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. 2023 Nov 7;28(22):7460.
doi: 10.3390/molecules28227460.

Isochlorogenic Acid Glucosides from the Arabian Medicinal Plant Artemisia sieberi and Their Antimicrobial Activities

Khlood Jamal  1 , Areej Al-Taweel  2 , Sarah I Bukhari  3 , Raha Orfali  2 , Nadine M S Moubayed  4 , Jawaher Al-Qahtani  2 , Hanan Aati  2 , Orazio Taglialatela-Scafati  5 , Jiangnan Peng  6 , Shagufta Perveen  6
Affiliations

Isochlorogenic Acid Glucosides from the Arabian Medicinal Plant Artemisia sieberi and Their Antimicrobial Activities

Khlood Jamal et al. Molecules. .

Abstract

A phytochemical investigation of the stems of the Arabian plant Artemisia sieberi afforded three new isochlorogenic acid derivatives, namely isochlorogenic acid A-3'-O-β-glucopyranoside (1), isochlorogenic acid A-3'-O-β-glucopyranoside methyl ester (2), and isochlorogenic acid C-3'-O-β-glucopyranoside (3), obtained along with thirteen known secondary metabolites belonging to distinct structural classes. The structures of the new metabolites were elucidated by modern spectroscopic techniues based on high-resolution mass spectrometry (HR-ESIMS) and 1D/2D nuclear magnetic resonance (NMR). All isolated compounds were tested for their potential antimicrobial activity against four different bacterial strains (Bacillus subtilis, Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa), in addition to a fungal strain (Candida tropicalis), The results were expressed as the diameter of the clear zone (in millimetres) around each well. Compounds 1 and 3 (isochlorogenic acid A-3'-O-β-glucopyranoside and isochlorogenic acid C-3'-O-β-glucopyranoside, respectively) displayed remarkable antifungal effect and potent antibacterial activities against B. subtilis and S. aureus, respectively. 3α,4α-10β-trihydroxy-8α-acetyloxyguaian-12,6α-olide (6) and angelicoidenol 2-O-β-d-glucopyranoside (9) emerged as interesting dual antibacterial (selective on P. aeruginosa)/antifungal agents.

Keywords: Artemisia sieberi; Asteraceae; antibacterial activity; antifungal activity; isochlorogenic acids.

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Conflict of interest statement

The authors declare no conflict of interest.

Figures

Figure 1
Figure 1
Chemical structures of compounds 1–16 isolated from the A. sieberi.
Figure 2
Figure 2
Key 1H-1H COSY (blue boldened) and HMBC (red arrow) correlations of 1.
See this image and copyright information in PMC

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