Tectonaquinones A, B and C: three new naphthoquinone derivatives from the heartwood of Tectona grandis

Pooja Vyas, Barkha Darra Wadhwani, Poonam Khandelwal, Hiroshi Araya, Yoshinori Fujimoto

Research output: Contribution to journalArticlepeer-review

Abstract

Chemical investigation of the chloroform extract of heartwood of Tectona grandis L. f. led to the isolation of three new naphthoquinone derivatives, tectonaquinones A (1), B (2) and C (3), along with six known compounds: barleriaquinone-I (4), tectoquinone (5), tecomaquinone I (6), lapachol (7), obtusifolin (8) and 2-hydroxy-3-methyl anthraquinone (9). The structures of the new compounds were elucidated by spectroscopic methods including 2 D NMR experiments. Tectonaquinone B is the first natural compound that has a hexa-cyclic dinaphthofuran-dione scaffold. Tectonaquinone C has a bicyclic acetal motif that is unusual in nature.

Original languageEnglish
JournalNatural Product Research
DOIs
Publication statusAccepted/In press - 2020

Keywords

  • Lamiaceae
  • Tectona grandis
  • Tectonaquinones
  • heartwood
  • naphthoquinone dimer

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