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 journalArticlepeer-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 languageEnglish
Pages (from-to)269-273
Number of pages5
JournalPhytochemistry
Volume22
Issue number1
DOIs
StatePublished - 1983
Externally publishedYes

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

Keywords

  • Lauraceae
  • Ocotea species
  • bicyclo(3.2.1)octanoid neolignans.

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