Glycoalkaloids（GAS） have important biological and pharmaceutical activities, in order to study the relationship between the structures and the activities of carbohydrate chains, two natural glycoalkaloids, chaconine...Glycoalkaloids（GAS） have important biological and pharmaceutical activities, in order to study the relationship between the structures and the activities of carbohydrate chains, two natural glycoalkaloids, chaconine （compound 1 ） and solanine（ compound 2） , were isolated from potato stems and leaves（ Solanum tuberosum L. ）. The selective sulfation to the 6-hydroxy groups of chaeonine and solanine was carried out in a strategy by the use of protective groups. The 6-hydroxyl groups of the sugar chains in chaconine and solanine were protected with 4,4＇-dimethoxytrityl（DMT） while the other hydroxyl groups were acetylated. The protective group DMT was removed by using 0. 5% TFA in dichloromethane, The free 6-hydroxyl groups were sulfated by chlorosulfonic acid pyridine to give 6-O-sulfated products. After the acetyl groups were removed, the final products obtained were sulfated chaconine and sulfated solanine.^ 13C NMR spectra confirmed that chaconine and solanine were sulfated at O6 of the carbohydrate moiety.展开更多
In order to investigate the food nutrition and safety of potato,the objective of the present study is to quantify glycoalkaloids(-chaconine and-solanine)and phenolic compounds in three potato cultivars,namely,Russet B...In order to investigate the food nutrition and safety of potato,the objective of the present study is to quantify glycoalkaloids(-chaconine and-solanine)and phenolic compounds in three potato cultivars,namely,Russet Burbank,Atlantic,and Shepody,grown in Hebei,China,and these two classes of biologically active compounds in commercial dehydrated potato flakes were also investigated.The total glycoalkaloid levels in whole potatoes ranged from 4.72 mg/kg for Shepody potatoes to 34.45 mg/kg for Russet Burbank potatoes.The ratio of-chaconine to-solanine in whole potatoes ranged from 0.41 for Russet Burbank potatoes to 3.61 for Atlantic potatoes.The removal rate of total glycoalkaloids in Russet Burbank potatoes during dehydrated potato flake processing is 90.0%.Chlorogenic acid is the dominant phenolic compound in Russet Burbank potatoes.By contrast,Atlantic and Shepody potatoes contain considerable caffeic acid.The loss rate of phenolic compounds in Russet Burbank during dehydrated potato flake processing is 50.47%.展开更多
Potato (Solanum tuberosum L.) is the third most important food crop worldwide after wheat and rice in terms of human consumption. A critical domestication trait for potato was the decrease of toxic steroidal glycoalka...Potato (Solanum tuberosum L.) is the third most important food crop worldwide after wheat and rice in terms of human consumption. A critical domestication trait for potato was the decrease of toxic steroidal glycoalkaloids (SGAs) in tuber flesh. Here, we used a diploid F2 segregating population derived from a cross between S. tuberosum and the wild potato species Solanum chacoense to map the quantitative trait loci (QTLs) associated with the regulation of SGAs content in tuber flesh. In a three-year study, we identified two QTLs on chromosomes 2 and 8 affecting SGAs content in tuber flesh. The QTL on chromosome 8 harbors 38 genes that are co-expressed with the GLYCOALKALOID METABOLISM genes. These findings lay the foundation for exploiting the genes controlling SGAs content in tuber flesh and they provide a theoretical basis for the use of wild germplasm in potato breeding.展开更多
Basal cell carcinoma is the most common form of skin cancer and the most frequently occurring form of all cancers. Conventional treatments to remove or destroy basal cell carcinoma are indiscriminate and also remove o...Basal cell carcinoma is the most common form of skin cancer and the most frequently occurring form of all cancers. Conventional treatments to remove or destroy basal cell carcinoma are indiscriminate and also remove or destroy normal skin cells resulting in compromised cosmetic outcomes. Consequences of these treatments include body-image issues, anxiety, post-traumatic stress disorder, depression, and poorer quality of social and family life. A progressive topical cream formulation, Curaderm, containing the natural BEC glycoalkaloids, have shown to have advantages over conventional treatments. However, comprehensive clinical features of the skin cancer lesions during treatment with Curaderm have to date not been reported. This report shows that using unpublished data from a large number of patients with varying sizes, types and locations of basal cell carcinomas when treated with Curaderm in a phase 3 trial, an initial increase in size of the lesions occur, followed by a reverse course, leading to complete removal of the skin cancer. The specificity and mode of action of Curaderm explains the superior cosmetic outcomes when compared with conventional therapies.展开更多
Steroidal glycoalkaloids（SGAs） are nitrogen-containing secondary metabolites of the Solanum species,which are known to have large chemical and bioactive diversity in nature.While recent effort and development on LC/...Steroidal glycoalkaloids（SGAs） are nitrogen-containing secondary metabolites of the Solanum species,which are known to have large chemical and bioactive diversity in nature.While recent effort and development on LC/MS techniques for SGA profiling have elucidated the main pathways of SGA metabolism in tomato,the problem of peak annotation still remains due to the vast diversity of chemical structure and similar on overlapping of chemical formula.Here we provide a case study of peak classification and annotation approach by integration of species and tissue specificities of SGA accumulation for provision of comprehensive pathways of SGA biosynthesis.In order to elucidate natural diversity of SGA biosynthesis,a total of 169 putative SGAs found in eight tomato accessions（Soianum lycopersicum, S.pimpinellifolium, S.cheesmaniae, S.chmielewskii, S.neorickii,S.peruvianum,S.habrochaites,S.pennellii） and four tissue types were used for correlation analysis.The results obtained in this study contribute annotation and classification of SGAs as well as detecting putative novel biosynthetic branch points.As such this represents a novel strategy for peak annotation for plant secondary metabolites.展开更多
Glycoalkaloids, the biologically active secondary metabolites produced by Solanaceae plants, are natural defenses against animals, insects and fungi. In this paper, the effects of glycoalkaloids present in extracts of...Glycoalkaloids, the biologically active secondary metabolites produced by Solanaceae plants, are natural defenses against animals, insects and fungi. In this paper, the effects of glycoalkaloids present in extracts of Solanaceae plants （potato, tomato and black nightshade） or pure commercial glycoalkaloids on the coleopteran Zophobas atratus E were evaluated by in vitro and in vivo bioassays using heart experimental models. Each tested extract induced a dose-dependent cardioinhibitory effect. The perfusion of Zophobas atratus semi-isolated heart using the highest potato and tomato extract concentration （1 mmol/L） caused irreversible cardiac arrests, while extract from black nightshade pro- duced fast but reversible arrests. Pure commercial glycoalkaloids caused similar but less evident effects compared with extracts. Our results showed that the bioactivity of tested compounds depended on their structure and suggested the existence of synergistic interac- tions when combinations of the main glycoalkaloids of potato and black nightshade were used for trials. Surprisingly, injection of tomato and potato extracts in 1-day-old pupae of Zophobas atratus induced reversible positive chronotropic effects and decreased the duration of the both phases （anterograde and retrograde） of the heart contractile activity. Furthermore, these extracts affected the amplitude of the heart contractions.展开更多
文摘Glycoalkaloids（GAS） have important biological and pharmaceutical activities, in order to study the relationship between the structures and the activities of carbohydrate chains, two natural glycoalkaloids, chaconine （compound 1 ） and solanine（ compound 2） , were isolated from potato stems and leaves（ Solanum tuberosum L. ）. The selective sulfation to the 6-hydroxy groups of chaeonine and solanine was carried out in a strategy by the use of protective groups. The 6-hydroxyl groups of the sugar chains in chaconine and solanine were protected with 4,4＇-dimethoxytrityl（DMT） while the other hydroxyl groups were acetylated. The protective group DMT was removed by using 0. 5% TFA in dichloromethane, The free 6-hydroxyl groups were sulfated by chlorosulfonic acid pyridine to give 6-O-sulfated products. After the acetyl groups were removed, the final products obtained were sulfated chaconine and sulfated solanine.^ 13C NMR spectra confirmed that chaconine and solanine were sulfated at O6 of the carbohydrate moiety.
基金This work was supported by the China Agriculture Research System(CARS-10)the National Key Research and Development Plan(2016YFD0401302-02)+2 种基金the Science and Technology Major Project of Gansu Province(1602NKDJ022-1)the Natural Science Foundation of Gansu Province(1501RJZA004)the Science and Technology Planing Project of Lanzhou(2016-3-123).
文摘In order to investigate the food nutrition and safety of potato,the objective of the present study is to quantify glycoalkaloids(-chaconine and-solanine)and phenolic compounds in three potato cultivars,namely,Russet Burbank,Atlantic,and Shepody,grown in Hebei,China,and these two classes of biologically active compounds in commercial dehydrated potato flakes were also investigated.The total glycoalkaloid levels in whole potatoes ranged from 4.72 mg/kg for Shepody potatoes to 34.45 mg/kg for Russet Burbank potatoes.The ratio of-chaconine to-solanine in whole potatoes ranged from 0.41 for Russet Burbank potatoes to 3.61 for Atlantic potatoes.The removal rate of total glycoalkaloids in Russet Burbank potatoes during dehydrated potato flake processing is 90.0%.Chlorogenic acid is the dominant phenolic compound in Russet Burbank potatoes.By contrast,Atlantic and Shepody potatoes contain considerable caffeic acid.The loss rate of phenolic compounds in Russet Burbank during dehydrated potato flake processing is 50.47%.
基金supported by the Agricultural Science and Technology Innovation Program from the Chinese Academy of Agricultural Sciences(ASTIP-CAAS)the Agricultural Science and Technology Innovation Program Cooperation and Innovation Mission,CAAS(CAAS-XTCX2016)+3 种基金the Advanced Technology Talents in Yunnan Province,China 2013HA025)the PhD Scholar Newcomer Award in Yunnan Province,China(01701205020516025)the Graduate Research and Innovation Fund Project,China(yjs201679)supported by the Ministry of Agriculture and Rural Affairs of China,the Shenzhen Municipal and Dapeng District Governments,China
文摘Potato (Solanum tuberosum L.) is the third most important food crop worldwide after wheat and rice in terms of human consumption. A critical domestication trait for potato was the decrease of toxic steroidal glycoalkaloids (SGAs) in tuber flesh. Here, we used a diploid F2 segregating population derived from a cross between S. tuberosum and the wild potato species Solanum chacoense to map the quantitative trait loci (QTLs) associated with the regulation of SGAs content in tuber flesh. In a three-year study, we identified two QTLs on chromosomes 2 and 8 affecting SGAs content in tuber flesh. The QTL on chromosome 8 harbors 38 genes that are co-expressed with the GLYCOALKALOID METABOLISM genes. These findings lay the foundation for exploiting the genes controlling SGAs content in tuber flesh and they provide a theoretical basis for the use of wild germplasm in potato breeding.
文摘Basal cell carcinoma is the most common form of skin cancer and the most frequently occurring form of all cancers. Conventional treatments to remove or destroy basal cell carcinoma are indiscriminate and also remove or destroy normal skin cells resulting in compromised cosmetic outcomes. Consequences of these treatments include body-image issues, anxiety, post-traumatic stress disorder, depression, and poorer quality of social and family life. A progressive topical cream formulation, Curaderm, containing the natural BEC glycoalkaloids, have shown to have advantages over conventional treatments. However, comprehensive clinical features of the skin cancer lesions during treatment with Curaderm have to date not been reported. This report shows that using unpublished data from a large number of patients with varying sizes, types and locations of basal cell carcinomas when treated with Curaderm in a phase 3 trial, an initial increase in size of the lesions occur, followed by a reverse course, leading to complete removal of the skin cancer. The specificity and mode of action of Curaderm explains the superior cosmetic outcomes when compared with conventional therapies.
基金financially supported by the Potsdam university(K.S.)the Max Planck Society(to L.P.,A.F.,and T.T.)+1 种基金an Alexander von Humboldt grant(to T.T.)the European Commission's Directorate-General for Research within the 7~(th) Framework Program(FP7/2007-2013) under grant agreements 270089(MULTIBIOPRO)
文摘Steroidal glycoalkaloids（SGAs） are nitrogen-containing secondary metabolites of the Solanum species,which are known to have large chemical and bioactive diversity in nature.While recent effort and development on LC/MS techniques for SGA profiling have elucidated the main pathways of SGA metabolism in tomato,the problem of peak annotation still remains due to the vast diversity of chemical structure and similar on overlapping of chemical formula.Here we provide a case study of peak classification and annotation approach by integration of species and tissue specificities of SGA accumulation for provision of comprehensive pathways of SGA biosynthesis.In order to elucidate natural diversity of SGA biosynthesis,a total of 169 putative SGAs found in eight tomato accessions（Soianum lycopersicum, S.pimpinellifolium, S.cheesmaniae, S.chmielewskii, S.neorickii,S.peruvianum,S.habrochaites,S.pennellii） and four tissue types were used for correlation analysis.The results obtained in this study contribute annotation and classification of SGAs as well as detecting putative novel biosynthetic branch points.As such this represents a novel strategy for peak annotation for plant secondary metabolites.
文摘Glycoalkaloids, the biologically active secondary metabolites produced by Solanaceae plants, are natural defenses against animals, insects and fungi. In this paper, the effects of glycoalkaloids present in extracts of Solanaceae plants （potato, tomato and black nightshade） or pure commercial glycoalkaloids on the coleopteran Zophobas atratus E were evaluated by in vitro and in vivo bioassays using heart experimental models. Each tested extract induced a dose-dependent cardioinhibitory effect. The perfusion of Zophobas atratus semi-isolated heart using the highest potato and tomato extract concentration （1 mmol/L） caused irreversible cardiac arrests, while extract from black nightshade pro- duced fast but reversible arrests. Pure commercial glycoalkaloids caused similar but less evident effects compared with extracts. Our results showed that the bioactivity of tested compounds depended on their structure and suggested the existence of synergistic interac- tions when combinations of the main glycoalkaloids of potato and black nightshade were used for trials. Surprisingly, injection of tomato and potato extracts in 1-day-old pupae of Zophobas atratus induced reversible positive chronotropic effects and decreased the duration of the both phases （anterograde and retrograde） of the heart contractile activity. Furthermore, these extracts affected the amplitude of the heart contractions.
基金supported by Specialized ResearchFund for the Doctoral Program of Higher Education(20070200004)the Natural Science Foundation of Jilin Province (20040546)
