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Pyrethrin from Dalmatian pyrethrum (Tanacetum cinerariifolium (Trevir.) Sch. Bip.): biosynthesis, biological activity, methods of extraction and determination

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A Correction to this article was published on 01 October 2021

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Abstract

Pyrethrin is a potent biopesticide, a natural mixture of six compounds (pyrethrin I and II, cinerin I and II, and jasmolin I and II), biosynthesized in plants of Dalmatian pyrethrum (Tanacetum cinerariifolium (Trevir.) Sch. Bip.), a species endemic to the eastern Adriatic coast, but grown worldwide. Not many known natural insecticides encompass such superior qualities as pyrethrin—very high efficacy against a broad spectrum of pests in combination with minor adverse effects on human health and the environment. In previous decades, pyrethrin was largely replaced by its synthetic derivatives, pyrethroids. However, due to their harmful effects on various species and ecosystems, the use of pyrethrin should again take the lead. This review summarizes one century (1920–2020) of research on the properties and use of pyrethrum as a source of pyrethrins. The primary focus is on presenting its current advantages and disadvantages, toxicity on target and non-target species, biosynthesis, factors that influence the pyrethrins content in pyrethrum, comparison of different methods of their extraction and determination; as well as its production potential and development of new products. The final goal is to present possible approaches to improve and enhance the use of this highly effective but still underused phytochemical insecticide with unique properties.

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Abbreviations

MEP:

2-C-methyl-d-erithritol 4-phosphate

IPP:

Isopentenyl pyrophosphate

DMAPP:

Dimethylallyl diphosphate

CDP:

Chrysanthemyl diphosphate

TcLOX1:

T. cinerariifolium 13-lipoxygenase

AOS:

Allene oxide synthase

AOC:

Allene oxide cyclase

TcJMH:

T. cinerariifolium jasmone hydroxylase

TcPYS:

T. cinerariifolium pyrethrolone synthase

TcCDS:

T. cinerariifolium chrysanthemyl diphosphate synthase

TcADH2:

T. cinerariifolium alcohol dehydrogenase 2

TcALDH1:

T. cinerariifolium aldehyde dehydrogenase 1

TcCHH:

T. cinerariifolium chrysanthemol 10-hydroxylase

TcCCMT:

T. cinerariifolium 10-carboxychrysanthemic acid 10-methyltransferase

TcGLIP:

T. cinerariifolium GDSL lipase

OPDA:

12-oxo-phytodienoic acid

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Acknowledgements

This work has been fully supported by the Croatian Science Foundation under the project ‘Genetic background of Dalmatian pyrethrum (Tanacetum cinerariifolium/Trevir./Sch. Bip.) insecticidal potential’—(PyrDiv) (IP-06-2016-9034). Authors are thankful to reviewers for their valuable comments.

Funding

This work has been fully supported by the Croatian Science Foundation under the project ‘Genetic background of Dalmatian pyrethrum (Tanacetum cinerariifolium/Trevir./Sch. Bip.) insecticidal potential’—(PyrDiv) (IP-06-2016-9034).

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Authors and Affiliations

Authors

Contributions

NJ: Conceptualization, Writing—original draft, Writing—review & editing. MG: Conceptualization, Writing—original draft, Writing—review & editing, Supervision, Project administration, Funding acquisition. FV: Writing—original draft, Writing—review & editing. ZŠ: Writing—review & editing. ZL: Writing—review & editing. DD—Construction of biosynthetic pathway (Fig. 1). MB: Conceptualization, Writing—original draft, Writing—review & editing.

Corresponding author

Correspondence to Martina Grdiša.

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The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.

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The manuscript has been approved by all authors. This manuscript has not been published and it is not under consideration for publication elsewhere.

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The original online version of this article was revised: In the original publication, the plant name has been published incorrectly as “Tanacetum cinerariifolium/Trevir./Sch. Bip.” in the article title and abstract. The correct name should read as “Tanacetum cinerariifolium (Trevir.) Sch. Bip.”

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Jeran, N., Grdiša, M., Varga, F. et al. Pyrethrin from Dalmatian pyrethrum (Tanacetum cinerariifolium (Trevir.) Sch. Bip.): biosynthesis, biological activity, methods of extraction and determination. Phytochem Rev 20, 875–905 (2021). https://doi.org/10.1007/s11101-020-09724-2

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  • DOI: https://doi.org/10.1007/s11101-020-09724-2

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