A sesquiterpene dimer from Xylopia aromatica

Dirceu Martins; Eliane Osshiro; Nidia F. Roque; Vered Marks; Hugo E. Gottlieb

doi:10.1016/S0031-9422(97)01048-0

A sesquiterpene dimer from Xylopia aromatica

Dirceu Martins, Eliane Osshiro, Nidia F. Roque, Vered Marks, Hugo E. Gottlieb

Department of Chemistry

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

31 Scopus citations

Abstract

A new guaiane dimer has been isolated from the leaves of Xylopia aromatica. The natural product, whose IUPAC name is [11α,12β,13α,21β]-7- hydroxy-16-oxo-17-isopropylidene-1α,5,5,9β,14α,20-hexamethyl-6- oxaheptacyclo[10.9.1.0^2.10.0^4.7.0^12.21.0^13.19]docosa- 2(10),3,19-triene, seems to have been formed by cycloaddition of two cyclopentadiene precursors, and contains an unusual hemiacetal oxetane ring. The structure was elucidated mainly by 1D and 2D NMR techniques; NOESY spectra were instrumental in the determination of stereochemistry.

Original language	English
Pages (from-to)	677-680
Number of pages	4
Journal	Phytochemistry
Volume	48
Issue number	4
DOIs	https://doi.org/10.1016/S0031-9422(97)01048-0
State	Published - Jun 1998

Bibliographical note

Funding Information:
Acknowledgements-The authors are grateful to the Funda#o de Amporo & Pesquisa do Estado de S%o Paula for financial support and to the Conselha National de Pesquisa e Desenvolvimento Gentifico e Tecnol6gico for fellowships to D.M., E.0 and N.F.R.

Funding

Acknowledgements-The authors are grateful to the Funda#o de Amporo & Pesquisa do Estado de S%o Paula for financial support and to the Conselha National de Pesquisa e Desenvolvimento Gentifico e Tecnol6gico for fellowships to D.M., E.0 and N.F.R.

Funders	Funder number
Conselha National de Pesquisa e Desenvolvimento Gentifico e Tecnol6gico
Funda#o de Amporo & Pesquisa do Estado de S%o Paula

Keywords

Annonaceae
Sesquiterpene dimer
Xylopia aromatica

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10.1016/S0031-9422(97)01048-0

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title = "A sesquiterpene dimer from Xylopia aromatica",

abstract = "A new guaiane dimer has been isolated from the leaves of Xylopia aromatica. The natural product, whose IUPAC name is [11α,12β,13α,21β]-7- hydroxy-16-oxo-17-isopropylidene-1α,5,5,9β,14α,20-hexamethyl-6- oxaheptacyclo[10.9.1.02.10.04.7.012.21.013.19]docosa- 2(10),3,19-triene, seems to have been formed by cycloaddition of two cyclopentadiene precursors, and contains an unusual hemiacetal oxetane ring. The structure was elucidated mainly by 1D and 2D NMR techniques; NOESY spectra were instrumental in the determination of stereochemistry.",

keywords = "Annonaceae, Sesquiterpene dimer, Xylopia aromatica",

author = "Dirceu Martins and Eliane Osshiro and Roque, {Nidia F.} and Vered Marks and Gottlieb, {Hugo E.}",

note = "Funding Information: Acknowledgements-The authors are grateful to the Funda#o de Amporo & Pesquisa do Estado de S%o Paula for financial support and to the Conselha National de Pesquisa e Desenvolvimento Gentifico e Tecnol6gico for fellowships to D.M., E.0 and N.F.R.",

year = "1998",

month = jun,

doi = "10.1016/S0031-9422(97)01048-0",

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AU - Martins, Dirceu

AU - Osshiro, Eliane

AU - Roque, Nidia F.

AU - Marks, Vered

AU - Gottlieb, Hugo E.

N1 - Funding Information: Acknowledgements-The authors are grateful to the Funda#o de Amporo & Pesquisa do Estado de S%o Paula for financial support and to the Conselha National de Pesquisa e Desenvolvimento Gentifico e Tecnol6gico for fellowships to D.M., E.0 and N.F.R.

PY - 1998/6

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N2 - A new guaiane dimer has been isolated from the leaves of Xylopia aromatica. The natural product, whose IUPAC name is [11α,12β,13α,21β]-7- hydroxy-16-oxo-17-isopropylidene-1α,5,5,9β,14α,20-hexamethyl-6- oxaheptacyclo[10.9.1.02.10.04.7.012.21.013.19]docosa- 2(10),3,19-triene, seems to have been formed by cycloaddition of two cyclopentadiene precursors, and contains an unusual hemiacetal oxetane ring. The structure was elucidated mainly by 1D and 2D NMR techniques; NOESY spectra were instrumental in the determination of stereochemistry.

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A sesquiterpene dimer from Xylopia aromatica

Abstract

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Keywords

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