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Review
. 2021 Dec 16;26(24):7646.
doi: 10.3390/molecules26247646.

Naturally Occurring Chromone Glycosides: Sources, Bioactivities, and Spectroscopic Features

Yhiya Amen  1   2 , Marwa Elsbaey  2 , Ahmed Othman  1   3 , Mahmoud Sallam  3 , Kuniyoshi Shimizu  1
Affiliations
Review

Naturally Occurring Chromone Glycosides: Sources, Bioactivities, and Spectroscopic Features

Yhiya Amen et al. Molecules. .

Abstract

Chromone glycosides comprise an important group of secondary metabolites. They are widely distributed in plants and, to a lesser extent, in fungi and bacteria. Significant biological activities, including antiviral, anti-inflammatory, antitumor, antimicrobial, etc., have been discovered for chromone glycosides, suggesting their potential as drug leads. This review compiles 192 naturally occurring chromone glycosides along with their sources, classification, biological activities, and spectroscopic features. Detailed biosynthetic pathways and chemotaxonomic studies are also described. Extensive spectroscopic features for this class of compounds have been thoroughly discussed, and detailed 13C-NMR data of compounds 1-192, have been added, except for those that have no reported 13C-NMR data.

Keywords: 13C-NMR data; activity; benzo-γ-pyrone; chemical structure; chromone glycosides.

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Conflict of interest statement

The authors declare no conflict of interest.

Figures

Scheme 1
Scheme 1
Proposed mechanisms for the enzymatic formation of 5,7-dihydroxy-2-methylchromone and its derivatives.
Scheme 2
Scheme 2
Proposed mechanisms for the enzymatic formation of aloesone and its derivatives.
Figure 1
Figure 1
Structure of compound 1.
Figure 2
Figure 2
Structures of compounds 2–5.
Figure 3
Figure 3
Structures of compounds 6–10.
Figure 4
Figure 4
Structure of compound 11.
Figure 5
Figure 5
Structures of compounds 12–53.
Figure 6
Figure 6
Structures of compounds 54–55.
Figure 7
Figure 7
Structures of compounds 56–59.
Figure 8
Figure 8
Structures of compounds 60–63.
Figure 9
Figure 9
Structure of compound 64.
Figure 10
Figure 10
Structures of compounds 65–79.
Figure 11
Figure 11
Structures of compounds 80–89.
Figure 12
Figure 12
Structures of compounds 90–115.
Figure 13
Figure 13
Structures of compounds 116–122.
Figure 14
Figure 14
Structures of compounds 123–134.
Figure 15
Figure 15
Structures of compounds 135–139.
Figure 16
Figure 16
Structures of compounds 140–148.
Figure 17
Figure 17
Structures of compounds 149–151.
Figure 18
Figure 18
Structures of compounds 152–155.
Figure 19
Figure 19
Structure of compound 156.
Figure 20
Figure 20
Structures of compounds 157–165.
Figure 21
Figure 21
Structures of compounds 166–167.
Figure 22
Figure 22
Structures of compounds 168–183.
Figure 23
Figure 23
Structures of compounds 184–192.
Figure 24
Figure 24
Basic skeleton of Chromone.
Figure 25
Figure 25
Representative guide figure for numbering of chromone glycosides attached to different substituents.
See this image and copyright information in PMC

References

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