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Chemical compounds isolated from Talinum triangulare (Portulacaceae)

Author:
de Oliveira Amorim, Ana Paula, de Carvalho, Almir Ribeiro, Lopes, Norberto Peporine, Castro, Rosane Nora, de Oliveira, Marcia Cristina Campos, de Carvalho, Mário Geraldo
Source:
Food chemistry 2014 v.160 pp. 204-208
ISSN:
0308-8146
Subject:
Portulacaceae, Talinum fruticosum, acrylamides, gas chromatography-mass spectrometry, high performance liquid chromatography, nuclear magnetic resonance spectroscopy, propionic acid, Brazil
Abstract:
This first phytochemical study of Talinum triangulare Leach (Portulacaceae), also known as ‘cariru’, which is a commonly consumed food in Northern Brazil, allowed the isolation and structural determination of four new compounds: one acrylamide, 3-N-(acryloyl, N-pentadecanoyl) propanoic acid (5), and three new phaeophytins named (151S, 17R, 18R)-Ficuschlorin D acid (31,32-didehydro-7-oxo-173-O-phytyl-rhodochlorin-15-acetic acid), (13), Talichorin A (17R, 18R)-phaeophytin b-151-hidroxy, 152,153-acetyl-131-carboxilic acid (14), and (151S, 17R, 18R)-phaeophytin b peroxylactone or (151S, 17R, 18R)-hydroperoxy-ficuschlorin D (16), together with twelve known compounds, including four phaeophytins (11,12, 15 and 17). The structures of the compounds were established on the basis of 1D and 2D NMR, IR, HRESI-MS spectra, including GC–MS, and HPLC–UV analysis, as well as comparisons with the literature data. The CD spectra data analysis were used to define the absolute configuration of phaeophytins 12 (132R, 17R, 18R)-132-hydroxyphaeophytin a, 13 and 16, 15 (151S, 17R, 18R)-31,32-didehydro-151-hydroxyrhodochlorin-15-acetic acid δ-lactone-152-methyl-173-phytyl ester and 17 (17R, 18R)-purpurin 18-phytyl ester.
Agid:
5422227