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. 2019 Oct 30;24(21):3911.
doi: 10.3390/molecules24213911.

Chemical Constituents of Stems and Leaves of Tagetespatula L. and Its Fingerprint

Yu-Meng Wang  1 , Xiao-Ku Ran  2 , Muhammad Riaz  3   4 , Miao Yu  5 , Qian Cai  6 , De-Qiang Dou  7 , Ahmed M Metwaly  8   9 , Ting-Guo Kang  10 , De-Cheng Cai  11
Affiliations

Chemical Constituents of Stems and Leaves of Tagetespatula L. and Its Fingerprint

Yu-Meng Wang et al. Molecules. .

Abstract

Tagetespatula L. is a widely cultivated herbal medicinal plant in China and other countries. In this study, two new 2, 3-dihydrobenzofuran glucosides (1, 2) and fourteen known metabolites (3-16) were isolated from the stems and leaves of T. patula (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 1 and 2 were determined by ECD calculations. Compounds 1 and 2 exhibited moderate in vitro inhibitory activities against human gastric cancer cell lines (AGS) with IC50 values of 41.20 μmol/L and 30.43 μmol/L, respectively. The fingerprint profiles of stems and leaves of T. patula 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.

Keywords: Tagetespatula L.; benzofurans; fingerprint; flavonoids.

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Conflict of interest statement

The authors declared no conflict of interest.

Figures

Figure A1
Figure A1
(a) Janie Yellow Bright, (b) Jinmen Orange, (c) Shouyao Red and Yellow color.
Figure 1
Figure 1
Structure of the isolated compounds from T. patula.
Figure 2
Figure 2
HMBC correlations of compounds 1 (a) and 2 (b).
Figure 3
Figure 3
Caculated and experimental ECD spectra of compound 1 (a) and 2 (b).
Figure 4
Figure 4
The chromatographic fingerprint of 10 T. patula samples (S1–S10).
Figure 5
Figure 5
Compound 12: Quercetin-3-O-α-L, arabinopyranoside; 13: kaempferol-3-O-β-D, glucoside; 14: kaempferol-3-O-α-L, arabinopyranoside; 15: kaempferol-3-O-β-D, xylopyranoside; 16: quercetin-7-O-α-L, rahmnoside; 17: kaempferol-7-O-α-L, rahmnoside; 18: patuletin; 19: kaempferol.
See this image and copyright information in PMC

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