• Journal of Microbiology and Biotechnology
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• 제27권8호
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• pp.1539-1548
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• 2017

Pseudomonas aeruginosa (P. aeruginosa) is an opportunistic pathogen that commonly causes fatal infections in cystic fibrosis and burn patients as well as in patients who are hospitalized or have impaired immune systems. P. aeruginosa infections are difficult to treat owing to the high resistance of the pathogen to conventional antibiotics. Despite several efforts, no effective prophylactic vaccines against P. aeruginosa are currently available. In this study, we investigated the activity of the CIA06 adjuvant system, which is composed of alum and de-O-acylated lipooligosaccharide, on a P. aeruginosa outer membrane protein (OMP) antigen vaccine in mice. The results indicated that CIA06 significantly increased the antigen-specific IgG titers and opsonophagocytic activity of immune sera against P. aeruginosa. In addition, the antibodies induced by the CIA06-adjuvanted vaccine exhibited higher cross-reactivity with heterologous P. aeruginosa strains. Finally, mice immunized with the CIA06-adjuvanted vaccine were effectively protected from lethal P. aeruginosa challenge. Based on these data, we suggest that the CIA06 adjuvant system might be used to promote the immunogenicity and protective efficacy of the P. aeruginosa OMP vaccine.

• Journal of Pharmaceutical Investigation
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• 제41권3호
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• pp.173-178
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• 2011

Injectable chitosan hydrogels have attracted great potential due to sustained-release property and safety. Here, palmityl-acylated glycol chitosan (Pal-GC) was used to generate physically cross-linked hydrogels by virtue of hydrophobic attraction of linear fatty carbons. Glycol chitosan was chemically modified with N-hydroxysuccinimide-activated palmitic acid in dimethylsulfoxide (DMSO) containing dimethylaminopyridine. Through a series of preparation steps of (i) dialysis with DMSO, (ii) addition of palmityl-acylated exendin-4 (Ex4-C16), and (iii) dialysis with water, Pal-GC was self-assembled to form physically cross-linked hydrogels entrapped with Ex4-C16. The Pal-GC derivative was analyzed by using 1H NMR, and the surface morphology of Pal-GC hydrogels formed was examined by scanning electron microscopy. Also, the hypoglycemic effect induced by Pal-GC hydrogels containing Ex4-C16 (250 nmol/kg) was evaluated in non-fasted type 2 diabetic db/db mice and compared with GC hydrogels containing native Ex4 at the same dose. Results showed that palmityl group was successfully conjugated with the amines of glycol chitosan, and that Pal-GC efficiently generated the hydrogels formation. Moreover, Pal-GC hydrogels containing Ex4-C16 was found to greatly prolong the hypoglycemia duration (~ 4 days). This was due to the dual-functions of the palmityl groups present in both GC and exendin-4 such as hydrophobic attraction and plasma albumin-binding. We consider this new type of self-assembled GC hydrogels loaded with Ex4-C16 would be a promising long-acting sustained-release system with anti-diabetic property.

• 한국염색가공학회지
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• 제8권2호
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• pp.64-70
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• 1996

Wool yarns were treated in dimethylformamide solutions containing various concntrations of three dibasic acid anhydrides: succinic, itaconic, and phthalic arthydrides in various conditions. The structurl aspects of these dibasic acid anhydries are different: succinic, itaconic, and phthalic acid arthydrides have saturated aliphatic ethylene, unsaturated aliphatic vinyl and aromatic phenyl one groups, respectively. The properties of acylated wool keratin are as follows: Decreasing amino group and increasing carboxyl group by acylation lowered the hydrophilic property, and then moisture regain, and decreased acid dye uptake and enhanced cationic dye uptake of wool keratin. In the case of phthalic acid anhydries, in spite of lowest acyl content, the minimum of moisture regain was resulted from the bulk benzen ring, occuping much more voids on wool keratin molecules than other reagents. Acid solubility was increased by the decrease of amino group and hydrogen bonding by acylation. Alkali solubility was also increased formation of new amide group on the side chain of keratin, which can be degraded easily by alkali. In the case of phthalic acid anhydride, the relative high solubility was resulted from the much higher molecular weight of dissolved fractions. The surface of wool keratin was not damaged by treatment with any acylating agent.

• 약학회지
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• 제50권6호
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• pp.403-408
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• 2006

1-Amino-5,6-dimethoxyindan hydrochloride was synthesized from 3- (3,4-dirnethoxyphenyl)propionic acid by intramolecular Friedel-Crafts acylation, oximation with hydroxylamine, and reduction with an overall yield of 74%. 2-Amino-5,6-dimethoxyindan hydrochloride was synthesized from 3-(3,4-dirnethoxyphenyl)propionic acid by intramolecular Friedel-Crafts acylation, oximation with isoamylnitrite, reduction in NaOH and reaction with HCI to form 5,6-dimethoxy-2-indanone, which was reacted with hydroxylamine and reduced with an overall yield of 42%. 5,6-Dimethoxyindan-1,2-dione-2-oxime, which was catalytically hydrogenated to afford cis-, and trans-1-amino-5,6-dimethoxyindan-1-ol as 3 : 1 ratio. This mixture was treated with Li and reacted with chloroacetyl chloride. Cis isomer was acylated and cyclized to synthesize rir -( ${\pm}$ )-7,8-dimethoxy-4,4a,5,9b-tetrahydroindeno[1,2-b][1,4]oxazin-3(2H)-one, but trans isomer was just acylated to form amide.

• 원예과학기술지
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• 제33권4호
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• pp.470-478
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• 2015

본 연구는 국내에서 재배중인 '개량머루', '거봉', '홍이슬' 품종의 anthocyanin 조성을 UPLC-ESI-MS/MS를 이용하여 조사하였다. '개량머루'는 착색에 불량하게 작용하는 기상 조건에서도 착색이 우수한 흑포도 품종이고, '거봉'과 '홍이슬'은 교잡종 포도로 각각 검정색과 분홍색 과피를 갖고 있다. 과피에서 추출된 anthocyanin의 조성은 UPLC-ESI-MS/MS를 이용하여 분석하였다. 각 품종에서 검출된 anthocyanin은 '개량머루'와 '거봉'에서는 각각 25가지, '홍이슬'에서는 21가지였고, 각 품종에서 검출량이 많았던 anthocyanin은 8(개량머루), 15(거봉), 5(홍이슬)가지였다. 세 품종 모두 mono-glucoside가 di-glucoside보다 많았으며, '개량머루'와 '거봉'은 malvidin이 많았던 반면, '홍이슬'은 cyanidin이 가장 많았다. '개량머루'는 acylated anthocyanin(2.0%)은 거의 존재하지 않았고 '거봉'과 '홍이슬'에서는 p-coumaric acid의 acylation이 가장 많았다. Cyanidin feruloyl glucoside가 '홍이슬'에서만 검출되어 품종 지표로 활용이 가능하였다. 결론적으로 anthocyanin의 조성을 anthocyanidin, 결합된 당의 개수, acylation 및 특정 anthocyanin을 기준으로 분류하여 품종의 특징이 확인되었다. 이러한 품종별 anthocyanin 특성을 이용하여 '개량머루'가 Vitis amurensis 혹은 그 교잡종의 가능성과 '홍이슬'에서 품종 구별의 기준으로 활용 가능성이 확인되었다.

• 약학회지
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• 제18권3호
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• pp.203-208
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• 1974

An acylated steryl glucoside preparation has been isolated from Phytolacca esculenta $_{VAN}H_{OUTTE}$. Two componentsof the vsterol moiety are ${\alpha}$-spinasterol and ${\delta}^7$-stigmastenol. Fatty acids are palmitic, stearic and myristic acids, and are located on C-6 of the glucose portion. 6'-Palmityl-${\alpha}$-spinasteryl-${\beta}$-glucoside is the main component.

• 대한약학회:학술대회논문집
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• 대한약학회 2002년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2
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• pp.388.1-388.1
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• 2002

Aconiti Tuber (Aconitum spp. tuber, Ranunculaceae) which contains bioactive but toxic alkaloids has been used as analgesic. cardiotonic, diuretic. and stimulant. We have previously reported two new C-19 norditerpenoid alkaloids and five known norditerpenoid alkaloids. Further study has now led to the isolation of two new norditerpenoid alkaloids. 14-O-anisoylneoline and 14-O-veratroylneoline. (omitted)

• 대한약학회:학술대회논문집
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• 대한약학회 2003년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2-2
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• pp.174.2-174.2
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• 2003

Quorum sensing, a gene expression in response to population density, is regulated by chemical signals, most of which are acylated homoserine lactones (AHLs). The AHL derivatives have been reported to regulate bioluminescence, virulence factors and / or swarming motility in bacteria. It is hypothesized that higher organisms may have evolved specific means to interfere with bacterial communication as exemplified in the AHL-antagonistic activity of halogenated furanones isolated from the Australian macroalga Delisea pulchra. (omitted)

• Macromolecular Research
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• 제16권1호
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• pp.57-61
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• 2008

Chitosan is normally acylated and subsequently conjugated with drugs for biomedical applications. This study examined the relationship between the succinylation and gelation behaviors of glycol chitosan. Glycol chitosan was acylated with succinic anhydride under a wide variety of reaction conditions, such as different molar ratios of succinic anhydride to glucosamine, different methanol content in the reaction media, and different reaction temperatures. Among these reaction parameters, the methanol content in the solvent played an important role in determining the regioseletive succinylating site. N-succinylation and N-N cross-linking occurred regardless of the reaction conditions. However, O-succinylation was observed under specific conditions, i.e. a methanol content> 0.6 (v/v) and a reaction temperature> $25^{\circ}C$. O-succinylation accelerated the N-O cross-linking of glycol chitosan, and led to gelation. The N-succinylated glycol chitosans were water-soluble, whereas the N-and O-succinylated glycol chitosans fonned a gel. These physico-chemical structural differences in the succinylated glycol chitosans would definitely influence subsequent drug-conjugation reactions and consequently the drug loading and release kinetics.

• BMB Reports
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• 제28권2호
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• pp.94-99
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• 1995

The properties of binding sites in the active site of $Zn^{2+}$-glycerophosphocholine cholinephosphodiesterase were examined using substrates and inhibitors of the enzyme. Phosphodiesterase hydrolyzed p-nitrophenylphosphocholine, p-aminophenylphosphocholine, and glycerophosphocholine, but did not hydrolyze either acylated glycerophosphocholine or bis (p-nitrophenyl)phosphate, suggesting a size limitation for interaction with a glyceryl moiety-binding subsite. The hydrolysis of p-nitrophenylphosphocholine was competitively inhibited by glycerophosphocholine and p-aminophenylphosphocholine, while glycerophosphoethanolamine was a weak inhibitor. The enzyme was also inhibited by choline, but not by ethanolamine. Thiocholine, a much more potent inhibitor than choline, was more inhibitory than cysteamine, suggesting a strict specificity of an anionic subsite adjacent to a $Zn^{2+}$ subsite. Of all oxyanions tested, the tellurite ion was found to strongly inhibit the enzyme by binding to a $Zn^{2+}$ subsite. The inhibitory role of tellurite was synergistically enhanced by tetraalkylammonium salts, but not by glycerol. Deactivation of the enzyme by diethylpyrocarbonate was partially protected by choline, but not by glycerophosphate. It is suggested that the active site of phosphodiesterase contains three binding subsites.