Isolation of a Natural Antioxidant, Dehydrozingerone from Zingiber officinale and Synthesis of Its Analogues for Recognition of Effective Antioxidant and Antityrosinase Agents

Ping-Chung Kuo,Amooru G. Damu,Ching-Yuh Cherng,Jye-Fu Jeng,Che-Ming Teng,E-Jian Lee,Tian-Shung Wu 대한약학회 2005 Archives of Pharmacal Research Vol.28 No.5

In the present study, the antioxidative and inhibitory activity of Zingiber officinale Rosc. rhizomes- derived materials (on mushroom tyrosinase) were evaluated. The bioactive components of Z. officinale rhizomes were characterized by spectroscopic analysis as zingerone and dehydrozingerone, which exhibited potent antioxidant and tyrosinase inhibition activities. A series of substituted dehydrozingerones [(E)-4-phenyl-3-buten-2-ones] were prepared in admirable yields by the reaction of appropriate benzaldehydes with acetone and the products were evaluated in terms of variation in the dehydrozingerone structure. The synthetic analogues were examined for their antioxidant and antityrosinase activities to probe the most potent analogue. Compound 26 inhibited Fe2+-induced lipid peroxidation in rat brain homogenate with an IC50 = 6.3±0.4 µM. In the 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical quencher assay, compounds 2, 7, 17, 26, 28, and 29 showed radical scavenging activity equal to or higher than those of the standard antioxidants, like α-tocopherol and ascorbic acid. Compound 27 displayed superior inhibition of tyrosinase activity relative to other examined analogues. Compounds 2, 17, and 26 exhibited non-competitive inhibition against oxidation of 3,4- dihydroxyphenylalanine (L-DOPA). From the present study, it was observed that both number and position of hydroxyl groups on aromatic ring and a double bond between C-3 and C-4 played a critical role in exerting the antioxidant and antityrosinase activity.

Chemical Constituents from Lobelia chinensis and Their Anti-virus and Anti-inflammatory Bioactivities

Ping-Chung Kuo,Yann-Lii Leu,Tsong-Long Hwang,Ying-Ting Lin,Yuh-Chi Kuo 대한약학회 2011 Archives of Pharmacal Research Vol.34 No.5

In total, forty six compounds, including the novel compound lobechine (1), were characterized from the methanol extracts of Lobelia chinensis. The chemical structures of known metabolites were identified by comparing their spectroscopic and physical data with compounds reported in the literature. The structure of lobechine (1) was comprehensively established with the aid of 1D and 2D NMR spectroscopic analyses. In addition, selected isolates were screened for their inhibition of HSV-1 replication, superoxide anion generation, and elastase release. Among the tested compounds, scoparone (10) exhibited significant inhibition of superoxide anion generation with IC_50 of 6.14 ± 1.97 μM and lobechine (1) exhibited moderate inhibition of elastase release with IC_50 of 25.01 ± 6.95 μM, respectively.

Isolation of a Natural Antioxidant, Dehydrozingerone from Zingiber officinale and Synthesis of lts Analogues for Recognition of Effective Antioxidant and Antityrosinase Agents

Kuo, Ping-Chung,Damu, Amooru G.,Cherng, Ching-Yuh,Jeng, Jye-Fu,Teng, Che-Ming,Lee, E-Jian,Wu, Tian-Shung The Pharmaceutical Society of Korea 2005 Archives of Pharmacal Research Vol.28 No.5

In the present study, the antioxidative and inhibitory activity of Zingiber officinale Rosc. Rhizomes-derived materials (on mushroom tyrosinase) were evaluated. The bioactive co mponents of Z. officinale rhizomes were characterized by spectroscopic analysis as zingerone and dehydrozingerone, which exhibited potent antioxidant and tyrosinase inhibition activities. A series of substituted dehydrozingerones [(E)-4-phenyl-3-buten-2-ones] were prepared in admirable yields by the reaction of appropriate benzaldehydes with acetone and the products were evaluated in terms of variation in the dehydrozingerone structure. The synthetic analogues were examined for their antioxidant and antityrosinase activities to probe the most potent analogue. Compound 26 inhibited Fe$^{2+}$-induced lipid peroxidation in rat brain homogenate with an IC$_{50}$ = 6.3${\pm}$0.4 ${\mu}$M. In the 1,1-diphenyl- 2-picrylhydrazyl (DPPH) radical quencher assay, compounds 2, 7, 17, 26, 28, and 29 showed radical scavenging activity equal to or higher than those of the standard antioxidants, like ${\alpha}$-tocopherol and ascorbic acid. Compound 27 displayed superior inhibition of tyrosinase activity relative to other examined analogues. Compounds 2, 17, and 26 exhibited non-competitive inhibition against oxidation of 3,4- dihydroxyphenylalanine (L-DOPA). From the present study, it was observed that both number and position of hydroxyl groups on aromatic ring and a double bond between C-3 and C-4 played a critical role in exerting the antioxidant and antityrosinase activity.

Optimization of the Needle Punching Process for the Nonwoven Fabrics with Multiple Quality Characteristics by Grey-Based Taguchi Method

Kuo, Chung-Feng Jeffrey,Su, Te-Li,Tsai, Cheng-Ping The Korean Fiber Society 2007 Fibers and polymers Vol.8 No.6

This study is intended for finding out the optimal processing parameters for needle punching nonwoven fabrics in order to work out its maximal strength. Taguchi method together with grey relational analysis is employed to resolve the problem as regards multiple-quality optimization, and further discover the optimal combination of processing parameters for needle punching nonwoven fabrics. Firstly, orthogonal array $L_{18}(2^1{\times}3^7)$ is used to deal with the processing parameters that may exert influence over the manufacturing of needle punching nonwoven fabrics. Then grey relational analysis is applied to resolve the deficiency of Taguchi method that focus on single quality characteristic. Next, the response table of grey relational analysis is used to obtain the optimal combination of processing parameters for multiple quality characteristics. In the current experiment quality characteristic refers to the tensile strength and tear strength of the nonwoven fabrics. Additionally, signal-to-noise ratio (SN ratio) calculation and analysis of variance (ANOVA) can be adopted to explore the experimental results. Through ANOVA, the significant factors that exert comparatively significant influence over the quality characteristic of the needle punching nonwoven fabrics, that is, the control factors are determined so that the quality characteristic of the needle punching nonwoven fabrics can be effectively controlled. Finally, confirmation experiment is conducted within 95 % confidence interval to verify the experimental reliability and reproducibility.

Effects of 5HT1A Activation on Depression Profile Following 5-HT Depletion in Rats Lacking Social Attachment Since Weanling

Kuo-Jung Chang,Yu-Jung Chen,Jing-Yi Chung,Chen-Cheng Lin,Yia-Ping Liu 대한신경정신의학회 2018 PSYCHIATRY INVESTIGATION Vol.15 No.10

Objective: Post weanling isolation-reared (IR) rats are featured with depressive phenotype, yet its mechanism is not clearly defined particularly in terms of the involvement of central 5-HT1A receptors. The present study aims to examine the effects of 5HT1A activation on forced swim test (FST) in IR rats following 5-HT depletion. Methods: Social control (SOC) and IR rats received an intracerebraoventricular (ICV) injection of 5-HT depletion agent, 5,7-DHT. 14days after the surgery, rats were assessed their performance in FST with or without the challenge with a 5-HT1A agonist, 8-OH-DPAT. Rats were then sacrificed for analyzing their 5-HT tissue levels and the expressions of their 5-HA1A receptors in prefrontal cortex (PFC), hippocampus (HPX), and amygdala (AMY). Results: 5,7-DHT decreased the tissue concentration of 5-HT in both IR and SOC rats. IR rats were more immobile and less sensitive to the lesion-induced immobility, however this effect was reversed by acute challenge of 8-OH-DPAT. 5,7-DHT lesion increased the expression of PFC 5-HT1A receptors. Conclusion: The integrity of central 5-HT system is developmentally crucial for the 5-HT1A-relevant depression profile in rats of social isolation.

Analysis and Construction of a Quality Prediction System for Needle-Punched Non-woven Fabrics

Kuo Chung-Feng Jeffrey,Su Te-Li,Chiu Chin-Hsun,Tsai Cheng-Ping The Korean Fiber Society 2007 Fibers and polymers Vol.8 No.1

In this study, polyester and polypropylene staple fibers were selected as the raw material, and then processed through roller-carder, cross-lapper and needle-punching machine to produce needle-punched non-woven fabrics. First, the experiment was planned using the Taguchi method to select processing parameters that affect the quality of the needle-punched non-woven fabric to act as the control factors for this experiment. The quality characteristics were the longitudinal and transverse tensile strength of the non-woven fabric as well as longitudinal and transverse tear strength. The $L_{18}(2^1{\times}3^7)$ orthogonal array was selected for the experiment as it offered an improvement on the traditional method that wastes a lot of time, effort and cost. By using the analysis of variance(ANOVA) technique at the same time, the effect of significant factors on the production process of needle-punched non-woven fabrics could be determined. Finally, the processing parameters were set as the input parameters of a back-propagation neural network(BPNN). The BPNN consists of an input layer, a hidden layer and an output layer where the longitudinal/transverse tensile and tear strength of the non-woven fabric were set as the output parameters. This was used to construct a quality prediction system for needle-punched non-woven fabrics. The experimental results indicated that the prediction system implemented in this study provided accurate predictions.

Effects of 5HT1A Activation on Depression Profile Following 5-HT Depletion in Rats Lacking Social Attachment Since Weanling

Kuo-Jung Chang,Yu-Jung Chen,Jing-Yi Chung,Chen-Cheng Lin,Yia-Ping Liu 대한신경정신의학회 2018 PSYCHIATRY INVESTIGATION Vol.15 No.11

Objective Post weanling isolation-reared (IR) rats are featured with depressive phenotype, yet its mechanism is not clearly defined particularly in terms of the involvement of central 5-HT1A receptors. The present study aims to examine the effects of 5HT1A activation on forced swim test (FST) in IR rats following 5-HT depletion. Methods Social control (SOC) and IR rats received an intracerebraoventricular (ICV) injection of 5-HT depletion agent, 5,7-DHT. 14 days after the surgery, rats were assessed their performance in FST with or without the challenge with a 5-HT1A agonist, 8-OH-DPAT. Rats were then sacrificed for analyzing their 5-HT tissue levels and the expressions of their 5-HA1A receptors in prefrontal cortex (PFC), hippocampus (HPX), and amygdala (AMY). Results 5,7-DHT decreased the tissue concentration of 5-HT in both IR and SOC rats. IR rats were more immobile and less sensitive to the lesion-induced immobility, however this effect was reversed by acute challenge of 8-OH-DPAT. 5,7-DHT lesion increased the expression of PFC 5-HT1A receptors. Conclusion The integrity of central 5-HT system is developmentally crucial for the 5-HT1A-relevant depression profile in rats of social isolation.

Chemical Constituents of the Leaves of Glochidion obliquum and Their Bioactivity

Tran Dinh Thang,Ping-Chung Kuo,Chun-Shu Yu,Yuh-Chiang Shen,Le Thi Mai Hoa,Tran Van Thanh,Yao-Haur Kuo,Mei-Lin Yang,Tian-Shung Wu 대한약학회 2011 Archives of Pharmacal Research Vol.34 No.3

A new flavonoid glycoside, globlin A (1), and eleven known compounds were isolated from methanolic extracts of the leaves of Glochidion obliquum. The structure of this new compound was established with a combination of 2D NMR techniques (COSY, NOESY, HMQC and HMBC) and HR-ESI-MS analyses. Chemical structures of the other known compounds were identified by comparison of their spectroscopic and physical data with those reported in the literature. Some of the isolates were examined for their bioactivities. Among the tested compounds, rotundic acid (4) displayed significant cytotoxicity and anti-inflammatory activities.

Flexural behavior of reinforced lightweight concrete beams under reversed cyclic loading

Chien, Li-Kai,Kuo, Yi-Hao,Huang, Chung-Ho,Chen, How-Ji,Cheng, Ping-Hu Techno-Press 2014 Structural Engineering and Mechanics, An Int'l Jou Vol.52 No.3

This paper presents the results of an experimental investigation on the flexural behavior of doubly reinforced lightweight concrete (R.L.C.) beams tested under cyclic loading. A total of 20 beam specimens were tested. Test results are presented in terms of ductility index, the degradation of strength and stiffness, and energy dissipation. The flexural properties of R.L.C. beam were compared to those of normal concrete (R.C.) beams. Test results show that R.L.C. beam with low and medium concrete strength (20, 40MPa) performed displacement ductility similar to the R.C. beam. The ductility can be improved by enhancing the concrete strength or decreasing the tension reinforcement ratio. Using lightweight aggregate in concrete is advantageous to the dynamic stiffness of R.L.C. beam. Enhancement of concrete strength and increase of reinforcement ratio will lead to increase of the stiffness degradation of beam. The energy dissipation of R.L.C beam, similar to R.C. beam, increase with the increase of tension reinforcement ratio. The energy dissipation of unit load cycle for smaller tension reinforcement ratio is relatively less than that of beam with higher reinforcement ratio.

Constituents from Senecio scandens and Their Antioxidant Bioactivity

Yann-Lii Leu,Chih-Lung Lin,Ping-Chung Kuo 대한약학회 2011 Archives of Pharmacal Research Vol.34 No.3

Forty-one compounds including two new constituents, senecainin A (1) and 3-methoxyisonicotinic acid (2), were characterized from the methanol extracts of the whole plant of Senecio scandens. The structures of the new compounds were comprehensively established with the aid of 1D and 2D NMR spectroscopic and mass spectrometric analyses. The chemical structures of known compounds were identified by comparison of their spectroscopic and physical data with those reported in the literature. In addition, the antioxidant activity of some of the isolates was examined in the DPPH free radical scavenging assay. Among the tested compounds, (–)-monoepoxylignanolide, (–)-pinoresinol and (–)-epi-pinoresinol displayed significant antioxidant bioactivity.