Bioactive oriented discovery of diterpenoids in <i>Coffea arabica</i> basing on 1D NMR and LC-MS/MS molecular network

Guilin Hu; Chenxi Quan; Abdulbaset Al-Romaima; Haopeng Dai; Minghua Qiu; Guilin Hu; Chenxi Quan; Abdulbaset Al-Romaima; Haopeng Dai; Minghua Qiu

doi:10.48130/bpr-0024-0035

2025 Volume 5

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Bioactive oriented discovery of diterpenoids in Coffea arabica basing on 1D NMR and LC-MS/MS molecular network

1.
State Key Laboratory of Phytochemistry and Natural Medicines, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, Yunnan, China
2.
University of Chinese Academy of Sciences, Beijing 100049, China

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Corresponding author: mhchiu@mail.kib.ac.cn

Received: 08 June 2024
Revised: 20 August 2024
Accepted: 23 September 2024
Published online: 18 February 2025
Beverage Plant Research 5, Article number: e004 (2025) | Cite this article

Abstract

Coffee diterpenes are a class of characteristic components in coffee, which have potential biological activities including the prevention of cancer, obesity, diabetes, and other diseases. Due to the complex chemical composition of roasted coffee beans, analyzing the composition and potential activity of coffee diterpenes has always been a challenge. In the current research, based on activity-oriented research strategies, three novel coffee diterpene esters (1−3) with moderate α-glucosidase inhibitory activity were separated from roasted Arabica coffee beans. The structures of the three new compounds were determined through comprehensive spectral analysis. To explore trace active diterpene esters of the same type in coffee, a molecular network based on LC-MS/MS was constructed, and three novel coffee diterpene esters (4−6) were identified.
- Coffee,
- Diterpene,
- Molecular network,
- α-glucosidase

Supplementary information

Supplementary Table S1 ¹H NMR, ¹³C NMR and DEPT data of compounds 1−3^a.
Supplementary Fig. S1 ¹H NMR spectra of Fr.1-19.
Supplementary Fig. S2 The mixed DEPT and ¹³C NMR spectra of Fr.9.
Supplementary Fig. S3 ¹H NMR spectra of 1.
Supplementary Fig. S4 ¹³C NMR spectra of 1.
Supplementary Fig. S5 ¹H NMR spectra of 2.
Supplementary Fig. S6 ¹³C NMR spectra of 2.
Supplementary Fig. S7 HSQC spectra of 2.
Supplementary Fig. S8 ¹H ¹H COSY spectra of 2.
Supplementary Fig. S9 HMBC spectra of 2.
Supplementary Fig. S10 ROESY spectra of 2.
Supplementary Fig. S11 ¹H NMR spectra of 3.
Supplementary Fig. S12 ¹³C NMR spectra of 3.
Supplementary Fig. S13 LC-MS/MS based molecular network of coffee diterpene extracts. (G1: green; G2: blue, G3: red, G4: purple).
Supplementary Fig. S14 The MS spectra for 1.
Supplementary Fig. S15 The MS spectra for 2.
Supplementary Fig. S16 The MS spectra for 3.
Supplementary Fig. S17 The MS spectra for 4.
Supplementary Fig. S18 The MS spectra for 5.
Supplementary Fig. S19 The MS spectra for 6.

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Copyright: © 2025 by the author(s). Published by Maximum Academic Press, Fayetteville, GA. This article is an open access article distributed under Creative Commons Attribution License (CC BY 4.0), visit https://creativecommons.org/licenses/by/4.0/.

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Hu G, Quan C, Al-Romaima A, Dai H, Qiu M. 2025. Bioactive oriented discovery of diterpenoids in Coffea arabica basing on 1D NMR and LC-MS/MS molecular network. Beverage Plant Research 5: e004 doi: 10.48130/bpr-0024-0035

Hu G, Quan C, Al-Romaima A, Dai H, Qiu M. 2025. Bioactive oriented discovery of diterpenoids in Coffea arabica basing on 1D NMR and LC-MS/MS molecular network. Beverage Plant Research 5: e004 doi: 10.48130/bpr-0024-0035