 2, 3), Janie Yellow Bright (4, 5, 6, 7) and Jinmen Orange (8, 9, 10). Twenty-two common peaks were identified with similarity values ranging from 0.910 to 0.977. Meanwhile, the average peak area of SLT in the three types of flowers was different and it was the highest in Janie Yellow Bright.
topic <i>tagetespatula</i> l.
benzofurans
flavonoids
fingerprint
url https://www.mdpi.com/1420-3049/24/21/3911
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