Isolation and Biomimetic Synthesis of (±)-Guajadial B, a Novel Meroterpenoid from Psidium guajava

Isolation and Biomimetic Synthesis of (±)-Guajadial B, a Novel Meroterpenoid from Psidium guajava

(±)-Guajadial B (1), an unusual humulene-based meroterpenoid, was isolated as a racemate from the leaves of Psidium guajava, collected from Vietnam. The structure of this novel secondary metabolite was established on the basis of extensive analysis of NMR spectra and confirmed by biomimetic synthesi...

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Veröffentlicht in:Organic letters 2012-12, Vol.14 (23), p.5936-5939
Hauptverfasser: Gao, Yuan, Wang, Gang-Qiang, Wei, Kun, Hai, Ping, Wang, Fei, Liu, Ji-Kai
Format: Artikel
Sprache:eng
Schlagworte:
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Plant Leaves - chemistry
Psidium - chemistry
Sesquiterpenes - chemistry
Stereoisomerism
Terpenes - chemical synthesis
Terpenes - chemistry
Vietnam
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Beschreibung
Zusammenfassung:(±)-Guajadial B (1), an unusual humulene-based meroterpenoid, was isolated as a racemate from the leaves of Psidium guajava, collected from Vietnam. The structure of this novel secondary metabolite was established on the basis of extensive analysis of NMR spectra and confirmed by biomimetic synthesis in a domino three-component coupling reaction.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol302849v