Ontogenetic Changes in the Chemical Profiles of Piper Species

The chemical composition of seedlings and adult plants of several Piper species were analyzed by 1H NMR spectroscopy combined with principal component analysis (PCA) and HPLC-DAD, HPLC-HRESIMS and GC-MS data. The chromatographic profile of crude extracts from leaves of Piper species showed remarkabl...

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Bibliographic Details
Published inPlants (Basel) Vol. 10; no. 6; p. 1085
Main Authors Gaia, Anderson Melo, Yamaguchi, Lydia Fumiko, Guerrero-Perilla, Camilo, Kato, Massuo Jorge
Format Journal Article
LanguageEnglish
Published Basel MDPI AG 28.05.2021
MDPI
Subjects
Acids
Adults
Amides
Antimicrobial agents
Benzoic acid
Chemical composition
Flavonoids
High performance liquid chromatography
Hypotheses
Leaves
Lignans
Liquid chromatography
Magnetic resonance spectroscopy
Metabolites
NMR
NMR spectroscopy
Nuclear magnetic resonance
Ontogeny
Phytochemicals
Piper
Plants
Principal components analysis
secondary metabolites
Seedlings
Species
Tetrahydrofuran
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Summary:The chemical composition of seedlings and adult plants of several Piper species were analyzed by 1H NMR spectroscopy combined with principal component analysis (PCA) and HPLC-DAD, HPLC-HRESIMS and GC-MS data. The chromatographic profile of crude extracts from leaves of Piper species showed remarkable differences between seedlings and adult plants. Adult leaves of P. regnellii accumulate dihydrobenzofuran neolignans, P. solmsianum contain tetrahydrofuran lignans, and prenylated benzoic acids are found in adult leaves of P. hemmendorffii and P. caldense. Seedlings produced an entirely different collection of compounds. Piper gaudichaudianum and P. solmsianum seedlings contain the phenylpropanoid dillapiole. Piper regnellii and P. hemmendorffii produce another phenylpropanoid, apiol, while isoasarone is found in P. caldense. Piper richadiaefolium and P. permucronatum contain dibenzylbutyrolactones lignans or flavonoids in adult leaves. Seedlings of P. richardiaefolium produce multiple amides, while P. permucronatum seedlings contain a new long chain ester. Piper tuberculatum, P. reticulatum and P. amalago produce amides, and their chemistry changes less during ontogeny. The chemical variation we documented opens questions about changes in herbivore pressure across ontogeny.
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ISSN:2223-7747
2223-7747
DOI:10.3390/plants10061085