Resveratrol: A Phenolic Prodigy : Resveratrol: A Phenolic Prodigy

Mahin  Jawad; Maham  Jawad; Hafiza  Nazia; Filza  Khalid Khan; Arifa  Ishaq; Kinza  Khan

doi:10.54393/pbmj.v5i4.354

Authors

Mahin Jawad University Institute of Diet & Nutritional Sciences, Faculty of Allied Health Sciences, University of Lahore, Lahore, Pakistan
Maham Jawad University Institute of Diet & Nutritional Sciences, Faculty of Allied Health Sciences, University of Lahore, Lahore, Pakistan
Hafiza Nazia University Institute of Diet & Nutritional Sciences, Faculty of Allied Health Sciences, University of Lahore, Lahore, Pakistan
Filza Khalid Khan University Institute of Diet & Nutritional Sciences, Faculty of Allied Health Sciences, University of Lahore, Lahore, Pakistan
Arifa Ishaq University Institute of Diet & Nutritional Sciences, Faculty of Allied Health Sciences, University of Lahore, Lahore, Pakistan
Kinza Khan University Institute of Diet & Nutritional Sciences, Faculty of Allied Health Sciences, University of Lahore, Lahore, Pakistan

DOI:

https://doi.org/10.54393/pbmj.v5i4.354

Keywords:

Resveratrol, Phenolic Prodigy, chemical properties, biological properties

Abstract

Resveratrol, a naturally occurring polyphenolic compound that performs as a phytoalexin, was isolated for the first time ever in 1940 and has gained attention of the scientific world ever since. Its miraculous properties have made it a phenolic prodigy, and the absence of any negative clinical experimentation or research just goes to prove its never-ending benefits. The conduction of more than 130 clinical trials with the administration of varying doses of resveratrol has showed different results in different settings. The failure to procure established and lasting results has led to a deferral in its use as dietary supplements which could be the reason of its unpopularity. The ultimate fate of resveratrol remains an open-ended question but there is no doubt that this compound certainly has inspired many scientific innovations and advances

References

Kalantari, H., and Das, DK., (2010). Physiological effects of resveratrol. Biofactors, 36(5), 401-6. DOI: 10.1002/biof.100

Nawaz, W., Zhou, Z., Deng, S., Ma, X., Ma, X., Li, C., and Shu, X. (2017). Therapeutic versatility

of resveratrol derivatives. Nutrients, 9(11), 1188. doi: 10.3390/nu9111188.

Timmers, S., Auwerx, J., & Schrauwen, P. (2012). The journey of resveratrol from yeast to human. Aging (albany NY), 4(3), 146. doi: 10.18632/aging.100445.

Siemann, E. H., & Creasy, L. L. (1992). Concentration of the phytoalexin resveratrol in wine. American Journal of Enology and Viticulture, 43(1), 49-52.

Jang, M., Cai, L., Udeani, G. O., Slowing, K. V., Thomas, C. F., Beecher, C. W., ... & Pezzuto, J. M. (1997). Cancer chemopreventive activity of resveratrol, a natural product derived from grapes. Science, 275(5297), 218-220. DOI: 10.1126/science.275.5297.218

Baur, J. A., & Sinclair, D. A. (2006). Therapeutic potential of resveratrol: the in vivo evidence. Nature reviews Drug discovery, 5(6), 493-506. doi: 10.1038/nrd2060.

Vang, O., Ahmad, N., Baile, C. A., Baur, J. A., Brown, K., Csiszar, A., ... & Wu, J. M. (2011). What is new for an old molecule? Systematic review and recommendations on the use of resveratrol. PloS one, 6(6), e19881. doi: 10.1371/journal.pone.0019881.

Howitz, K. T., Bitterman, K. J., Cohen, H. Y., Lamming, D. W., Lavu, S., Wood, J. G., ... & Sinclair, D. A. (2003). Small molecule activators of sirtuins extend Saccharomyces cerevisiae lifespan. Nature, 425(6954), 191-196. doi: 10.1038/nature01960.

Li, M., Schneider, K., Kristensen, M., Borodina, I., & Nielsen, J. (2016). Engineering yeast for high-level production of stilbenoid antioxidants. Scientific reports, 6(1), 1-8. doi: 10.1038/srep36827

Sun, H., Lin, Q., Wei, W., & Qin, G. (2018). Ultrasound-assisted extraction of resveratrol from grape leaves and its purification on mesoporous carbon. Food science and biotechnology, 27(5), 1353-1359. doi: 10.1007/s10068-018-0385-2. eCollection 2018 Oct.

Cho, Y. J., Hong, J. Y., Chun, H. S., Lee, S. K., & Min, H. Y. (2006). Ultrasonication-assisted extraction of resveratrol from grapes. Journal of Food Engineering, 77(3), 725-730.

Salehi, B., Mishra, A. P., Nigam, M., Sener, B., Kilic, M., Sharifi-Rad, M., ... & Sharifi-Rad, J. (2018). Resveratrol: A double-edged sword in health benefits. Biomedicines, 6(3), 91. doi: 10.3390/biomedicines6030091.

Gambini, J., Inglés, M., Olaso, G., Lopez-Grueso, R., Bonet-Costa, V., Gimeno-Mallench, L., ... & Borras, C. (2015). Properties of resveratrol: in vitro and in vivo studies about metabolism, bioavailability, and biological effects in animal models and humans. Oxidative medicine and cellular longevity, 2015. doi: 10.1155/2015/837042.

Malhotra, A., Bath, S., & Elbarbry, F. (2015). An organ system approach to explore the antioxidative, anti-inflammatory, and cytoprotective actions of resveratrol. Oxidative medicine and cellular longevity, 2015. doi: 10.1155/2015/803971. Epub 2015 Jun 9.

Bhullar, K. S., & Hubbard, B. P. (2015). Lifespan and healthspan extension by resveratrol. Biochimica et Biophysica Acta (BBA)-Molecular Basis of Disease, 1852(6), 1209-1218. doi: 10.1016/j.bbadis.2015.01.012. Epub 2015 Jan 29.

Means, J. C., Gerdes, B. C., & Koulen, P. (2017). Distinct mechanisms underlying resveratrol-mediated protection from types of cellular stress in C6 glioma cells. International journal of molecular sciences, 18(7), 1521. doi: 10.3390/ijms18071521.

Bishayee, A. (2009). Cancer prevention and treatment with resveratrol: from rodent studies to clinical trials. Cancer prevention research, 2(5), 409-418. doi: 10.1158/1940-6207.CAPR-08-0160.

Pezzuto, J. M. (2008). Resveratrol as an inhibitor of carcinogenesis. Pharmaceutical Biology, 46(7-8), 443-573. DOI: 10.1080/13880200802116610

Varoni, E. M., Lo Faro, A. F., Sharifi-Rad, J., & Iriti, M. (2016). Anticancer molecular mechanisms of resveratrol. Frontiers in nutrition, 3, 8. DOI: 10.3389/fnut.2016.00008

Kundu, J. K., & Surh, Y. J. (2008). Cancer chemopreventive and therapeutic potential of resveratrol: mechanistic perspectives. Cancer letters, 269(2), 243-261. doi: 10.1016/j.canlet.2008.03.057.

Singh, A. K., Bishayee, A., & Pandey, A. K. (2018). Targeting histone deacetylases with natural and synthetic agents: an emerging anticancer strategy. Nutrients, 10(6), 731. doi: 10.3390/nu10060731.

Sinha, D., Sarkar, N., Biswas, J., & Bishayee, A. (2016, October). Resveratrol for breast cancer prevention and therapy: Preclinical evidence and molecular mechanisms. In Seminars in cancer biology (Vol. 40, pp. 209-232). Academic Press. doi: 10.1016/j.semcancer.2015.11.001

Jiang, Z., Chen, K., Cheng, L., Yan, B., Qian, W., Cao, J., ... & Yang, W. (2017). Resveratrol and cancer treatment: Updates. Annals of the New York Academy of Sciences, 1403(1), 59-69. doi: 10.1111/nyas.13466.

Delucchi, F., Berni, R., Frati, C., Cavalli, S., Graiani, G., Sala, R., ... & Stilli, D. (2012). Resveratrol treatment reduces cardiac progenitor cell dysfunction and prevents morpho-functional ventricular remodeling in type-1 diabetic rats. PLoS One, 7(6), e39836. doi: 10.1371/journal.pone.0039836.

Bishayee, A., Barnes, K. F., Bhatia, D., Darvesh, A. S., & Carroll, R. T. (2010). Resveratrol suppresses oxidative stress and inflammatory response in diethylnitrosamine-initiated rat hepatocarcinogenesis. Cancer prevention research, 3(6), 753-763. doi: 10.1158/1940-6207.CAPR-09-0171.

Zhang, H., Li, C., Kwok, S. T., Zhang, Q. W., & Chan, S. W. (2013). A review of the pharmacological effects of the dried root of Polygonum cuspidatum (Hu Zhang) and its constituents. Evidence-Based Complementary and Alternative Medicine, 2013. doi: 10.1155/2013/208349.

Rauf, A., Imran, M., Suleria, H. A. R., Ahmad, B., Peters, D. G., & Mubarak, M. S. (2017). A comprehensive review of the health perspectives of resveratrol. Food & function, 8(12), 4284-4305. doi: 10.1039/c7fo01300k.

Zhang, F., Liu, J., & Shi, J. S. (2010). Anti-inflammatory activities of resveratrol in the brain: role of resveratrol in microglial activation. European journal of pharmacology, 636(1-3), 1-7. doi: 10.1016/j.ejphar.2010.03.043.

Rege, S. D., Geetha, T., Griffin, G. D., Broderick, T. L., & Babu, J. R. (2014). Neuroprotective effects of resveratrol in Alzheimer disease pathology. Frontiers in aging neuroscience, 6, 218. doi: 10.3389/fnagi.2014.00218.

Farzaei, M. H., Rahimi, R., Nikfar, S., & Abdollahi, M. (2018). Effect of resveratrol on cognitive and memory performance and mood: A meta-analysis of 225 patients. Pharmacological research, 128, 338-344. doi: 10.1016/j.phrs.2017.08.009.

Weber, K., Schulz, B., & Ruhnke, M. (2011). Resveratrol and its antifungal activity against Candida species. Mycoses, 54(1), 30-33. doi: 10.1111/j.1439-0507.2009.01763.x.

Houillé, B., Papon, N., Boudesocque, L., Bourdeaud, E., Besseau, S., Courdavault, V., ... & Lanoue, A. (2014). Antifungal activity of resveratrol derivatives against Candida species. Journal of natural products, 77(7), 1658-1662. doi: 10.1021/np5002576.

Collado-González, M., Guirao-Abad, J. P., Sánchez-Fresneda, R., Belchí-Navarro, S., & Argüelles, J. C. (2012). Resveratrol lacks antifungal activity against Candida albicans. World Journal of Microbiology and Biotechnology, 28(6), 2441-2446. doi: 10.1007/s11274-012-1042-1.

Paulo, L., Ferreira, S., Gallardo, E., Queiroz, J. A., & Domingues, F. (2010). Antimicrobial activity and effects of resveratrol on human pathogenic bacteria. World Journal of Microbiology and Biotechnology, 26(8), 1533-1538. DOI:10.1007/s11274-010-0325-7

Abba, Y., Hassim, H., Hamzah, H., & Noordin, M. M. (2015). Antiviral activity of resveratrol against human and animal viruses. Advances in virology, 2015. doi: 10.1155/2015/184241.

Ascenzi, M. G., & Roe, A. K. (2012). The osteon: the micromechanical unit of compact bone. Front Biosci, 17, 1551-81. doi: 10.2741/4003.

Burr, D. B., & Gallant, M. A. (2012). Bone remodelling in osteoarthritis. Nature Reviews Rheumatology, 8(11), 665-673. doi: 10.1038/nrrheum.2012.130.

Csiszar, A. (2011). Anti‐inflammatory effects of resveratrol: possible role in prevention of age‐related cardiovascular disease. Annals of the New York Academy of Sciences, 1215(1), 117-122. doi: 10.1111/j.1749-6632.2010.05848.x.

Mizutani, K., Ikeda, K., Kawai, Y., & Yamori, Y. (1998). Resveratrol stimulates the proliferation and differentiation of osteoblastic MC3T3-E1 cells. Biochemical and biophysical research communications, 253(3), 859-863. doi: 10.1006/bbrc.1998.9870.

Liu, Z. P., Li, W. X., Yu, B., Huang, J., Sun, J., Huo, J. S., & Liu, C. X. (2005). Effects of trans-resveratrol from Polygonum cuspidatum on bone loss using the ovariectomized rat model. Journal of medicinal food, 8(1), 14-19. doi: 10.1089/jmf.2005.8.14

Mobasheri, A., Henrotin, Y., Biesalski, H. K., & Shakibaei, M. (2012). Scientific evidence and rationale for the development of curcumin and resveratrol as nutraceutricals for joint health. International journal of molecular sciences, 13(4), 4202-4232. doi: 10.3390/ijms13044202.

Csaki, C., Keshishzadeh, N., Fischer, K., & Shakibaei, M. (2008). Regulation of inflammation signalling by resveratrol in human chondrocytes in vitro. Biochemical pharmacology, 75(3), 677-687. doi: 10.1016/j.bcp.2007.09.014.

Morris, B. J. (2013). Seven sirtuins for seven deadly diseases ofaging. Free Radical Biology and Medicine, 56, 133-171. doi: 10.1016/j.freeradbiomed.2012.10.525.

Dave, M., Attur, M., Palmer, G., Al‐Mussawir, H. E., Kennish, L., Patel, J., & Abramson, S. B. (2008). The antioxidant resveratrol protects against chondrocyte apoptosis via effects on mitochondrial polarization and ATP production. Arthritis & Rheumatism, 58(9), 2786-2797. doi: 10.1002/art.23799.

Sinha, K., Chaudhary, G., & Gupta, Y. K. (2002). Protective effect of resveratrol against oxidative stress in middle cerebral artery occlusion model of stroke in rats. Life sciences, 71(6), 655-665. doi: 10.1016/s0024-3205(02)01691-0.

Frojdo, S., Durand, C., & Pirola, L. (2008). Metabolic effects of resveratrol in mammals-a link between improved insulin action and aging. Current aging science, 1(3), 145-151. doi: 10.2174/1874609810801030145.

Szkudelska, K., & Szkudelski, T. (2010). Resveratrol, obesity and diabetes. European journal of pharmacology, 635(1-3), 1-8. doi: 10.1016/j.ejphar.2010.02.054.

Su, H. C., Hung, L. M., & Chen, J. K. (2006). Resveratrol, a red wine antioxidant, possesses an insulin-like effect in streptozotocin-induced diabetic rats. American Journal of Physiology-Endocrinology and Metabolism, 290(6), E1339-E1346. doi: 10.1152/ajpendo.00487.2005.

Palsamy, P., & Subramanian, S. (2008). Resveratrol, a natural phytoalexin, normalizes hyperglycemia in streptozotocin-nicotinamide induced experimental diabetic rats. Biomedicine & Pharmacotherapy, 62(9), 598-605. doi: 10.1016/j.biopha.2008.06.037.

Ahn, J., Lee, H., Kim, S., & Ha, T. (2007). Resveratrol inhibits TNF-α-induced changes of adipokines in 3T3-L1 adipocytes. Biochemical and biophysical research communications, 364(4), 972-977. doi: 10.1016/j.bbrc.2007.10.109.

Kang, L., Heng, W., Yuan, A., Baolin, L., & Fang, H. (2010). Resveratrol modulates adipokine expression and improves insulin sensitivity in adipocytes: Relative to inhibition of inflammatory responses. Biochimie, 92(7), 789-796. doi: 10.1016/j.biochi.2010.02.024.

Szkudelski, T. (2006). Resveratrol inhibits insulin secretion from rat pancreatic islets. European journal of pharmacology, 552(1-3), 176-181. doi: 10.1016/j.ejphar.2006.09.046

Szkudelski, T. (2007). Resveratrol-induced inhibition of insulin secretion from rat pancreatic islets: evidence for pivotal role of metabolic disturbances. American Journal of Physiology-Endocrinology and Metabolism, 293(4), E901-E907. doi: 10.1152/ajpendo.00564.2006

Luna, C., Li, G., Liton, P. B., Qiu, J., Epstein, D. L., Challa, P., & Gonzalez, P. (2009). Resveratrol prevents the expression of glaucoma markers induced by chronic oxidative stress in trabecular meshwork cells. Food and Chemical Toxicology, 47(1), 198-204. doi: 10.1016/j.fct.2008.10.029

Pirhan, D., Yüksel, N., Emre, E., Cengiz, A., & Kürşat Yıldız, D. (2016). Riluzole-and resveratrol-induced delay of retinal ganglion cell death in an experimental model of glaucoma. Current eye research, 41(1), 59-69. doi: 10.3109/02713683.2015.1004719

Kubota, S., Kurihara, T., Ebinuma, M., Kubota, M., Yuki, K., Sasaki, M., ... & Tsubota, K. (2010). Resveratrol prevents light-induced retinal degeneration via suppressing activator protein-1 activation. The American journal of pathology, 177(4), 1725-1731. doi: 10.2353/ajpath.2010.100098

Anekonda, T. S., & Adamus, G. (2008). Resveratrol prevents antibody-induced apoptotic death of retinal cells through upregulation of Sirt1 and Ku70. BMC Research Notes, 1(1), 1-8. doi: 10.1186/1756-0500-1-122

King, R. E., Kent, K. D., & Bomser, J. A. (2005). Resveratrol reduces oxidation and proliferation of human retinal pigment epithelial cells via extracellular signal-regulated kinase inhibition. Chemico-biological interactions, 151(2), 143-149. doi: 10.1016/j.cbi.2004.11.003

Hecquet, C., Lefevre, G., Valtink, M., Engelmann, K., & Mascarelli, F. (2002). Activation and role of MAP kinase-dependent pathways in retinal pigment epithelial cells: ERK and RPE cell proliferation. Investigative ophthalmology & visual science, 43(9), 3091-3098. doi: 10.1167/iovs.02-0519

Sheu, S. J., Liu, N. C., Ou, C. C., Bee, Y. S., Chen, S. C., Lin, H. C., & Chan, J. Y. (2013). Resveratrol stimulates mitochondrial bioenergetics to protect retinal pigment epithelial cells from oxidative damage. Investigative Ophthalmology & Visual Science, 54(9), 6426-6438. doi: 10.1167/iovs.13-12024.

Antonetti, D. A., Barber, A. J., Bronson, S. K., Freeman, W. M., Gardner, T. W., Jefferson, L. S., ... & JDRF Diabetic Retinopathy Center Group. (2006). Diabetic retinopathy: seeing beyond glucose-induced microvascular disease. Diabetes, 55(9), 2401-2411. doi: 10.2337/db05-1635.

Kim, Y. H., Kim, Y. S., Roh, G. S., Choi, W. S., & Cho, G. J. (2012). Resveratrol blocks diabetes‐induced early vascular lesions and vascular endothelial growth factor induction in mouse retinas. Acta Ophthalmologica, 90(1), e31-e37. doi: 10.1111/j.1755-3768.2011.02243

Li, C., Wang, L., Huang, K., & Zheng, L. (2012). Endoplasmic reticulum stress in retinal vascular degeneration: protective role of resveratrol. Investigative ophthalmology & visual science, 53(6), 3241-3249. doi: 10.1167/iovs.11-8406.

Carter, L. G., D'Orazio, J. A., & Pearson, K. J. (2014). Resveratrol and cancer: focus on in vivo evidence. Endocrine-related cancer, 21(3), R209-R225. doi: 10.1530/ERC-13-0171

Ko, J. H., Sethi, G., Um, J. Y., Shanmugam, M. K., Arfuso, F., Kumar, A. P., ... & Ahn, K. S. (2017). The role of resveratrol in cancer therapy. International journal of molecular sciences, 18(12), 2589. doi: 10.3390/ijms18122589

Sawda, C., Moussa, C., & Turner, R. S. (2017). Resveratrol for Alzheimer's disease. Annals of the New York Academy of Sciences, 1403(1), 142-149. doi: 10.1111/nyas.13431.

Anekonda, T. S. (2006). Resveratrol—a boon for treating Alzheimer's disease?. Brain research reviews, 52(2), 316-326. doi: 10.1016/j.brainresrev.2006.04.004.

Counet, C., Callemien, D., & Collin, S. (2006). Chocolate and cocoa: New sources of trans-resveratrol and trans-piceid. Food Chemistry, 98(4), 649-657. doi: 10.1016/j.foodchem.2005.06.030

Ragab, A. S., Van Fleet, J., Jankowski, B., Park, J. H., & Bobzin, S. C. (2006). Detection and quantitation of resveratrol in tomato fruit (Lycopersicon esculentum Mill.). Journal of agricultural and food chemistry, 54(19), 7175-7179. doi: 10.1021/jf0609633.

Lyons, M. M., Yu, C., Toma, R. B., Cho, S. Y., Reiboldt, W., Lee, J., & van Breemen, R. B. (2003). Resveratrol in raw and baked blueberries and bilberries. Journal of Agricultural and Food Chemistry, 51(20), 5867-5870. doi: 10.1021/jf034150f.

Chen, R. S., Wu, P. L., & Chiou, R. Y. Y. (2002). Peanut roots as a source of resveratrol. Journal of Agricultural and Food Chemistry, 50(6), 1665-1667. doi: 10.1021/jf011134e.

Sanders, T. H., McMichael, R. W., & Hendrix, K. W. (2000). Occurrence of resveratrol in edible peanuts. Journal of agricultural and food chemistry, 48(4), 1243-1246. doi: 10.1021/jf990737b

Burns, J., Yokota, T., Ashihara, H., Lean, M. E., & Crozier, A. (2002). Plant foods and herbal sources of resveratrol. Journal of agricultural and food chemistry, 50(11), 3337-3340. doi: 10.1021/jf0112973.

Guerrero, R. F., Garcia-Parrilla, M. C., Puertas, B., & Cantos-Villar, E. (2009). Wine, resveratrol and health: a review. Natural product communications, 4(5), 1934578X0900400503. doi: 10.1177/1934578X0900400503

Basly, J. P., Marre-Fournier, F., Le Bail, J. C., Habrioux, G., & Chulia, A. J. (2000). Estrogenic/antiestrogenic and scavenging properties of (E)-and (Z)-resveratrol. Life sciences, 66(9), 769-777. doi: 10.1016/s0024-3205(99)00650-5.

Pezzuto, J. M. (2019). Resveratrol: twenty years of growth, development and controversy. Biomolecules & Therapeutics, 27(1), 1. doi: 10.4062/biomolther.2018.176.

Berman, A. Y., Motechin, R. A., Wiesenfeld, M. Y., & Holz, M. K. (2017). The therapeutic potential of resveratrol: a review of clinical trials. NPJ precision oncology, 1(1), 1-9. doi: 10.1038/s41698-017-0038-6.

Crowell, J. A., Korytko, P. J., Morrissey, R. L., Booth, T. D., & Levine, B. S. (2004). Resveratrol-associated renal toxicity. Toxicological Sciences, 82(2), 614-619. doi: 10.1093/toxsci/kfh263.

Smoliga, J. M., Baur, J. A., & Hausenblas, H. A. (2011). Resveratrol and health–a comprehensive review of human clinical trials. Molecular nutrition & food research, 55(8), 1129-1141. doi: 10.1002/mnfr.201100143