• 제목/요약/키워드: Ginsenoside F4

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SYNTHESIS OF THE GINSENG GLYCOSIDES AND THEIR ANALOGS

  • Elyakov G. B.;Atopkina L. N.;Uvarova N. I.
    • 고려인삼학회:학술대회논문집
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    • 고려인삼학회 1993년도 학술대회지
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    • pp.74-83
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    • 1993
  • In an attempt toward the synthesis of the difficulty accessible ginseng saponins the four dammarane glycosides identical to the natural $ginsenosides-Rh_2,$ - F2, compound K and chikusetsusaponin - LT8 have been prepared from betulafolienetriol(=dammar-24-ene-$3{\alpha},12{\beta}\;20(S)-triol).\;3-O-{\beta}-D-Glucopyranoside$ of 20(S) - protopanaxadiol $(=ginsenoside-Rh_2)$ have been obtained by the regio - and stereoselective glycosylation of the $12-O-acetyldammar-24-ene-3{\beta},\;12{\beta},$ 20(S)-triol. The 12-ketoderivative of 20(S)-protopanaxadiol has been used as aglycon in synthesis of chikusetsusaponin - LT8. Attempted regio - and stereoselective glycosylation of the less reactive tertiary C - 20 - hydroxyl group in order to synthesize the $20-O-{\beta}-D-glucopyranoside$ of 20(S)-protopanaxadiol(=compound K) using 3, 12 - di - O - acetyldammar - 24 - ene - $3{\beta},12{\beta},20(S)$-trial as aglycon was unsuccessful. Glycosylation of 3, 12 - diketone of betulafolienetriol followed by $NaBH_4$ reduction yielded the $20-O-{\beta}-D-glucopyranoside\;of\;dammar-24-ene-3{\beta},12{\alpha},$ 20(S)-triol, the $12{\alpha}-epimer$ of 20(S) - protopanaxadiol. Moreover, a number of semisynthetic ocotillol - type glucosides, analogs of natural pseudoginsenosides, have been prepared.

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홍삼 Ext 수용액의 살균과 저장 중 성분의 변화와 생성된 침전물의 이화학적 특성 (Changes in Chemical Components of Red Ginseng Extract Solution and Physicochemical Properties of Precipitates Formed During Pterilization and Storage)

  • 김나미;이종태;양재원
    • Journal of Ginseng Research
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    • 제20권1호
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    • pp.54-59
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    • 1996
  • Red Ginseng extracts sol'n was sterilized at 85f for 20 mins and/or stored at 4$0^{\circ}C$ for 6 months and centrifuged for 20 mins at 8,500xg in order to investigate the changes in chemical components of supernatants and the properties of precipitates. Contents of crude saponin and ginsenoside-$Rb_1$, -$Rg_1$, -Re were partially decreased during heating and storage. Starch contents were decreased from 26.81% in red ginseng extracts to 17.50-8.81% in supernatants, whereas free sugar contents were increased from 15.50% to 20.29~21.35% by heating and storage. The contents of protein and minerals in supernatants were decreased, but acidic polysaccharides and polyphenol compounds were not changed. pH values of supernatants and precipitates were decreased. The absorbances of brown color precursor and brown pigment in precipitates, detected at 285 nm and 440 nm were remarkably increased. The Overa11 data suggest that precipitates in red ginseng extracts sol'n formed during steilization and storage are provably the brown pigments resulting from Maillard reaction of amino compounds with reducing sugar which could be released from starch and protein matrix and $Cu^+$, $Ca^{2+}$ and $Fe^{3+}$ ions are implicated with the reaction incorporated.

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인삼열매 발효추출물을 함유한 제품의 품질안정성 (Quality Stability of Products Containing Fermented Ginseng Berry Extracts)

  • 김승태;허창회;김성훈;이원종;장수길;주성수
    • 한국식품위생안전성학회지
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    • 제34권5호
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    • pp.473-479
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    • 2019
  • 인삼열매는 진세노사이드 함량이 인삼뿌리와 다르게 나타나며, 항 고혈당효과, 항암활성 등의 다양한 약리적 효능이 있다고 보고되고 있다. 본 연구에서는 인삼열매를 수확하여 Rb1 및 Rg1 등의 진세노사이드 함량이 풍부한 4회 증포 인삼열매와 Rg3를 포함한 총 진세노사이드 함량이 풍부한 7회 증포 인삼열매를 혼합하여 열수추출물과 에탄올 추출물을 얻었고, 이를 L. plantarum으로 발효시킨 추출물을 이용하여 액상 스틱을 제조한 후 10, 25, $35^{\circ}C$에서 4개월 동안 저장하면서 진세노사이드 함량 변화 및 이화학적 특성을 조사하였다. 인삼열매 추출물을 함유하는 액상스틱을 $35^{\circ}C$에서 4개월 동안 저장한 후에 pH는 4.81에서 3.81로 저하되었으나, 산도와 고형분 함량은 변화하지 않았다. DPPH 소거능은 $10^{\circ}C$$25^{\circ}C$에서 4개월 동안 저장했을 때 큰 변화를 나타내지 않았으나 $35^{\circ}C$에서 4개월 저장했을 때 크게 감소하였다. L값(명도)와 b값(황색도)는 저장기간 동안 감소하였으나, a값(적색도)는 변화하지 않았다. Rg1, Rb1, F2, Rg3(S), Rg3(R), Rg5 등 6종류의 총 진세노사이드 함량은 10, 25, $35^{\circ}C$에서 4개월 동안 저장하는 동안에 큰 변화가 없었으며, 일반세균과 대장균군도 검출되지 않았다.

인삼모상근의 생장과 Ginsenoside 생합성에 미치는 KH$_2$PO$_4$의 영향 (Effect of Potassium Phosphate on Growth and Ginsenosides Biosynthesis from Ginseng Hairy Root)

  • 인준교;박동식;이범수;이태후;김세영;노영덕;조동하;김성무;양덕춘
    • 한국약용작물학회지
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    • 제14권6호
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    • pp.371-375
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    • 2006
  • To investigate effects on the growth and ginsenosides accumulation in ginseng hairy root, potassium phosphate was supplemented with 1.25, 2.5, and 5.0 mM concentration in 1/2 MS medium, respectively. Potassium phosphate supplement was increased the biomass and ginsenosides accumulation when it was dose at the concentration of 1.25 mM. And the growth rate of hairy root in the light condition was higher than in dark condition. The highest contents and productivity of ginsenosides were observed at the supplement of 1.25 mM potassium phosphate at the 7th day after the culture onset. Ginseng hairy root cultured in 20 L bioreactor supplemented with 1.25 mM KH$_2$PO$_4$ was increased the growth with 1,609 g (F${\cdot}$W) and ginsenosides content with 11.09 mg than those in control.

Preparation and evaluation of proliposomes formulation for enhancing the oral bioavailability of ginsenosides

  • Duy-Thuc Nguyen;Min-Hwan Kim;Min-Jun Baek;Nae-Won Kang;Dae-Duk Kim
    • Journal of Ginseng Research
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    • 제48권4호
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    • pp.417-424
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    • 2024
  • Background: This research main objective was to evaluate a proliposomes (PLs) formulation for the enhancement of oral bioavailability of ginsenosides, using ginsenoside Rg3 (Rg3) as a marker. Methods: A novel PLs formulation was prepared using a modified evaporation-on-matrix method. Soy phosphatidylcholine, Rg3-enriched extract, poloxamer 188 (Lutrol® F 68) and sorbitol were mixed and dissolved using a aqueous ethanolic solution, followed by the removal of ethanol and lyophilization. The characterization of Rg3-PLs formulations was performed by powder X-ray diffractometry (PXRD), transmission electron microscopy (TEM) and in vitro release. The enhancement of oral bioavailability was investigated and analyzed by noncompartmental parameters after oral administration of the formulations. Results: PXRD of Rg3-PLs indicated that Rg3 was transformed from crystalline into its amorphous form during the preparation process. The Rg3-encapsulated liposomes with vesicular-shaped morphology were generated after the reconstitution by gentle hand-shaking in water; they had a mean diameter of approximately 350 nm, a negative zeta potential (- 28.6 mV) and a high entrapment efficiency (97.3%). The results of the in vitro release study exhibited that significantly more amount of Rg3 was released from the PLs formulation in comparison with that from the suspension of Rg3-enriched extract (control group). The pharmacokinetic parameters after oral administration of PLs formulation in rats showed an approximately 11.8-fold increase in the bioavailability of Rg3, compared to that of the control group. Conclusion: The developed PLs formulation could be a favorable delivery system to improve the oral bioavailability of ginsenosides, including Rg3.

한국인삼론(韓國人蔘論) (Current Status of Korean Ginseng Research)

  • 한병훈
    • 생약학회지
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    • 제3권3호
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    • pp.151-160
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    • 1972
  • Recent achievements of scientific research on the pharmacologic activities and the chemical problems of dammalene glycosides, which are considered to be effective principles of Korean ginseng, are reviewed and analyzed in view of structure-activity relationship. 1) S. Shibata and his co-workers detected 12 glycoside spots of dammalene series on the two dimensional T.L.C. of total glycoside fraction from Japanese ginseng, and designated them Ginsenoside Rx(x=a, b, c, g, h, etc.) in the order of increasing Rf-value. The aglycones of those glycosides were characterized to be protopanaxadiol for the Ginsenoside $Rx(x=a,\;b_{1},\;b_{2},\;c,\;d,\;e,\;f)$ and protopanaxatriol for the Ginsenoside $Rx(x=g_{1},\;g_{2},\;g_{3},\;h_{1}\;'h_{2})$. Using Korean ginseng as the material for our study, the author and his coworkers isolated a new dammalene glycoside(Panax Saponin C), which comes under the category of protopanaxadiol glycosides based on the classification of S. Shibata et al., and characterized this saponin to be the glycoside of protopanaxatriol series. Furthermore, Panax Saponin C dissociated into $two\;components(C_{1}\;and\;C_{2}-acetate)$ by acetylation, both of which returned to original Panax Saponin C by deacetylation. Based on this result, more than 13 glycoside components of dammalene series will be expected in the Korean ginseng. 2) The structures of protopanaxadiol and protopanaxatriol, the genuine aglycones of dammalene glycosides, are fully established to be structural analogues by S. Shibata and his co-workers, therefore antagonistic and/or analogical activities will be expected for the pharmacologic activities of these glycoside series of structural analogues. K. Takaki and his co-workers found central nervous system (CNS) stimmulant activity from the glycosides of protopanaxatriol series and CNS-depressant activity from the glycosides of protopanaxadiol series. On the other hand, the author and his co-workers found stimmulating activity on the protein synthesis from both the series of dammalene glycosides with delayed and long-lasting characteristics. This delayed and long-lasting characteristics were also observed in the anti-inflammatory activity of glycosides of protopanaxatriol series on their time course tendency. For the convenience's sake of argument, pluralistic pharmacologic activities of dammalene glycosides, which were observed by many workers at various pharmacologic site, may be classified into two main categories; one is pan-cellular activity and the other is organ specific activity to the certain tissue which is a mass of cells differentiated to a certain direction for their special functions in the body. Based on the data of K. Takaki and those of the authors, following assumption will be probable; Pharmacologic activities of both series of glycosides of protopanaxadiol and protopanaxatriol aglycones may be antagonistic on their tissue-specific activities and analogic on their pan-cellular activities. Therefore, the mixture of these two series of glycosides in an appropriate ratio, as the case of total extract of Korean ginseng, will be probably beneficial to the host by increasing the synthesis of some functional proteins, due to the additive action of pan-cellular activity, and with the disappearance of any significant behavioral symptoms due to the antagonism of tissue specific activity. This fact will probably be the main reason why classical trials of pharmacologists failed in re-discovering the efficacy of Korean ginseng with their behavioral test. 3) The author and his co-workers achieved the synthesis of $C^{14}-labelled\;Panax\;Saponin\;A\;on\;C_{25}-C_{27}\;position\;of\;aglycone$ in the interest of tracer studies in vivo. The method will be applicable to other dammalene glycosides regardless of their chemical structure. 4) The author and his co-workers converted chemically betulafolienetriol, a triterpene component of Betula platyphylla, to the protopanaxadiol, one of genuine aglycone of dammalene glycosides.

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Biotransformation of Panax ginseng extract by rat intestinal microflora: identification and quantification of metabolites using liquid chromatography-tandem mass spectrometry

  • Dong, Wei-Wei;Zhao, Jinhua;Zhong, Fei-Liang;Zhu, Wen-Jing;Jiang, Jun;Wu, Songquan;Yang, Deok-Chun;Li, Donghao;Quan, Lin-Hu
    • Journal of Ginseng Research
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    • 제41권4호
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    • pp.540-547
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    • 2017
  • Background: In general, after Panax ginseng is administered orally, intestinal microbes play a crucial role in its degradation and metabolization process. Studies on the metabolism of P. ginseng by microflora are important for obtaining a better understanding of their biological effects. Methods: In vitro biotransformation of P. ginseng extract by rat intestinal microflora was investigated at $37^{\circ}C$ for 24 h, and the simultaneous determination of the metabolites and metabolic profile of P. ginseng saponins by rat intestinal microflora was achieved using LC-MS/MS. Results: A total of seven ginsenosides were detected in the P. ginseng extract, including ginsenosides Rg1, Re, Rf, Rb1, Rc, Rb2, and Rd. In the transformed P. ginseng samples, considerable amounts of deglycosylated metabolite compound K and Rh1 were detected. In addition, minimal amounts of deglycosylated metabolites (ginsenosides Rg2, F1, F2, Rg3, and protopanaxatriol-type ginsenosides) and untransformed ginsenosides Re, Rg1, and Rd were detected at 24 h. The results indicated that the primary metabolites are compound K and Rh1, and the protopanaxadiol-type ginsenosides were more easily metabolized than protopanaxatriol-type ginsenosides. Conclusion: This is the first report of the identification and quantification of the metabolism and metabolic profile of P. ginseng extract in rat intestinal microflora using LC-MS/MS. The current study provided new insights for studying the metabolism and active metabolites of P. ginseng.

야생 산삼 지상부 및 지하부의 화학성분 분석과 피부 항노화 효능 평가 (Analysis of Chemical Components for Aerial and Underground Parts of Wild Ginseng and Evaluation of Skin Anti-aging Efficacy)

  • 노석선;이광진;김병현;황보경;김효진;장윤희;유재군;주영승
    • 대한본초학회지
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    • 제38권5호
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    • pp.85-95
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    • 2023
  • Objectives : This study was intended to reveal the chemical profiles of aerial(leaf, stem) and underground(rhizome, radix) parts of wild ginseng, and to investigate their anti-aging effects on human skin cells. Methods : Wild ginseng, estimated for over 20 years, was divided into the aerial and underground parts. Total phenolic contents of each extracts were measured using a Folin-ciocalteu method. The contents of 18 amino acids, 8 minerals and 27 ginsenosides were determined by GC-FID, ICP-MS and LC-MS, respectively. The anti-aging effects, including the radical scavenging activity, the activation of mitochondrial function on human fibroblasts, and the proliferation activity on human keratinocyte progenitor cells, for the whole plant and underground part of wild ginseng were evaluated. Results : The total phenolic acids, amino acids, and minerals in the aerial part were more than twice as high as in the underground part. Compared to the cultivated ginseng root, there were various types of ginsenosides in both parts of wild ginseng, and the total amount was more than twice as high. In particular, the aerial part significantly contained ginsenoside F1, F2, C-Mc1, and C-O, and the distinctive patterns that distinguish each parts of wild ginseng from the cultivated ginseng root were derived. The whole plant and underground part of wild ginseng exhibited significant antioxidant effect(14.3-45.6%), activation of mitochondrial membrane potential(105.5-120.1%), and cell proliferation(112.1-125.4%). Conclusions : The entire plant and underground part of wild ginseng are high value-added plants and have beneficial effects on skin anti-aging properties through its abundant metabolites.

Dynamic changes of multi-notoginseng stem-leaf ginsenosides in reaction with ginsenosidase type-I

  • Xiao, Yongkun;Liu, Chunying;Im, Wan-Teak;Chen, Shuang;Zuo, Kangze;Yu, Hongshan;Song, Jianguo;Xu, Longquan;Yi, Tea-Hoo;Jin, Fengxie
    • Journal of Ginseng Research
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    • 제43권2호
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    • pp.186-195
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    • 2019
  • Background: Notoginseng stem-leaf (NGL) ginsenosides have not been well used. To improve their utilization, the biotransformation of NGL ginsenosides was studied using ginsenosidase type-I from Aspergillus niger g.848. Methods: NGL ginsenosides were reacted with a crude enzyme in the RAT-5D bioreactor, and the dynamic changes of multi-ginsenosides of NGL were recognized by HPLC. The reaction products were separated using a silica gel column and identified by HPLC and NMR. Results: All the NGL ginsenosides are protopanaxadiol-type ginsenosides; the main ginsenoside contents are 27.1% Rb3, 15.7% C-Mx1, 13.8% Rc, 11.1% Fc, 7.10% Fa, 6.44% C-Mc, 5.08% Rb2, and 4.31% Rb1. In the reaction of NGL ginsenosides with crude enzyme, the main reaction of Rb3 and C-Mx1 occurred through Rb3${\rightarrow}$C-Mx1${\rightarrow}$C-Mx; when reacted for 1 h, Rb3 decreased from 27.1% to 9.82 %, C-Mx1 increased from 15.5% to 32.3%, C-Mx was produced to 6.46%, finally into C-Mx and a small amount of C-K. When reacted for 1.5 h, all the Rb1, Rd, and Gyp17 were completely reacted, and the reaction intermediate F2 was produced to 8.25%, finally into C-K. The main reaction of Rc (13.8%) occurred through Rc${\rightarrow}$C-Mc1${\rightarrow}$C-Mc${\rightarrow}$C-K. The enzyme barely hydrolyzed the terminal xyloside on 3-O- or 20-O-sugar-moiety of the substrate; therefore, 9.43 g C-Mx, 6.85 g C-K, 4.50 g R7, and 4.71 g Fc (hardly separating from the substrate) were obtained from 50 g NGL ginsenosides by the crude enzyme reaction. Conclusion: Four monomer ginsenosides were successfully produced and separated from NGL ginsenosides by the enzyme reaction.

김밥에서의 Staphylococcus aureus에 대한 정량적 미생물위해평가 모델 개발 (Quantitative Microbial Risk Assessment Model for Staphylococcus aureus in Kimbab)

  • 박경진;오덕환;하상도;박기환;정명섭;천석조;박종석;우건조;홍종해
    • 한국식품과학회지
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    • 제37권3호
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    • pp.484-491
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    • 2005
  • 정량적 미생물 위해평가(Quantitative microbial risk assessment: QMRA)는 국민건강에 영향을 주는 잠재된 위해를 연구하여 식품내 존재하는 병원성미생물과 관련한 위해를 체계적으로 평가하는 것이다. 본 연구는 깁밥에서의 Staphylococcus aureus에 대한 QMRA 모델을 개발하고 이를 식품위생관리에서 이용할 수 있는 기준을 제시하여, 식품안전 분야에서의 QMRA의 필요성과 활용성을 알리기 위해서 실시하였다. QMRA 모델은 매장에서부터 최종소비에 이르기까지 4 단계로 구성되었으며, 미생물 성장모델과 조사자료 그리고 확률분포가 김밥의 최종소비에서의 S. aureus 수준을 평가하기 위하여 이용되었다. S. aureus에 대한 양-반응모델이 없는 관계로 최종 소비단계에서의 S. aureus의 오염수준을 잠재적인 위해를 결정하는데 이용하였다. 이를 위하여 5 log CFU/g이상을 잠재적 유해수준으로 가정하였으며, 시뮬레이션 결과 최종 소비되는 김밥에서 이 유해수준을 초과할 가능성은 30.7%로 나타났다. 김밥에서의 S. aureus의 오염수준은 평균 2.67 log CFU/g으로 나타났으며, 민감도 분석에서는 매장에서의 김밥 보관온도 및 시간이 가장 중요한 요인으로 결정되었다. 이러한 결과를 종합하여 볼 때 김밥 매장에서는 현실적으로 보존시간 관리가 어렵다고 한다면 보관온도를 $10^{\circ}C$ 이하로 유지하는 것이 가장 중요한 것으로 나타났다. 본 연구에서와 같이 QMRA는 식품 내 존재할 수 있는 잠재적인 위해에 영향을 미치는 인자들에 대한 평가에 이용될 수 있으며 이를 식품위생관리에 직접적으로 활용 가능한 것으로 나타났다.삼의 분석방법별 기준인 ginsenoside -Rg1과 -Re의 함량비($Rg1/Re{\Leq}3.87$)에 부합되었다.도에서 MA 저해 효과는 쑥갓>미나리>참깨의 순으로, 각각 54, 48, 29%를 나타냈다. 참깨는 20, $100{\mu}g/mL$의 농도에서처럼 가장 작은 효과를 보여줬고, 쑥갓은 50% 이상의 항산화 효과를 나타냈다. Aldehyde/Carboxylic acid assay에서는 참깨가 가장 높은 효과를 보여줬지만 Lipid MA asaay에서는 그에 비해 가장 낮은 효과를 나타냈다.안전한 수준인 것으로 판단된다. 보여진다.ificantly more inclusive. As a result of the evolution of new fibers, materials, processes and markets, we assert that a new "ENGINEERING WITH FIBERS" (EwF)(중략)web.cnu.ac.kr/~fabric이다. 제작된 멀티미디어를 실제 수업에 활용한 결과 수강생(32명)의 96.9%가 보조자료로 사용된 멀티미디어 콘텐츠자료가 실험관련 교과목 수업에 효과적이라고 응답하였고, 87.5%가 활용된 멀티미디어 콘텐츠 자료에 만족하며, 75%가 기존의 교과서와 비교하여 더 많이 활용하였다고 응답하였다. 따라서 멀티미디어 콘텐츠를 활용한 교육은 개인차에 따른 개별화 학습을 가능하게 할 뿐만 아니라 능동적인 참여를 유도하여 학습효율을 높일 수 있을 것으로 기대된다.향은 패션마케팅의 정의와 적용범위를 축소시킬 수 있는 위험을 내재한 것으로 보여진다. 그런가 하면, 많이 다루어진 주제라 할지라도 개념이나 용어가 통일되지