Zeapyranolactone − A novel strigolactone from maize

Tatsiana V. Charnikhova; Katharina Gaus; Alexandre Lumbroso; Mark Sanders; Jean Paul Vincken; Alain De Mesmaeker; Carolien P. Ruyter-Spira; Claudio Screpanti; Harro J. Bouwmeester

doi:10.1016/j.phytol.2018.01.003

Zeapyranolactone − A novel strigolactone from maize

Tatsiana V. Charnikhova, Katharina Gaus, Alexandre Lumbroso, Mark Sanders, Jean Paul Vincken, Alain De Mesmaeker, Carolien P. Ruyter-Spira, Claudio Screpanti, Harro J. Bouwmeester^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › Academic › peer-review

39 Citations (Scopus)

Abstract

The structure of a new strigolactone present in the root exudate and root extract of maize hybrid cv NK Falkone plants was elucidated and characterized as zeapyranolactone: Methyl.(E)-3-((4-methyl-5-oxo-2,5-dihydrofuran-2-yl)oxy)-2-(4,4,5-trimethyl-2-oxo-2,3,4,6,7,7a-hexahydrocyclopenta[b]pyran-7-yl)acrylate. Unlike any other strigolactone published so far, it contains a 4,4-dimethyltetrahydropyran-2-one as A ring. The impact of the elucidation of this structure on the earlier postulated biosynthetic pathway of another maize strigolactone, zealactone, is discussed.

Original language	English
Pages (from-to)	172-178
Journal	Phytochemistry Letters
Volume	24
DOIs	https://doi.org/10.1016/j.phytol.2018.01.003
Publication status	Published - Apr 2018

Keywords

Maize (Zea mays)
NMR
Prep-HPLC–MS
Strigolactones
Zeapyranolactone

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10.1016/j.phytol.2018.01.003

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@article{e3fba54777814d8c8a5d9b9e2353c4c4,

title = "Zeapyranolactone − A novel strigolactone from maize",

abstract = "The structure of a new strigolactone present in the root exudate and root extract of maize hybrid cv NK Falkone plants was elucidated and characterized as zeapyranolactone: Methyl.(E)-3-((4-methyl-5-oxo-2,5-dihydrofuran-2-yl)oxy)-2-(4,4,5-trimethyl-2-oxo-2,3,4,6,7,7a-hexahydrocyclopenta[b]pyran-7-yl)acrylate. Unlike any other strigolactone published so far, it contains a 4,4-dimethyltetrahydropyran-2-one as A ring. The impact of the elucidation of this structure on the earlier postulated biosynthetic pathway of another maize strigolactone, zealactone, is discussed.",

keywords = "Maize (Zea mays), NMR, Prep-HPLC–MS, Strigolactones, Zeapyranolactone",

author = "Charnikhova, \{Tatsiana V.\} and Katharina Gaus and Alexandre Lumbroso and Mark Sanders and Vincken, \{Jean Paul\} and \{De Mesmaeker\}, Alain and Ruyter-Spira, \{Carolien P.\} and Claudio Screpanti and Bouwmeester, \{Harro J.\}",

year = "2018",

month = apr,

doi = "10.1016/j.phytol.2018.01.003",

language = "English",

volume = "24",

pages = "172--178",

journal = "Phytochemistry Letters",

issn = "1874-3900",

publisher = "Elsevier",

}

TY - JOUR

T1 - Zeapyranolactone − A novel strigolactone from maize

AU - Charnikhova, Tatsiana V.

AU - Gaus, Katharina

AU - Lumbroso, Alexandre

AU - Sanders, Mark

AU - Vincken, Jean Paul

AU - De Mesmaeker, Alain

AU - Ruyter-Spira, Carolien P.

AU - Screpanti, Claudio

AU - Bouwmeester, Harro J.

PY - 2018/4

Y1 - 2018/4

N2 - The structure of a new strigolactone present in the root exudate and root extract of maize hybrid cv NK Falkone plants was elucidated and characterized as zeapyranolactone: Methyl.(E)-3-((4-methyl-5-oxo-2,5-dihydrofuran-2-yl)oxy)-2-(4,4,5-trimethyl-2-oxo-2,3,4,6,7,7a-hexahydrocyclopenta[b]pyran-7-yl)acrylate. Unlike any other strigolactone published so far, it contains a 4,4-dimethyltetrahydropyran-2-one as A ring. The impact of the elucidation of this structure on the earlier postulated biosynthetic pathway of another maize strigolactone, zealactone, is discussed.

AB - The structure of a new strigolactone present in the root exudate and root extract of maize hybrid cv NK Falkone plants was elucidated and characterized as zeapyranolactone: Methyl.(E)-3-((4-methyl-5-oxo-2,5-dihydrofuran-2-yl)oxy)-2-(4,4,5-trimethyl-2-oxo-2,3,4,6,7,7a-hexahydrocyclopenta[b]pyran-7-yl)acrylate. Unlike any other strigolactone published so far, it contains a 4,4-dimethyltetrahydropyran-2-one as A ring. The impact of the elucidation of this structure on the earlier postulated biosynthetic pathway of another maize strigolactone, zealactone, is discussed.

KW - Maize (Zea mays)

KW - NMR

KW - Prep-HPLC–MS

KW - Strigolactones

KW - Zeapyranolactone

U2 - 10.1016/j.phytol.2018.01.003

DO - 10.1016/j.phytol.2018.01.003

M3 - Article

AN - SCOPUS:85042471670

SN - 1874-3900

VL - 24

SP - 172

EP - 178

JO - Phytochemistry Letters

JF - Phytochemistry Letters

ER -

Zeapyranolactone − A novel strigolactone from maize

Abstract

Keywords

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