Molecular beam laser spectroscopic studies of the photoactive properties of resveratrol

Takaoka, M. (1939). Resveratrol, a new phenolic compound, from veratrum grandiflorum. Journal of Chemistry Society. Japan., 60, 1090–1100.

Google Scholar 

Wang, Y., Catana, F., Yang, Y. N., Roderick, R., & van Breemen, R. B. (2002). An LC-MS method for analyzing total resveratrol in grape juice, cranberry juice, and in wine. Journal of Agricultural and Food Chemistry, 50, 431–435. https://doi.org/10.1021/jf010812u

Article  CAS  PubMed  Google Scholar 

Jang, M., Cai, L. N., Udeani, G. O., Slowing, K. V., Thomas, C. F., Beecher, C. W., Fong, H. H. S., Farnsworth, N. R., Kinghorn, A. D., Mehta, R. G., Moon, R. C., & Pezzuto, J. M. (1997). Cancer chemopreventive activity of resveratrol, a natural product derived from grapes. Science, 275, 218–220. https://doi.org/10.1126/science.275.5297.21

Article  CAS  PubMed  Google Scholar 

Cheng, C. K., Luo, J. Y., Lau, C. W., Chen, Z. Y., Tian, X. Y., & Huang, Y. (2020). Pharmacological basis and new insights of resveratrol action in the cardiovascular system. British Journal of Pharmacology, 177, 1258–1277. https://doi.org/10.1111/bph.14801

Article  CAS  PubMed  Google Scholar 

Surh, Y. J., Hurh, Y. J., Kang, J. Y., Lee, E., Kong, G., & Lee, S. J. (1999). Resveratrol, an antioxidant present in red wine, induces apoptosis in human promyelocytic leukemia (HL-60) cells. Cancer Letters, 140, 1–10. https://doi.org/10.1016/S0304-3835(99)00039-7

Article  CAS  PubMed  Google Scholar 

Asensi, M., Medina, I., Ortega, A., Carretero, J., Baño, M. C., Obrador, E., & Estrela, J. M. (2002). Inhibition of cancer growth by resveratrol is related to its low bioavailability. Free Radical Biology and Medicine, 33, 387–398. https://doi.org/10.1016/S0891-5849(02)00911-5

Article  CAS  PubMed  Google Scholar 

Soleas, G. J., Grass, L., Josephy, P. D., Goldberg, D. M., & Diamandis, E. P. (2002). A comparison of the anticarcinogenic properties of four red wine polyphenols. Clinical Biochem, 35, 119–124. https://doi.org/10.1016/S0009-9120(02)00275-8

Article  CAS  Google Scholar 

Singh, A. P., Singh, R., Verma, S. S., Rai, V., Kaschula, C. H., Maiti, P., & Gupta, S. C. (2019). Health benefits of resveratrol: evidence from clinical studies. Medicinal Research Reviews, 39, 1851–1891. https://doi.org/10.1002/med.21565

Article  CAS  PubMed  Google Scholar 

Gülçin, I. (2010). Antioxidant properties of resveratrol: A structure–activity insight. Innovative Food Science Emerging Technologies, 11, 210–218. https://doi.org/10.1016/j.ifset.2009.07.002

Article  CAS  Google Scholar 

Orallo, F. (2006). Comparative studies of the antioxidant effects of cis-and trans- resveratrol. Current Medicinal Chemistry, 13, 87–98.

Article  CAS  PubMed  Google Scholar 

Thompson, A. J., Hart-Cooper, W. M., Cunniffe, J., Johnson, K., & Orts, W. J. (2021). Safer sunscreens: Investigation of naturally derived UV absorbers for potential use in consumer products. ACS Sustainable Chemistry and Engineering, 9, 9085–9092. https://doi.org/10.1021/acssuschemeng.1c02504

Article  CAS  Google Scholar 

Aziz, M. H., Afaq, F., & Ahmad, N. (2005). Prevention of ultraviolet-B radiation damage by resveratrol in mouse skin is mediated via modulation in survivin. Photochemistry and Photobiology, 81, 25–31. https://doi.org/10.1111/j.1751-1097.2005.tb01518.x

Article  CAS  PubMed  Google Scholar 

Freitas, J. V., Lopes, N. P., & Gaspar, L. R. (2015). Photostability evaluation of five UV-filters, trans-resveratrol and beta-carotene in sunscreens. European Journal of Pharmaceutical Sciences, 78, 79–89. https://doi.org/10.1016/j.ejps.2015.07.004

Article  CAS  PubMed  Google Scholar 

Rodríguez-Cabo, T., Rodríguez, I., Ramil, M., & Cela, R. (2015). Comprehensive evaluation of the photo-transformation routes of trans-resveratrol. Journal of Chromatography A, 1410, 129–139. https://doi.org/10.1016/j.chroma.2015.07.088

Article  CAS  PubMed  Google Scholar 

Wenzel, E., & Somoza, V. (2005). Metabolism and bioavailability of trans-resveratrol. Molecular Nutrition Food Research, 49, 472–481. https://doi.org/10.1002/mnfr.200500010

Article  CAS  PubMed  Google Scholar 

Patel, K. R., Scott, E., Brown, V. A., Gescher, A. J., Steward, W. P., & Brown, K. (2011). Clinical trials of resveratrol. Annals of the New York Academy of Sciences, 1215, 161–169. https://doi.org/10.1111/j.1749-6632.2010.05853.x

Article  CAS  PubMed  Google Scholar 

Walle, T. (2011). Bioavailability of resveratrol. Annals of the New York Academy of Sciences, 1215, 9–15. https://doi.org/10.1111/j.1749-6632.2010.05842.x

Article  CAS  PubMed  Google Scholar 

Callahan, M. P., Gengeliczki, Z., & de Vries, M. S. (2008). Resonant two-photon ionization mass spectrometry of jet-cooled phenolic acids and polyphenols. Analytical Chemistry, 80, 2199–2203. https://doi.org/10.1021/ac7022469

Article  CAS  PubMed  Google Scholar 

Simkovitch, R., & Huppert, D. (2015). Excited-state proton transfer in resveratrol and proposed mechanism for plant resistance to fungal infection. The Journal of Physical Chemistry B, 119, 11684–11694. https://doi.org/10.1021/acs.jpcb.5b06440

Article  CAS  PubMed  Google Scholar 

Džeba, I., Pedzinski, T., Mihaljevi´c, B., (2015). Photophysical and photochemical properties of resveratrol. Journal of Photochemistry and Photobiology A: Chemistry, 299, 118-124. https://doi.org/10.1016/j.jphotochem.2014.11.019

Shi, Y. N., Zhao, X. Y., Wang, C., Wang, Y., Zhang, S., Li, P., Feng, X., Jin, B., Yuan, M. H., Cui, S., Sun, Y., Zhang, B., Sun, S., Jin, X., Wang, H., & Zhao, G. (2020). Ultrafast nonadiabatic photoisomerization dynamics mechanism for the UV photoprotection of stilbenoids in grape skin. Chemistry An Asian Journal. https://doi.org/10.1002/asia.202000219

Article  PubMed  Google Scholar 

Irimia, D., Dobrikov, D., Kortekaas, R., Voet, H., van den Ende, D. A., Groen, W. A., & Janssen, M. H. (2009). A short pulse (7 μs FWHM) and high repetition rate (dc-5kHz) cantilever piezovalve for pulsed atomic and molecular beams. Review of Scientific Instruments, 80(11). https://doi.org/10.1063/1.3263912

Article  PubMed  Google Scholar 

Suhina, T., Weber, B., Carpentier, C. E., Lorincz, K., Schall, P., Bonn, D., & Brouwer, A. M. (2015). Fluorescence microscopy visualization of contacts between objects. Angewandte Chemie International Edition, 127, 3759–3762. https://doi.org/10.1002/anie.201410240

Article  CAS  Google Scholar 

Chai, J. D., & Head-Gordon, M. (2008). Long-range corrected hybrid density functionals with damped atom-atom dispersion corrections. Physical Chemistry Chemical Physics, 10, 6615–6620. https://doi.org/10.1039/B810189B

Article  CAS  PubMed  Google Scholar 

M. J. Frisch et al. Gaussian16. Revision C. 01. Gaussian Inc., Wallingford, CT, USA, 2016.

Syage, J. A., Felker, P. M., & Zewail, A. H. (1984). Picosecond dynamics and photoisomerization of stilbene in supersonic beams. I. Spectra and mode assignments. The Journal of Chemical Physics, 81, 4685–4705. https://doi.org/10.1063/1.447519

Article  CAS  Google Scholar 

Renge, I. (2000). Mechanisms of solvent shifts, pressure shifts, and inhomogeneous broadening of the optical spectra of dyes in liquids and low-temperature glasses. The Journal of Physical Chemistry A, 104, 7452–7463. https://doi.org/10.1021/jp000176n

Article  CAS  Google Scholar 

Chiang, W. Y., & Laane, J. (1994). Fluorescence spectra and torsional potential functions for trans-stilbene in its S0 and S1(, *) electronic states. The Journal of Chemical Physics, 100, 8755–8767. https://doi.org/10.1021/j100031a006

Article  CAS  Google Scholar 

Orlandi, G., Garavelli, M., & Zerbetto, F. (2017). Analysis of the vibronic structure of the trans-stilbene fluorescence and excitation spectra: The S0 and S1 PES along the Ce=Ce and Ce-Cph torsions. Physical Chemistry Chemical Physics, 19, 25095–25104. https://doi.org/10.1039/C7CP01594A

Article  CAS  PubMed  Google Scholar 

Sur, A., Johnson, P.M., (1986). Radiationless transitions in gas phase phenol and the effects of hydrogen bonding. The Journal of Chemical Physics, 84, 1206–1209 (1986). https://doi.org/10.1063/1.450512

Lipert, R.J., Bermudez, G., Colson, S.D. (1988). Pathways of S1 decay in phenol, indoles, and water complexes of phenol and indole in a free jet expansion The Journal of Physical Chemistry, 92, 3801–3805. https://doi.org/10.1021/j100324a024

Lipert, R. J., & Colson, S. D. (1990). Time-resolved pump-probe photoionization study of excited-state dynamics of phenol-(H20)2 and Phenol-(H20)3. The Journal of Physical Chemistry, 94, 2358–2361. https://doi.org/10.1021/j100369a031

Article  CAS  Google Scholar 

Fan, J., Roeterdink, W., Buma, W. J. (2021). Excited-state dynamics of isolated and (micro) solvated methyl sinapate: The bright and shady sides of a natural sunscreen. Molecular Physics, 119, e1825850. https://doi.org/10.1080/00268976.2020.1825850

Yang, I., Kim, E., Kang, J., Han, H., Sul, S., Park, S. B., & Kim, S. K. (2012). Photochemical generation of a new, highly fluorescent compound from non-fluorescent resveratrol. Chemical Communications, 48, 3839–3841. https://doi.org/10.1039/C2CC30940H

Article  CAS  PubMed  Google Scholar 

Vink, M. J. A., Schermer, J. J., Martens, J., Buma, W. J., Berden, G., & Oomens, J. (2023). Characterization of solar radiation-induced degradation products of the plant sunscreen sinapoyl malate. ACS Agricultural Science & Technology, 3, 171–180. https://doi.org/10.1021/acsagscitech.2c00279

Article  CAS  Google Scholar 

Comments (0)

No login
gif