• 한국미생물·생명공학회지
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• 제45권4호
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• pp.311-315
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• 2017

화살나무 가지로부터 activity based fractionation에 의해 ${\alpha}$-glucosidase 저해 활성 물질 compound 1-4을 분리하였고, $^1H$ NMR, $^{13}C$ NMR, $^1H-^1H$ COSY와 HMBC 등의 spectral data에 의해 구조를 결정하였다. Compound 1-4는 모두 flavonol 물질로 ${\alpha}$-glucosidase에 대해 $IC_{50}$ 값이 각각 25.3, 17.1, 47.3과 $35.1{\mu}M$로 positive control로 사용한 acarbose 보다 강한 활성을 나타내었다. 화살나무의 혈당 저하 기능의 유효성분으로 처음 동정된 Compound 1-4는 ${\alpha}$-glucosidase에만 특이적 활성을 갖는 물질로 당뇨병 치료제로의 개발 가능성이 높은 물질로 사료된다.

• Food Science and Biotechnology
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• 제17권2호
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• pp.302-307
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• 2008

Novel amylase inhibitors were synthesized via transglycosylation by Thermotoga maritima glucosidase (TMG). TMG hydrolyzes acarbose, acarviosine-glucose, and maltooligosaccharide by releasing $^{14}C$-labeled glucose from the reducing end of each molecule. When TMG was incubated with acarviosine-glucose (the donor) and glucose (the acceptor), two major transfer products, compounds 1 and 2, were formed via transglycosylation. The structures of the transfer products were determined using thin-layer chromatography (TLC), high-performance ion chromatography (HPIC), and $^{13}C$ nuclear magnetic resonance (NMR) spectroscopy. The results indicate that acarviosine was transferred to glucose at either C-6, to give a $\alpha-(1{\rightarrow}6$) glycosidic linkage, or at C-3, to produce an $\alpha-(1{\rightarrow}3$) glycosidic linkage. The transfer products showed a mixed-type inhibition against porcine pancreatic $\alpha$-amylase; therefore, they may be useful not only as inhibitors but also as acarbose transition-state analogs to study the mechanism of amylase inhibition.

• Archives of Pharmacal Research
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• 제20권4호
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• pp.346-350
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• 1997

The synthesis of cis- and trans-1,6-dihydroxypyrrolizidine starting from trans-4-hydroxy-L-proline and their evaluation as glycosidase inhibitors are reported. The cis-isomer was found to be a potent inhibitor against .alpha.-glucosidase and showed weak inhibitory effect against other glycosidases. The trans-isomer exhibited weak inhibitions of b-glucosidase and amylo-glucosidase and poor inhibition of other glycosidases.

• 생약학회지
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• 제46권2호
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• pp.105-108
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• 2015

To establish the anti-diabetic(α-glucosidase inhibitory) activity of D. lotus leaf extract, isolate and identify the constituents responsible for the activity. The methanolic extract of leaves was partitioned between water, n-butanol and ethyl acetate. Bio-assay guided fractionation, based on inhibition of ;${\alpha}$-glucosidase, allowed isolation and identification of the active components. Liquid chromatography/mass spectrometry(LC/MS), ¹ H-NMR and ¹³ C-NMR spectra analyses demonstrated that the active compound was myricetin-3-O-;${\alpha}$-L-rhamnoside(1). Compound 1 demonstrated a strong inhibition on the α-glucosidase, in vitro and ;${\alpha}$-glucosidase inhibitory value was calculated as 98.08%, when that of a reference drug, acarbose was estimated as 83.03%. The present study indicates compound 1 could be considered as an ;${\alpha}$-glucosidase inhibitor and developed as an important antidiabetes agent for type II diabetes therapy.

• Journal of Applied Biological Chemistry
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• 제62권1호
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• pp.81-86
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• 2019

A yellow resin (gamboge) from Garcinia hanburyi has been widely used as folk medicine due to its antibacterial and antitumor activities. We isolated four ${\alpha}$-glucosidase inhibitory compounds from the methanol extract of gamboge. The compounds (1-4) were identified as gambogoic acid (1), moreollic acid (2), gambogic acid (3), and 10-methoxygambogenic acid (4), respectively through spectroscopic data including 2D-NMR and HREIMS. All compounds were examined in the enzyme inhibition assay against ${\alpha}$-glucosidase to identify their inhibitory potencies and kinetic behavior. All compounds (1-4) showed enzyme inhibition against ${\alpha}$-glucosidase, but the activity was significantly affected by the methoxy group on C-10 of ring A and pentenyl pyran moiety of ring D. For example, compound 1 ($IC_{50}=41.4{\mu}M$) bearing pyran ring eight times effective that 4 ($IC_{50}=350.6{\mu}M$) having geranyl group itself. Most active compound was found out to be gambogoic acid (1) which was analyzed most abundant metabolite in gamboge by LC-ESI-MS/MS. In kinetic study, compounds 1 and 2 were proved as noncompetitive inhibitors.

• 한국식품영양과학회지
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• 제44권7호
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• pp.1090-1099
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• 2015

본 연구는 잠상산물로부터 고부가가치 항당뇨 기능성 소재를 개발하기 위한 연구의 일환으로, 먼저 뽕나무 부위별 4가지(오디, 뽕잎, 상지, 상백피) 에탄올 추출물의 ${\alpha}$-glucosidase 저해활성을 측정한 결과 상백피가 가장 높은 저해활성을 나타내었으며, 그로부터 여러 column chromatography 및 NMR 기기분석을 통해 4가지 ${\alpha}$-glucosidase 저해제를 분리, 정제 및 동정한 결과는 다음과 같다. 상백피 에탄올 추출물을 Diaion HP-20, silica gel, ODS-A 및 Sephadex LH-20 column chromatography를 실시하여 4가지 화합물[Comp. 1(10 mg), Comp. 2(9.6 mg), Comp. 3(9.3 mg), 및 Comp. 4(6.5 mg)]을 분리 및 정제하였으며, 그들의 효소 저해활성을 측정한 결과 Comp. 1($IC_{50}=5.22{\mu}g/mL$), Comp. 2($IC_{50}=1.78{\mu}g/mL$), Comp. 3($IC_{50}=2.94{\mu}g/mL$) 및 Comp. 4($IC_{50}=1.54{\mu}g/mL$)로 나타났다. 그리고 그들 화합물의 동정을 위해 UV 및 NMR spectroscopy를 이용하여 구조를 분석한 결과 Comp. 1(morusin), Comp. 2(kuwanon H), Comp. 3(chalcomoracin A), Comp. 4(chalcomoracin B)로 각각 동정하였다. 이상의 연구 결과로 미루어 보아 상백피로부터 분리된 ${\alpha}$-glucosidase 저해제는 향후 당뇨 치료용 기능성 소재로 활용할 수 있을 것으로 기대된다.

• 한국식품영양과학회지
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• 제31권1호
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• pp.131-135
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• 2002

본 연구에서는 작약 추출물의 식후 과혈당 억제작용을 조사하였다. 작약 유기용매(hexane, ethyl acetate, butanol, water) 추출물들을 high performance liquid chromatogrphy를 이용하여 분획한 분획물(fraction)들으 $\alpha$-glucosidase(EC 3.2.1.20) 저해제를 탐색하였다. 작약 ethyl acetate 추출물의 11, 12, 18, 19번 분획물들은 20 $\mu\textrm{g}$/mL에서 각각 85%, 84%, 77%, 77%의 강력한 저해 활성을 나타내었으며, 작약 ethyl acetate 추출물의 10~19번 분획을 경구투여한 in vivo당 (maltose) 부하 실험에서도 양성대조군과 비교하여 유의성 있게 22%의 혈당을 낮추었다. 따라서 본 연구의 in vitro와 in vivo 실험을 통하여 확인 된 $\alpha$-glucosidase 저해 활성을 갖는 작약 분획물들은 식후의 혈당상승 작용을 억제하는 새로운 nutraceutical 소재와 항당뇨 신약개발을 위한 탐색자원으로서 매우 가치있는 자원으로 기대된다.

• 생약학회지
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• 제40권3호
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• pp.229-232
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• 2009

The ethanol (EtOH) extract of the branches of Cotinus coggygria (Anacardiaceae) exhibited a significant inhibition on the yeast $\alpha$-glucosidase, one of the key enzymes related with diabetes mellitus, in a dose dependent manner, in vitro. The intensive phytochemical survey of the EtOH extract of the species by way of bioactivity-guided fractionation resulted in the isolation of 1,2,3,4,6-penta-O-galloyl-$\beta$-D-glucose (1) as an active principle responsible for the inhibition on $\alpha$-glucosidase, together with two related components 2 and 3. Compound 1 demonstrated a strong inhibition on the yeast $\alpha$-glucosidase, in vitro and $IC_{50}$ value was calculated as 0.96 mg/ml, when that of a reference drug, acarbose was estimated as 5.3 mg/ml. On the other hand, other related constituents of the species, 1,2,3,6-tetra-O-galloyl-$\beta$-D-glucose (2) and gallic acid (3) were exhibited relatively poor inhibition upon the yeast $\alpha$-glucosidase, respectively.

• 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.335.3-336
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• 2002

To find ${\alpha}$-Glucosidase Inhibitors produced by Actinomycetes, 20 soil samples were tested and 53 Actimycetes were isolated. One of 53 Actinomycetes (strain PM718) showed very potent inhibitory activity in vitro. The morphological and physiological characteristics of strain PM 718 were investigated. The spore morphology. spore chain morphology and spore surface were observed by scanning electron microscope. The inhibitory activity of strain PM718 in vivo has been studied in mice made hyperglycemia by Streptozotocin treatment. The strain PM718 showed signficant reduction of blood glucose level(more than 30%) in mice loaded with maltose.

• 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.391.2-391.2
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• 2002

The inhibitory activity of several crude drugs on $\alpha$-glucosidase, which are the key enzyme for carbohydrate digestion and the prevention of diabetic complications. was investigated. This experiment was designed to examine the hypoglycaemic effect of four water extracts crude drugs. We found two drugs. Mori radicis Cortex and Cudraniae radicis Cortex in several crude drugs remarkably inhibited $\alpha$-glucosidase. Two crude drugs were examined in streptozotocin induced high blood glucose mice. (omitted)