On the distribution of caffeic acid and the chlorogenic acid isomers in plants

Sondheimer, Ernest

doi:10.1016/0003-9861(58)90207-8

Cited by 126 publications

(42 citation statements)

References 9 publications

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“…Chlorogenic acid has been reported to occur widely in plants; coffee beans and blueberry leaves are particularly rich sources of chlorogenic acid (16). In particular, chlorogenic acid, present in coffee, has been implicated to be responsible for anti-hyperglycemic effects in humans (16).…”

Section: Discussionmentioning

confidence: 99%

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Characterization of Inhibitors of Postprandial Hyperglycemia from the Leaves of Nerium indicum

Ishikawa

Yamashita

Hiemori

et al. 2007

J Nutr Sci Vitaminol

126

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Summary Nerium indicum is an India-Pakistan-originated shrub belonging to the oleander family. The ingestion of leaves of N. indicum before a meal is known to effect the lowering of postprandial glucose levels in Type II diabetic patients and this plant is now used as a folk remedy for Type II diabetes in some regions of Pakistan. In the present study, the hot-water extract of N. indicum leaves was found to reduce the postprandial rise in the blood glucose when maltose or sucrose was loaded in rats. It was also found that the extract strongly inhibited ␣ -glucosidase, suggesting that the suppression of the postprandial rise in the blood glucose is due to the occurrence of some inhibitors of ␣ -glucosidase in the leaves. We, therefore, tried to isolate the active principles from the leaf extract, using ␣ -glucosidase-inhibitory activity as the index. Employing Sephadex G-15, silica gel and reversed-phase HPLC, we isolated two active compounds. The UV, mass and NMR spectrometric analyses established that the chemical structures of these compounds are 3-O -caffeoylquinic acid (chlorogenic acid) and its structural isomer, 5-O -caffeoylquinic acid. Both compounds were shown to inhibit ␣ -glucosidases in a non-competitive manner. The authentic chlorogenic acid was found to suppress the postprandial rise in the blood glucose in rats and also inhibited the absorption of the glucose moiety from maltose and glucose in the everted gut sac system prepared from rat intestine. These results demonstrate that chlorogenic acid is one of the major anti-hyperglycemic principles present in the leaves of N. indicum . Furthermore, among polyphenol compounds tested, quercetin and catechins were shown to have strong inhibitory activity against ␣ -glucosidase.

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Section: Discussionmentioning

confidence: 99%

“…In particular, chlorogenic acid, present in coffee, has been implicated to be responsible for anti-hyperglycemic effects in humans (16). The leaves of N. indicum were found to contain a fair amount (5.5 mg/g dry weight) of chlorogenic acid, one of the factors responsible for the antihyperglycemic effect.…”

Section: Discussionmentioning

confidence: 99%

Characterization of Inhibitors of Postprandial Hyperglycemia from the Leaves of Nerium indicum

Ishikawa

Yamashita

Hiemori

et al. 2007

J Nutr Sci Vitaminol

126

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“…Caffeic acid (3,4-dihydroxycinnamic acid) is one of the natural phenolic compounds widely distributed in plant materials such as vegetables, fruits, coffee and tea [1][2][3] . As a potent antioxidant [4,5] , caffeic acid exerts anti-inflammatory effects [6] .…”

Section: Introductionmentioning

confidence: 99%

Caffeic acid ameliorates early and delayed brain injuries after focal cerebral ischemia in rats

Zhou

Fang

et al. 2006

Acta Pharmacologica Sinica

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Aim: To investigate the effects of caffeic acid on early and delayed injuries after focal cerebral ischemia in rats, and the possible relation to 5-lipoxygenase inhibition. Methods: Transient focal cerebral ischemia was induced by middle cerebral artery occlusion in Sprague-Dawley rats. Caffeic acid (10 and 50 mg/kg) was ip injected for 5 d after ischemia. The brain injuries were observed, and the levels of cysteinyl leukotrienes and leukotriene B 4 in the brain tissue were measured. Results: Caffeic acid (50 mg/kg) ameliorated neurological dysfunction and neuron loss, and decreased infarct volume 24 h after ischemia; it attenuated brain atrophy, infarct volume, and particularly astrocyte proliferation 14 d after ischemia. In addition, it reduced the production of leukotrienes (5-lipoxygenase metabolites) in the ischemic hemispheres 3 h and 7 d after ischemia. Conclusion: Caffeic acid has protective effect on both early and delayed injuries after focal cerebral ischemia in rats; and this effect may partly relate to 5-lipoxygenase inhibition.

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“…Caffeic acid (3,4-dihydroxycinnamic acid) is a phenolic compound found in fruits and vegetables (Sondheimer, 1958) that has been shown to block the production of ROS, increase glutathione levels, and reduce inflammatory cytokine levels following exposure to various toxic agents (Kono et al, 1997;Stewart et al, 2001;Uz et al, 1998). CAPE is a naturallyoccurring derivative of caffeic acid that is highly cell permeable due to the presence of an ester linkage.…”

Section: Introductionmentioning

confidence: 99%

Caffeic Acid Phenethyl Ester Protects Blood–Brain Barrier Integrity and Reduces Contusion Volume in Rodent Models of Traumatic Brain Injury

Zhao¹,

Pati

Redell³

et al. 2012

Journal of Neurotrauma

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A number of studies have established a deleterious role for inflammatory molecules and reactive oxygen species (ROS) in the pathology of traumatic brain injury (TBI). Caffeic acid phenethyl ester (CAPE) has been shown to exert both antioxidant and anti-inflammatory effects. The primary objective of the present study was to examine if CAPE could be used to reduce some of the pathological consequences of TBI using rodent models. Male Sprague-Dawley rats and C57BL/6 mice were subjected to controlled cortical impact (CCI) injury. Blood -brain barrier (BBB) integrity was assessed by examining claudin-5 expression and the extravasation of Evans blue dye. The effect of post-injury CAPE administration on neurobehavioral function was assessed using vestibulomotor, motor, and two hippocampus-dependent learning and memory tasks. We report that post-TBI administration of CAPE reduces Evans blue extravasation both in rats and mice. This improvement was associated with preservation of the levels of the tight junction protein claudin-5. CAPE treatment did not improve performance in either vestibulomotor/motor function (tested using beam balance and foot-fault tests), or in learning and memory function (tested using the Morris water maze and associative fear memory tasks). However, animals treated with CAPE were found to have significantly less cortical tissue loss than vehicle-treated controls. These findings suggest that CAPE may provide benefit in the treatment of vascular compromise following central nervous system injury.

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On the distribution of caffeic acid and the chlorogenic acid isomers in plants

Cited by 126 publications

References 9 publications

Characterization of Inhibitors of Postprandial Hyperglycemia from the Leaves of Nerium indicum

Characterization of Inhibitors of Postprandial Hyperglycemia from the Leaves of Nerium indicum

Caffeic acid ameliorates early and delayed brain injuries after focal cerebral ischemia in rats

Caffeic Acid Phenethyl Ester Protects Blood–Brain Barrier Integrity and Reduces Contusion Volume in Rodent Models of Traumatic Brain Injury

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