Synthesis and complexation properties of two new curcuminoid molecules bearing a diphenylmethane linkage

Sundaryono, Agus; Nourmamode, Aziz; Gardrat, Christian; Fritsch, A.; Castellan, Alain

doi:10.1016/s0022-2860(03)00050-4

Cited by 17 publications

(13 citation statements)

References 28 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…A number of research groups have previously used UV-Vis spectroscopy to study complex formation [10][11][12]. Their spectrophotometric data were fitted with commercial fitting programs, such as SQUAD and LETAGROP-SPEFO, to generate the K values.…”

Section: R Waranyoupalin Et Almentioning

confidence: 99%

“…The clean region around 590 nm (Figs. 2 and 6) indicates that the system is free of phenolate species upon addition of Hg(II) ion [12].…”

Section: Curcumin-hg(ii) Systemmentioning

confidence: 99%

“…Other metal ions that have been reported are Fe(II), Fe(III), and Cu(II). For Fe(II) and Fe(III), using potentiometric method and spectrophotometric method combined with SQUAD software, all of the proposed complexes were of the 1:1 type while for Cu(II), using spectrophotometric method and the LETAGROP-SPEFO software, both 1:1 and 1:2 were possible [10][11][12].…”

Section: Calculations Of the Complex Formation Constant Of The Curcummentioning

confidence: 99%

See 2 more Smart Citations

Studies on complex formation between curcumin and Hg(II) ion by spectrophotometric method: A new approach to overcome peak overlap

Waranyoupalin

Wongnawa

et al. 2009

Open Chemistry

View full text Add to dashboard Cite

Abstract:Complex formation between curcumin and Hg(II) ion MeOH/H 2 O (1: 1 v/v) was investigated and monitored by the spectrophotometric method. The absorption peak of unreacted curcumin which was close and overlapped with that of the complex, was removed by calculation using Microsoft Excel, thereby, allowing determination of the stoichiometry of the complex by the mole-ratio and the Job's continuous variation methods. Both methods indicated that a 1:1 complex of curcumin and Hg(II) was formed in solution. The formation constant of the 1:1 Hg(II) complex was obtained from two methods, the equilibrium concentration calculation and the linear plot of Benesi-Hildebrand equation, as log K = 4.44 ± 0.16 and 4.83 ± 0.02, respectively. The structure is proposed as a tetrahedral complex of Hg(II) with one curcumin and two chloride ions as ligands.© Versita Warsaw and Springer-Verlag Berlin Heidelberg.

show abstract

Section: R Waranyoupalin Et Almentioning

confidence: 99%

“…The clean region around 590 nm (Figs. 2 and 6) indicates that the system is free of phenolate species upon addition of Hg(II) ion [12].…”

Section: Curcumin-hg(ii) Systemmentioning

confidence: 99%

Section: Calculations Of the Complex Formation Constant Of The Curcummentioning

confidence: 99%

See 1 more Smart Citation

Studies on complex formation between curcumin and Hg(II) ion by spectrophotometric method: A new approach to overcome peak overlap

Waranyoupalin

Wongnawa

et al. 2009

Open Chemistry

View full text Add to dashboard Cite

show abstract

“…The curcuminoids were irradiated in very dilute solution (concentration ≈3-5 × 10 Ϫ5 mol l Ϫ1 ) to avoid intermolecular reactions. DMF was already used as solvent in a precedent study on complexation of transition metals by curcuminoids 23 since it is a good solvent for complexes. Also, the photochemical stability of curcuminoid copper() complexes has been evaluated in this solvent for evaluation in the protection of lignocellulosic materials.…”

Section: Comparative Photodegradationsmentioning

confidence: 99%

“…19 According to the authors, the β-diketone moiety in curcuminoids is involved both in scavenging hydroxyl radicals and redox reactions. 19 In our continuous effort of studying the photochemistry of phenolic compounds related to natural derivatives [20][21][22] and our recent interest in the curcumin structure to design supramolecular entities, 23 we were interested in the photochemical degradation of compound 2 (Scheme 2), which is the simplest representative of non-phenolic curcuminoids. Its photodegradation in dilute solution, monitored by UV-visible absorption spectroscopy, was compared with those of curcumin 1 and dimethylcurcumin 3 in order to approach the role of the phenolic group in their photoreactivity.…”

Section: Introductionmentioning

confidence: 99%

Studies on the photochemistry of 1,7-diphenyl-1,6-heptadiene-3,5-dione, a non-phenolic curcuminoid model

Sundaryono

Nourmamode

Gardrat

et al. 2003

Photochem Photobiol Sci

Self Cite

View full text Add to dashboard Cite

The comparative photostability of curcumin 1, and two non-phenolic curcuminoids: 1,7-diphenyl-1,6-heptadiene-3,5-dione 2 (unsubstituted curcumin) and dimethylcurcumin 3 in non-degassed dilute solutions (approximately 3-5 x 10(-5) mol l(-1)) has been established by UV-visible absorption spectroscopy; disappearance quantum yields were measured. The similar behavior of the three studied curcuminoids is indicative of only a moderate role of phenol groups in the photodegradation process. Structural analysis of the photodegradation products of compound 2 in more concentrated solution (approximately 3.6 x 10(-3) mol l(-1)) shows formation of benzaldehyde, cinnamaldehyde, 2'-hydroxy-5',6'-benzochalcone 4, flavanone 5 and some other unidentified photoproducts. Flavanone 5 is formed by irradiation of chalcone 4. It represents a unique example of photochemical conversion of a diarylheptanoid molecule into a flavonoid, another very important class of natural products.

show abstract

Attempt to protect wood using copper(II) complex with 1,7-diphenyl-1,6-heptadiene-3,5-dione, a non-phenolic curcuminoid

Sundaryono

Nourmamode

Gardrat

et al. 2003

Holz als Roh- und Werkstoff

View full text Add to dashboard Cite

Synthesis and complexation properties of two new curcuminoid molecules bearing a diphenylmethane linkage

Cited by 17 publications

References 28 publications

Studies on complex formation between curcumin and Hg(II) ion by spectrophotometric method: A new approach to overcome peak overlap

Studies on complex formation between curcumin and Hg(II) ion by spectrophotometric method: A new approach to overcome peak overlap

Studies on the photochemistry of 1,7-diphenyl-1,6-heptadiene-3,5-dione, a non-phenolic curcuminoid model

Attempt to protect wood using copper(II) complex with 1,7-diphenyl-1,6-heptadiene-3,5-dione, a non-phenolic curcuminoid

Contact Info

Product

Resources

About