Bicyclo(3.2.1)octane neolignans from an ocotea species

Magna C.C.P. Gomes; Massayoshi Yoshida; Otto R. Gottlieb; C. Juan; C. Martinez; Hugo E. Gottlieb

doi:10.1016/s0031-9422(00)80104-1

Bicyclo(3.2.1)octane neolignans from an ocotea species

Magna C.C.P. Gomes, Massayoshi Yoshida, Otto R. Gottlieb, C. Juan, C. Martinez, Hugo E. Gottlieb

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

19 Scopus citations

Abstract

The trunk wood of an Ocotea species from the Atlantic coast of southern Brazil contains five new neolignans: rel-(1R,4S,5S,6S,7R,8R)-4-acetoxy-1-allyl-8-hydroxy-3,5-dimethoxy-7-methyl-6-(3′,4′-methylenedioxyphenyl and 3′-methoxy-4′,5′-methylenedioxyphenyl)-bicyclo(3.2.1)oct-2-enes, rel-(1R,4S,5R,6S,7R)-4-acetoxy-1-allyl-3,5-dimethoxy-7-methyl-6-(3′,4′,5′-trimethoxyphenyl)-8-oxobicyclo(3.2.1)oct-2-ene and rel-(1S,4R,5S,6S,7R,8R)-4-acetoxy-1-allyl-8-hydroxy-5-methoxy-7-methyl-6-(3′4′-methylenedioxyphenyl and 3′-methoxy-4′,5′-methylenedioxyphenyl)-3-oxobicyclo(3.2.1)octanes. The latter two compounds are considered to be acid-catalysed demethylation products of the former pair of compounds.

Original language	English
Pages (from-to)	269-273
Number of pages	5
Journal	Phytochemistry
Volume	22
Issue number	1
DOIs	https://doi.org/10.1016/s0031-9422(00)80104-1
State	Published - 1983
Externally published	Yes

Bibliographical note

Funding Information:
Acknowledgements-Thisw ork was supported by grants from Conselho Naclonal de DesenvolvlmentoC lentifico e Tecnohjglco, Fmancladorad e Estudos e ProJetos and Fun-daqBod e Amparo & Pesqulsa do Estado de Siio Paulo, as well as by a CNPq research fellowship to MY and a CAPES-PICD graduatef ellowship (to M C C P G ) We are indebtedt o Dr Paul M Baker, NPPN, UnlversldadeF ederal do RIO de Janeiro, for MS

Funding

Acknowledgements-Thisw ork was supported by grants from Conselho Naclonal de DesenvolvlmentoC lentifico e Tecnohjglco, Fmancladorad e Estudos e ProJetos and Fun-daqBod e Amparo & Pesqulsa do Estado de Siio Paulo, as well as by a CNPq research fellowship to MY and a CAPES-PICD graduatef ellowship (to M C C P G ) We are indebtedt o Dr Paul M Baker, NPPN, UnlversldadeF ederal do RIO de Janeiro, for MS

Funders	Funder number
CAPES-PICD
Conselho Naclonal de DesenvolvlmentoC lentifico e Tecnohjglco, Fmancladorad e Estudos e ProJetos and Fun-daqBod e Amparo & Pesqulsa do Estado de Siio Paulo
Conselho Nacional de Desenvolvimento Científico e Tecnológico

Keywords

Lauraceae
Ocotea species
bicyclo(3.2.1)octanoid neolignans.

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10.1016/s0031-9422(00)80104-1

Cite this

@article{c37cfeeb4c1043758a2963d38a40b1ab,

title = "Bicyclo(3.2.1)octane neolignans from an ocotea species",

abstract = "The trunk wood of an Ocotea species from the Atlantic coast of southern Brazil contains five new neolignans: rel-(1R,4S,5S,6S,7R,8R)-4-acetoxy-1-allyl-8-hydroxy-3,5-dimethoxy-7-methyl-6-(3′,4′-methylenedioxyphenyl and 3′-methoxy-4′,5′-methylenedioxyphenyl)-bicyclo(3.2.1)oct-2-enes, rel-(1R,4S,5R,6S,7R)-4-acetoxy-1-allyl-3,5-dimethoxy-7-methyl-6-(3′,4′,5′-trimethoxyphenyl)-8-oxobicyclo(3.2.1)oct-2-ene and rel-(1S,4R,5S,6S,7R,8R)-4-acetoxy-1-allyl-8-hydroxy-5-methoxy-7-methyl-6-(3′4′-methylenedioxyphenyl and 3′-methoxy-4′,5′-methylenedioxyphenyl)-3-oxobicyclo(3.2.1)octanes. The latter two compounds are considered to be acid-catalysed demethylation products of the former pair of compounds.",

keywords = "Lauraceae, Ocotea species, bicyclo(3.2.1)octanoid neolignans.",

author = "Gomes, {Magna C.C.P.} and Massayoshi Yoshida and Gottlieb, {Otto R.} and C. Juan and C. Martinez and Gottlieb, {Hugo E.}",

note = "Funding Information: Acknowledgements-Thisw ork was supported by grants from Conselho Naclonal de DesenvolvlmentoC lentifico e Tecnohjglco, Fmancladorad e Estudos e ProJetos and Fun-daqBod e Amparo & Pesqulsa do Estado de Siio Paulo, as well as by a CNPq research fellowship to MY and a CAPES-PICD graduatef ellowship (to M C C P G ) We are indebtedt o Dr Paul M Baker, NPPN, UnlversldadeF ederal do RIO de Janeiro, for MS",

year = "1983",

doi = "10.1016/s0031-9422(00)80104-1",

language = "אנגלית",

volume = "22",

pages = "269--273",

journal = "Phytochemistry",

issn = "0031-9422",

publisher = "Elsevier Ltd.",

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T1 - Bicyclo(3.2.1)octane neolignans from an ocotea species

AU - Gomes, Magna C.C.P.

AU - Yoshida, Massayoshi

AU - Gottlieb, Otto R.

AU - Juan, C.

AU - Martinez, C.

AU - Gottlieb, Hugo E.

N1 - Funding Information: Acknowledgements-Thisw ork was supported by grants from Conselho Naclonal de DesenvolvlmentoC lentifico e Tecnohjglco, Fmancladorad e Estudos e ProJetos and Fun-daqBod e Amparo & Pesqulsa do Estado de Siio Paulo, as well as by a CNPq research fellowship to MY and a CAPES-PICD graduatef ellowship (to M C C P G ) We are indebtedt o Dr Paul M Baker, NPPN, UnlversldadeF ederal do RIO de Janeiro, for MS

PY - 1983

Y1 - 1983

N2 - The trunk wood of an Ocotea species from the Atlantic coast of southern Brazil contains five new neolignans: rel-(1R,4S,5S,6S,7R,8R)-4-acetoxy-1-allyl-8-hydroxy-3,5-dimethoxy-7-methyl-6-(3′,4′-methylenedioxyphenyl and 3′-methoxy-4′,5′-methylenedioxyphenyl)-bicyclo(3.2.1)oct-2-enes, rel-(1R,4S,5R,6S,7R)-4-acetoxy-1-allyl-3,5-dimethoxy-7-methyl-6-(3′,4′,5′-trimethoxyphenyl)-8-oxobicyclo(3.2.1)oct-2-ene and rel-(1S,4R,5S,6S,7R,8R)-4-acetoxy-1-allyl-8-hydroxy-5-methoxy-7-methyl-6-(3′4′-methylenedioxyphenyl and 3′-methoxy-4′,5′-methylenedioxyphenyl)-3-oxobicyclo(3.2.1)octanes. The latter two compounds are considered to be acid-catalysed demethylation products of the former pair of compounds.

AB - The trunk wood of an Ocotea species from the Atlantic coast of southern Brazil contains five new neolignans: rel-(1R,4S,5S,6S,7R,8R)-4-acetoxy-1-allyl-8-hydroxy-3,5-dimethoxy-7-methyl-6-(3′,4′-methylenedioxyphenyl and 3′-methoxy-4′,5′-methylenedioxyphenyl)-bicyclo(3.2.1)oct-2-enes, rel-(1R,4S,5R,6S,7R)-4-acetoxy-1-allyl-3,5-dimethoxy-7-methyl-6-(3′,4′,5′-trimethoxyphenyl)-8-oxobicyclo(3.2.1)oct-2-ene and rel-(1S,4R,5S,6S,7R,8R)-4-acetoxy-1-allyl-8-hydroxy-5-methoxy-7-methyl-6-(3′4′-methylenedioxyphenyl and 3′-methoxy-4′,5′-methylenedioxyphenyl)-3-oxobicyclo(3.2.1)octanes. The latter two compounds are considered to be acid-catalysed demethylation products of the former pair of compounds.

KW - Lauraceae

KW - Ocotea species

KW - bicyclo(3.2.1)octanoid neolignans.

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U2 - 10.1016/s0031-9422(00)80104-1

DO - 10.1016/s0031-9422(00)80104-1

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AN - SCOPUS:0343521521

SN - 0031-9422

VL - 22

SP - 269

EP - 273

JO - Phytochemistry

JF - Phytochemistry

IS - 1

ER -

Bicyclo(3.2.1)octane neolignans from an ocotea species

Abstract

Bibliographical note

Funding

Keywords

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