Mulinane and azorellane diterpenoid biomarkers by GC-MS from a representative Apiaceae (Umbelliferae) species of the Andes

Bernd R.T. Simoneit, Daniel R. Oros, Rudolf Jaffé, Alexandra Didyk-Peña, Carlos Areche, Beatriz Sepúlveda, Borys M. Didyk

Resultado de la investigación: Article

Resumen

Extracts of bled resin from Azorella compacta, of the Azorelloideae family from the Andes (>4000 m), were analyzed by gas chromatography-mass spectrometry. The mass spectra of the dominant compounds of the resin and its hydrogenation products were documented. The most abundant compounds were oxygenated diterpenoids, namely mulinadien-20-oic (∆ 11,13 and ∆ 11,14 ) acids, azorell-13-en-20-oic acid, 13α,14β-dihydroxymulin-11-en-20-oic acid, and azorellanol, with a group of azorellenes and mulinadienes. The mass spectra of the novel diterpenoid hydrocarbons with the azorellane and mulinane skeletons were also presented. This study documents the molecular diversity of these diterpenoid classes, and could be of great utility for future organic geochemical, environmental, archeological, pharmaceutical, and forensic chemistry studies.

Idioma originalEnglish
Número de artículo684
PublicaciónMolecules
Volumen24
N.º4
DOI
EstadoPublished - 14 feb 2019

Huella dactilar

Apiaceae
Diterpenes
biomarkers
Biomarkers
chemistry
resins
mass spectra
acids
environmental chemistry
Resins
Acids
Hydrogenation
Pharmaceutical Chemistry
gas chromatography
Hydrocarbons
musculoskeletal system
Skeleton
Gas chromatography
Gas Chromatography-Mass Spectrometry
hydrogenation

ASJC Scopus subject areas

  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Citar esto

Simoneit, B. R. T., Oros, D. R., Jaffé, R., Didyk-Peña, A., Areche, C., Sepúlveda, B., & Didyk, B. M. (2019). Mulinane and azorellane diterpenoid biomarkers by GC-MS from a representative Apiaceae (Umbelliferae) species of the Andes. Molecules, 24(4), [684]. https://doi.org/10.3390/molecules24040684
Simoneit, Bernd R.T. ; Oros, Daniel R. ; Jaffé, Rudolf ; Didyk-Peña, Alexandra ; Areche, Carlos ; Sepúlveda, Beatriz ; Didyk, Borys M. / Mulinane and azorellane diterpenoid biomarkers by GC-MS from a representative Apiaceae (Umbelliferae) species of the Andes. En: Molecules. 2019 ; Vol. 24, N.º 4.
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abstract = "Extracts of bled resin from Azorella compacta, of the Azorelloideae family from the Andes (>4000 m), were analyzed by gas chromatography-mass spectrometry. The mass spectra of the dominant compounds of the resin and its hydrogenation products were documented. The most abundant compounds were oxygenated diterpenoids, namely mulinadien-20-oic (∆ 11,13 and ∆ 11,14 ) acids, azorell-13-en-20-oic acid, 13α,14β-dihydroxymulin-11-en-20-oic acid, and azorellanol, with a group of azorellenes and mulinadienes. The mass spectra of the novel diterpenoid hydrocarbons with the azorellane and mulinane skeletons were also presented. This study documents the molecular diversity of these diterpenoid classes, and could be of great utility for future organic geochemical, environmental, archeological, pharmaceutical, and forensic chemistry studies.",
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Simoneit, BRT, Oros, DR, Jaffé, R, Didyk-Peña, A, Areche, C, Sepúlveda, B & Didyk, BM 2019, 'Mulinane and azorellane diterpenoid biomarkers by GC-MS from a representative Apiaceae (Umbelliferae) species of the Andes', Molecules, vol. 24, n.º 4, 684. https://doi.org/10.3390/molecules24040684

Mulinane and azorellane diterpenoid biomarkers by GC-MS from a representative Apiaceae (Umbelliferae) species of the Andes. / Simoneit, Bernd R.T.; Oros, Daniel R.; Jaffé, Rudolf; Didyk-Peña, Alexandra; Areche, Carlos; Sepúlveda, Beatriz; Didyk, Borys M.

En: Molecules, Vol. 24, N.º 4, 684, 14.02.2019.

Resultado de la investigación: Article

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AU - Didyk-Peña, Alexandra

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N2 - Extracts of bled resin from Azorella compacta, of the Azorelloideae family from the Andes (>4000 m), were analyzed by gas chromatography-mass spectrometry. The mass spectra of the dominant compounds of the resin and its hydrogenation products were documented. The most abundant compounds were oxygenated diterpenoids, namely mulinadien-20-oic (∆ 11,13 and ∆ 11,14 ) acids, azorell-13-en-20-oic acid, 13α,14β-dihydroxymulin-11-en-20-oic acid, and azorellanol, with a group of azorellenes and mulinadienes. The mass spectra of the novel diterpenoid hydrocarbons with the azorellane and mulinane skeletons were also presented. This study documents the molecular diversity of these diterpenoid classes, and could be of great utility for future organic geochemical, environmental, archeological, pharmaceutical, and forensic chemistry studies.

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