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Journal articles on the topic 'Dehydrozingerone'

Author: Grafiati

Published: 9 March 2023

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1

Yamawaki, Chika, Yoshihiro Yamaguchi, Akira Ogita, Toshio Tanaka, and Ken-ichi Fujita. "Dehydrozingerone Exhibits Synergistic Antifungal Activities in Combination with Dodecanol against Budding Yeast via the Restriction of Multidrug Resistance." Planta Medica International Open 5, no. 02 (April 2018): e61-e67. http://dx.doi.org/10.1055/a-0757-7991.

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AbstractDrug resistance in fungal infections has been a more frequent occurrence with the increasing number of immunocompromised patients. In efforts to overcome the problem of fungal drug resistance, we focused on the phenolic compound dehydrozingerone, which is isolated from Zingiber officinale. The effectiveness of this compound on the model yeast Saccharomyces cerevisiae has not been reported. In our study, dehydrozingerone showed a weak antifungal activity against the yeast, but demonstrated a synergistic effect in combination with dodecanol, which typically only restricts cell growth transiently. Efflux of rhodamine 6G through the multidrug efflux pumps was significantly restricted by dehydrozingerone. The transcription level of PDR5, encoding a primary multidrug efflux pump in S. cerevisiae, was enhanced with dodecanol treatment, whereas the level was reduced by dehydrozingerone. These results suggest that dehydrozingerone may be effective for potentiating antifungal activity of other drugs that are expelled from fungi by multidrug transporters like Pdr5p.

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2

Lukovic, Jovan, Marina Mitrovic, Ivanka Zelen, Petar Čanovic, Milan Zaric, and Ivana Nikolic. "Antitumor Effect of the Chalcone Analogue, (E) -1-(4-Ethoxy-3-Methoxyphenyl) -5- Methylhex-1-En-3-One on HeLa Cell Line." Serbian Journal of Experimental and Clinical Research 20, no. 3 (September 1, 2019): 215–21. http://dx.doi.org/10.2478/sjecr-2018-0048.

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Abstract Chalcones represent precursor compounds for flavonoids biosynthesis in plants. Chalcones, 1,3-diaryl-2-propen-1-ones, have unique chemical structure with conjugated double bonds and delocalized π-electron system on both aromatic rings. Various studies have shown that chemical structure of chalcone is responsible for their antitumor effect. In our study, we have examined the antitumor effect of chalcone analogue (E) -1- (4-ethoxy-3-methoxyphenyl) -5-methylhex-1-en-3-one (CH) on HeLa cells. The antitumor efficiency of different CH concentrations was compared to the antitumor effects of dehydrozingerone and cisplatin. The viability of the cells was evaluated using MTT assay; type of the cell death was evaluated by Annexin V-FITC/7-AAD staining using FACS analysis; morphology changes of treated cells were visualized and compared to untreated cells using phase contrast microscopy. The result of our research showed that CH have a stronger antitumor compared to the effect both of dehydrozingerone and cisplatin. Our results indicated that chalcone analogue induced cell death via activation of apoptosis more powerfully compared to the apoptosis induced with dehydrozingerone and cisplatin.

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3

Motohashi, N., C. Yamagami, and Y. Saito. "Antimutagenic effects of dehydrozingerone-related compounds." Mutation Research/Environmental Mutagenesis and Related Subjects 359, no. 3 (April 1996): 224–25. http://dx.doi.org/10.1016/s0165-1161(96)90342-8.

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4

Chistyakova, P. A., A. V. Chistyakov, and M. V. Tsodikov. "Heterogeneous Catalytic Synthesis of Zingerone and Dehydrozingerone." Petroleum Chemistry 60, no. 9 (September 2020): 1080–86. http://dx.doi.org/10.1134/s0965544120090066.

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5

Muskinja, Jovana, Zoran Ratkovic, Branislav Rankovic, and Marijana Kosanic. "Synthesis of O-alkyl derivatives of dehydrozingerone analogues." Kragujevac Journal of Science, no. 38 (2016): 97–106. http://dx.doi.org/10.5937/kgjsci1638097m.

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6

Kubra, I. Rahath, Pushpa S. Murthy, and L. Jagan Mohan Rao. "In vitroAntifungal Activity of Dehydrozingerone and its Fungitoxic Properties." Journal of Food Science 78, no. 1 (December 20, 2012): M64—M69. http://dx.doi.org/10.1111/j.1750-3841.2012.03009.x.

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7

Wu, Bin-Nan, Chia-Rong Yang, Jwu-Maw Yang, and Ing-Jun Chen. "A new β-adrenoceptor blocking agent derived from dehydrozingerone." General Pharmacology: The Vascular System 25, no. 4 (July 1994): 651–59. http://dx.doi.org/10.1016/0306-3623(94)90242-9.

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8

Priyadarsini, K. Indira, T. P. A. Devasagayam, M. N. A. Rao, and S. N. Guha. "Properties of phenoxyl radical of dehydrozingerone, a probable antioxidant." Radiation Physics and Chemistry 54, no. 6 (June 1999): 551–58. http://dx.doi.org/10.1016/s0969-806x(98)00298-9.

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9

Burmudžija, Adrijana Z., Jovana M. Muškinja, Marijana M. Kosanić, Branislav R. Ranković, Slađana B. Novaković, Snežana B. Đorđević, Tatjana P. Stanojković, Dejan D. Baskić, and Zoran R. Ratković. "Cytotoxic and Antimicrobial Activity of Dehydrozingerone based Cyclopropyl Derivatives." Chemistry & Biodiversity 14, no. 8 (July 1, 2017): e1700077. http://dx.doi.org/10.1002/cbdv.201700077.

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10

Rajakumar, D. V., and M. N. A. Rao. "Antioxidant properties of dehydrozingerone and curcumin in rat brain homogenates." Molecular and Cellular Biochemistry 140, no. 1 (1994): 73–79. http://dx.doi.org/10.1007/bf00928368.

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11

Liu, Yizhen, Julia Dolence, Jun Ren, MNA Rao, and Nair Sreejayan. "Inhibitory Effect of Dehydrozingerone on Vascular Smooth Muscle Cell Function." Journal of Cardiovascular Pharmacology 52, no. 5 (November 2008): 422–29. http://dx.doi.org/10.1097/fjc.0b013e31818aed93.

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12

Tatsuzaki, Jin, Kenneth F. Bastow, Kyoko Nakagawa-Goto, Seiko Nakamura, Hideji Itokawa, and Kuo-Hsiung Lee. "Dehydrozingerone, Chalcone, and Isoeugenol Analogues as in Vitro Anticancer Agents#." Journal of Natural Products 69, no. 10 (October 2006): 1445–49. http://dx.doi.org/10.1021/np060252z.

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13

Lee, Eun Soo, Jeong Suk Kang, Hong Min Kim, Su Jin Kim, Nami Kim, Jung Ok Lee, Hyeon Soo Kim, Eun Young Lee, and Choon Hee Chung. "Dehydrozingerone inhibits renal lipotoxicity in high‐fat diet–induced obese mice." Journal of Cellular and Molecular Medicine 25, no. 18 (August 12, 2021): 8725–33. http://dx.doi.org/10.1111/jcmm.16828.

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14

Tatsuzaki, Jin, Kyoko Nakagawa-Goto, Harukuni Tokuda, and Kuo-Hsiung Lee. "Cancer preventive agents 10. Prenylated dehydrozingerone analogs as potent chemopreventive agents." Journal of Asian Natural Products Research 12, no. 3 (March 1, 2010): 227–32. http://dx.doi.org/10.1080/10286021003591617.

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15

Hampannavar, Girish A., Rajshekhar Karpoormath, Mahesh B. Palkar, and Mahamadhanif S. Shaikh. "An appraisal on recent medicinal perspective of curcumin degradant: Dehydrozingerone (DZG)." Bioorganic & Medicinal Chemistry 24, no. 4 (February 2016): 501–20. http://dx.doi.org/10.1016/j.bmc.2015.12.049.

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16

Mansouri, Hadjer, and Sidi Mohamed Mekelleche. "A Computational Study of the Reactions between Dehydrozingerone Derivatives and the Hydroperoxyl Radical in Aqueous and Lipid Media." Journal of Computational Biophysics and Chemistry 20, no. 08 (November 24, 2021): 829–39. http://dx.doi.org/10.1142/s2737416521500514.

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Dehydrozingerone (the half-analogue of curcumin) is a natural product that is isolated from ginger rhizomes. Recent studies have shown that this compound displays several physiological activities including antioxidant properties, and it can scavenge oxygen-free radicals like hydroxyl, peroxyl and superoxide radicals. In this work, the thermodynamic and kinetic aspects of the antiradical activity of the natural dehydrozingerone DHZ0 (R=H) and the designed derivatives DHZ1 (R=CHO), DHZ2 (R=OMe) and DHZ3 (R=NMe2) towards the hydroperoxyl radical (HOO•) were investigated at the M06-2X/6-311[Formula: see text]G([Formula: see text],[Formula: see text]) level of theory. The calculations have been performed in gas phase, pentyl ethanoate and water solvents using the implicit SMD solvation model. Four potential mechanisms have been investigated, namely, hydrogen atom transfer (HAT), single-electron transfer followed by proton transfer (SET-PT), sequential proton loss electron transfer (SPLET) and radical adduct formation (RAF). The obtained results show that the SET-PT and RAF mechanisms are endergonic processes and are thermodynamically disfavored, whereas the exergonic HAT process is predicted as the most thermodynamically favored mechanism in all media. The SPLET mechanism was excluded due the minor proportions of the anion species at physiological pH. Kinetic calculations show that DHZ3 reacts with HOO• 1860, 1250 and 215 times faster than DHZ0 in gas phase, pentyl ethanoate, and water, respectively. Based on thermodynamic and kinetic calculations, the designed compound DHZ3 is predicted as a good candidate for hydroperoxyl scavenging in both polar and nonpolar media. Drug likeness evaluation of the studied DHZ derivatives shows that the pharmacokinetic parameters satisfy all the Lipinski and Veber rules.

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17

Martinez, Débora M., Angelita Barcellos, Angela M. Casaril, Lucielli Savegnago, and Eder J. Lernardão. "Antidepressant-like activity of dehydrozingerone: Involvement of the serotonergic and noradrenergic systems." Pharmacology Biochemistry and Behavior 127 (December 2014): 111–17. http://dx.doi.org/10.1016/j.pbb.2014.10.010.

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18

Hampannavar, Girish A., Rajshekhar Karpoormath, Mahesh B. Palkar, Mahamadhanif S. Shaikh, and Balakumar Chandrasekaran. "Dehydrozingerone Inspired Styryl Hydrazine Thiazole Hybrids as Promising Class of Antimycobacterial Agents." ACS Medicinal Chemistry Letters 7, no. 7 (May 19, 2016): 686–91. http://dx.doi.org/10.1021/acsmedchemlett.6b00088.

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19

Hayun, Hayun, Arif Arrahman, Euis Maras Purwati, Arry Yanuar, Fransisca Fortunata, Freddyhan Suhargo, Discka Winda Syafiqah, Carissa Ignacia, and Agnes Rebecca Novalia. "Synthesis, Anti-inflammatory, and Antioxidant Activity of Mannich Bases of Dehydrozingerone Derivatives." Journal of Young Pharmacists 10, no. 2s (July 13, 2018): S6—S10. http://dx.doi.org/10.5530/jyp.2018.2s.2.

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20

Musialik, Malgorzata, and G. Litwinienko. "DSC study of linolenic acid autoxidation inhibited by BHT, dehydrozingerone and olivetol." Journal of Thermal Analysis and Calorimetry 88, no. 3 (June 2007): 781–85. http://dx.doi.org/10.1007/s10973-006-8507-0.

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21

Tatsuzaki, Jin, Masahiko Taniguchi, Kenneth F. Bastow, Kyoko Nakagawa-Goto, Susan L. Morris-Natschke, Hideji Itokawa, Kimiye Baba, and Kuo-Hsiung Lee. "Anti-tumor agents 255: Novel glycyrrhetinic acid–dehydrozingerone conjugates as cytotoxic agents." Bioorganic & Medicinal Chemistry 15, no. 18 (September 2007): 6193–99. http://dx.doi.org/10.1016/j.bmc.2007.06.027.

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22

Ryu, Eun Kyoung, Yearn Seong Choe, Kyung-Han Lee, Yong Choi, and Byung-Tae Kim. "Curcumin and Dehydrozingerone Derivatives: Synthesis, Radiolabeling, and Evaluation for β-Amyloid Plaque Imaging†." Journal of Medicinal Chemistry 49, no. 20 (October 2006): 6111–19. http://dx.doi.org/10.1021/jm0607193.

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23

Aleti, Rajeshwar Reddy, Girish A. Hampannavar, Rajshekhar V. Karpoormath, Mahamadhanif B. Shaikh, and Balakumar Chandrasekaran. "DEHYDROZINGERONE INSPIRED STYRYL HYDRAZINE THIAZOLE HYBRIDS AS PROMISING CLASS OF ANTI-MYCOBACTERIAL AGENTS." Proceedings for Annual Meeting of The Japanese Pharmacological Society WCP2018 (2018): PO3–9–4. http://dx.doi.org/10.1254/jpssuppl.wcp2018.0_po3-9-4.

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24

Song, Xiangmin, Xinyue Zhu, Ting Li, Cai Liang, Meng Zhang, Yu Shao, Jun Tao, and Ranfeng Sun. "Dehydrozingerone Inspired Discovery of Potential Broad-Spectrum Fungicidal Agents as Ergosterol Biosynthesis Inhibitors." Journal of Agricultural and Food Chemistry 67, no. 41 (September 18, 2019): 11354–63. http://dx.doi.org/10.1021/acs.jafc.9b04231.

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25

Kubra, Ismail Rahath, Bheemanakere Kempaiah Bettadaiah, Pushpa Srinivas Murthy, and Lingamallu Jagan Mohan Rao. "Structure-function activity of dehydrozingerone and its derivatives as antioxidant and antimicrobial compounds." Journal of Food Science and Technology 51, no. 2 (August 17, 2011): 245–55. http://dx.doi.org/10.1007/s13197-011-0488-8.

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26

Burmudzija, Adrijana, Jovana Muskinja, and Zoran Ratkovic. "Dehydrozingerone analogues: Reaction of O-alkyl derivatives of vanillin and methyl cyclopropyl ketone." Kragujevac Journal of Science, no. 39 (2017): 123–30. http://dx.doi.org/10.5937/kgjsci1739123b.

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27

Rajakumar, D. V., and M. N. A. Rao. "Dehydrozingerone and isoeugenol as inhibitors of lipid peroxidation and as free radical scavengers." Biochemical Pharmacology 46, no. 11 (December 1993): 2067–72. http://dx.doi.org/10.1016/0006-2952(93)90649-h.

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28

Jahanshiri, Zahra, and Sepideh Nejatbakhsh. "The Effects of Dehydrozingerone on Growth, Biofilm Formation, and Ergosterol Biosynthesis of Candida albicans." Journal of Medical Microbiology and Infectious Diseases 9, no. 2 (June 1, 2021): 76–81. http://dx.doi.org/10.52547/jommid.9.2.76.

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29

Pedotti, Sonia, Angela Patti, Sonia Dedola, Antonio Barberis, Davide Fabbri, Maria Antonietta Dettori, Pier Andrea Serra, and Giovanna Delogu. "Synthesis of new ferrocenyl dehydrozingerone derivatives and their effects on viability of PC12 cells." Polyhedron 117 (October 2016): 80–89. http://dx.doi.org/10.1016/j.poly.2016.05.039.

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30

Motohashi, N. "Antimutagenic effects of dehydrozingerone and its analogs on UV-induced mutagenesis in Escherichia coli." Mutation Research/Fundamental and Molecular Mechanisms of Mutagenesis 377, no. 1 (June 9, 1997): 17–25. http://dx.doi.org/10.1016/s0027-5107(97)00054-7.

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31

Kumar, N., P. Vasanth Raj, A. Tiwari, A. Chaudhary, C. Mallikarjuna Rao, N. Gopalan Kutty, and N. Udupa. "Hepatoprotective Action of Dehydrozingerone in Carbon Tetrachloride and Thioacetamide-induced Hepatotoxicity in Wistar Rats." Journal of Clinical and Experimental Hepatology 1, no. 1 (March 2011): 40–41. http://dx.doi.org/10.1016/s0973-6883(11)60085-6.

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32

Chibber, Pankaj, Chetan Kumar, Amarinder Singh, Syed Assim Haq, Irfan Ahmed, Anil Kumar, Surjeet Singh, Ram Vishwakarma, and Gurdarshan Singh. "Anti-inflammatory and analgesic potential of OA-DHZ; a novel semisynthetic derivative of dehydrozingerone." International Immunopharmacology 83 (June 2020): 106469. http://dx.doi.org/10.1016/j.intimp.2020.106469.

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33

Obregón-Mendoza, Marco, María Estévez-Carmona, Simón Hernández-Ortega, Manuel Soriano-García, María Ramírez-Apan, Laura Orea, Hugo Pilotzi, Dino Gnecco, Julia Cassani, and Raúl Enríquez. "Retro-Curcuminoids as Mimics of Dehydrozingerone and Curcumin: Synthesis, NMR, X-ray, and Cytotoxic Activity." Molecules 22, no. 1 (December 29, 2016): 33. http://dx.doi.org/10.3390/molecules22010033.

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34

Liu, Chunhong, Yetian Li, Chaoling Wen, Zheng Yan, Opeyemi Joshua Olatunji, and Zongsheng Yin. "Dehydrozingerone Alleviates Hyperalgesia, Oxidative Stress and Inflammatory Factors in Complete Freund’s Adjuvant-Induced Arthritic Rats." Drug Design, Development and Therapy Volume 16 (September 2022): 3015–22. http://dx.doi.org/10.2147/dddt.s374827.

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35

Ratković, Zoran, Jovana Muškinja, Adrijana Burmudžija, Branislav Ranković, Marijana Kosanić, Goran A. Bogdanović, Bojana Simović Marković, et al. "Dehydrozingerone based 1-acetyl-5-aryl-4,5-dihydro-1H-pyrazoles: Synthesis, characterization and anticancer activity." Journal of Molecular Structure 1109 (April 2016): 82–88. http://dx.doi.org/10.1016/j.molstruc.2015.12.079.

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36

Mapoung, Sariya, Shugo Suzuki, Satoshi Fuji, Aya Naiki-Ito, Hiroyuki Kato, Supachai Yodkeeree, Natee Sakorn, Chitchamai Ovatlarnporn, Satoru Takahashi, and Pornngarm Limtrakul (Dejkriengkraikul). "Dehydrozingerone, a Curcumin Analog, as a Potential Anti-Prostate Cancer Inhibitor In Vitro and In Vivo." Molecules 25, no. 12 (June 12, 2020): 2737. http://dx.doi.org/10.3390/molecules25122737.

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Curcumin (Cur) exhibits biological activities that support its candidacy for cancer treatment. However, there are limitations to its pharmacological effects, such as poor solubility and bioavailability. Notably, the use of Cur analogs has potential for addressing these limitations. Dehydrozingerone (DZG) is a representative of the half-chemical structure of Cur, and many reports have indicated that it is anticancer in vitro. We, therefore, have hypothesized that DZG could inhibit prostate cancer progression both in vitro and in vivo. Results revealed that DZG decreased cell proliferation of rat castration-resistant prostate cancer, PLS10 cells, via induction of the cell cycle arrest in the G1 phase in vitro. In the PLS10 xenograft model, DZG significantly decreased the growth of subcutaneous tumors when compared to the control via the inhibition of cell proliferation and angiogenesis. To prove that DZG could improve the limitations of Cur, an in vivo pharmacokinetic was determined. DZG was detected in the serum at higher concentrations and remained up to 3 h after intraperitoneal injections, which was longer than Cur. DZG also showed superior in vivo tissue distribution than Cur. The results suggest that DZG could be a candidate of the Cur analog that can potentially exert anticancer capabilities in vivo and thereby improve its bioavailability.

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37

Rao, Mallikarjuna C., Arun T. Sudheendra, Pawan G. Nayak, Piya Paul, Gopalan N. Kutty, and Rekha R. Shenoy. "Effect of Dehydrozingerone, a half analog of curcumin on dexamethasone-delayed wound healing in albino rats." Molecular and Cellular Biochemistry 355, no. 1-2 (May 13, 2011): 249–56. http://dx.doi.org/10.1007/s11010-011-0861-y.

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38

Parihar, Vipan Kumar, Jatin Dhawan, Suryakant Kumar, S. N. Manjula, G. Subramanian, M. K. Unnikrishnan, and C. Mallikarjuna Rao. "Free radical scavenging and radioprotective activity of dehydrozingerone against whole body gamma irradiation in Swiss albino mice." Chemico-Biological Interactions 170, no. 1 (October 2007): 49–58. http://dx.doi.org/10.1016/j.cbi.2007.07.006.

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39

Hasna, Vina Luthfiana, Erlangga Muhamad Prayuda, Rika Valensia, Aditya Putra Tama, Khamairah Azzahrawaani Hermawan, and Lina Nurfadhila. "Potensi Beberapa Senyawa Turunan dan Tumbuhan sebagai Antidepresan dengan metode skrining Komputasi : Literature Review." Journal of Pharmaceutical and Sciences 6, no. 1 (January 9, 2023): 100–108. http://dx.doi.org/10.36490/journal-jps.com.v6i1.29.

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Depresi merupakan salah satu penyakit mental yang serius yang biasa ditandai oleh persaan sedih atau cemas. Data melaporkan bahwa sejumlah 800,000 kasus bunuh diri merupakan dampak dari depresi. Sementara di Indonesia, individu dengan penyakit depresi ada pada kisaran 6 % dari total populasi. Temuan lain oleh Badan pusat statistik (2014) bahwa setidaknya ada sekitar 3,4 juta remaja usia 10-19 mengalami gangguan mental di tahun 2013. Tujuan artikel review ini untuk memberikan informasi kepada pembaca terkait senyawa yang berpotensi sebagai antidepresan. Metode yang digunakan dalam review literatur ini adalah dengan melakukan pencarian sumber acuan berupa jurnal ilmiah atau artikel ilmiah, baik skala nasional mapun internasional, yang berhubungan dengan uji in silico senyawa antidepresan. Terdapat beberapa senyawa yang dapat dijadikan sebagai antidepresan. Reseptor yang paling umum digunakan dalam pengujian aktivitas antidepresi yaitu 5-HT1A (5-hydroxytryptophan) dan MAOA (Monoamine Oxidase A). Senyawa yang berpotensi sebagai antidepresan di antaranya, safrole dari biji pala, Senyawa Aktif Curcuma longa, derivatif kurkumin, ekstrak Angelica archagelica, Gingerol serta shogaol dalam Konstituen Zingiber officinale, Senyawa Dehydrozingerone dari ekstrak Zingiber officinale, eikosanal dan fitol asetat dari tanaman Elatostem papillosum, L-17, 1MeTIQ, dan Aegeline pada ekstrak buah Aegle marmelos,

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40

Kim, Su Jin, Hong Min Kim, Eun Soo Lee, Nami Kim, Jung Ok Lee, Hye Jeong Lee, Na Yeon Park, et al. "Dehydrozingerone exerts beneficial metabolic effects in high‐fat diet‐induced obese mice via AMPK activation in skeletal muscle." Journal of Cellular and Molecular Medicine 19, no. 3 (January 12, 2015): 620–29. http://dx.doi.org/10.1111/jcmm.12455.

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41

Kumar, Chetan, Reyaz Ur Rasool, Zainab Iqra, Yedukondalu Nalli, Prabhu Dutt, Naresh K. Satti, Neha Sharma, Sumit G. Gandhi, Anindya Goswami, and Asif Ali. "Alkyne–azide cycloaddition analogues of dehydrozingerone as potential anti-prostate cancer inhibitors via the PI3K/Akt/NF-kB pathway." MedChemComm 8, no. 11 (2017): 2115–24. http://dx.doi.org/10.1039/c7md00267j.

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Alkyne–azide cycloaddition derivatives of DHZ (1) were synthesized and screened for cytotoxic potential in which the derivatives, 3, 6, 7, 8, 9 and 15 displayed most potent with IC₅₀ value ranging from 1.8–3.0 μM.

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42

Sharma, Nidhi, Taslim B. Shaikh, Abhisheik Eedara, Madhusudhana Kuncha, Ramakrishna Sistla, and Sai Balaji Andugulapati. "Dehydrozingerone ameliorates thioacetamide-induced liver fibrosis via inhibition of hepatic stellate cells activation through modulation of the MAPK pathway." European Journal of Pharmacology 937 (December 2022): 175366. http://dx.doi.org/10.1016/j.ejphar.2022.175366.

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43

Profumo, Elisabetta, Brigitta Buttari, Daniela D’Arcangelo, Lavinia Tinaburri, Maria Antonietta Dettori, Davide Fabbri, Giovanna Delogu, and Rachele Riganò. "The Nutraceutical Dehydrozingerone and Its Dimer Counteract Inflammation- and Oxidative Stress-Induced Dysfunction ofIn VitroCultured Human Endothelial Cells: A Novel Perspective for the Prevention and Therapy of Atherosclerosis." Oxidative Medicine and Cellular Longevity 2016 (2016): 1–12. http://dx.doi.org/10.1155/2016/1246485.

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Atherosclerosis is characterized by endothelial dysfunction, mainly induced by inflammation and oxidative stress. Increased reactive oxygen species (ROS) production together with increased adhesion molecules and thrombogenic tissue factor (TF) expression on endothelial cells has a key role in proatherogenic mechanisms. Therefore downmodulation of these molecules could be useful for reducing the severity of inflammation and atherosclerosis progression. Dehydrozingerone (DHZ) is a nutraceutical compound with anti-inflammatory and antioxidant activities. In this study we evaluated the ability of DHZ and its symmetric dimer to modulate hydrogen peroxide- (H2O2-) induced ROS production in human umbilical vein endothelial cells (HUVEC). We also evaluated intercellular adhesion molecule- (ICAM-) 1, vascular cell adhesion molecule- (VCAM-) 1, and TF expression in HUVEC activated by tumor necrosis factor- (TNF-)α. HUVEC pretreatment with DHZ and DHZ dimer reduced H2O2-induced ROS production and inhibited adhesion molecule expression and secretion. Of note, only DHZ dimer was able to reduce TF expression. DHZ effects were in part mediated by the inhibition of the nuclear factor- (NF-)κB activation. Overall, our findings demonstrate that the DHZ dimer exerts a potent anti-inflammatory, antioxidant, and antithrombotic activity on endothelial cells and suggest potential usefulness of this compound to contrast the pathogenic mechanisms involved in atherosclerosis progression.

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Motohashi, Noriko, Chisako Yamagami, Harukuni Tokuda, Takao Konoshima, Yoko Okuda, Masato Okuda, Teruo Mukainaka, Hoyoku Nishino, and Yutaka Saito. "Inhibitory effects of dehydrozingerone and related compounds on 12-O-tetradecanoylphorbol-13-acetate induced Epstein–Barr virus early antigen activation." Cancer Letters 134, no. 1 (December 1998): 37–42. http://dx.doi.org/10.1016/s0304-3835(98)00239-0.

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Tirunavalli, Satya Krishna, Karthik Gourishetti, Rama Satya Sri Kotipalli, Madusudhana Kuncha, Muralidharan Kathirvel, Rajwinder Kaur, Mahesh Kumar Jerald, Ramakrishna Sistla, and Sai Balaji Andugulapati. "Dehydrozingerone ameliorates Lipopolysaccharide induced acute respiratory distress syndrome by inhibiting cytokine storm, oxidative stress via modulating the MAPK/NF-κB pathway." Phytomedicine 92 (November 2021): 153729. http://dx.doi.org/10.1016/j.phymed.2021.153729.

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Muleta, Fekadu, and Tegene Desalegn. "Synthesis, In Silico, and Biological Applications of Novel Heteroleptic Copper (II) Complex of Natural Product-Based Semicarbazone Ligands." Journal of Chemistry 2022 (September 27, 2022): 1–17. http://dx.doi.org/10.1155/2022/1497117.

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Abstract:

Recently, heteroleptic coordination between essential metallic elements with semicarbazone-based derivatives attracts more consideration for the varied ranges of bioactivities. Semicarbazone-based moiety holding azomethine (C=N) group become flexible ligands, forming stable complexes. Through a stirring and reflux technique, a novel heteroleptic complex of copper (II) was synthesized by reacting two semicarbazone-based derivative ligands, ortho-phthalaldehyde disemicarbazone (L1) and dehydrozingerone semicarbazone (L2), with copper chloride salt in 1 : 1 : 1 molar ratio. Magnetic moment measurement, elemental analyzer, thermogravimetric (TGA) analysis, and several spectroscopic techniques were applied to describe the prepared compounds. The disc diffusion and DPPH methods were actually used to investigate the antibacterial and antiradical potentials, respectively. The obtained data indicates the ligand (L1) has good mean inhibition zones on Staphylococcus aureus (12.42 ± 0.00 mm) and S. pyogenes (11.64 ± 0.12 mm) bacteria. The heteroleptic [Cu(L1) (L2)] complex displayed higher antibacterial actions (13.67 ± 0.52 mm) on Streptococcus pyogenes bacteria. The [Cu(L1) (L2)] complex also shows better antiradical potential (63.7%). Furthermore, the docking result of prepared compounds on S. aureus gyrase confirms the ligands (L1 and L2) and the complex potential molecules possess the smallest binding potential of −8.0 to −8.4 kcal/mol. A higher value was achieved by [Cu(L1) (L2)] complex (−8.4 kcal/mol). Thus, this study indicates an insight towards combining semicarbazone form derivatives of natural source origin with a synthetic compound as ligands through metal coordination could enhance bioactivity.

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Kuo, Ping-Chung, Ching-Yuh Cherng, Jye-Fu Jeng, Amooru G. Damu, Che-Ming Teng, E.-Jian Lee, and Tian-Shung Wu. "Isolation of a Natural Antioxidant, Dehydrozingerone from Zingiber officinale and Synthesis of Its Analogues for Recognition of Effective Antioxidant and Antityrosinase Agents." Archives of Pharmacal Research 28, no. 5 (May 2005): 518–28. http://dx.doi.org/10.1007/bf02977752.

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Kancheva, Vessela, Adriana Slavova-Kazakova, Davide Fabbri, Maria Antonietta Dettori, Giovanna Delogu, Michał Janiak, and Ryszard Amarowicz. "Protective effects of equimolar mixtures of monomer and dimer of dehydrozingerone with α-tocopherol and/or ascorbyl palmitate during bulk lipid autoxidation." Food Chemistry 157 (August 2014): 263–74. http://dx.doi.org/10.1016/j.foodchem.2014.02.036.

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Slavova-Kazakova, Adriana K., Silvia E. Angelova, Timur L. Veprintsev, Petko Denev, Davide Fabbri, Maria Antonietta Dettori, Maria Kratchanova, et al. "Antioxidant potential of curcumin-related compounds studied by chemiluminescence kinetics, chain-breaking efficiencies, scavenging activity (ORAC) and DFT calculations." Beilstein Journal of Organic Chemistry 11 (August 11, 2015): 1398–411. http://dx.doi.org/10.3762/bjoc.11.151.

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Abstract:

This study compares the ability to scavenge different peroxyl radicals and to act as chain-breaking antioxidants of monomers related to curcumin (1): dehydrozingerone (2), zingerone (3), (2Z,5E)-ethyl 2-hydroxy-6-(4-hydroxy-3-methoxyphenyl)-4-oxohexa-2,5-dienoate (4), ferulic acid (5) and their corresponding C 2-symmetric dimers 6–9. Four models were applied: model 1 – chemiluminescence (CL) of a hydrocarbon substrate used for determination of the rate constants (k A) of the reactions of the antioxidants with peroxyl radicals; model 2 – lipid autoxidation (lipidAO) used for assessing the chain-breaking antioxidant efficiency and reactivity; model 3 – oxygen radical absorbance capacity (ORAC), which yields the activity against peroxyl radicals generated by an azoinitiator; model 4 – density functional theory (DFT) calculations at UB3LYP/6-31+G(d,p) level, applied to explain the structure–activity relationship. Dimers showed 2–2.5-fold higher values of k A than their monomers. Model 2 gives information about the effects of the side chains and revealed much higher antioxidant activity for monomers and dimers with α,β-unsaturated side chains. Curcumin and 6 in fact are dimers of the same monomer 2. We conclude that the type of linkage between the two “halves” by which the molecule is made up does not exert influence on the antioxidant efficiency and reactivity of these two dimers. The dimers and the monomers demonstrated higher activity than Trolox (10) in aqueous medium (model 3). A comparison of the studied compounds with DL-α-tocopherol (11), Trolox and curcumin is made. All dimers are characterized through lower bond dissociation enthalpies (BDEs) than their monomers (model 4), which qualitatively supports the experimental results.

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Bhanawase, Shivaji, and Ganapati Yadav. "Hydrotalcite as Active and Selective Catalyst for Synthesis of Dehydrozingerone from Vanillin and Acetone: Effect of Catalyst Composition and Calcination Temperature on Activity and Selectivity." Current Catalysis 6, no. 2 (May 2, 2017): 105–14. http://dx.doi.org/10.2174/2211544705666161123122411.

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