Theoretical and experimental exploration of the photochemistry of resveratrol: beyond the simple double bond isomerization.

نویسندگان

  • Roi Álvarez Rodríguez
  • Inmaculada R Lahoz
  • Olalla Nieto Faza
  • María Magdalena Cid
  • Carlos Silva Lopez
چکیده

The photochemical isomerization of resveratrol has been the subject of recent studies in which contradictory results were reported. The photoproduct mixture of this reaction needs to be considered more complex than the coexistence of cis and trans isomers. An unidentified third product, at least, has been detected in various studies although its nature was unknown. In this work, we aim to provide a thorough description of the photochemical course of this reaction through experimental and computational approaches working in a synergetic association.

برای دانلود رایگان متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Raman Study of the Photochemistry of Maleic Acid Adsorbed on the Surface of Colloidal Silver

The surface-enhanced Raman scattering (SERS) spectra of maleic (cis; 2-butaneoic acid) and fumaric (trans; 2-butaneoic acid) acids adsorbed on aqueous silver sol particles are reported. These two acids form two groups of isomers which differ only in the relative positions of the two carboxylate groups. The photochemistry of maleic and fumaric acids adsorbed on the surface of silver colloids...

متن کامل

Isomerization around a C=N double bond and a C=C double bond with a nitrogen atom attached: thermal and photochemical routes.

The Longuet-Higgins phase change theorem is used to show that, in certain photochemical reactions, a single product is formed via a conical intersection. The cis-trans isomerization around the double bond in the formaldiminium cation and vinylamine are shown to be possible examples. This situation is expected to hold when the reactant can be converted to the product via two distinct elementary ...

متن کامل

Photoreduction of bacteriorhodopsin Schiff base at low humidity. A study with C13=C14 nonisomerizable artificial pigments.

The retinal protonated Schiff base of bacteriorhodopsin is photoreactive to reducing agents such as NaBH4. In the present work we have studied the effect of different protein hydration levels on the photoreductive reaction, as well as the consequences of preventing isomerization around the critical C13=C14 retinal double bond. It was revealed that the rate of light-induced NaBH4 reaction can be...

متن کامل

Topological Relationship Between One-Dimensional Box Model and Randić Indices in Linear Simple Conjugated Polyenes

The alternative double bonds and conjugation in the polyene compounds are one of the main properties in these compounds. Each carbon-carbon bonds in a polyene compound along the chain has appreciable double-bond character. The p-electrons are therefore not localized but are relatively free to move throughout the entire carbon skeleton as an one-dimensional box. The skeleton be considered as a r...

متن کامل

On the involvement of single-bond rotation in the primary photochemistry of photoactive yellow protein.

Prior experimental observations, as well as theoretical considerations, have led to the proposal that C(4)-C(7) single-bond rotation may play an important role in the primary photochemistry of photoactive yellow protein (PYP). We therefore synthesized an analog of this protein's 4-hydroxy-cinnamic acid chromophore, (5-hydroxy indan-(1E)-ylidene)acetic acid, in which rotation across the C(4)-C(7...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

عنوان ژورنال:
  • Organic & biomolecular chemistry

دوره 10 46  شماره 

صفحات  -

تاریخ انتشار 2012