Taking the six common anthocyanidins in nature, i.e. cyanidin, delphinidin, malvidin, pelargonidin, peonidin and petunidin, as examples, this paper summarized the main achievements about the structure-activity relatio...Taking the six common anthocyanidins in nature, i.e. cyanidin, delphinidin, malvidin, pelargonidin, peonidin and petunidin, as examples, this paper summarized the main achievements about the structure-activity relationships of the coloration and stability of anthocyanidins. The coloration and stability of anthocyanidins are funda- mentally determined by the chemical and spatial structures of the anthocyanidins. The electron-deficient state, hydroxylation and methylation patterns, especially the ones on the B-ring, and coplanarity of the three rings of anthocyanidins are inde- pendently or synergetically, positively and/or negatively, influence the coloration and stability of the anthocyanidins. Thereinto, the in vivo colorations of anthocyanins are also related to the organ-selective and crystal- or anthocyanic vacuolar inclusion- related existence of the anthocyanidins. This review could provide a reference for the researches of the structure-optimizing and function-exploiting of anthocyanidins and also for the selection of the crops and cultivars containing specific anthocyani- din profiles.展开更多
Using naturally colored cotton(NCC)can eliminate dyeing,printing and industrial processing,and reduce sewage discharge and energy consumption.Proanthocyanidins(PAs),the primary coloration components in brown fibers,ar...Using naturally colored cotton(NCC)can eliminate dyeing,printing and industrial processing,and reduce sewage discharge and energy consumption.Proanthocyanidins(PAs),the primary coloration components in brown fibers,are polyphenols formed by oligomers or polymers of flavan-3-ol units derived from anthocyanidins.Three essential structural genes for flavanone and flavonoid hydroxylation encoding flavanone-3-hydroxylase(F3H),flavonoid 3’-hydroxylase(F3’H)and flavonoid 3’5’-hydroxylase(F3’5’H)are initially committed in the flavonoid biosynthesis pathway to produce common precursors.The three genes were all expressed predominantly in developing fibers of NCCs,and their expression patterns varied temporally and spatially among NCC varieties.In GhF3Hi,GhF3’Hi and GhF3’5’Hi silenced lines of NCC varieties XC20 and ZX1,the expression level of the three genes decreased in developing cotton fiber,negatively correlated with anthocyanidin content and fiber color depth.Fiber color depth and type in RNAi lines changed with endogenous gene silencing efficiency and expression pattern,the three hydroxylase genes functioned in fiber color formation.GhF3H showed functional differentiation among NCC varieties and GhF3’H acted in the accumulation of anthocyanin in fiber.Compared with GhF3’H,GhF3’5’H was expressed more highly in brown fiber with a longer duration of expression and caused lighter color of fibers in GhF3’5’H silenced lines.These three genes regulating fiber color depth and type could be used to improve these traits by genetic manipulation.展开更多
Stomach and colorectal cancers are common cancers and leading causes of cancer deaths.Because the alimentary tract can interact directly with dietary components,stomach and colorectal cancer may be closely related to ...Stomach and colorectal cancers are common cancers and leading causes of cancer deaths.Because the alimentary tract can interact directly with dietary components,stomach and colorectal cancer may be closely related to dietary intake.We systematically searched published literature written in English via PubMed by searching for terms related to stomach and colorectal cancer risk and dietary flavonoids up to June 30,2012.Twenty-three studies out of 209 identified articles were finally selected for the analysis.Log point effect estimates and the corresponding standard errors were calculated using covariate-adjusted point effect estimates and 95%CIs from the selected studies.Total dietary flavonoid intake was not associated with a reduced risk of colorectal or stomach cancer [odds ratio(OR)(95%CI) = 1.00(0.90-1.11) and 1.07(0.70-1.61),respectively].Among flavonoid subclasses,the intake of flavonols,flavan-3-ols,anthocyanidins,and proanthocyanidins showed a significant inverse association with colorectal cancer risk [OR(95%CI) = 0.71(0.63-0.81),0.88(0.79-0.97),0.68(0.56-0.82),and 0.72(0.61-0.85),respectively].A significant association was found only between flavonols and stomach cancer risk based on a limited number of selected studies [OR(95%CI) = 0.68(0.46-0.99)].In the summary estimates from casecontrol studies,all flavonoid subclasses except flavones and flavanones were inversely associated with colorectal cancer risk,whereas neither total flavonoids nor any subclasses of flavonoids were associated with colorectal cancer risk in the summary estimates based on the cohort studies.The significant association between flavonoid subclasses and cancer risk might be closely related to bias derived from the case-control design.There was no clear evidence that dietary flavonoids are associated with reduced risk of stomach and colorectal cancer.展开更多
[Objective] The aim of this study was to further investigate and utilize the natural anthocyanidin from Rhododendron L. [Method] Using Rhododendron L. with four different colors including white, pink, red and purple a...[Objective] The aim of this study was to further investigate and utilize the natural anthocyanidin from Rhododendron L. [Method] Using Rhododendron L. with four different colors including white, pink, red and purple as the test materials, its anthocyanidin extraction methods were analyzed in this study to evaluate the spectral properties and its stability of various anthocyanidin. [Result] The anthocyanidin from Rhododendron L. was perfectly extracted by methanol with 1% concentrated hydrochloric acid (V/V) and had better stability in this extraction solution. The further experiment in vitro indicated that the anthocyanidin from Rhododendron L. became stable with pH value of 0-3, but could not resistant to high temperature or strong light, and the alkaline condition had also great effects on its stability. [Conclusion] The methanol with 1% concentrated hydrochloric acid (V/V) has the best effect for extraction, and the anthocyanidin from Rhododendron L. is more stable in low temperature, weak light and acid conditions.展开更多
Mulberry longicorn beetle, Apriona germari, has been reported to produce two endo-β-1,4-glucanases or AgEGases (accession Nos. Q6SS52 and Q5XQD1). AgEGase sequence contains catalytic motif (amino acid residues 37~48)...Mulberry longicorn beetle, Apriona germari, has been reported to produce two endo-β-1,4-glucanases or AgEGases (accession Nos. Q6SS52 and Q5XQD1). AgEGase sequence contains catalytic motif (amino acid residues 37~48), which is the characteristic of family Glycohydrolase 45 and is identified as the substrate binding site. The application of bioinformatics ap-proaches includes sequence analysis, structural modeling and inhibitor docking to relate the structure and function of AgEGases. We have dissected the sequence and structure of AgEGase catalytic motif and compared it with crystal structure of Humicola insolens endoglucanases V. The results show an involvement of sulfur containing amino acid residues in the active site of the enzyme. Cys residues and position of disulfide bonds are highly conserved between the two structures of endoglucanases of A. germari. Surface calculation of AgEGase structure in the absence of Cys residues reveals greater accessibility of the catalytic site to the substrate involving Asp42, a highly conserved residue. For the inhibition study, tannin-based structure was docked into the catalytic site of AgEGase using ArgusLab 4.0 and it resulted in a stable complex formation. It is suggested that the inhibition could occur through formation of a stable transition state analog-enzyme complex with the tannin-based inhibitor, as observed with other insect cellulases in our laboratory.展开更多
Peanuts (Arachis hypogea) produce several phenolic compounds such as catechins that may be isolated as co-products from peanut seed testae or skins during peanut processing. Peanut skins are currently underutilized al...Peanuts (Arachis hypogea) produce several phenolic compounds such as catechins that may be isolated as co-products from peanut seed testae or skins during peanut processing. Peanut skins are currently underutilized although they are a potential source of bioactive compounds for use in functional foods and animal feeds. The phenolic compounds in the skins can degrade during processing and lose bioactivity. Extracted peanut skins were analyzed by near-infrared (NIR) spectroscopy to detect phenolic compounds. Spectra were collected from 10000 - 4000 cm﹣1 and evaluated by principal component analysis (PCA) to compare differences in peanut skins before and after alcohol extraction. PCA of derivative spectra showed clear separation into two groups. These results support the development of predictive models to measure catechins in blanched peanut skins.展开更多
This paper puts forward a biochemical analysis of the anthocyanins in the petals of Helichrysum bracteatum flower which takes a deep purple color. A pure antho-cyanin chloride crystal is obtained and identified as a c...This paper puts forward a biochemical analysis of the anthocyanins in the petals of Helichrysum bracteatum flower which takes a deep purple color. A pure antho-cyanin chloride crystal is obtained and identified as a cyanin glucoside by IR, UV and MS techniques. This paper also presents a study on the preservation mechanism of the flower color and flower shape according to the histochemical and anatomical characteristics of the petals.展开更多
Recently a novel thermochromic poly(lactic acid) (PLA)-composite material was presented. Depending on temperature the incorporated anthocyanidin dye was found to be present either in its neutral or anionic anhydrobase...Recently a novel thermochromic poly(lactic acid) (PLA)-composite material was presented. Depending on temperature the incorporated anthocyanidin dye was found to be present either in its neutral or anionic anhydrobase form. A reversible formation of PLA-dye complexes triggered by conformational changes of the polymer backbone was proposed to explain this thermochromic effect. In order to study the influence of the dye structure on the PLA-dye complex formation and on the thermochromic properties of the PLA-composite material a variation of the anthocyanidin dye structure was investigated. The results indicate that a hydroxyl group in 3’-position of the anthocyanidin dye resulting in the presence of adjacent hydroxyl groups is mandatory for the PLA-anthocyanidin dye complex formation and thus for the occurrence of thermochromism.展开更多
Berries are a good source of natural antioxidants. In the present study, the total antioxidant capacity and phenolic composition of three berry fruits （blueberry, blackberry, and strawberry） cultivated in Nanjing we...Berries are a good source of natural antioxidants. In the present study, the total antioxidant capacity and phenolic composition of three berry fruits （blueberry, blackberry, and strawberry） cultivated in Nanjing were investigated. Blueberry, with a Trolox equivalent antioxidant capacity （TEAC） value of 14.98 mmol Trolox/100 g dry weight （DW） exhibited the strongest total antioxidant capacity using both the 2,2-azinobis（3-ethylbenzothiazoline-6-sulfonic acid） diammonium salt （ABTS） and the 2,2-diphenyl-l-picrylhydrazyl （DPPH） methods. Blueberry also had the highest total phenolic content （TPC, 9.44 mg gallic acid/g DW）, total flavonoid content （TFC, 36.06 mg rutin/g DW）, and total anthocyanidin content （TAC, 24.38 mg catechin/g DW）. A preliminary analysis using high performance liquid chromatography （HPLC） showed that the blueberry, blackberry, and strawberry samples tested contained a range of phenolic acids （including gallic acid, protocatechuic acid, p-hydroxybenzoic acid, vanillic acid, caffeic acid, p-coumaric acid, ferulic acid, eUagic acid, and cinnamic acid） and various types of flavonoids （flavone： luteolin; flavonols： rutin, myricetin, quercetrin, and quercetin; flavanols： gallocatechin, epigallocatechin, catechin, and catechin gallate; anthocyanidins： malvidin-3-galactoside, malvidin-3-glucoside, and cyanidin）. In particular, the blueberries had high levels of proanthocyanidins and anthocyanidins, which might be responsible for their strong antioxidant activities. These results indicate a potential market role for berries （especially blueberries） as a functional food ingredient or nutraceutical.展开更多
基金Supported by the National Natural Science Foundation of China(31060045,31260091)~~
文摘Taking the six common anthocyanidins in nature, i.e. cyanidin, delphinidin, malvidin, pelargonidin, peonidin and petunidin, as examples, this paper summarized the main achievements about the structure-activity relationships of the coloration and stability of anthocyanidins. The coloration and stability of anthocyanidins are funda- mentally determined by the chemical and spatial structures of the anthocyanidins. The electron-deficient state, hydroxylation and methylation patterns, especially the ones on the B-ring, and coplanarity of the three rings of anthocyanidins are inde- pendently or synergetically, positively and/or negatively, influence the coloration and stability of the anthocyanidins. Thereinto, the in vivo colorations of anthocyanins are also related to the organ-selective and crystal- or anthocyanic vacuolar inclusion- related existence of the anthocyanidins. This review could provide a reference for the researches of the structure-optimizing and function-exploiting of anthocyanidins and also for the selection of the crops and cultivars containing specific anthocyani- din profiles.
基金supported by the Natural Science Foundation of Zhejiang Province(LZ21C130004)the National Natural Science Foundation of China(U1903204)he Fundamental Research Funds of Shaoxing Keqiao Research Institute of Zhejiang Sci-Tech University(KYY2021004S)。
文摘Using naturally colored cotton(NCC)can eliminate dyeing,printing and industrial processing,and reduce sewage discharge and energy consumption.Proanthocyanidins(PAs),the primary coloration components in brown fibers,are polyphenols formed by oligomers or polymers of flavan-3-ol units derived from anthocyanidins.Three essential structural genes for flavanone and flavonoid hydroxylation encoding flavanone-3-hydroxylase(F3H),flavonoid 3’-hydroxylase(F3’H)and flavonoid 3’5’-hydroxylase(F3’5’H)are initially committed in the flavonoid biosynthesis pathway to produce common precursors.The three genes were all expressed predominantly in developing fibers of NCCs,and their expression patterns varied temporally and spatially among NCC varieties.In GhF3Hi,GhF3’Hi and GhF3’5’Hi silenced lines of NCC varieties XC20 and ZX1,the expression level of the three genes decreased in developing cotton fiber,negatively correlated with anthocyanidin content and fiber color depth.Fiber color depth and type in RNAi lines changed with endogenous gene silencing efficiency and expression pattern,the three hydroxylase genes functioned in fiber color formation.GhF3H showed functional differentiation among NCC varieties and GhF3’H acted in the accumulation of anthocyanin in fiber.Compared with GhF3’H,GhF3’5’H was expressed more highly in brown fiber with a longer duration of expression and caused lighter color of fibers in GhF3’5’H silenced lines.These three genes regulating fiber color depth and type could be used to improve these traits by genetic manipulation.
文摘Stomach and colorectal cancers are common cancers and leading causes of cancer deaths.Because the alimentary tract can interact directly with dietary components,stomach and colorectal cancer may be closely related to dietary intake.We systematically searched published literature written in English via PubMed by searching for terms related to stomach and colorectal cancer risk and dietary flavonoids up to June 30,2012.Twenty-three studies out of 209 identified articles were finally selected for the analysis.Log point effect estimates and the corresponding standard errors were calculated using covariate-adjusted point effect estimates and 95%CIs from the selected studies.Total dietary flavonoid intake was not associated with a reduced risk of colorectal or stomach cancer [odds ratio(OR)(95%CI) = 1.00(0.90-1.11) and 1.07(0.70-1.61),respectively].Among flavonoid subclasses,the intake of flavonols,flavan-3-ols,anthocyanidins,and proanthocyanidins showed a significant inverse association with colorectal cancer risk [OR(95%CI) = 0.71(0.63-0.81),0.88(0.79-0.97),0.68(0.56-0.82),and 0.72(0.61-0.85),respectively].A significant association was found only between flavonols and stomach cancer risk based on a limited number of selected studies [OR(95%CI) = 0.68(0.46-0.99)].In the summary estimates from casecontrol studies,all flavonoid subclasses except flavones and flavanones were inversely associated with colorectal cancer risk,whereas neither total flavonoids nor any subclasses of flavonoids were associated with colorectal cancer risk in the summary estimates based on the cohort studies.The significant association between flavonoid subclasses and cancer risk might be closely related to bias derived from the case-control design.There was no clear evidence that dietary flavonoids are associated with reduced risk of stomach and colorectal cancer.
基金Supported by Natural Science Foundation (30860120 )Scientific Planning Project of Jiangxi Provincial Education Department(GJJ08159)+1 种基金Initiating Fund for Doctors in Jiangxi Normal University(1881)Development Fund for youth in Jiangxi Normal University(2398)~~
文摘[Objective] The aim of this study was to further investigate and utilize the natural anthocyanidin from Rhododendron L. [Method] Using Rhododendron L. with four different colors including white, pink, red and purple as the test materials, its anthocyanidin extraction methods were analyzed in this study to evaluate the spectral properties and its stability of various anthocyanidin. [Result] The anthocyanidin from Rhododendron L. was perfectly extracted by methanol with 1% concentrated hydrochloric acid (V/V) and had better stability in this extraction solution. The further experiment in vitro indicated that the anthocyanidin from Rhododendron L. became stable with pH value of 0-3, but could not resistant to high temperature or strong light, and the alkaline condition had also great effects on its stability. [Conclusion] The methanol with 1% concentrated hydrochloric acid (V/V) has the best effect for extraction, and the anthocyanidin from Rhododendron L. is more stable in low temperature, weak light and acid conditions.
文摘Mulberry longicorn beetle, Apriona germari, has been reported to produce two endo-β-1,4-glucanases or AgEGases (accession Nos. Q6SS52 and Q5XQD1). AgEGase sequence contains catalytic motif (amino acid residues 37~48), which is the characteristic of family Glycohydrolase 45 and is identified as the substrate binding site. The application of bioinformatics ap-proaches includes sequence analysis, structural modeling and inhibitor docking to relate the structure and function of AgEGases. We have dissected the sequence and structure of AgEGase catalytic motif and compared it with crystal structure of Humicola insolens endoglucanases V. The results show an involvement of sulfur containing amino acid residues in the active site of the enzyme. Cys residues and position of disulfide bonds are highly conserved between the two structures of endoglucanases of A. germari. Surface calculation of AgEGase structure in the absence of Cys residues reveals greater accessibility of the catalytic site to the substrate involving Asp42, a highly conserved residue. For the inhibition study, tannin-based structure was docked into the catalytic site of AgEGase using ArgusLab 4.0 and it resulted in a stable complex formation. It is suggested that the inhibition could occur through formation of a stable transition state analog-enzyme complex with the tannin-based inhibitor, as observed with other insect cellulases in our laboratory.
文摘Peanuts (Arachis hypogea) produce several phenolic compounds such as catechins that may be isolated as co-products from peanut seed testae or skins during peanut processing. Peanut skins are currently underutilized although they are a potential source of bioactive compounds for use in functional foods and animal feeds. The phenolic compounds in the skins can degrade during processing and lose bioactivity. Extracted peanut skins were analyzed by near-infrared (NIR) spectroscopy to detect phenolic compounds. Spectra were collected from 10000 - 4000 cm﹣1 and evaluated by principal component analysis (PCA) to compare differences in peanut skins before and after alcohol extraction. PCA of derivative spectra showed clear separation into two groups. These results support the development of predictive models to measure catechins in blanched peanut skins.
文摘This paper puts forward a biochemical analysis of the anthocyanins in the petals of Helichrysum bracteatum flower which takes a deep purple color. A pure antho-cyanin chloride crystal is obtained and identified as a cyanin glucoside by IR, UV and MS techniques. This paper also presents a study on the preservation mechanism of the flower color and flower shape according to the histochemical and anatomical characteristics of the petals.
基金Financial support by Fraunhofer-Gesellschaft,Munchen(project number 253 138)is gratefully acknowledged.
文摘Recently a novel thermochromic poly(lactic acid) (PLA)-composite material was presented. Depending on temperature the incorporated anthocyanidin dye was found to be present either in its neutral or anionic anhydrobase form. A reversible formation of PLA-dye complexes triggered by conformational changes of the polymer backbone was proposed to explain this thermochromic effect. In order to study the influence of the dye structure on the PLA-dye complex formation and on the thermochromic properties of the PLA-composite material a variation of the anthocyanidin dye structure was investigated. The results indicate that a hydroxyl group in 3’-position of the anthocyanidin dye resulting in the presence of adjacent hydroxyl groups is mandatory for the PLA-anthocyanidin dye complex formation and thus for the occurrence of thermochromism.
基金supported by the Jiangsu Provincial Agricultural Technology Independent Innovation Fund(Nos.cx(10)441,cx(10)231,andcx(11)4027)the Jiangsu Provincial International Technology Cooperation Fund(No.BZ2009025),China
文摘Berries are a good source of natural antioxidants. In the present study, the total antioxidant capacity and phenolic composition of three berry fruits （blueberry, blackberry, and strawberry） cultivated in Nanjing were investigated. Blueberry, with a Trolox equivalent antioxidant capacity （TEAC） value of 14.98 mmol Trolox/100 g dry weight （DW） exhibited the strongest total antioxidant capacity using both the 2,2-azinobis（3-ethylbenzothiazoline-6-sulfonic acid） diammonium salt （ABTS） and the 2,2-diphenyl-l-picrylhydrazyl （DPPH） methods. Blueberry also had the highest total phenolic content （TPC, 9.44 mg gallic acid/g DW）, total flavonoid content （TFC, 36.06 mg rutin/g DW）, and total anthocyanidin content （TAC, 24.38 mg catechin/g DW）. A preliminary analysis using high performance liquid chromatography （HPLC） showed that the blueberry, blackberry, and strawberry samples tested contained a range of phenolic acids （including gallic acid, protocatechuic acid, p-hydroxybenzoic acid, vanillic acid, caffeic acid, p-coumaric acid, ferulic acid, eUagic acid, and cinnamic acid） and various types of flavonoids （flavone： luteolin; flavonols： rutin, myricetin, quercetrin, and quercetin; flavanols： gallocatechin, epigallocatechin, catechin, and catechin gallate; anthocyanidins： malvidin-3-galactoside, malvidin-3-glucoside, and cyanidin）. In particular, the blueberries had high levels of proanthocyanidins and anthocyanidins, which might be responsible for their strong antioxidant activities. These results indicate a potential market role for berries （especially blueberries） as a functional food ingredient or nutraceutical.
