다양한 가공 조건에서 curcuminoid의 화학안정성 및 항산화능 변화

이보현(Bo Hyun Lee),김다람(Daram Kim),강스미(Smee Kang),김미리(Mi-Ri Kim),홍정일(Jungil Hong) 한국식품과학회 2010 한국식품과학회지 Vol.42 No.1

생리활성 물질로 알려진 curcuminoid의 다양한 가공조건에서의 화학안정성 및 항산화능의 변화를 조사하였다. Curcuminoid의 화학안정성은 pH와 온도에 의해 크게 영향 받았으며, 온도 및 pH의 증가는 curcuminoid의 황색도 및 화학안정성을 감소시켰다. 특히 일반적인 멸균조건(121℃, 1.2기압)에서 액상의 curcuminoid를 고압가열처리 하였을 경우 80-90%의 황색도 감소 및 구조적 파괴를 초래하였다. 하지만 분말상태 curcuminoid 시료의 고압가열처리 시는 10% 미만의 감소가 있었다. 고압가열처리 후 curcumonoids의 DPPH 및 ABTS 라디칼 소거능은 각각 10.3 및 33.4%의 활성 감소를 보였으며, nitric oxide 소거능은 약간 증가하였다. 고압가열처리 후 각 curcuminoid의 잔류량의 분석 결과, curcumin 이 99% 이상 감소하여 고압가열처리에 가장 민감한 것으로 나타났고 BMC는 16.5% 잔류하였다. 본 연구는 생리활성 증강의 목적으로 식품 중에 첨가된 curcuminoid가 다양한 가공, 조리 과정을 통해 화학적 변화 및 활성의 변화를 가져올 수 있음을 보여주며, 이와 같은 생리활성 물질의 안정화를 위한 적절한 가공, 조리 방법들이 신중하게 고려되어야 함을 제시하고 있다. Curcuminoids are polyphenolic compounds and include curcumin and its derivatives possessing a yellow color. In the present study, changes in the chemical stability and antioxidant activities of curcuminoids, including curcumin, demethoxycurcumin (DMC), and bisdemethoxycurcumin (BMC), were investigated under various processing conditions. The yellowness of a mixture of the curcuminoids (79.4% curcumin, 16.8% DMC, and 3.8% BMC) at 405 nm was proportional to their amounts analyzed by HPLC. The curcuminoids became less stable with increases of pH and temperature during storage. Exposing a solution of the curcuminoids to autoclave conditions (121℃, 1.2 atm for 15 min) decreased residual curcuminoid levels by 80-90%; however, as a powder under the same conditions the curcuminoids were much more stable with less than 10% loss. After autoclave treatment, scavenging activities of the curcuminoids for DPPH and ABTS radicals were reduced by 10.3 and 33.4%, respectively, whereas nitric oxide scavenging activity was slightly increased. The residual levels of curcumin, DMC, and BMC after autoclaving were 0.7, 1.4, and 0.9%, respectively, indicating that curcumin was the most sensitive to autoclave treatment. The results indicate that under processing conditions, pH and temperature markedly affect the stability of curcuminoids and major losses of curcuminoids occur after autoclaving. These conditions should be considered when processing foods containing curcuminoids.

강황 (Curcuma longa L.) 색소의 정량 및 안정성

김관수,정명근,박시형,Kim Kwan-Su,Choung Myoung-Gun,Park Si-Hyung 한국작물학회 2005 Korean journal of crop science Vol.50 No.suppl1

강황 (Curcuma longa L.) 색소의 curcuminoid 성분인 curcumin (CUR), demethoxycurcumin (DEM), bisdemethoxy-curcumin (BIS)의 정량분석을 위해 유의성있는 검량선$(r^2=0.9999**)$을 작성하였다. 사용된 HPLC는 역상칼럼을 장착하고 420nm의 UV 검출조건, 그리고 이동상으로 acetonitrile: $0.1\%$ acetic acid /water의 50 : 50 혼합용액을 이용하는 조건으로 분석조건이 확립되었다. 국내 6개 지역에서 재배된 강황들의 색소성분 함량분석 결과, CUR가 91.6mg/g으로 가장 높았으며 DEM은 56.9 mg/g이고 BIS는 23.0 mg/g으로 가장 낮게 나타났으며 총량은 평균 171.5 mg/g이었다. 강황 색소추출물의 저장시기별 색소성분의 함량 변화를 조사한 결과 $-20^{\circ}C$ 냉동저장은 거의 손실이 없었으나 상온저장은 60일 이후 급격한 감소율을 보였다. 저장 90일째의 색소성분은 암조건에서 약 $50\%$, 명조건에서 약 $30\%$만이 남아 있어 curcuminoid색소성분은 빛과 온도에 의해 분해가 촉진되는 것을 알 수 있었다. Three curcuminoids [curcumin (CUR), demethoxycurcumin(DEM), bisdemethoxycurcu in (BIS)] are major yellow pigments in turmleric (Curcuma longa L.) root. Contents of curcuminoids in turmeric roots collected from 6 locations were analyzed using, high performance liquid chromatography (HPLC) equipped with reversed-phase column, an UV-Vis detector at 420nm, and eluted with a mixture of acetonitrile: $0.1\%$ acetic acid in water (50 : 50, v/v) as mobile phase. The stability of curcuminoid pigments in $80\%$ methanol extract solution were investigated during storage in a freezer at $-20^{\circ}C$, room temperature in the dark, and light condition. Calibration curves for the determination of curcuminoids were made with significant linearity $(r^2=0.999**)$. Average content of total curcuminoids was 171.5 mg/g, with 91.6 mg/g of CUR, 56.9 mg/g of DEM, and 23.0 mg/g of BIS. Amount of curcuminoids during storage in a freezer was almost not changed while those in room temperature wert reduced and rapid degradation appeared after 60 days. Within 90 days, about $50\%$ curcuminoid decreased in the dark and about $70\%$ in the light condition, indicating the decomposition of curcuminoid pigments followed under light and heat.

Curcuminoids의 pH별 저장조건에 따른 감소양상 분석

김미리,홍정일 서울여자대학교 2010 자연과학연구논문집 Vol.22 No.-

Curcuminoids from the rhizome of Curcuma longa L. are orange-yellow pigments that have been shown to have various biological activities. In the present study, changes in chemical stabilities and degradation patterns of curcuminoids, including curcumin, demethoxycurcumin (DMC), and bisdemethoxycurcumin (BMC), in different pH conditions were investigated using a reverse phase HPLC system. Among the 3 curcuminoids, stability of curcumin in weak alkaline (pH 7.4-8.0) conditions was most considerably reduced by 55-85% within 1 hr incubation. The absolute values of slope from a regression equation between residual levels of curcumin, DMC, or BMC and incubation time were 1.31, 1.08, or 0.25, respectively, during 12.5 min incubation at pH 7.4, indicating that degradation of curcumin was much faster than those of DMC and BMC. Degradation rate of curcuminoids was much higher especially at initial periods (within 12.5 min) during 24 hr incubation. Stability of curcumin was also most sensitive according to increase of incubation pH, as compared to DMC or BMC. These results suggest that stability and different degradation patterns of curcuminoids need to be carefully considered for evaluation of their bioactivity and application to food systems.

강황 (Curcuma longa L.) 색소의 정량 및 안정성

김관수,정명근,박시형 한국작물학회 2005 한국작물학회지 Vol.50 No.S

강황 (Curcuma longa L.) 색소의 curcuminoid 성분인 curcumin (CUR), demethoxycurcumin (DEM), bisdemethoxy-curcumin (BIS)의 정량분석을 위해 유의성있는 검량선(r2=0.9999**) 을 작성하였다. 사용된 HPLC는 역상칼럼을 장착하고 420nm의 UV 검출조건, 그리고 이동상으로 acetonitrile: 0.1~% acetic acid /water의 50 : 50 혼합용액을 이용하는 조건으로 분석조건이 확립되었다. 국내 6개 지역에서 재배된 강황들의 색소성분 함량분석 결과, CUR가 91.6mg/g으로 가장 높았으며 DEM은 56.9 mg/g이고 BIS는 23.0 mg/g으로 가장 낮게 나타났으며 총량은 평균 171.5 mg/g이었다. 강황 색소추출물의 저장시기별 색소성분의 함량 변화를 조사한 결과 -20℃ 냉동저장은 거의 손실이 없었으나 상온저장은 60일 이후 급격한 감소율을 보였다. 저장 90일째의 색소성분은 암조건에서 약 50~% , 명조건에서 약 30~% 만이 남아 있어 curcuminoid색소성분은 빛과 온도에 의해 분해가 촉진되는 것을 알 수 있었다. Three curcuminoids [curcumin (CUR), demethoxycurcumin(DEM), bisdemethoxycurcu in (BIS)] are major yellow pigments in turmleric (Curcuma longa L.) root. Contents of curcuminoids in turmeric roots collected from 6 locations were analyzed using, high performance liquid chromatography (HPLC) equipped with reversed-phase column, an UV-Vis detector at 420nm, and eluted with a mixture of acetonitrile: 0.1~% acetic acid in water (50 : 50, v/v) as mobile phase. The stability of curcuminoid pigments in 80~% methanol extract solution were investigated during storage in a freezer at -20~circC , room temperature in the dark, and light condition. Calibration curves for the determination of curcuminoids were made with significant linearity (r2=0.999**) . Average content of total curcuminoids was 171.5 mg/g, with 91.6 mg/g of CUR, 56.9 mg/g of DEM, and 23.0 mg/g of BIS. Amount of curcuminoids during storage in a freezer was almost not changed while those in room temperature wert reduced and rapid degradation appeared after 60 days. Within 90 days, about 50~% curcuminoid decreased in the dark and about 70~% in the light condition, indicating the decomposition of curcuminoid pigments followed under light and heat.

Structural and Optical Properties of Nanofibers Prepared with Electrospinning by Using PMMA Integrated with Curcuminoids to Produce White LED

M. Al Shafouri,Naser M. Ahmed,Z. Hassan,M. A. Almessiere 한국섬유공학회 2020 Fibers and polymers Vol.21 No.8

Curcuminoids, a polyphenol from turmeric (Curcuma longa L.) have well-known diverse medical benefits. However, the nature of emitted light from curcuminoids and their poor stability limit their illumination applications but canbe further improved using nanofibers and nanoparticles of curcuminoids. In this study, poly(methyl methacrylate) (PMMA)integrated curcuminoid nanofibers (PICNFs) were prepared through electrospinning and characterised. PMMA was mixedwith C. longa L. powder to obtain impurity-free curcuminoid solution. Solutions with altering volumes (1, 2, 3, 4 and 5 ml)were spun to grow desired PICNFs. The structural, morphological and optical properties of the as-synthesised PICNFs (withand without annealing) were evaluated as a function of various PMMA concentrations (5, 10 and 15 wt%) to determine thefeasibility of improving down-conversion white light emission. The chromatic traits of the proposed PICNFs were analysedunder different light-emitting diode LED pumping wavelengths (365, 390 and 445 nm). The chromaticity coordinates (CIE),correlated colour temperature (CCT) and colour rendering index (CRI) of the obtained PICNFs were measured. The FTIRspectra of as-grown PICNFs displayed various characteristic IR bands, which were assigned to the vibrations of differentfunctional groups in the structures. The FESEM images of pre- and post-annealed samples revealed the formation ofnanofibers (diameter ranging from 250 nm to 300 nm) and nanoparticles (diameter ranging from 9 nm to 18 nm). Theoptimum values of CIE, CRI and CCT for the studied PICNFs were (0.3092, 0.315), 76.3 and 6,856 K, respectively.

물리적 가공법을 이용한 강황으로부터 Curcuminoid의 고체상추출

이광진,양혜진,정상원,마진열 한국생약학회 2012 생약학회지 Vol.43 No.3

In order to extract the curcuminoid such as curcumin, demethoxycurcumin (DMC), and bisdemethoxycurcumin (BDMC) in turmeric (Curcuma longa), solvent extraction methods (dipping and ultrasonic extraction method) and solid-phase extraction (SPE) were used. RP-HPLC (reverse-phase high-performance liquid chromatography) and TLC (thin-layer chromatography)were used for identification and analysis the three curcuminoid. From the experimental results, it is evident that the percentage of curcuminoid extracted from turmeric by ultrasonic extraction method was higher than dipping method. The percentage of curcumin extracted from turmeric by pure methanol was higher than any aqueous methanolic composition. Moreover,the total peak area of three curcuminoid was above 92% in RP-HPLC using solid-phase extraction. These results will form a database for investigating the constituents of natural products and the resources of pharmaceutical, nutrition, and cosmetic products.

초음파 및 침적방법을 이용한 강황 (Curcuma longa)으로부터 Curcuminoids의 확인

이광진(Kwang Jin Lee),마진열(Jin Yeul Ma),김영식(Young Sik Kim) 한국생물공학회 2012 KSBB Journal Vol.27 No.1

In this study three major curcuminoids in turmeric curcumin (1), demethoxycurcumin (2) and bismethoxycurcumin (3) were efficiently extracted by optimizing extraction condition and simultaneously identified using a fast and reliable RPHPLC-UV-MS and TLC method. The analysis by the C18 column was performed and the UV wavelength was fixed at 425 nm. In this result, the total extraction yield of turmeric (Curcuma longa) was increased with extraction time from 1 to 7 h. So, optimum extraction time is 4 h. Also, the highest yield of extraction amount 0.433g 8.66% was obtained by ultrasonic waves with quarter frequency kHz and an extraction time of 7 h. The experiment method was consistent with theoretical Value r² = 0.987 (1), 0.997 (2) and 0.998 (3). Moreover, LC-MS analysis provided efficiently molecular weight information of three major curcuminoids in turmeric extracts and high purity (~95%) of the curcuminoids were obtained. This work offers would be useful for chemical and biological studies of natural plants and its products.

강황에서 curcuminoids의 고순도 추출 및 고성능 액체 크로마토그래피 동시분석

이광진 ( Kwang Jin Lee ),마진열 ( Jin Yeul Ma ),김영식 ( Young Sik Kim ),김동선 ( Dong Seon Kim ),김은철 ( Yin Zhe Jin ) 한국응용생명화학회(구 한국농화학회) 2012 Journal of Applied Biological Chemistry (J. Appl. Vol.55 No.1

Three major curcuminoids in turmeric (Curcuma longa), curcumin, demethoxycurcumin, and bisdemethoxycurcumin, were efficiently extracted by optimizing extraction condition and simultaneously analyzed and identified using reverse phase highperformance liquid chromatography, thin-layer chromatography, and liquid chromatography-mass spectrometry method. The highest yield of extraction amount 0.279 g, 9.30% was obtained by dipping method with extraction time of 7 h.

Effect of salicylic acid and yeast extract on curcuminoids biosynthesis gene expression and curcumin accumulation in cells of Curcuma zedoaria

Nguyen Hoang Loc,Truong Thi Phuong Lan,Nguyen Duc Huy,Nguyen Ngoc Luong,Hoang Tan Quang,Trinh Huu Tan,Le Thi Anh Thu,Nguyen Xuan Huy 한국식물생명공학회 2019 JOURNAL OF PLANT BIOTECHNOLOGY Vol.46 No.3

The aim of this study is to evaluate the effect of yeast extract (YE) and salicylic acid (SA) on the expression of curcuminoid-biosynthesis genes (CzDCS and CURS1-3), and accumulation of curcumin in Curcuma zedoaria cell cultures. The results showed that, in cells treated with YE or SA, the expression levels of curcuminoid genes were 1.14- to 3.64-fold higher than the control (untreated cells), in which the YE exhibited a stronger effect in comparison with SA. Curcumin accumulation also tended to be similar to gene expression, curcumin contents in YE- or SA-treated cells were 1.61- to 2.53-fold higher than the control. The SA treatment at the fifth day of culture stimulated the curcumin accumulation and expression in all four genes compared to that at the beginning. While the YE treatments gave different results, the CzCURS1 and CzCURS3 genes were expressed strongly in cells that were treated at the beginning. However, the CzDCS and CzCURS2 genes showed the opposite expression pattern, they were activated strongly in the treatments at day five of the culture. However, the content of curcumin reached its maximum value on the fifth day of culture in all investigations.

Effect of salicylic acid and yeast extract on curcuminoids biosynthesis gene expression and curcumin accumulation in cells of Curcuma zedoaria

Lan, Truong Thi Phuong,Huy, Nguyen Duc,Luong, Nguyen Ngoc,Quang, Hoang Tan,Tan, Trinh Huu,Thu, Le Thi Anh,Huy, Nguyen Xuan,Loc, Nguyen Hoang The Korean Society of Plant Biotechnology 2019 식물생명공학회지 Vol.46 No.3

The aim of this study is to evaluate the effect of yeast extract (YE) and salicylic acid (SA) on the expression of curcuminoid-biosynthesis genes (CzDCS and CURS1-3), and accumulation of curcumin in Curcuma zedoaria cell cultures. The results showed that, in cells treated with YE or SA, the expression levels of curcuminoid genes were 1.14- to 3.64-fold higher than the control (untreated cells), in which the YE exhibited a stronger effect in comparison with SA. Curcumin accumulation also tended to be similar to gene expression, curcumin contents in YE- or SA-treated cells were 1.61- to 2.53-fold higher than the control. The SA treatment at the fifth day of culture stimulated the curcumin accumulation and expression in all four genes compared to that at the beginning. While the YE treatments gave different results, the CzCURS1 and CzCURS3 genes were expressed strongly in cells that were treated at the beginning. However, the CzDCS and CzCURS2 genes showed the opposite expression pattern, they were activated strongly in the treatments at day five of the culture. However, the content of curcumin reached its maximum value on the fifth day of culture in all investigations.