Isolation and Structure Determination of Drought-Induced Multihexose Benzoxazinoids from Maize (Zea mays).

Sutour, Sylvain; Doan, Van Cong; Mateo, Pierre; Züst, Tobias; Hartmann, Ella Raymonde; Glauser, Gaétan; Robert, Christelle Aurélie Maud (2024). Isolation and Structure Determination of Drought-Induced Multihexose Benzoxazinoids from Maize (Zea mays). Journal of agricultural and food chemistry, 72(7), pp. 3427-3435. American Chemical Society 10.1021/acs.jafc.3c09141

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Benzoxazinoids (BXDs) are plant specialized metabolites exerting a pivotal role in plant nutrition, allelopathy, and defenses. Multihexose benzoxazinoids were previously observed in cereal-based food products such as whole-grain bread. However, their production in plants and exact structure have not been fully elucidated. In this study, we showed that drought induced the production of di-, tri-, and even tetrahexose BXDs in maize roots and leaves. We performed an extensive nuclear magnetic resonance study and elucidated the nature and linkage of the sugar units, which were identified as gentiobiose units β-linked (1″ → 6') for the dihexoses and (1″ → 6')/(1‴ → 6″) for the trihexoses. Drought induced the production of DIMBOA-2Glc, DIMBOA-3Glc, HMBOA-2Glc, HMBOA-3Glc, and HDMBOA-2Glc. The induction was common among several maize lines and the strongest in seven-day-old seedlings. This work provides ground to further characterize the BXD synthetic pathway, its relevance in maize-environment interactions, and its impact on human health.

Item Type:

Journal Article (Original Article)

Division/Institute:

08 Faculty of Science > Department of Biology > Institute of Plant Sciences (IPS)

UniBE Contributor:

Doan, Van Cong, Mateo, Pierre, Hartmann, Ella Raymonde, Robert, Christelle Aurélie Maud

Subjects:

500 Science > 570 Life sciences; biology
500 Science > 580 Plants (Botany)

ISSN:

0021-8561

Publisher:

American Chemical Society

Language:

English

Submitter:

Pubmed Import

Date Deposited:

12 Feb 2024 10:20

Last Modified:

22 Feb 2024 00:16

Publisher DOI:

10.1021/acs.jafc.3c09141

PubMed ID:

38336361

Uncontrolled Keywords:

DIMBOA dihexose DIMBOA trihexose NMR drought maize multihexose benzoxazinoids

BORIS DOI:

10.48350/192781

URI:

https://boris.unibe.ch/id/eprint/192781

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