Taraxerol 4-Methoxybenzoate, an in vitro Inhibitor of Photosynthesis Isolated from Pavonia multiflora A. St-Hil. (Malvaceae)

  • Chem Biodivers. 2016 Mar;13(3):284-292. doi: 10.1002/cbdv.201500049.
Leandra Gobira Lopes  1 Gabriela Lopes Tavares  1 Luciana Dias Thomaz  2 José Ricardo Sabino  3 Keyller Bastos Borges  4 Paulo Cezar Vieira  5 Thiago André Moura Veiga  6 Warley de Souza Borges  1
Affiliations
  • 1. Department of Chemistry, Federal University of Espírito Santo, Vitória, ES, 29060-700, Brazil.
  • 2. Department of Biology, Federal University of Espírito Santo, Vitória, ES, 29060-700, Brazil.
  • 3. Physics Institute, Federal University of Goiás, Goiânia, GO, 74000-970, Brazil.
  • 4. Department of Natural Sciences, Federal University of São João Del Rei, São João Del Rei, MG, 36307-066, Brazil.
  • 5. Department of Chemistry, Federal University of São Carlos, São Carlos, SP, 13565-905, Brazil.
  • 6. Institute of Environmental Sciences, Chemical and Pharmaceutical, Diadema, SP, 09972-270, Brazil.
Abstract

A phytochemical study of Pavonia multiflora A. St-Hil. (Malvaceae) led to the isolation through chromatographic techniques of 10 secondary metabolites: vanillic acid (1), ferulic acid (2), p-hydroxybenzoic acid (3), p-coumaric acid (4), loliolide (5), vomifoliol (6), 4,5-dihydroblumenol A (7), 3-oxo-α-ionol (9), blumenol C (10), and taraxerol 4-methoxybenzoate (8), the latter being a novel metabolite. Their structures were identified by (1) H- and (13) C-NMR, using one- and two-dimensional techniques, and X-ray crystallography. In this work, we report the effect of compounds 5 and 8 on several photosynthetic activities in an attempt to search for new compounds as potential Herbicide agents that affect photosynthesis. Both compounds inhibited the electron flow from H2 O to methyl viologen; therefore, they act as Hill reaction inhibitors. Using polarographic techniques and studies of the fluorescence of chlorophyll a, the interaction sites of these compounds were located at Photosystem II.

Keywords
Norisoprenoids; Pavonia multiflora; Phenolic compounds; Photosynthetic inhibitor; Taraxerol 4-methoxybenzoate.
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