A New Prenylated Isoflavone and Long Chain Esters from Two Erythrina Species

Abstract

Two new compounds, a long chain ester 1 of p-coumaric acid and a prenylated isoflavone, senegalensin [5], 5,4'-dihydroxy-8-(gamma,gamma-dimethylallyl)-[5"-(hydroxyisopropyl ) (2",3":6.7)] isoflavone, in addition to a known long chain ester 2 of ferulic acid, have been isolated and characterized from the stem bark of the Cameroonian medicinal plant Erythrina senegalensis. Another known compound 3, a long chain ester of ferulic acid, was isolated from Erythrina excelsa. The structures of all the compounds were determined by spectroscopic techniques.

Quantitative and Pattern Recognition Analyses for the Quality Evaluation of Cimicifugae Rhizoma by HPLC

“…All of the standard compounds were provided by Prof. Kun Ho Son, Andong National University, Andong, Korea. Their structures were unambiguously identified by NMR and MS data, with the published data, such as caffeic acid, 12 ferulic acid 13 and isoferulic acid. 14 The standard compound structures were shown in Fig.…”

Cytotoxic flavonoids from Erythrina caffra Thunb

“…The structure of these compounds were elucidated using 1 H, 13 C and 2D NMR data and by comparison with the literature values. These compounds included 20 flavonoids, 2 alkaloids, 3 terpenoids, 3 ferulic esters and 1 alcohol.…”

“…These compounds included 20 flavonoids, 2 alkaloids, 3 terpenoids, 3 ferulic esters and 1 alcohol. The isolated compounds are erycaffra B 1, erycaffra A 2 [4], lysisteisoflavanone 3 [5], erycaffra E 4 [6], erycaffra C 5 [4], alpinumisoflavone 6 [7], erysubin B 7 [8], derrone 8 [9], warangalone 9 [10], isoerysenegalensein E 10 [5], erysenegalensein E 11 [11], laburnetin 12 [12], 8-prenylerythrinin C or senegalensin 13 [13], erythrinin C 14 [14], isosenegalensein 15 [5], burttinone 16 [15], erycaffra D 17 [6], erycaffra F 18 [6], abyssinoneV-4'-methylether 19 [15], 8-oxo-erythrinine [16], 8-oxo-erythraline [17], oleanolic acid [18], β-amyrin [18], stigmasterol [19], octacosyl-E-ferulate [20], triacontyl-4-hydroxycinnamate [13], n-tetracosyl-p-coumarate [21] and octacosan-1-ol [22]. Only the structures of the flavonoids are reported in Figure 1 Figure 1.…”

“…1 H NMR, 13 C NMR, DEPT, COSY, HMQC and HMBC of the compounds were recorded using Bruker Avance DPX 300, DRX 500 and DRX 600 MHz spectrometers using standard pulse sequences and referenced to residual solvent signals. HREI-MS was determined using GCT Premier Spectrometer.…”

O -Benzoquinone and Ester-Linked Hydroxyfatty Acid as Additional Compounds from Lonchocarpus nicou

“…To the best of our knowledge, except the para-coumaric acid methyl ester (C 2 alkyl chain) isolated in Lonchocarpus xuul [13], alkyl para-coumarates are quite rare in Lonchocarpus genus. However, long-chain alkyl para-coumarates (C n saturated or unsaturated) [14][15][16][17][18], are more frequently encountered in plant kingdom than carboxyalkyl para-coumarates derivatives even though a series of (E)-para-coumaroyl esters of ω-hydroxyfattyacids (C 24 to C 28 ) were already identified in minor amounts in the leaf fiber of Musa textilis [19] without any NMR data. …”