Resveratrol
Structural formula | ||||||||||||||||||||||
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Surname | Resveratrol | |||||||||||||||||||||
other names |
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Molecular formula | C 14 H 12 O 3 | |||||||||||||||||||||
Brief description |
white solid |
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properties | ||||||||||||||||||||||
Molar mass | 228.25 g · mol -1 | |||||||||||||||||||||
Physical state |
firmly |
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Melting point |
254 ° C (decomposition) |
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
Resveratrol is an organic compound with the empirical formula C 14 H 12 O 3 from the group of polyphenols . It is one of the phytoalexins with antioxidant properties.
History and naming
It was first described and named as resveratrol in Japan in 1939 by Michio Takaoka. He isolated the compound from the medicinal plant Veratrum grandiflorum . In 1963, resveratrol was isolated from the roots of Reynoutria japonica . The name resveratrol can be understood as a suitcase word which, due to the chemical relationship, is composed of the first syllable of the name of res orcinols , the generic name Veratrum and the systematic ending " -ol " for alcohols . In 1976, the successful detection of resveratrol in grapes .
Occurrence
![](https://upload.wikimedia.org/wikipedia/commons/thumb/c/c6/Weintraube_01_KMJ.jpg/220px-Weintraube_01_KMJ.jpg)
Both isomers of resveratrol exist in nature, the trans form being much more common and the cis form less common. In addition, there are also derived glucosides , which are also known as piceids .
Resveratrol is found in a number of plants and plant foods, most notably in grapes , raspberries , mulberries , plums , peanuts, and Japanese knotweed . Resveratrol has been found in at least 72 species of plants. In red wine (especially in Pinot Noir and St. Laurent , regardless of the growing area) the concentration is high and higher than in white wine compared to other resveratrol sources. The concentration is between 0 and 14.3 mg / l trans -resveratrol. White wine and rosé contain lower concentrations of resveratrol, but proportionally more cis -resveratrol.
drink | Resveratrol (mg / 100 ml) | |
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Average | Span | |
red wine | 0.27 | 0 - 2.78 |
Rose wine | 0.12 | 0.005-0.29 |
White wine | 0.04 | 0.00-0.17 |
Sparkling wine | 0.009 | 0.008 - 0.01 |
Grape juice (white) | 0.00508 | 0.00 - 0.01 |
In its function as a phytoalexin, it protects plants from parasites and fungal infections in wet periods . It is mainly formed by the vines in the leaves and berry skins when attacked by downy mildew or botrytis . Stress, such as ultraviolet light, also leads to increased resveratrol formation.
properties
![](https://upload.wikimedia.org/wikipedia/commons/thumb/5/5d/Resveratrol_50x.jpg/220px-Resveratrol_50x.jpg)
Resveratrol is a white solid that is readily soluble in alcohol and oils and slightly soluble in water. Chemically, resveratrol is a stilbenoid , a derivative of stilbene . In plants it is produced under the catalytic action of the enzyme stilbene synthase .
Resveratrol comes as trans - and cis - isomer before. The trans form can be converted into the cis form under the action of UV radiation . trans -resveratrol is the more stable form of the two isomers.
Resveratrol survives the fermentation process and long storage times in the skin of grapes, such as in the marc .
biochemistry
Resveratrol has been identified as a pan-assay interference material that gives positive results in a wide variety of laboratory tests. Its ability to engage in multiple interactions can be due to direct effects on cell membranes. By 2015, many specific biological targets for resveratrol had been identified, including NQO2 (alone and in interaction with AKT1 ), GSTP1 , estrogen receptor beta, CBR1, and integrin αVβ . At the time, it was unclear whether one or all of these factors were responsible for the observed effects in cells and model organisms.
In vitro studies suggest that resveratrol activates sirtuin 1 , although this may be a directed effect from its immediate biological target (s). The signal transduction seems PGC-1α to run, which mitochondria are affected. An increase in the effect of MnSOD ( SOD2 ) and in GPER activity was observed in cells treated with resveratrol . In vitro, resveratrol was shown to be an agonist of peroxisome proliferator- activated receptor gamma ( PPARG ), a core receptor from pharmacological research for the possible treatment of type 2 diabetes. Resveratrol increases the concentrations of serum and bone alkaline phosphatase .
One way to administer resveratrol to humans is through direct absorption through saliva. However, the functionality of such an application method is unlikely due to the low water solubility of the molecule. The bioavailability of resveratrol is around 0.5% due to the extensive hepatic glucuronidation and sulfation . Resveratrol is largely metabolized in the body, with the liver and lungs being the primary sites of its metabolism.
effect
By 2019, decades of extensive research on resveratrol in numerous laboratory models of human diseases had shown no anti-disease effects in randomized clinical trials in humans. In-vitro studies have provided evidence of possible effectiveness against cancer cells . Other studies have shown positive effects of the substance in diseases such as arteriosclerosis , heart disease, Alzheimer's disease , arthritis and some autoimmune diseases .
longevity
To date, there is insufficient evidence that resveratrol has an effect on longevity in humans. A systematic review ( meta-analysis ) of existing resveratrol research in 2011 found that there was insufficient evidence of its effects on longevity or human disease, nor could there be any recommendations for intake in excess of what is commonly obtained from dietary sources, which was estimated to be less than 4 mg / day. Much of the studies with beneficial effects have been carried out on animals, with insufficient clinical research in humans. A meta-analysis was also carried out in 2012. Resveratrol is still being researched in animals and humans. Resveratrol, just like a low-calorie diet ( calorie restriction ), promotes the expression of sirtuin genes such as Sir2 . As a result, a life-prolonging effect was observed in some studies in various test animals. Several attempts to repeat these studies failed, but there was also a successful repeat. In an animal study, mice were given a particularly high-fat diet. The simultaneous administration of resveratrol significantly reduced the weight gain. With particularly high doses of resveratrol, a doubling of endurance performance was observed.
cancer
There is currently insufficient evidence that resveratrol has anti-cancer effects in humans. Even when high doses of resveratrol are used, the results of animal or human clinical studies on the effects of resveratrol on cancer are inconsistent. Resveratrol could help kill cancer cells by inhibiting a protein that is critical to cancer cell survival. This key protein, known as NF-κB (nuclear factor kappa B), is found in the nuclei of all cells. There it is responsible for activating genes that are responsible for cell survival. Resveratrol acts on NF-κB in such a way that it can no longer develop its survival-promoting effect. This in turn triggers apoptosis in the affected cancer cells . H. Self destruct one. Researchers hope that the use of NF-κB inhibitors such as resveratrol can significantly increase the effectiveness of established therapeutic approaches against cancer. However, the insolubility of resveratrol in water could still pose a problem: it may not be able to be absorbed by the body in sufficient quantities and so its effects against cancer and cardiovascular diseases may not develop sufficiently. The latest findings also show an effect of resveratrol on various cancer cells that is independent of NF-kB. In this way, it causes a reduction in the expression of the protein Bcl-2 , which protects the degenerated cells from cell death. At the same time, an increased expression of the proapoptotic protein Bax, which promotes cell death, was found.
When it comes to cancer, it must always be mentioned that most studies with resveratrol were done in vitro or in animal models. There is a lack of clinical trials and possible interactions with chemotherapy should always be considered and carefully considered. Two studies illustrate this aspect. In rats implanted with human cancer cells, resveratrol improved the effect of the chemotherapeutic agents cisplatin and doxorubicin and at the same time developed a cardioprotective effect, i.e. protected the heart cells from the toxicity of these active substances. If resveratrol was administered at the same time as the active ingredient paclitaxel (taxol) against cancer cells in vitro, it weakened the cancer-killing effect of paclitaxel. This is due to the fact that resveratrol inhibits the entry of cancer cells into the S phase of the cell cycle and the effect of paclitaxel unfolds precisely in this phase. Pretreatment of the cancer cells at an earlier point in time, i.e. prior to chemotherapy with paclitaxel, in turn led to a synergistic effect and caused increased cell death of the treated cancer cells.
Neurological Studies
Resveratrol is currently being investigated for its potential to limit sequelae after ischemia , such as stroke or acute brain trauma , and its possible effect on cognition . The activation of NF-κB also plays a role in the course of multiple sclerosis . NF-κB inhibitors could therefore also represent a therapeutic option here in the future. Resveratrol could have a neuroprotective effect in glaucoma . Increased intraocular pressure increases oxidative stress on the retina and trabecular meshwork. This leads to increased inflammation markers such as interleukin-1α, interleukin-6 , interleukin-8 and faster cell aging due to oxidative species such as lipofuscin in the cells of the trabecular meshwork and the optic nerve. Resveratrol reduces the expression of these substances and therefore has an antioxidant and antiapoptotic effect in the trabecular meshwork and in the neurons of the optic nerve.
Cardiovascular Studies
So far there is insufficient evidence of an effect of resveratrol in cardiovascular diseases. A 2015 meta-analysis found a decrease in systolic blood pressure of 11.9 mmHg with resveratrol doses of 150 mg / day. A 2018 meta-analysis, on the other hand, showed no effect on systolic or diastolic blood pressure ; a partial analysis showed a systolic pressure drop of 2 mmHg only due to resveratrol doses of 300 mg per day and only in diabetic people . A 2015 meta-analysis found no effect on systolic or diastolic blood pressure; an under-analysis found an 11.90 mmHg reduction in systolic blood pressure from resveratrol doses of 150 mg per day. In animal experiments, resveratrol was able to significantly reduce the aortic root diameter in mice with Marfan syndrome . Resveratrol has no effect on blood lipid levels .
diabetes
A 2015 review found little evidence of resveratrol's use to treat diabetes mellitus . A meta-analysis from 2015 found little evidence of an effect of resveratrol on diabetes biomarkers . There is insufficient evidence of an influence of resveratrol on metabolic syndrome .
skin
Despite extensive in vitro and animal research, there is no evidence that resveratrol, taken orally or topically , has any effect on human skin. Preliminary studies of resveratrol were conducted to investigate its potential as a therapy for melanoma .
Side effects
In a clinical study of Alzheimer's disease and resveratrol, the most common side effects were diarrhea , weight loss, and nausea . A study of blood pressure and resveratrol reported increased intestinal peristalsis and loose stools, and an itchy rash in one person.
trade
Resveratrol supplements can now be purchased over the counter in the USA as dietary supplements . Also in Germany are now resveratrol supplements, usually made of grape extract, produced and offered for sale. The pharmaceutical company GlaxoSmithKline bought the biotech company Sirtris, which specializes in the production of resveratrol and other active ingredients from the anti-aging sector, for US $ 720 million . But the hopes were not fulfilled, so that the group ended its commitment to resveratrol in 2011.
By introducing an additional stilbene synthase gene, Chinese scientists have developed a grape variety that has six times more resveratrol in red wine grapes than the original variety. The gene can also be introduced into other plants, which then produce resveratrol. This has been successfully carried out on an experimental basis with silver poplars ( Populus alba ).
literature
- N. Namasivayam: Chemoprevention in experimental animals. In: Annals of the New York Academy of Sciences . Volume 1215, January 2011, pp. 60-71; doi: 10.1111 / j.1749-6632.2010.05873.x ; PMID 21261642 . (Review).
- Fan Yeung, Jamie E. Hoberg, Catherine S. Ramsey, Michael D. Keller, David R. Jones, Roy A. Frye, Marty W. Mayo: Modulation of NF ‐ κB ‐ dependent transcription and cell survival by the SIRT1 deacetylase. In: EMBO J . 23, 2004, pp. 2369-2380; doi: 10.1038 / sj.emboj.7600244 ; PMID 15152190 ; PMC 423286 (free full text).
- M. Jang et al: Cancer Chemopreventive Activity of Resveratrol, a Natural Product Derived from Grapes. In: Science . 275, 1997, pp. 218-220; doi: 10.1126 / science.275.5297.218 ; PMID 8985016 .
- National Toxicology Program of the NIH : Resveratrol ( Memento of January 11, 2012 in the Internet Archive ) (PDF; 1.9 MB).
- Sung-Jun Park, Faiyaz Ahmad and others: Resveratrol Ameliorates Aging-Related Metabolic Phenotypes by Inhibiting cAMP Phosphodiesterases. In: Cell . 148, 2012, pp. 421-433; doi: 10.1016 / j.cell.2012.01.017 ; PMID 22304913 ; PMC 3431801 (free full text).
Web links
- http://www.resveratrol.de/ - as of 2015,
- https://www.trauben-zauber.de/sekundaere Pflanzenstoffe/resveratrol/ - Summary of resveratrol studies. As of 2019.
- Österreichische Apotheker-Zeitung: Mediterranean phytochemicals resveratrol, olive polyphenols and lycopene in the prevention of age-related diseases - red wine, olives, tomatoes ( Memento from December 15, 2006 in the Internet Archive ), 60 (4), 2006, p. 182.
- Life support measure: drink red wine. On: Wissenschaft.de of February 7, 2006. About a study published in the journal Current Biology (2006).
- Bernd Kleine-Gunk: Resveratrol: the key to a long life? In: Pharmaceutical newspaper . 29/2007.
- Chemistry in everyday life: In vino vis vitalis - is there vital force in red wine?
- Volker Mrasek : Resveratrol: Plant-based defense substance with miraculous effects , Deutschlandfunk - Forschung Aktuell (Molecule of the Week) , October 19, 2011.
- J. Blech: healing power of hunger. In: Der Spiegel . 50, 2006, of December 11, 2006, pp. 154-156.
Individual evidence
- ↑ Resveratrol data sheet (PDF) from Calbiochem, accessed on December 7, 2015.
- ↑ Entry on resveratrol in the ChemIDplus database of the United States National Library of Medicine (NLM) .
- ↑ a b Resveratrol data sheet from Sigma-Aldrich , accessed on April 22, 2011 ( PDF ).
- ↑ Takaoka M: Resveratrol, a New Phenolic Compound, from Veratrum grandiflorum . In: Journal of the Chemical Society of Japan . 60, No. 11, 1939, pp. 1090-1100. doi : 10.1246 / nikkashi1921.60.1090 .
- ↑ Michio Takaoka: The Phenolic Substances of White Hellebore (Veratrum Grandiflorum Loes. Fill). V . In: Nippon Kagaku Kaishi . 61, No. 10, 1940, pp. 1067-1069. doi : 10.1246 / nikkashi1921.61.1067 .
- ^ A b J. M. Sales, AV Resurreccion: Resveratrol in peanuts. In: Critical Reviews in Food Science and Nutrition . Volume 54, number 6, 2014, pp. 734-770, doi : 10.1080 / 10408398.2011.606928 , PMID 24345046 .
- ^ Nonomura, Kanagawa: Chemical constituents of Polygonaceous plants. I. studies on the components of Ko-jo-kon. (Polygonum cuspidatum SIEB et ZUCC) . In: Yakugaku Zasshi . 83, No. 10, 1963, pp. 988-990. doi : 10.1248 / yakushi1947.83.10_988 .
- ^ M. Jasiński, L. Jasińska, M. Ogrodowczyk: Resveratrol in prostate diseases - a short review. In: Central European Journal of Urology . Volume 66, number 2, 2013, pp. 144–149, doi : 10.5173 / ceju.2013.02.art8 , PMID 24579014 , PMC 3936154 (free full text).
- ↑ KP Bhat, JM Pezzuto: Cancer chemopreventive activity of resveratrol. In: Annals of the New York Academy of Sciences . Volume 957, May 2002, pp. 210-229, doi : 10.1111 / j.1749-6632.2002.tb02918.x , PMID 12074974 .
- ↑ Ulrik Stervbo, Ole Vang, Christine Bonnesen: A review of the content of the putative chemopreventive phytoalexin resveratrol in red wine. In: Food Chemistry . 101, 2007, p. 449, doi : 10.1016 / j.foodchem.2006.01.047 .
- ↑ Raul Zamora-Ros, Cristina Andres-Lacueva, Rosa M. Lamuela-Raventós, Toni Berenguer, Paula Jakszyn, Carmen Martínez, María J. Sánchez, Carmen Navarro, María D. Chirlaque, María-José Tormo, Jose R. Quirós, Pilar Amiano, Miren Dorronsoro, Nerea Larrañaga, Aurelio Barricarte, Eva Ardanaz, Carlos A. González: Concentrations of resveratrol and derivatives in foods and estimation of dietary intake in a Spanish population: European Prospective Investigation into Cancer and Nutrition (EPIC) -Spain cohort . In: British Journal of Nutrition . 100, 2008, p. 188, doi : 10.1017 / S0007114507882997 .
- ↑ Showing all foods in which the polyphenol resveratrol is found - Phenol Explorer. In: phenol-explorer.eu. Retrieved November 14, 2019 .
- ↑ K. Hanhineva et al: Stilbene synthase gene transfer caused alterations in the phenylpropanoid metabolism of transgenic strawberry (Fragaria x ananassa). In: J Exp Bot . 60, 2009, pp. 2093-2106; PMID 19443619 .
- ↑ RM Lamuela-Raventos: Direct HPLC Analysis of cis- and trans-Resveratrol and Piceid Isomers in Spanish Red Vitis vinifera Wines. In: J Agric Food Chem 43, 1995, pp. 281-283; doi: 10.1021 / jf00050a003 .
- ↑ J. Prokop et al: Resveratrol and its glycon piceid are stable polyphenols. In: J Med Food . 9, 2006, pp. 11-14; doi: 10.1089 / jmf.2006.9.11 ; PMID 16579722 .
- ^ AA Bertelli et al .: Stability of resveratrol over time and in the various stages of grape transformation. In: Drugs Exp Clin Res . 24, 1998, pp. 207-211; PMID 10051967 .
- ↑ J. Baell, MA Walters: Chemistry: Chemical con artists foil drug discovery. In: Nature . Volume 513, Number 7519, September 2014, pp. 481-483, doi : 10.1038 / 513481a , PMID 25254460 .
- ↑ HI Ingólfsson, P. Thakur, KF Herold, EA Hobart, NB Ramsey, X. Periole, DH de Jong, M. Zwama, D. Yilmaz, K. Hall, T. Maretzky, HC Hemmings, C. Blobel, SJ Marrink , A. Koçer, JT Sack, OS Andersen: Phytochemicals perturb membranes and promiscuously alter protein function. In: ACS Chemical Biology . Volume 9, number 8, August 2014, pp. 1788–1798, doi : 10.1021 / cb500086e , PMID 24901212 , PMC 4136704 (free full text).
- ^ O. Vang: Resveratrol: challenges in analyzing its biological effects. In: Annals of the New York Academy of Sciences . Volume 1348, number 1, August 2015, pp. 161-170, doi : 10.1111 / nyas.12879 , PMID 26315294 .
- ↑ D. Beher, J. Wu, S. Cumine, KW Kim, SC Lu, L. Atangan, M. Wang: Resveratrol is not a direct activator of SIRT1 enzyme activity. In: Chemical Biology & Drug Design . Volume 74, Number 6, December 2009, pp. 619-624, doi : 10.1111 / j.1747-0285.2009.00901.x , PMID 19843076 .
- ↑ M. Pacholec, JE Bleasdale, B. Chrunyk, D. Cunningham, D. Flynn, RS Garofalo, D. Griffith, M. Griffor, P. Loulakis, B. Pabst, X. Qiu, B. Stockman, V. Thanabal , A. Varghese, J. Ward, J. Withka, K. Ahn: SRT1720, SRT2183, SRT1460, and resveratrol are not direct activators of SIRT1. In: Journal of Biological Chemistry . Volume 285, Number 11, March 2010, pp. 8340-8351, doi : 10.1074 / jbc.M109.088682 , PMID 20061378 , PMC 2832984 (free full text).
- ↑ M. Lagouge, C. Argmann, Z. Gerhart-Hines, H. Meziane, C. Lerin, F. Daussin, N. Messadeq, J. Milne, P. Lambert, P. Elliott, B. Geny, M. Laakso , P. Puigserver, J. Auwerx: Resveratrol improves mitochondrial function and protects against metabolic disease by activating SIRT1 and PGC-1alpha. In: Cell . Volume 127, Number 6, December 2006, pp. 1109-1122, doi : 10.1016 / j.cell.2006.11.013 , PMID 17112576 .
- ↑ LA Macmillan-Crow, DL Cruthirds: Invited review: manganese superoxide dismutase in disease. In: Free Radical Research . Volume 34, Number 4, April 2001, pp. 325-336, doi : 10.1080 / 10715760100300281 , PMID 11328670 .
- ^ ER Prossnitz, M. Barton: Estrogen biology: new insights into GPER function and clinical opportunities. In: Molecular and Cellular Endocrinology . Volume 389, number 1–2, May 2014, pp. 71–83, doi : 10.1016 / j.mce.2014.02.002 , PMID 24530924 , PMC 4040308 (free full text).
- ↑ L. Wang, B. Waltenberger, EM Pferschy-Wenzig, M. Blunder, X. Liu, C. Malainer, T. Blazevic, S. Schwaiger, JM Rollinger, EH Heiss, D. Schuster, B. Kopp, R. Bauer, H. Stuppner, VM Dirsch, AG Atanasov: Natural product agonists of peroxisome proliferator-activated receptor gamma (PPARγ): a review. In: Biochemical Pharmacology . Volume 92, number 1, November 2014, pp. 73-89, doi : 10.1016 / j.bcp.2014.07.018 , PMID 25083916 , PMC 4212005 (free full text).
- ↑ M. Asis, N. Hemmati, S. Moradi, KC Nagulapalli Venkata, E. Mohammadi, MH Farzaei, A. Bishayee: Effects of resveratrol supplementation on bone biomarkers: a systematic review and meta-analysis. In: Annals of the New York Academy of Sciences . [electronic publication before printing] September 2019, doi : 10.1111 / nyas.14226 , PMID 31490554 .
- ↑ NV Madhav, AK Shakya, P. Shakya, K. Singh: Orotransmucosal drug delivery systems: a review. In: Journal of Controlled Release : official journal of the Controlled Release Society. Volume 140, number 1, November 2009, pp. 2-11, doi : 10.1016 / j.jconrel.2009.07.016 , PMID 19665039 .
- ^ AC Santos, F. Veiga, AJ Ribeiro: New delivery systems to improve the bioavailability of resveratrol. In: Expert Opinion on Drug Delivery . Volume 8, Number 8, August 2011, pp. 973-990, doi : 10.1517 / 17425247.2011.581655 , PMID 21668403 .
- ↑ T. Walle, F. Hsieh, MH DeLegge, JE Oatis, UK Walle: High absorption but very low bioavailability of oral resveratrol in humans. In: Drug Metabolism and Disposition : The Biological Fate of Chemicals. Volume 32, Number 12, December 2004, pp. 1377-1382, doi : 10.1124 / dmd.104.000885 , PMID 15333514 .
- ↑ S. Sharan, S. Nagar: Pulmonary metabolism of resveratrol: in vitro and in vivo evidence. In: Drug Metabolism and Disposition : The Biological Fate of Chemicals. Volume 41, number 5, May 2013, pp. 1163–1169, doi : 10.1124 / dmd.113.051326 , PMID 23474649 , PMC 3629805 (free full text).
- ↑ a b Resveratrol . Micronutrient Information Center, Linus Pauling Institute, Oregon State University, Corvallis, OR. June 11, 2015. Accessed August 26, 2019.
- ↑ a b c d e f resveratrol . MedlinePlus, National Library of Medicine, US National Institutes of Health. April 1, 2019. Retrieved September 22, 2019.
- ↑ K. Ono, MM Condron, L. Ho et al .: Effects of grape seed-derived polyphenol on amyloid beta-protein self-assembly and cytotoxicity. In: Journal of Biological Chemistry 283, 2008, pp. 32176-32187; doi: 10.1074 / jbc.M806154200 ; PMID 18815129 ; PMC 2583320 (free full text).
- ↑ Fernández AF, Fraga MF, Fraga: The effects of the dietary polyphenol resveratrol on human healthy aging and lifespan . In: Epigenetics . 6, No. 7, Jul 2011, pp. 870-874. doi : 10.4161 / epi.6.7.16499 . PMID 21613817 .
- ^ HR Warner: NIA's Intervention Testing Program at 10 years of age. In: Age . Volume 37, number 2, 2015, p. 22, doi : 10.1007 / s11357-015-9761-5 , PMID 25726185 , PMC 4344944 (free full text).
- ↑ a b O. Vang, N. Ahmad, CA Baile, JA Baur, K. Brown, A. Csiszar, DK Das, D. Delmas, C. Gottfried, HY Lin, QY Ma, P. Mukhopadhyay, N. Nalini, JM Pezzuto, T. Richard, Y. Shukla, YJ Surh, T. Szekeres, T. Szkudelski, T. Walle, JM Wu: What is new for an old molecule? Systematic review and recommendations on the use of resveratrol. In: PLOS ONE . Volume 6, number 6, 2011, p. E19881, doi : 10.1371 / journal.pone.0019881 , PMID 21698226 , PMC 3116821 (free full text).
- ↑ KL Hector M. Lagisz, S. Nakagawa: The effect of resveratrol on longevity across species: a meta-analysis. In: Biology Letters . Volume 8, number 5, October 2012, pp. 790-793, doi : 10.1098 / rsbl.2012.0316 , PMID 22718956 , PMC 3440975 (free full text).
- ↑ Pangeni R, Sahni JK, Ali J, Sharma S, Baboota S, Sahni, Ali, Sharma, Baboota: Resveratrol: review on therapeutic potential and recent advances in drug delivery . In: Expert Opinion on Drug Delivery . 11, No. 8, 2014, pp. 1285-1298. doi : 10.1517 / 17425247.2014.919253 . PMID 24830814 .
- ↑ J. Tomé-Carneiro, M. Larrosa, A. González-Sarrías, FA Tomás-Barberán, MT García-Conesa, JC Espín: Resveratrol and clinical trials: the crossroad from in vitro studies to human evidence. In: Current Pharmaceutical Design . Volume 19, number 34, 2013, pp. 6064-6093, doi : 10.2174 / 13816128113199990407 , PMID 23448440 , PMC 3782695 (free full text).
- ↑ DA Sinclair and L. Guarente: Keys to Longevity. In: Spectrum of Science . October 2006, pp. 34-41.
- ↑ BP Hubbard, AP Gomes, H. Dai, J. Li, AW Case, T. Considine, TV Riera, JE Lee, SY E, DW Lamming, BL Pentelute, ER Schuman, LA Stevens, AJY Ling, SM Armor, p Michan, H. Zhao, Y. Jiang, SM Sweitzer, CA Blum, JS Disch, PY Ng, KT Howitz, AP Rolo, Y. Hamuro, J. Moss, RB Perni, JL Ellis, GP Vlasuk, DA Sinclair: Evidence for a Common Mechanism of SIRT1 Regulation by Allosteric Activators. In: Science . 339, 2013, pp. 1216–1219, doi: 10.1126 / science.1231097 .
- ↑ R. Khamsi: Red wine compound boosts athletic endurance. In: New Scientist . dated November 16, 2006.
- ↑ M. Lagouge et al: Resveratrol improves mitochondrial function and protects against metabolic disease by activating SIRT1 and PGC-1alpha. In: Cell . 127, 2006, pp. 1109-1122, doi: 10.1016 / j.cell.2006.11.013 , PMID 17112576 .
- ↑ a b L. G. Carter, JA D'Orazio, KJ Pearson: Resveratrol and cancer: focus on in vivo evidence. In: Endocrine-Related Cancer . Volume 21, number 3, June 2014, pp. R209 – R225, doi : 10.1530 / ERC-13-0171 , PMID 24500760 , PMC 4013237 (free full text).
- ↑ M. Athar, JH Back, X. Tang, KH Kim, L. Kopelovich, DR Bickers, AL Kim: Resveratrol: a review of preclinical studies for human cancer prevention. In: Toxicology and Applied Pharmacology . Volume 224, number 3, November 2007, pp. 274-283, doi: 10.1016 / j.taap.2006.12.025 , PMID 17306316 , PMC 2083123 (free full text).
- ↑ UP Singh et al .: Resveratrol (trans-3, 5, 4'-trihydroxystilbene) induces SIRT1 and down-regulates NF-κB activation to abrogate DSS-induced colitis. In: J Pharmacol Exp Ther . November 2009; doi: 10.1124 / jpet.109.160838 ; PMID 19940103 ; PMC 2835444 (free full text).
- ↑ HB Zhou et al.: Anticancer activity of resveratrol on implanted human primary gastric carcinoma cells in nude mice In: World J Gastroenterol . 2005, pp. 280-284; doi: 10.3748 / wjg.v11.i2.280 ; PMID 15633232 ; PMID 15633232 .
- ↑ YA Rezk et al .: Use of resveratrol to improve the effectiveness of cisplatin and doxorubicin: study in human gynecologic cancer cell lines and in rodent heart. In: Am J Obstet Gynecol . 2006, pp. E23 – e26; doi: 10.1016 / j.ajog.2005.11.030 ; PMID 16647892 .
- ↑ QQ Mao et al .: Resveratrol confers resistance against taxol via induction of cell cycle arrest in human cancer cell lines. In: Molecular Nutrition & Food Research . 2010, pp. 1574-1584; doi: 10.1002 / mnfr.200900392 PMID 20521268 .
- ↑ MS Lopez, RJ Dempsey, R. Vemuganti: Resveratrol neuroprotection in stroke and traumatic CNS injury. In: Neurochemistry International . Volume 89, October 2015, pp. 75–82, doi: 10.1016 / j.neuint.2015.08.009 , PMID 26277384 , PMC 4587342 (free full text).
- ↑ a b T. Ahmed, S. Javed, S. Javed, A. Tariq, D. Šamec, S. Tejada, SF Nabavi, N. Braidy, SM Nabavi: Resveratrol and Alzheimer's Disease: Mechanistic Insights. In: Molecular Neurobiology . Volume 54, number 4, 05 2017, pp. 2622-2635, doi : 10.1007 / s12035-016-9839-9 , PMID 26993301 .
- ↑ Mitigating the effects of multiple sclerosis. ( Memento from January 7, 2016 in the Internet Archive ) Press release from the Georg-August University of Göttingen from August 9, 2006.
- ↑ KS Schindler et al .: SIRT1 activation confers neuroprotection in experimental optic neuritis. In: Invest Ophthalmol Vis Sci . 48, 2007, pp. 3602-3609; doi: 10.1167 / iovs.07-0131 ; PMID 17652729 ; PMC 1964753 (free full text).
- ↑ M. Mozaffarieh et al: The Potential Value of Natural Antioxidative Treatment in Glaucoma. In: J Flammer Surv Ophthalmol . 53, 2008, pp. 479-505; doi: 10.1016 / j.survophthal.2008.06.006 ; PMID 18929760 .
- ^ Q. Liu et al .: Oxidative Stress Is an Early Event in Hydrostatic Pressure-Induced Retinal Ganglion Cell Damage. In: Invest Ophthalmol Vis Sci . 48, 2007, pp. 4580-4589; doi: 10.1167 / iovs.07-0170 ; PMID 1789828 .
- ↑ C. Luna et al .: Resveratrol prevents the expression of glaucoma markers induced by chronic oxidative stress in trabecular meshwork cells. In: Food Chem Toxicol . 47, 2009, pp. 198-204; doi: 10.1016 / j.fct.2008.10.029 ; PMID 19027816 .
- ↑ Tomé-Carneiro J, Gonzálvez M, Larrosa M, Yáñez-Gascón MJ, García-Almagro FJ, Ruiz-Ros JA, Tomás-Barberán FA, García-Conesa MT, Espín JC, Gonzálvez, Larrosa, Yáñez-Gascón, García- Almagro, Ruiz-Ros, Tomás-Barberán, García-Conesa, Espín: Resveratrol in primary and secondary prevention of cardiovascular disease: a dietary and clinical perspective . In: Annals of the New York Academy of Sciences . 1290, No. 1, Jul 2013, pp. 37-51. bibcode : 2013NYASA1290 ... 37T . doi : 10.1111 / nyas.12150 . PMID 23855464 .
- ^ A b Y. Liu, W. Ma, P. Zhang, S. He, D. Huang: Effect of resveratrol on blood pressure: a meta-analysis of randomized controlled trials. In: Clinical Nutrition . Volume 34, number 1, February 2015, pp. 27-34, doi : 10.1016 / j.clnu.2014.03.009 , PMID 24731650 .
- ↑ a b F. Fogacci, G. Tocci, V. Presta, A. Fratter, C. Borghi, AF Cicero: Effect of resveratrol on blood pressure: A systematic review and meta-analysis of randomized, controlled, clinical trials. In: Critical Reviews in Food Science and Nutrition . Volume 59, number 10, 2019, pp. 1605-1618, doi : 10.1080 / 10408398.2017.1422480 , PMID 29359958 .
- ↑ Stijntje Hibender, Romy Franken, Cindy van Roomen, Anique Ter Braake, Ingeborg van der Made: Resveratrol Inhibits Aortic Root Dilatation in the Fbn1 C1039G / + Marfan Mouse Model . In: Arteriosclerosis, Thrombosis, and Vascular Biology . tape 36 , no. 8 , August 2016, p. 1618–1626 , doi : 10.1161 / ATVBAHA.116.307841 , PMID 27283746 , PMC 4961273 (free full text).
- ↑ F. Haghighatdoost, M. Hariri: Effect of resveratrol on lipid profile: An updated systematic review and meta-analysis on randomized clinical trials. In: Pharmacological Research . Volume 129, 03, 2018, pp. 141–150, doi: 10.1016 / j.phrs.2017.12.033 , PMID 29305228 .
- ↑ M. de Ligt, S. Timmers, P. Schrauwen: Resveratrol and obesity: Can resveratrol relieve metabolic disturbances? In: Biochimica et Biophysica Acta . Volume 1852, number 6, June 2015, pp. 1137–1144, doi : 10.1016 / j.bbadis.2014.11.012 , PMID 25446988 .
- ^ A b H. A. Hausenblas, JA Schoulda, JM Smoliga: Resveratrol treatment as an adjunct to pharmacological management in type 2 diabetes mellitus – systematic review and meta-analysis. In: Molecular Nutrition & Food Research . Volume 59, number 1, January 2015, pp. 147–159, doi : 10.1002 / mnfr.201400173 , PMID 25138371 .
- ↑ Poulsen MM, Jørgensen JO, Jessen N, Richelsen B, Pedersen SB, Jørgensen, Jessen, Richelsen, Pedersen: Resveratrol in metabolic health: an overview of the current evidence and perspectives . In: Annals of the New York Academy of Sciences . 1290, No. 1, Jul 2013, pp. 74-82. bibcode : 2013NYASA1290 ... 74P . doi : 10.1111 / nyas.12141 . PMID 23855468 .
- ↑ A. Chaplin, C. Carpenè, J. Mercader: Resveratrol, Metabolic Syndrome, and Gut microbiota. In: Nutrients . Volume 10, number 11, November 2018, p. 1651, doi : 10.3390 / nu10111651 , PMID 30400297 , PMC 6266067 (free full text).
- ↑ M. Ndiaye, C. Philippe, H. Mukhtar, N. Ahmad: The grape antioxidant resveratrol for skin disorders: promise, prospects, and challenges. In: Archives of Biochemistry and Biophysics . Volume 508, number 2, April 2011, pp. 164–170, doi : 10.1016 / j.abb.2010.12.030 , PMID 21215251 , PMC 3060966 (free full text)
- ↑ M. Uzarska, R. Czajkowski, RA Schwartz, A. Bajek, B. Zegarska, T. Drewa: Chemoprevention of skin melanoma: facts and myths. In: Melanoma Research . Volume 23, Number 6, December 2013, pp. 426-433, doi : 10.1097 / CMR.0000000000000016 , PMID 24077511 .
- ↑ HC Pal, KM Hunt, A. Diamond, CA Elmets, F. Afaq: Phytochemicals for the Management of Melanoma. In: Mini Reviews in Medicinal Chemistry . Volume 16, number 12, 2016, pp. 953-979, doi : 10.2174 / 1389557516666160211120157 , PMID 26864554 , PMC 4980238 (free full text).
- ^ Matthew Herper: Why Glaxo Bought Sirtris . In: Forbes . April 24, 2008 ( forbes.com [accessed September 1, 2017]).
- ↑ Aaron Saenz: GSK Drops Resveratrol. Could the Embattled Supplement Live on in Other Forms? In: Singularity Hub. January 17, 2011, accessed September 1, 2017 .
- ↑ F. Chaohong Fan et al .: Agrobacterium-mediated genetic transformation of grapevine (Vitis vinifera L.) with a novel stilbene synthase gene from Chinese wild Vitis pseudoreticulata. In: Plant Cell, Tissue and Organ Culture . 92, 2008, pp. 197-206; doi: 10.1007 / s11240-007-9324-2 .
- ↑ A. Giorcelli et al: Expression of the stilbene synthase (StSy) gene from grapevine in transgenic white poplar results in high accumulation of the antioxidant resveratrol glucosides. In: Transgenic Res . 13, 2004, pp. 203-214; PMID 15359598 .