Phytochemistry 2014-10-01

Characterisation of triterpenes and new phenolic lipids in Cameroonian propolis.

M N Kardar, T Zhang, G D Coxon, D G Watson, J Fearnley, V Seidel

Index: Phytochemistry 106 , 156-63, (2014)

Full Text: HTML

Abstract

Chemical investigation of a sample of propolis originating from North-Western Cameroon led to the isolation of thirteen alk(en)ylphenols (1-13) (inseparable mixture) along with α-amyrin (14), β-amyrin (15), lupeol (16), cycloartenol (17), mangiferonic acid (18), ambonic acid (19), mangiferolic acid (20), ambolic acid (21), isomangiferolic acid (22) and nine alk(en)ylresorcinols (23-31) (inseparable mixture). All compounds were identified following analysis of their spectroscopic data and comparison with previously published reports. Compounds (8), (12), (13) and (30) are new natural products. GC-MS analysis carried out on the alk(en)ylphenol and alk(en)ylresorcinol mixtures (dimethyl disulphide trimethylsilyl derivatives) revealed the presence of saturated and mono-unsaturated compounds with side chain lengths ranging from C11 to C19 and C15 to C19, respectively. The position of the double bond in mono-unsaturated derivatives was established from the characteristic fragments resulting from the cleavage of the bond between the two methylthio-substituted carbons. The most abundant compound in each mixture was 3-(12'Z-heptadecenyl)-phenol (10) and 5-(12'Z-heptadecenyl)-resorcinol (29). This study is the first to report the presence of triterpenes (except for lupeol) and phenolic lipids, including eighteen compounds previously unreported in bee glue, in an African sample.Copyright © 2014 Elsevier Ltd. All rights reserved.


Related Compounds

Related Articles:

Nanoporous Cathodes for High-Energy Li-S Batteries from Gyroid Block Copolymer Templates.

2015-06-23

[ACS Nano 9 , 6147-57, (2015)]

Molecular characterization of the boron adducts of the proteasome inhibitor bortezomib with epigallocatechin-3-gallate and related polyphenols.

2015-04-07

[Org. Biomol. Chem. 13(13) , 3887-99, (2015)]

Synthesis, luminescence, and electrochemical studies of a new series of octanuclear ruthenium(II) complexes of tolylterpyridine appended calixresorcarenes.

2015-09-07

[Dalton Trans. 44 , 14813-22, (2015)]

Stabilization of ultrafine metal nanocatalysts on thin carbon sheets.

2015-11-21

[Nanoscale 7 , 18320-6, (2015)]

One-Pot Synthesis of Monodisperse Noble Metal @ Resorcinol-Formaldehyde (M@RF) and M@Carbon Core-Shell Nanostructure and Their Catalytic Applications.

2015-10-27

[Langmuir 31 , 11701-8, (2015)]

More Articles...