Tannin composition affects the oxidative activities of tree leaves

被引:97
作者
Barbehenn, Raymond V. [1 ]
Jones, Christopher P.
Karonen, Maarit
Salminen, Juha-Pekka
机构
[1] Univ Michigan, Dept Mol Cellular & Dev Biol, Ann Arbor, MI 48109 USA
[2] Univ Michigan, Dept Evolut Biol, Ann Arbor, MI 48109 USA
[3] Univ Turku, Dept Chem, Lab Organ Chem & Chem Biol, FI-20014 Turku, Finland
关键词
tannin; ellagitannin; condensed annin; phenolic compounds; oxidation; semiquinone radical; trees; Acer saccharum; Quercus rubra; herbivore; caterpillar;
D O I
10.1007/s10886-006-9142-8
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
We examined whether tannin composition plays an important role in explaining the oxidative activities of tree leaves of Acer saccharum (sugar maple) and Quercus rubra (red oak). Sugar maple leaves contained substantial amounts of ellagitannins, condensed tannins, and galloyl glucoses, whereas red oak leaves contained almost exclusively condensed tannins. Oxidative activities of the crude phenolics from both species, and the phenolic fractions from sugar maple, were measured with electron paramagnetic resonance (EPR) spectrometry and UV-visible spectrophotometry. The two assays produced similar results: (1) sugar maple phenolics produced larger semiquinone radical concentrations,and higher semiquinone decay rates and browning rates than did red oak phenolics;(2) ellagitannin levels were positively associated with the three measures of oxidative activity; and (3) condensed tannin and galloyl glucose levels were negatively associated with these measures. The negative relationship between condensed tannin levels and oxidative activity resulted from the antioxidant effects of condensed tannins on hydrolyzable tannins; several purified condensed tannins significantly decreased the concentrations of semiquinone radicals and browning rates of pedunculagin (an ellagitannin) and pentagalloyl glucose. As expected, whole-leaf extracts from sugar maple produced elevated levels of semiquinone radicals, but none were observed in red oak extracts when the two species were compared with an EPR time-course assay. We conclude that the oxidative activities of tree leaves may be affected by tannin composition, and that the prooxidant activity of ellagitannins may be decreased by co-occurring condensed tannins.
引用
收藏
页码:2235 / 2251
页数:17
相关论文
共 38 条
[1]   PHENOLICS IN ECOLOGICAL INTERACTIONS - THE IMPORTANCE OF OXIDATION [J].
APPEL, HM .
JOURNAL OF CHEMICAL ECOLOGY, 1993, 19 (07) :1521-1552
[2]  
Ayres MP, 1997, ECOLOGY, V78, P1696, DOI 10.1890/0012-9658(1997)078[1696:DOSAAA]2.0.CO
[3]  
2
[4]   PATTERNS AND SOURCES OF LEAF TANNIN VARIATION IN YELLOW BIRCH (BETULA-ALLEGHENIENSIS) AND SUGAR MAPLE (ACER-SACCHARUM) [J].
BALDWIN, IT ;
SCHULTZ, JC ;
WARD, D .
JOURNAL OF CHEMICAL ECOLOGY, 1987, 13 (05) :1069-1078
[5]   Phenolic compounds in red oak and sugar maple leaves have prooxidant activities in the midgut fluids of Malacosoma disstria and Orgyia leucostigma caterpillars [J].
Barbehenn, R ;
Cheek, S ;
Gasperut, A ;
Lister, E ;
Maben, R .
JOURNAL OF CHEMICAL ECOLOGY, 2005, 31 (05) :969-988
[6]   Antioxidants in the midgut fluids of a tannin-tolerant and a tannin-sensitive caterpillar: Effects of seasonal changes in tree leaves [J].
Barbehenn, RV ;
Walker, AC ;
Uddin, F .
JOURNAL OF CHEMICAL ECOLOGY, 2003, 29 (05) :1099-1116
[7]   Semiquinone and ascorbyl radicals in the gut fluids of caterpillars measured with EPR spectrometry [J].
Barbehenn, RV ;
Poopat, U ;
Spencer, B .
INSECT BIOCHEMISTRY AND MOLECULAR BIOLOGY, 2003, 33 (01) :125-130
[8]   Antioxidant defenses in caterpillars: role of the ascorbate-recycling system in the midgut lumen [J].
Barbehenn, RV ;
Bumgarner, SL ;
Roosen, EF ;
Martin, MM .
JOURNAL OF INSECT PHYSIOLOGY, 2001, 47 (4-5) :349-357
[9]   Antinutritive and oxidative components as mechanisms of induced resistance in cotton to Helicoverpa zea [J].
Bi, JL ;
Murphy, JB ;
Felton, GW .
JOURNAL OF CHEMICAL ECOLOGY, 1997, 23 (01) :97-117
[10]   FOLIAR OXIDATIVE STRESS AND INSECT HERBIVORY - PRIMARY COMPOUNDS, SECONDARY METABOLITES, AND REACTIVE OXYGEN SPECIES AS COMPONENTS OF INDUCED RESISTANCE [J].
BI, JL ;
FELTON, GW .
JOURNAL OF CHEMICAL ECOLOGY, 1995, 21 (10) :1511-1530