Tectonaquinones A, B and C: three new naphthoquinone derivatives from the heartwood of Tectona grandis. Issue 7 (3rd April 2022)

• Record Type: Journal Article
• Authors: Vyas, Pooja; Wadhwani, Barkha Darra; Khandelwal, Poonam; Araya, Hiroshi; Fujimoto, Yoshinori
• Is Part Of: Natural product research. Volume 36:Issue 7(2022)
• Page Start: 1707
• Page End: 1715
• Publication Date: 2022-04-03
• Subjects: Tectonaquinones -- Tectona grandis -- naphthoquinone dimer -- Lamiaceae -- heartwood; Natural products -- Periodicals; Natural products -- Research -- Periodicals; Biological Factors -- Periodicals; Biological Products -- Periodicals; 547
• DOI: 10.1080/14786419.2020.1810035
• Languages: English
• ISSNs: 1478-6419

Abstract

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. Graphical Abstract: