• Archives of Pharmacal Research
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• 제14권4호
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• pp.342-345
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• 1991

Synthesis of series of 3-benzalphthalidyl-amino acids and their corresponding methyl esters, dipeptides and tripeptide methyl esters 2a-7c is decribed. All 3-benzalphthalidynamino acids 2a-g were found to possess a remarkable antimicrobial properties against a number of microorganisms and fungi.

• Biotechnology and Bioprocess Engineering:BBE
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• 제7권6호
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• pp.340-346
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• 2002

The purpose of the present study was to examine the efficacy and mechanism of the PAB (para-amino benzamidine) affinity column chromatography, Viresolve NFP virus filtration, pasteurization (60$\^{C}$ heat treatment for 10 h), and lyophilization steps employed in the manufacture of urokinase from human urine as regards the removal and/or inactivation of the hepatitis A virus (HAV). Samples from the relevant stages of the production process were spiked with HAV and subjected to scale-down processes mimicking the manufacture of urokinase Samples were collected at each step, immediately titrated using a 50% tissue culture infectious dose (TCID$\_$50/), and the virus reduction factors evaluated. PAB chromatography was found to be an effective step for removing HAV with a log reduction factor of 3.24. HAV infectivity was rarely detected in the urokinase fraction, while most of the HAV infectivity was recovered in the unbound and wash fractions. HAV was completely removed during the Viresolve NFP filtration with a log reduction factor of $\geq$ 4.60. Pasteurization was also found to be an effective step in inactivating HAV where the titers were reduced from an initial titer of 7.18 log$\_$10/ TCID$\_$50/ to undetectable levels within 10 h of treatment. The log reduction factor achieved during pasteurization was $\geq$ 4.76. Lyophilization revealed the lowest efficacy for inactivating HAV with a log reduction factor of 1.48. The cumulative log reduction factor was $\geq$ 14.08. Accordingly, these results indicate that the production process for urokinase exhibited a sufficient HAV reducing capacity to achieve a high margin of virus safety.

• Biomolecules & Therapeutics
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• 제23권5호
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• pp.465-470
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• 2015

Chrysin is a 5,7-dihydroxyflavone and was recently shown to potently inhibit enterovirus 71 (EV71) by suppressing viral 3C protease ($3C^{pro}$ activity. In the current study, we investigated whether chrysin also shows antiviral activity against coxsackievirus B3 (CVB3), which belongs to the same genus (Enterovirus) as EV71, and assessed its ability to prevent the resulting acute pancreatitis and myocarditis. We found that chrysin showed antiviral activity against CVB3 at $10{\mu}M$, but exhibited mild cellular cytotoxicity at $50{\mu}M$, prompting us to synthesize derivatives of chrysin to increase the antiviral activity and reduce its cytotoxicity. Among four 4-substituted benzyl derivatives derived from C(5) benzyl-protected derivatives 7, 9-11 had significant antiviral activity and showed the most potent activity against CVB3 with low cytotoxicity in Vero cells. Intraperitoneal injection of CVB3 in BALB/c mice with $1{\times}10^6TCID_{50}$ (50% tissue culture infective dose) of CVB3 induced acute pancreatitis with ablation of acinar cells and increased serum CXCL1 levels, whereas the daily administration of 9 for 5 days significantly alleviated the pancreatic inflammation and reduced the elevation in serum CXCL1 levels. Collectively, we assessed the anti-CVB3 activities of chrysin and its derivatives, and found that among 4-substituted benzyl derivatives, 9 exhibited the highest activity against CVB3 in vivo, and protected mice from CVB3-induced pancreatic damage, simultaneously lowering serum CXCL1 levels.

• 한국산학기술학회논문지
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• 제9권6호
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• pp.1787-1794
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• 2008

Coenzyme $Q_{10}$과 그 유도체 coenzyme $Q_n$ 6종을 합성하고, 이들 유도체에 대하여 상피세포(LLC-PK1 cell)를 이용한 항산화 효과와 NIH/3T3 세포를 이용한 세포독성 실험을 실시하였다. 그 결과, 합성한 coenzyme $Q_n$ 유도체들이 coenzyme $Q_{10}$에 비해 우수한 항산화 효과를 나타내었으며, 그 중 coenzyme $Q_3$-C가 모든 농도에서 $107.7{\sim}135.9%$로 가장 우수한 효과를 나타내었다. 또한, 모든 coenzyme $Q_n$ 유도체들이 Coenzyme $Q_{10}$과 유사한 세포독성을 나타내었다. Coenzyme $Q_n$의 n수에 따른 항산화 효과 및 세포독성 실험에서 isoprene unit의 수가 적은 유도체들에서 우수한 효과를 나타내었다.

• 공업화학
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• 제30권4호
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• pp.509-511
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• 2019

정밀화학 및 의약품, 화장품에 사용되는 hydrazine 유도체는 diazonium salt로부터 환원반응을 통해 합성할 수 있다. $SnCl_2$를 이용한 환원방법은 반응 전환이 용이하나 반응 후 최종 제품에 중금속 잔류문제가 민감한 경우 사용에 제한을 받는다. 중금속이 없는 라말린(Ramalin)을 제조하기 위해 $NaHSO_3$를 이용한 환원방법을 개발하였으며, 이때 보호된 (2-hydoxyphenyl)diazonium 유도체의 diazonium 그룹을 hydrazine 그룹으로 전환하기 위한 환원반응에서, 하이드록시 그룹의 보호기 크기에 따른 입체장애 영향을 확인하였고, 보호기의 크기는 $C_1{\sim}C_5$ 직쇄형 보호기가 바람직하였다. 라말린 제조를 위한 경제성과 공업적 생산을 고려하여 다양한 보호기를 검토한 결과, 비교적 안정한 조건에서 탈보호할 수 있는 알릴 그룹을 사용할 경우 2-(allyloxy)aniline으로부터 (2-allyloxyphenyl)hydrazine를 수율 85%, 순도 99.7%로 가장 좋은 결과를 얻을 수 있었다.

• Asian-Australasian Journal of Animal Sciences
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• 제5권3호
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• pp.465-468
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• 1992

Urinary purine derivatives and creatinine excretion was measured in a total of 4 white Alpine sheep. They were given diets 718 to 1060 g/kg dry matter (DM) of roughage. The crude protein content of this diets was on average $93.87{\pm}5.57g$ in kg DM. Purine derivatives-N excretion increased linearly with incremental DM intake and was significantly correlated (n = 16) with amounts of digestible organic matter (DOM) intake: allantoin-N (mg) = 1.205 (${\pm}0.070$) $\times$ DOM (g) - 136.709 (${\pm}37.399$), r = 0.9770, RSD = 22.97; uricacid-N (mg) = 0.131 (${\pm}0.041$) $\times$ DOM (g) + 11.380 (${\pm}21.881$), r = 0.6306, RSD = 13.44; Hypoxanthine-N (mg) = 0.049 (${\pm}0.014$) $\times$ DOM (g) - 28.640 (${\pm}7.708$), r = 0.6544, RSD = 4.73; total purine derivatives-N (mg) = 1.385 (${\pm}0.083$) $\times$ DOM (g) - 90.261 (${\pm}44.552$), r = 0.9706, RSD = 27.47. Microbial protein synthesis per kg DOM was estimated of 113 g. The urinary creatinine-N excretion was on average 9.10 mg/kg live weight (LW) with a standard error of 0.12 mg creatinine-N per kg LW. The excretion of creatinine excreton was not related to feed intake. Daily creatinine excretion (mg/d) was calculated from individual LW measurements and the average creatinine excretion (mg/kg LW). It was possible to predict the daily urinary purine derivatives excretion (r = 0.9720 for allantoin, r = 0.9886 for total purine derivatives) from the ratio of purine derivatives (mg/100 ml) and creatinine (mg/100 ml) in the urine and the daily creatinine excretion.

• Archives of Pharmacal Research
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• 제28권2호
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• pp.216-219
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• 2005

Wogonin (5,7-dihydroxy-8-methoxyflavone) has been reported to exhibit a variety of biological properties including anti-inflammatory and neuroprotective functions. In this study, biological activities of diverse synthetic wogonin derivatives have been evaluated in two experimental cell culture models. Inhibitory activities of wogonin derivatives on lipopolysaccharide (LPS)-induced nitric oxide (NO) production in BV2 microglial cells and on hydrogen peroxide ($H_{2}O_2$)-induced neuronal cell death in SH-SY5Y human neuroblastoma were examined. Wogonin derivatives such as WS2 and WS3 showed more potent suppressive activities on LPS-induced NO production and $H_{2}O_2$-induced cytotoxicity than wogonin itself. In addition, thiol substitution played a minor role in enhancing the activities of the derivatives. These findings may contribute to the development of novel anti-inflammatory and neuroprotective agents derived from wogonin.

• Current Applied Physics
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• 제18권12호
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• pp.1507-1512
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• 2018

The development of an organic-based aqueous redox flow battery (RFB) using quinone as an electroactive material has attracted great attention recently. This is because this battery is inexpensive, produces high energy density, and is environment friendly in stationary electrical energy storage applications. Herein, we investigate the redox potentials and solubilities of indole-5,6-quinone and indole-4,7-quinone derivatives in terms of the substituent effects of functional groups using theoretical calculations. Our results indicate that full-site substituted derivatives of indolequinone are more useful as active materials compared to single-site substituted derivatives. In particular, our calculations reveal that the substitution of $-PO_3H_2$ and $-SO_3H$ functional groups with multiple polar bonds is very effective in increasing the activity of the aqueous RFB. As a strategy to overcome the limitation that the aqueous solubility is intrinsically low because they are organic molecules, we suggest the substitution of functional groups with multiple polar bonds to the backbones of active organic materials. Among 180 indolequinone derivatives, 17 candidates that meet the redox potential standards ($${\leq_-}0.2V$$ or $${\geq_-}0.9V$$) and eight candidates with solubility exceeding 2 mol/L are identified. Three indolequinone derivatives that satisfy both conditions are finally presented as promising electroactive candidates for an aqueous RFB.

• 약학회지
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• 제30권6호
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• pp.348-351
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• 1986

New synthetic method for methyl-7-iodoheptanoate was studied. Methyl-7-iodoheptanoate is important compound in the synthesis codlemone, the sex pheromone of codling moth which doing harm to apple tree significantly, and this compound also be used essentially in the synthesis of prostaglandin derivatives. In previous the methyl-7-iodoheptanoate has been prepared from-7-chloroheptanoic acid as a starting material with disadvantage, since the 7-chloroheptanoic acid is expensive and the process is much complicate. In this paper the method to preparing methyl-7-iodoheptanoate was developed economically by using dihydropyran as a starting material in the course of 5 steps. Hence, methyl-7-iodoheptanoate which can be synthesized by new method studied onthis paper should be very useful compound for preparing codlemone or its acetate which will be used to developing pollution-free insecticides, and for preparing prostaglandin derivatives with advantage.

• Bulletin of the Korean Chemical Society
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• 제31권8호
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• pp.2242-2246
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• 2010

New 3,7-diphenylthieno[3,2-e]bis[1,2,4]triazolo[4,3-a:4',3'-c]pyrimidine derivatives were easily synthesized at room temperature in good yield by the oxidative cyclization of thienopyrimidinyl hydrazones with alumina-supported calcium hypochlorite ($Ca(OCl)_2/Al_2O_3$).