Further farnesyl-homogentisic acid derivatives from Otoba parvifolia

A. Gilberto Ferreira; João B. Fernandes; Paulo C. Vieira; Otto R. Gottlieb; Hugo E. Gottlieb

doi:10.1016/0031-9422(95)00368-h

Further farnesyl-homogentisic acid derivatives from Otoba parvifolia

A. Gilberto Ferreira, João B. Fernandes, Paulo C. Vieira, Otto R. Gottlieb, Hugo E. Gottlieb

Department of Chemistry

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

6 Scopus citations

Abstract

The seeds of Otoba parvifolia contain three novel compounds apparently derived from homogentisic acid, rel-(1′R,5′R)-2-(1′-farnesyl-5′-hydroxy-2′-oxocyclohex-3′-en-1′-yl)-acetic acid and its acetate as well as rel-(1′R,4′S,5′R)-2-(1′-farnesyl-4′,5′-dihydroxy-2′-oxocyclohexan-1′-yl)-acetic acid δ-lactone. The structure of an additional isolate, previously described as 2-(1′-farnesyl-2′-hydroxy-5′-oxocyclohex-3′-en-1′-yl)-acetic acid γ-lactone was revised to rel-(1′R,5′R)-2-(1′-farnesyl-5′-hydroxy-2′-oxocyclohex-3′-en-1′-yl)-acetic acid δ-lactone.

Original language	English
Pages (from-to)	1723-1728
Number of pages	6
Journal	Phytochemistry
Volume	40
Issue number	6
DOIs	https://doi.org/10.1016/0031-9422(95)00368-h
State	Published - Dec 1995

Bibliographical note

Funding Information:
Acknowledgements-The authors are grateful to CNPq and FAPESP for financial support and to the authors of ref. [S] for the unpublished spectral data for compound

Funding

Acknowledgements-The authors are grateful to CNPq and FAPESP for financial support and to the authors of ref. [S] for the unpublished spectral data for compound

Funders	Funder number
Fundação de Amparo à Pesquisa do Estado de São Paulo
Conselho Nacional de Desenvolvimento Científico e Tecnológico

Keywords

Myristicaceae
Otoba parvifolia
dihydroxy-oxocyclohexanylacetic acid δ-lactone
farnesyl derivatives
homogentisic acid pathway
oxocyclohexenylacetic acids

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10.1016/0031-9422(95)00368-h

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title = "Further farnesyl-homogentisic acid derivatives from Otoba parvifolia",

abstract = "The seeds of Otoba parvifolia contain three novel compounds apparently derived from homogentisic acid, rel-(1′R,5′R)-2-(1′-farnesyl-5′-hydroxy-2′-oxocyclohex-3′-en-1′-yl)-acetic acid and its acetate as well as rel-(1′R,4′S,5′R)-2-(1′-farnesyl-4′,5′-dihydroxy-2′-oxocyclohexan-1′-yl)-acetic acid δ-lactone. The structure of an additional isolate, previously described as 2-(1′-farnesyl-2′-hydroxy-5′-oxocyclohex-3′-en-1′-yl)-acetic acid γ-lactone was revised to rel-(1′R,5′R)-2-(1′-farnesyl-5′-hydroxy-2′-oxocyclohex-3′-en-1′-yl)-acetic acid δ-lactone.",

keywords = "Myristicaceae, Otoba parvifolia, dihydroxy-oxocyclohexanylacetic acid δ-lactone, farnesyl derivatives, homogentisic acid pathway, oxocyclohexenylacetic acids",

author = "Ferreira, {A. Gilberto} and Fernandes, {Jo{\~a}o B.} and Vieira, {Paulo C.} and Gottlieb, {Otto R.} and Gottlieb, {Hugo E.}",

note = "Funding Information: Acknowledgements-The authors are grateful to CNPq and FAPESP for financial support and to the authors of ref. [S] for the unpublished spectral data for compound",

year = "1995",

month = dec,

doi = "10.1016/0031-9422(95)00368-h",

language = "אנגלית",

volume = "40",

pages = "1723--1728",

journal = "Phytochemistry",

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T1 - Further farnesyl-homogentisic acid derivatives from Otoba parvifolia

AU - Ferreira, A. Gilberto

AU - Fernandes, João B.

AU - Vieira, Paulo C.

AU - Gottlieb, Otto R.

AU - Gottlieb, Hugo E.

N1 - Funding Information: Acknowledgements-The authors are grateful to CNPq and FAPESP for financial support and to the authors of ref. [S] for the unpublished spectral data for compound

PY - 1995/12

Y1 - 1995/12

N2 - The seeds of Otoba parvifolia contain three novel compounds apparently derived from homogentisic acid, rel-(1′R,5′R)-2-(1′-farnesyl-5′-hydroxy-2′-oxocyclohex-3′-en-1′-yl)-acetic acid and its acetate as well as rel-(1′R,4′S,5′R)-2-(1′-farnesyl-4′,5′-dihydroxy-2′-oxocyclohexan-1′-yl)-acetic acid δ-lactone. The structure of an additional isolate, previously described as 2-(1′-farnesyl-2′-hydroxy-5′-oxocyclohex-3′-en-1′-yl)-acetic acid γ-lactone was revised to rel-(1′R,5′R)-2-(1′-farnesyl-5′-hydroxy-2′-oxocyclohex-3′-en-1′-yl)-acetic acid δ-lactone.

AB - The seeds of Otoba parvifolia contain three novel compounds apparently derived from homogentisic acid, rel-(1′R,5′R)-2-(1′-farnesyl-5′-hydroxy-2′-oxocyclohex-3′-en-1′-yl)-acetic acid and its acetate as well as rel-(1′R,4′S,5′R)-2-(1′-farnesyl-4′,5′-dihydroxy-2′-oxocyclohexan-1′-yl)-acetic acid δ-lactone. The structure of an additional isolate, previously described as 2-(1′-farnesyl-2′-hydroxy-5′-oxocyclohex-3′-en-1′-yl)-acetic acid γ-lactone was revised to rel-(1′R,5′R)-2-(1′-farnesyl-5′-hydroxy-2′-oxocyclohex-3′-en-1′-yl)-acetic acid δ-lactone.

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KW - Otoba parvifolia

KW - dihydroxy-oxocyclohexanylacetic acid δ-lactone

KW - farnesyl derivatives

KW - homogentisic acid pathway

KW - oxocyclohexenylacetic acids

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AN - SCOPUS:0029189387

SN - 0031-9422

VL - 40

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JO - Phytochemistry

JF - Phytochemistry

IS - 6

ER -

Further farnesyl-homogentisic acid derivatives from Otoba parvifolia

Abstract

Bibliographical note

Funding

Keywords

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