• 제목/요약/키워드: sugar derivatives

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Development of Novel Sugar Linked Photosensitizers for Photodynamic Therapy

  • Yano, Shigenobu
    • Journal of Photoscience
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    • 제9권2호
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    • pp.174-177
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    • 2002
  • Sugar-linked porphyrin and chlorin compounds have been synthesized. Phototoxicity of these compounds against the HeLa cell line was also examined. For the porphyrin derivatives, the higher activity was observed for a derivative having four OH-protected sugar moieties. For the chlorin derivatives, OH-unprotected free-base derivatives were generally effective. Singlet oxygen producing ability were examined to evaluate the activity on photodynamic therapy of the compounds.

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Antimicrobial Activity of Newly Synthesized 2,5-Disubstituted 1,3,4-Thiadiaozle Derivatives

  • Ramiz, Mahmoud M.M.;Abdel-Rahman, Adel A.H.
    • Bulletin of the Korean Chemical Society
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    • 제32권12호
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    • pp.4227-4232
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    • 2011
  • A number of new 2,5-disubstituted 1,3,4-thiadiazole and their S- or N-substituted derivatives as well as the corresponding sugar hydrazone derivatives were synthesized and tested for their antimicrobial activity against Bacillus subtilis (Gram-positive), Pseudomonas aeruginosa (Gram-negative), and Streptomyces species (Actinomycetes). The synthesized compounds displayed different degrees of antimicrobial activities or inhibitory actions.

Inhibition of GLUT-1 Expressed in Xenopus laevis Oocytes by Acetoxyscirpendiol of Paecilomyces tenuipes

  • Lee, Dong-Hee;Kim, Ha-Won
    • Biomolecules & Therapeutics
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    • 제12권2호
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    • pp.74-78
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    • 2004
  • Paecilomyces tenuipes, a caterpillar fungus, contains many health-promoting ingredients. Recent reports indicate that consumption of P. tenuipes helps reducing blood sugar content for diabetes. Mechanism for reduction in the circulatory sugar content, however, still remains least understood. Methanolic extraction of P. tenuipes (MPT) was prepared and acetoxyscirpendiol (ASD) was subsequently purified limn MPT. Glucose transporter-1 (GLUT-1) was expressed in the Xenopus oocytes and the effect of MPT or ASD on the expressed GLUT-1 was analyzed according to the uptake of 2-dideoxy-D-glucose (2-DOG). MPT was shown to inhibit GLUT-1 activity significant1y compared to the non-treated control. In the presence of ASD and its derivatives, GLUT-1 activity was greatly inhibited in a dose-dependent manner. Among ASD and its derivatives, AS-1 showed most significant inhibition. Taken together, these results strongly indicate that ASD in P. tenuipes may serve as a functional substance in lowering blood sugar in the circulatory system. ASD and its derivatives can be utilized as inhibitors of GLUT-1.

4-Acetoxyscirpendiol of Paecilomyces tenuipes Inhibits Na+/D-Glucose Cotransporter Expressed in Xenopus laevis Oocytes

  • Yoo, Oc-Ki;Son, Joo-Hiuk;Lee, Dong-Hee
    • BMB Reports
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    • 제38권2호
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    • pp.211-217
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    • 2005
  • Cordyceps, an entomopathogenic fungus, contains many health-promoting ingredients. Recent reports indicate that the consumption of cordyceps helps reduce blood-sugar content in diabetics. However, the mechanism underlying this reduction in circulatory sugar content is not fully understood. Methanolic extracts were prepared from the fruiting bodies of Paecilomyces tenuipes, and 4-beta acetoxyscirpendiol (4-ASD) was eventually isolated and purified. $Na^+$/Glucose transporter-1 (SGLT-1) was expressed in Xenopus oocytes, and the effect of 4-ASD on SGLT-1 was analyzed utilizing a voltage clamp and by performing 2-deoxy-D-glucose (2-DOG) uptake studies. 4-ASD was shown to significantly inhibit SGLT-1 activity compared to the non-treated control in a dose-dependent manner. In the presence of the derivatives of 4-ASD (diacetoxyscirpenol or 15-acetoxyscirpendiol), SGLT-1 activity was greatly inhibited in an 4-ASD-like manner. Of these derivatives, 15-acetoxyscirepenol inhibited SGLT-1 as well as 4-ASD, whereas diacetoxyscirpenol was slightly less effective. Taken together, these results strongly indicate that 4-ASD in P. tenuipes may lower blood sugar levels in the circulatory system. We conclude that 4-ASD and its derivatives are effective SGLT-1 inhibitors.

A Review on Structure, Modifications and Structure-Activity Relation of Quercetin and Its Derivatives

  • Magar, Rubin Thapa;Sohng, Jae Kyung
    • Journal of Microbiology and Biotechnology
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    • 제30권1호
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    • pp.11-20
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    • 2020
  • Quercetin and its derivatives are important metabolites that belong to the flavonol class of flavonoids. Quercetin and some of the conjugates have been approved by the FDA for human use. They are widely distributed among plants and have various biological activities, such as being anticancer, antiviral, and antioxidant. Hence, the biosynthesis of novel derivatives is an important field of research. Glycosylation and methylation are two important modification strategies that have long been used and have resulted in many novel metabolites that are not present in natural sources. A strategy for modifying quercetin in E. coli by means of glycosylation, for example, involves overexpressing respective glycosyltransferases (GTs) in the host and metabolic engineering for increasing nucleoside diphosphate sugar (NDP-sugar). Still others have used microorganisms other than E. coli, such as Streptomyces sp., for the biotransformation process. The overall study of the structural activity relationship has revealed that modification of some residues in quercetin decreased one activity but increased others. This review summarizes all of the information mentioned above.

Determination of Mono- and Oligosaccharides Derivatized with p-Aminobenzoic Ethyl Ester by Reverse Phase HPLC

  • Kwon, Hyokjoon;Kim, Joon
    • 분석과학
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    • 제8권4호
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    • pp.859-864
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    • 1995
  • Mono- and oligosaccharides are derivatized with p-aminobenzoic ethyl ester (ABEE), strongly absorbs UV light at 254 nm, in the presence of sodium cyanoborohydride. C18-bonded silica column is used for the separation of sugar-ABEE derivatives in an isocratic mode. RP-HPLC conditions are optimized by using ternary mixture as mobile phase and $45^{\circ}C$ as a column temperature. Sugar-ABEE derivatives are separated well within a short run time (ca. 25 min) by reverse-phase partition chromatographic mode. The ($1{\rightarrow}6$) linkage type of dihexose-ABEE derivatives has shorter retention time than ($1{\rightarrow}4$)-linkage type. After acid hydrolysis of glycoproteins with 2M trifluoroacetic acid, monosaccharide composition and contents are determined. This procedure is very useful for the simultaneous analysis of neutral and amino sugars in a single chromatographic step using RP-HPLC without reacetylation of deacetylated amino sugars, which are produced by acid hydrolysis.

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당유도체 감미료의 갈색화반응에 관한 연구 (Studies on the Browning Reaction of Sugar Derivative Sweeteners)

  • 이철호;한복진;김나영;임재각;김봉찬
    • 한국식품과학회지
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    • 제23권1호
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    • pp.52-56
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    • 1991
  • 대체감미료로 상용이 증가되고 있는 당유도체 fructo-oligo 당, HMS, sorbitol 및 maltitol의 갈색화 반응성과 첨가된 식품의 색도변화를 관찰하였다. Fructo-oligo 당과 HMS는 설탕에 비하여 가열($80{\sim}120^{\circ}C$)에 의한 갈색화 경향이 큰 반면 당알콜류는 큰 변화를 나타내지 않음을 spectrophotometer의 $230{\sim}700\;nm$ 사이의 분광 scanning으로 확인할 수 있었다. 가열용액의 pH가 산성으로 낮아짐에 따라 HMS와 설탕의 흡광도가 크게 증가하여 산에 의한 안정성이 낮음을 나타내었다. 마이얄 갈색화 반응도 당알콜이나 설탕에 비하여 fructo-oligo 당과 HMS에서 크게 일어났으며 이러한 성질은 이들 당유도체들을 대체사용한 식품의 색도변화에서 그대로 나타났다. 사과잼과 캔디에서 모두 fructo-oligo 당과 HMS는 황색도가 진한 제품을 만든 반면 당알콜류는 색도가 연한 제품을 만들었다.

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Bioconversion of Tetracycline Antibiotics to Novel Glucoside Derivatives by Single-Vessel Multienzymatic Glycosylation

  • Pandey, Ramesh Prasad;Chu, Luan Luong;Kim, Tae-Su;Sohng, Jae Kyung
    • Journal of Microbiology and Biotechnology
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    • 제28권2호
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    • pp.298-304
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    • 2018
  • The single-vessel multienzyme UDP-${\alpha}$-$\text\tiny{D}$-glucose recycling system was coupled with a forward glucosylation reaction to produce novel glucose moiety-conjugated derivatives of different tetracycline antibiotic analogs. Among five tetracycline analogs used for the reaction, four molecules (chlorotetracycline, doxytetracycline, meclotetracycline, and minotetracycline) were accepted by a glycosyltransferase enzyme, YjiC, from Bacillus licheniformis to produce glucoside derivatives. However, the enzyme was unable to conjugate sugar units to rolitetracycline. All glucosides of tetracycline derivatives were characterized by ultraviolet absorbance maxima, ultra-pressure liquid chromatography coupled with photodiode array, and high-resolution quadruple time-of-flight electrospray mass spectrometry analyses. These synthesized glucosides are novel tetracycline derivatives.

Nondestructive Sugar Content Measurement in Apple by Nir Spectrum Analysis using Neural Network

  • Lee, S.H.;Noh, S.H.;Kim, W.G.
    • 한국농업기계학회:학술대회논문집
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    • 한국농업기계학회 1996년도 International Conference on Agricultural Machinery Engineering Proceedings
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    • pp.325-333
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    • 1996
  • This study was conducted to develop neural networks of predicting the sugar content of fruits based on the optical densities obtained from a spectrophotometer. Pear, apple and peach were used in investigating the feasbility of the developed neural networks as a nondestructive measurement. A spectrophotometer was used to measure the optical densities of test fruits. The neural networks suggested in this study consisted of multi-layers having one hidden layer and one output layer. The correlation coefficients between the predicted and the measured sugar content for most fruits were high. The neural networks using 2nd derivatives of optical density spectrum produced a better results in predicting the sugar content of fruits. This study contributed to develop a method for nondestructively predicting the sugar content of fruits.

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대체감미료 당유도체의 유변성에 관한 연구 (Studies on the Rheological Properties of Sugar Derivative Sweeteners)

  • 이철호;박춘상;한복진;김봉찬;장지향
    • 한국식품과학회지
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    • 제22권7호
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    • pp.852-857
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    • 1990
  • 대체감미료로 사용되고 있는 당유도체들 fructo-oligo당, HMS, sorbitol 및 maltitol의 유동특성과 식품기능성을 설탕과 비교하였다. 시험된 모든 당유도체 용액은 농도범위 10%에서 원액에 이르기까지 뉴우턴성 유체특성을 나타내었으며 HMS의 점도가 가장 높고 fructo-oligo 당, maltitol, 설탕, sorbitol, 포도당 순으로 점도가 낮아졌다. 용액의 점도가 평균분자량과 직선적 상관관계 (r=0.8038)를 보였다. 농도증가에 따라 점도는 지수적 증가추세를 나타내었으며 농도의존성지수는 당알콜류가 HMS나 fructo-oligo 당 보다 낮았다. 온도증가에 따라 당용액의 점도는 지수적 감소경향을 보여 Arrhenius식을 따랐으며 유동활성화에너지는 sorbitol과 HMS가 설탕보다 큰 반면 fructo-oligo 당과 maltitol은 설탕보다 작았다. Fructo-oligo 당을 사과잼에 설탕 대용으로 사용하였을 경우에는 조직감에 영향을 미치지 않았으나 팥양갱에서는 견고성, 부착성, 탄력성, 응집성을 모두 크게 저하시켰다. HMS는 사과잼과 팥양갱에 설탕 대용으로 전량 대체할 경우 큰 조직감 변화를 가져오지 않으나 설탕과 50%씩 혼용할 경우 견고성이 크게 저하되었다. 반면 당알콜류를 설탕대용으로 잼이나 양갱에 사용할 경우 견고성, 부착성, 탄력성을 저하시켰다. Fructo-oligo 당과 HMS를 설탕에 첨가할 경우 캔디의 고화속도에 큰 변화가 없으나 sorbitol은 고화속도를 크게 저하시켰다.

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