• Journal of Microbiology and Biotechnology
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• 제24권1호
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• pp.13-18
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• 2014

Bacillus subtilis JW-1 was isolated from rhizosphere soil as a potential biocontrol agent of bacterial wilt caused by Ralstonia solanacearum. Seed treatment followed by a soil drench application with this strain resulted in >80% reduction in bacterial wilt disease compared with that in the untreated control under greenhouse conditions. The antibacterial compound produced by strain JW-1 was purified by bioactivity-guided fractionation. Based on mass spectroscopy and nuclear magnetic resonance spectral data ($^1H$, $^{13}C$, $^1H-^1H$ correlation spectroscopies, rotating frame nuclear Overhauser effect spectroscopy, and heteronuclear multiple-bond correlation spectroscopy), the structure of this compound was elucidated as a cyclic lipopeptide composed of a heptapeptide (Gln-Leu-Leu-Val-Asp-Leu-Leu) bonded to a ${\beta}$-hydroxy-iso-hexadecanoic acid arranged in a lactone ring system.

• Bulletin of the Korean Chemical Society
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• 제22권2호
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• pp.149-153
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• 2001

A new methodology for construction of dihydro-1,4-dioxin skeleton was described. Introduction of thio group at the ${\alpha}-position$ of 8 followed by chlorination gave 11, which was to prevent an enolization as well as to promote the facile nucleophilic substitution reaction of ethylene glycol giving 16 in equilibrium with cyclic ether 19. Removal of thio group of 19 and dehydration in the presence of an acid catalyst gave dihydro-1,4-dioxin 21. In case of electron withdrawing trifluoromethyl group is subsituted in C-2, 18 was converted to the corresponding dihydro-1,4-dioxin 20 by the halogenation of hydroxy followed by treatment of triethylamine.

• Archives of Pharmacal Research
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• 제20권6호
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• pp.647-651
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• 1997

The 6, 6-dibromopenam 6 was treated with $CH_{3}/MgBr$ and carbaldehyde 5 to afford the 6-bromo-6-(1-hydroxy-1-methyl)penicillanate 7, which was reacted with acetic anhybride to give acetoxy compound 8. The deacetobromination of 8 with zinc and acetic acid gave 6-exomethylenpenams, Z-isomer 9 and E-isomer 10, which were oxidized to sulfones 11 and 12 by m-CPBA. The p-methoxybenzyl compounds were deprotected by $AlCl_{3}$ and neutralized to give the sodium salts 13, 14, and 15.

• 대한화장품학회:학술대회논문집
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• 대한화장품학회 2003년도 IFSCC Conference Proceeding Book II
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• pp.192-199
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• 2003

Trimethylglycine, commonly named betaine, is the most simple amphoteric molecule. It is completely vegetal (1,2), as it is produced in the sugar industry by industrial chromatography of molasses. While abundantly used in foods and diet supplements, many interesting applications in cosmetics have recently been investigated, like its capability to increase the volume and stability of foams in surfactant solutions. For its special chemical structure (it is the internal salt of a weak acid and a strong alkali) trimethylglycine is a solvent and buffering agent for strong acids and Lewis' acids. It allows to improve the efficiency of $\alpha$- and $\beta$-hydroxy acids in increasing the physiological rate of epidermal cell renewal, while keeping a low skin-irritation level. In oral care cosmetics, it acts as a mucous membrane protectant (3). For its special water co-ordination capability, its solubilising power, polymer swelling capability, after-feel improvement in hair products, skin moisturization and elasticity enhancing properties, trimethylglycine provides unusual characteristics to many products intended for skin maintenance (4).(omitted)

• 한국작물학회지
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• 제14권
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• pp.165-172
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• 1973

종간, 속간의 잡종에서는 흔히 불임현상이 일어나는데 인삼의 경우도 예외가 아니어서 고려인삼(panax ginseng: P.G.)과 미국인삼(panax quinquefolium: P. Q.) 그리고 죽절인삼(Panax japonicus: P.J) 간의 교잡육종에서 P.G.${\times}$P.J.에서만 아주 희귀하게 종자를 얻을수 있고 다른 종합에서는 전혀 잡종 제이세대를 얻을 수가 없었다고 하므로 본실험에서는 P.G.${\times}$P.Q.와 P.G.${\times}$P.J.의 교잡종의 화기 및 종자형성중의 유리아미노산의 소장을 추구함으로서 불임현상과 물질대사와의 관련성의 일단을 밝히고저 한다. 1. 두 교잡종의 시료에서 검출된 유리아미노산의 Chromatogram은 서로 유사한 pattern을 나타냈으며 그들의 양친이 나타내는 pattern과 유사하나 spot의 종류나 크기 정색도는 여러 가지 점에서 특이한 변화가 있다. P.G.${\times}$P.Q.에서 19종, P.G.${\times}$P.J.에서는 21종의 spot을 검출하였는데 전자에서 Alanine, Valine, Leucine, Phenyl alanine, Proline, Hydroxy proline, Serine, Threonine, Tyrosine, Aspartic acid, Glutamic acid, Lysine, Arginine, ${\beta}$-Alanine, Cysteic acid, Tryptophan, Asparagine, Glutamine, ${\gamma}$-Amino butyric acid를 확인하고 후자의 경우는 상기한 것 외에 Methionine과 한 개의 미지 spot를 얻었다. 2. Alanine, Aspartic acid, Glutamic acid, Cysteic acid와 Asparagine이 전체적으로 보아 주체를 이루고 있는 것은 P.G. P.Q. P.J에서와 같으나 Asparagine이 소포자기와 화분성숙기에 최다량으로 나타나는 것은 이들의 양친의 경우에는 보지 못했던 특이한 일이다. 3. 홍숙기에 Cysteic acid가 감소되는 것은 P.Q. P.J.의 경우와는 유사하나 P.G의 경우와는 반대되는 현상이며 P.G.${\times}$P.J.에서 Methionine이 검출된 것도 특이하다. 4. Proline은 그들의 양친의 경우와는 현저한 차이가 있었는데 소포자기에서 아주 미약한 정색을 나타낼뿐이며 이 때에 Asparagine의 spot가 가장 크고 강한 정색을 나타내었는데 이제까지의 여러 연구 결과를 종합해 보면 Proline의 양과 화분의 임성과는 아주 밀접한 관계가 있으며 이런 관계가 인삼 종자 형성에서도 나타나고 있다. 또한 Proline이 결핍될 때 Asparagine의 축적이 있다는 많은 보고도 있다. 5. 교잡종에서의 결실불능의 원인을 Proline의 과소에 의한 것으로 보며 Proline이 약의 화분퇴화와 중요한 관계를 가지고 있을 것으로 추찰된다. 6. 그밖에 여러 아미노산의 소장이 P.G. P.Q. P.J. 등의 자식계와 그들과의 잡종사이에 있어서 상당한 차이가 생기는 것은 교잡에 의한 Gene-action system의 변혁에 따른 결과라고 추찰되는 것으로 Proline의 대사 및 생리적 영향과 더불어 보다 깊은 조사가 필요한 것으로 생각된다.

• 공업화학
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• 제5권6호
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• pp.1062-1067
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• 1994

Ethylacetoacetate로부터 2단계의 연속합성을 통하여 생성되는 5-methyl-4-imidazolecarboxylic acid ester의 합성반응 속도론과 중간 생성물인 ${\alpha}$, {\beta}$-dioxobutyric acid(일명 diketone)의 반응 안정성을 연구하였다. 반응속도 결정단계는 ${\alpha}$-acetyl-${\alpha}$-hydroxy iminoacetic acid(oxime)로부터 diketone으로 진행되는 과정으로서 반응속도에 영향을 미치는 주된 인자로는 Oxime, HCl의 농도와 반응온도임을 확인하였고 HCl 농도 4.6~8.0M 반응온도 $8.5{\sim}20^{\circ}C$의 변화에 따른 diketone의 최대 반응수율 변화는 50~74%이었다. Power-law 수식모델 및 회분식 반응기 empirical data로부터 diketone 생성반응 속도식을 구하였으며 이 식이 실험 Data와 잘 일치하고 있음을 보였다. 본 연구는 5-methyl-4-imidazolecarboxylic acid ester 연속반응 공정개발의 기초단계로서 반응속도론 연구를 통하여 합성 반응의 특성을 파악하는데 중요한 의의를 두고 있다.

• Bulletin of the Korean Chemical Society
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• 제34권9호
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• pp.2675-2679
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• 2013

Activity-directed isolation of the methylene chloride fraction from the stems of Parthenocissus tricuspidata have led to the identification of two new compounds (1-2): 1-(2',3',5'-trihydroxyphenyl)-2-(4"-hydroxyphenyl)-ethane-1,2-(E)-epoxide (1, tricuspidatin A) and erythro-1-(3',5'-dihydroxyphenyl)-2-(4"-hydroxyphenyl)-ethane-1,2-diol (2, tricuspidatin B), together with four known compounds (3-6): ${\beta}$-sitosterol (3), nonacosan-1-ol (4), 3-(4-hydroxy-3-methoxyphenyl)-2-propenoic acid hexacosyl ester (5) and betulinic acid (6). Their chemical structures were elucidated based on spectroscopic (IR, UV, MS, 1D and 2D NMR) and physicochemical analyses. Compounds 1 and 2 showed strong DNA topoisomerase II inhibitory activity at both concentrations of 20 and $100{\mu}M$. In addition, 3 exhibited strong cytotoxic activity against the HT-29 and HepG2 cancer cell lines, and 6 showed strong cytotoxicity against the HT-29 and MCF-7 ones.

• 한국생물공학회:학술대회논문집
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• 한국생물공학회 2003년도 생물공학의 동향(XII)
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• pp.668-672
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• 2003

An antioxidative activity of Portulaca oleracea was tested by in vitro experimental models. The antioxidative activities were determined by evaluation the DPPH radical scavenging activity and by measuring lipid peroxide using 2-thiobarbituric acid (TBA). The crude extract was sequentially partitioned with n-hexane, 15% aq. MeOH, EtOAc, n-BuOH, $H_2O$. Among them, a remarkable antioxidative effect was observed in the fractions of EtOAc and n-BuOH. The DPPH radical scavenging effect $(IC_{50}=17.90{\mu}g/ml)$ of the n-BuOH soluble fraction was comparable with that of natural antioxidant, ${\alpha}-tocopherol(IC_{50}=\;6.99{\mu}g/ml)$ and the inhibitory effect of lipid peroxidation in mouse liver homogenate was similar to that of natural antioxidant, L-ascorbic acid at a concentration of 0.1mg/ml to 5mg/ml. From the BuOH soluble fraction yielded two biophenolic glycosides, 3-hydroxy-1-(2-hydroxyethyl)phenyl-4-O-${\beta}$-D-glucopyranoside(1) and 2-(3,4-dihydroxyphenyl)ethyl-O-${\beta}$-D-glucopyranoside(2) using column chromatography and revered-phase HPLC. In particular, the DPPH radical scavenging activity of 2 was comparable to that tocopherol$(IC_{50}=6.59{\mu}g/ml)$.

• 약학회지
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• 제46권5호
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• pp.313-319
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• 2002

Synthesis of 7$\beta$-[(Z)-2-(2-aminothiazol-4-yl)-2-(1-carboxy-1-methylethoxyimino)acetamido]-3-[[(3S, 5S)-5-[4-phenyl-5-(4-methylphenyl or 2-thiophenyl)-4H-l, 2, 4- triazol-3-yl]thiomethylpyrrolidin-3-yl]]thiomethyl-3-cephem-4-carboxylic acids (7a, 7b) were described. (2S, 4S)-4-acethylthio-2-[4-phenyl-5-(4-methylphenyl or 2-thiophenyl)-4 H-1, 2, 4-triazol-3-yl]thiomethyl-1-tert-butoxycarbonylpyrrolidines (4a, 4b) were prepared from trans-4-hydroxy-L-proline with (2S, 4R)-absolute configuration as starting material. 4-Phenyl-5-(4-methylphenyl or 2-thiophenyl)-4 H-l, 2, 4-triazol-3-thiols (2a, 2b) were prepared from p-toluic anhydride and 2-thiophene carboxylic acid hydrazide, respectively. p-Methoxybenzyl 7$\beta$-(Z)-2-(2-for-mamidothiazol-4-yl)-2-(1-tert-butoxycarbonylisopropylimino]acetamido-3-[[ (3S, 5S)-5-[4-phenyl-5-(4-methylphenyl or 2-thio phenyl)-4H-1, 2, 3-triazol-3-yl]thiomethyl-1- tert-butoxycarbonylpyrrolidin-3-yl]]thiomethyl-3-cephem-4-carboxylates (6a, 6b) were achieved by using p-methoxybenzyl ]7P-(Z)-2-(2-formamidothiazol-4-yl)-2-(tert-butoxycarbonylisopropylimino] acetamido-3-chloromethyl-3-cephem-4-carboxylate (5) and (2S, 4S)-4-acethylthio-2-[4-phenyl-5-(4-methyl phenyl or 2-thiophenyl)-4H-1, 2, 4-triazol-3-yl]thiomethyl-1-tert-butoxycarbonyl pyrrolidines (4a, 4b). Removal of formyl, Boc, and p-methoxybenzyl protecting groups were carried out by triflu oroacetic acid and anisole to give the target compounds.

• Journal of Microbiology and Biotechnology
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• 제26권11호
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• pp.1924-1932
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• 2016

Mycophenolic acid (MPA) is an antibiotic produced by Penicillium brevicompactum. MPA has antifungal, antineoplastic, and immunosuppressive functions, among others. ${\beta}-Hydroxy-{\beta}-methylglutaryl-CoA$ (HMG-CoA) lyase is a key enzyme in the bypass metabolic pathway. The inhibitory activity of HMG-CoA lyase increases the MPA biosynthetic flux by reducing the generation of by-products. In this study, we cloned the P. brevicompactum HMG-CoA lyase gene using the thermal asymmetric interlaced polymerase chain reaction and gene walking technology. Agrobacterium tumefaciens-mediated transformation (ATMT) was used to insert a mutated HMG-CoA lyase gene into P. brevicompactum. Successful insertion of the HMG-CoA lyase gene was confirmed by hygromycin screening, PCR, Southern blot analysis, and enzyme content assay. The maximum MPA production by transformants was 2.94 g/l. This was 71% higher than wild-type ATCC 16024. Our results demonstrate that ATMT may be an alternative practical genetic tool for directional transformation of P. brevicompactum.