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Sesquiterpenes in Cereals and Spices

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Handbook of Dietary Phytochemicals

Abstract

This chapter provides an in-depth overview of the sesquiterpenes found in cereals and spices. These aliments provide an important source of nutrients for our health, and they are consumed daily. Thus, a knowledge of the constituents is vital to understand the origin of their benefits for human health as well as the possible side effects that can arise upon ingestion. Metabolite routes are detailed, being also provided a deep understanding of their numerous structures and bioactivities, to be used as food supplement or active ingredient in drugs. Among bioactivities found in the literature for these natural compounds, antioxidant, anti-inflammatory, or anticancer is remarkable.

Furthermore, we present a broad study of sesquiterpenes in cereals. We focus on trichothecenes, a family of mycotoxins, which represent a big concern worldwide. A study of their biotransformations in humans and animals, and their toxicity for the organism, is revised. In case of spices and miscellaneous food, a classification of their sesquiterpenes constituents present in the consumable parts was analyzed, showing the relevance of the structure variability in the activity.

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Abbreviations

15-MAS:

15-Monoacetoxyscirpenol

3-ADON:

3-Acetyldeoxynivalenol

4-DMAP:

4-Dimethylaminopyridine

ADME:

Absorption, distribution, metabolism, and excretion

ASNA:

Adrenal sympathetic nerve activity

ATA:

Alimentary toxic aleukemia

CCC:

Countercurrent chromatography

COX:

Cyclooxygenase

DAS:

Diacetoxyscirpenol

DE 15-MAS:

De-epoxy 15-monoacetoxyscirpenol

DE HT-2 toxin:

De-epoxy HT-2 toxin

DE SCP:

De-epoxy scirpentriol

DE T-2 tetraol:

De-epoxy T-2 tetraol

DE T-2 triol:

De-epoxy T-2 triol

DOM-1:

De-epoxy deoxynivalenol

DOM-1GLU:

Glucuronide conjugate derivative of DOM-1

DON:

Deoxynivalenol

DONGLU:

Glucuronide conjugate derivative of DON

DPPH:

2,2-Diphenyl-1-picrylhydrazyl

E. coli :

Escherichia coli

ECD:

Electron capture detector

FID:

Flame ionization detector

GC:

Gas chromatography

HPLC:

High-performance liquid chromatography

IC50:

Half maximal inhibitory concentration

IgA:

Immunoglobulins A

IgG:

Immunoglobulins G

IgM:

Immunoglobulins M

isoDON:

Isodeoxynivalenol

LD50:

Median lethal dose

MCPBA:

3-Chloroperbenzoic acid

MTS:

Methylthiazole tetrazolium

NADPH:

Hydronicotinamide-adenine dinucleotide phosphate

NEO:

Neosolaniol

NICI:

Negative ion chemical ionization

NIV:

Nivalenol

NO:

Nitric oxide

NSAIDs:

Non-steroidal anti-inflammatory drugs

PCI:

Positive chemical ionization

PGE2:

Prostaglandin-E2

RI:

Retention indices

ROS:

Reactive oxygen species

SCF:

Scientific Committee on Food

SCP:

Scirpentriol

SFC:

Supercritical fluid chromatography

SFC/MS:

Supercritical fluid chromatography-tandem mass spectroscopy

t-TDI:

Temporary daily intake

TDI:

Tolerable daily intake

TMS:

Trimethylsilyl

TxB2:

Thromboxane B2

USSR:

Union of Soviet Socialist Republics

UV:

Ultraviolet

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Acknowledgments

This research was supported by the “Ministerio de Economía, Industria y Competitividad” (MINEICO), Spain, Project AGL2017-88-083-R.

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Correspondence to Francisco A. Macías .

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© 2021 Springer Nature Singapore Pte Ltd.

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Cárdenas, D.M., Cala, A., Mejías, F.J.R., Zorrilla, J.G., Macías, F.A. (2021). Sesquiterpenes in Cereals and Spices. In: Xiao, J., Sarker, S.D., Asakawa, Y. (eds) Handbook of Dietary Phytochemicals. Springer, Singapore. https://doi.org/10.1007/978-981-15-4148-3_16

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