Synthesis, antifungal activity of caffeic acid derivative esters, and their synergism with fluconazole and nystatin against Candida spp.

The electrode potentials of (E)-3-(4,5-dihydroxy-2-(phenylsulphonyl) phenyl) acrylic acid (DPA), as a new caffeic acid derivative, in aqueous solution have been calculated. DPA has two geometric structures, cis and trans. Since the cis structure of caffeic is unstable, it cannot be found in nature, but in this research, its electrode potential have been calculated theoretically. The calculations have been performed using ab initio molecular orbital calculations (HF), and density functional theory (DFT) with the inclusion of entropic and thermochemical corrections to yield free energies of redox reactions. The electrode potential was also obtained experimentally by means of an electrochemical technique (cyclic voltammetry) and it was 335 mV for trans structure. The theoretical and experimental values for the electrode potential of the studied molecule are in excellent agreement. Geometric parameters and vibrational frequencies values of DPA and (2E)-3-(3,4-dioxo-6-(phenylsulfonyl) cyclohexa-1,5-dienyl)acrylic acid (DPDA is the oxidized form of DPA), were computed using same methods. The calculated IR spectrum of DPA used for the assignment of IR frequencies was observed in the experimental FT-IR spectrum. Correlations between theoretical and experimental vibrational frequencies of DPA molecule were 0.996. The agreement mutually verifies the accuracy of the experimental method and the validity of the applied mathematical model.

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A mitochondria-targeted caffeic acid derivative reverts cellular and mitochondrial defects in human skin fibroblasts from male sporadic Parkinson's disease patients

Redox Biology ◽

10.1016/j.redox.2021.102037 ◽

2021 ◽

pp. 102037

Author(s):

Cláudia M. Deus ◽

Susana P. Pereira ◽

Teresa Cunha-Oliveira ◽

José Teixeira ◽

Rui F. Simões ◽

...

Keyword(s):

Parkinson’S Disease ◽

Parkinson's Disease ◽

Caffeic Acid ◽

Human Skin ◽

Acid Derivative ◽

Skin Fibroblasts ◽

Human Skin Fibroblasts ◽

Mitochondrial Defects ◽

Sporadic Parkinson’S Disease ◽

Caffeic Acid Derivative

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A Novel Caffeic Acid Derivative and Other Constituents of Populus Bud Excretion and Propolis (Bee-Glue)

Zeitschrift für Naturforschung C ◽

10.1515/znc-1987-9-1004 ◽

1987 ◽

Vol 42 (9-10) ◽

pp. 1030-1034 ◽

Cited By ~ 29

Author(s):

Eckhard Wollenweber ◽

Yoshinori Asakawa ◽

Detlef Schillo ◽

Ulrich Lehmann ◽

Heidrun Weigel

Keyword(s):

Natural Product ◽

Caffeic Acid ◽

Acid Derivative ◽

Sonoran Desert ◽

Populus Nigra ◽

Flavonoid Aglycones ◽

Desert Shrub ◽

Leaf Exudate ◽

Caffeic Acid Derivative

Abstract The bud exudates of Populus nigra, P. trichocarpa, and P. grandidentata × tremuloides were analyzed for the presence of phenolics and flavonoids. A novel natural product, caffeic acid y.y-dimethylallyl ester, was identified from P. nigra, along with further phenolics such as ρ-hydroxy-acetophenone, dimethyl caffeic acid, cinnamoyl cinnamata and vanillin. The flavonoid aglycones correspond to those reported earlier. Propolis samples from the Sonoran Desert were shown to exhibit the flavonoid pattern that is typical for poplar bud exudates, thus confirming this material as the major source for bee-glue. Only a single flavonoid might originate from the leaf exudate of a desert shrub.

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Two new secondary metabolites from the fruits of mangrove Avicennia marina

Zeitschrift für Naturforschung B ◽

10.1515/znb-2014-0111 ◽

2015 ◽

Vol 70 (9) ◽

pp. 691-694 ◽

Cited By ~ 5

Author(s):

Dong-Mei Yan ◽

Cheng-Hai Gao ◽

Xiang-Xi Yi ◽

Wen-Pei Xie ◽

Ming-Ben Xu ◽

...

Keyword(s):

Antioxidant Activity ◽

Secondary Metabolites ◽

Caffeic Acid ◽

Acid Derivative ◽

Spectroscopic Analysis ◽

Avicennia Marina ◽

Chemical Investigation ◽

Activity Assay ◽

Cellular Antioxidant Activity ◽

Caffeic Acid Derivative

AbstractFurther chemical investigation of the fruit of the mangrove Avicennia marina led to the isolation of a new caffeic acid derivative, maricaffeolylide A (1), and a new megastigmane derivative, maricyclohexene A (2). The structures of the isolates were elucidated on the basis of extensive spectroscopic analysis. The antioxidant activity of 1 and 2 was also evaluated using a cellular antioxidant activity assay, and catechol 1 showed antioxidant activity with an EC50 value of 24 ± 0.3 μm.

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