D. Knittel, P. Lorenz, U. Huber, F. Stintzing, Dietmar Kammerer
Abstract The seeds of Strophanthus kombé Oliv. are known to contain high levels of cardioactive compounds. However, the therapeutic use of Strophanthus in the treatment of cardiopathy requires more detailed knowledge of the compound profile to profit from the full potential of Strophanthus preparations. Therefore, the objective was to characterize the cardenolide profile and lipophilic constituents in S. kombé seeds using methods applicable in routine quality control. Freshly prepared S. kombé seed extracts were analyzed without previous sample clean-up using a novel HPLC-DAD-MSn method. In addition, seed oils were analyzed by GC-MS following derivatization of the lipids. More than 20 cardenolides were tentatively assigned in the seed extracts including strophanthidin, strophanthidol, periplogenin and strophanthidinic acid aglycones, carrying various saccharide moieties. The findings revealed the presence of eight novel cardenolides, which have not been described for S. kombé so far. The occurrence of strophanthidinic acid derivatives was verified by comparison with synthesized strophanthidinic acid-cymaropyranoside. GC-MS characterization of the oils mainly revealed the presence of fatty acids, especially oleic acid and linoleic acid, as well as phytosterols, the latter representing intermediates of cardenolide biosynthesis. In summary, these findings broaden our knowledge on the secondary metabolism of Strophanthus.
{"title":"Characterization of the cardiac glycoside and lipid profiles of Strophanthus kombé Oliv. seeds","authors":"D. Knittel, P. Lorenz, U. Huber, F. Stintzing, Dietmar Kammerer","doi":"10.1515/znc-2015-0186","DOIUrl":"https://doi.org/10.1515/znc-2015-0186","url":null,"abstract":"Abstract The seeds of Strophanthus kombé Oliv. are known to contain high levels of cardioactive compounds. However, the therapeutic use of Strophanthus in the treatment of cardiopathy requires more detailed knowledge of the compound profile to profit from the full potential of Strophanthus preparations. Therefore, the objective was to characterize the cardenolide profile and lipophilic constituents in S. kombé seeds using methods applicable in routine quality control. Freshly prepared S. kombé seed extracts were analyzed without previous sample clean-up using a novel HPLC-DAD-MSn method. In addition, seed oils were analyzed by GC-MS following derivatization of the lipids. More than 20 cardenolides were tentatively assigned in the seed extracts including strophanthidin, strophanthidol, periplogenin and strophanthidinic acid aglycones, carrying various saccharide moieties. The findings revealed the presence of eight novel cardenolides, which have not been described for S. kombé so far. The occurrence of strophanthidinic acid derivatives was verified by comparison with synthesized strophanthidinic acid-cymaropyranoside. GC-MS characterization of the oils mainly revealed the presence of fatty acids, especially oleic acid and linoleic acid, as well as phytosterols, the latter representing intermediates of cardenolide biosynthesis. In summary, these findings broaden our knowledge on the secondary metabolism of Strophanthus.","PeriodicalId":23894,"journal":{"name":"Zeitschrift für Naturforschung C","volume":"32 1","pages":"55 - 64"},"PeriodicalIF":0.0,"publicationDate":"2016-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"84572752","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
P. Ango, D. G. Kapche, G. Fotso, Christian D Fozing, Elizabeth M. O. Yeboah, Renameditswe Mapitse, I. Demirtaş, B. Ngadjui, S. Yeboah
Abstract A phytochemical study of Ficus thonningii has led to the isolation of two previously unreported compounds, thonningiiflavanonol A and thonningiiflavanonol B together with 16 known compounds: shuterin, naringenin, syringic acid, p-hydroxybenzoic acid, genistein, 5,7,3′,4′,5′-pentahydroxyflavanone, luteolin, methylparaben, aromadendrin, garbanzol, dihydroquercetin, 5,7,3′-trihydroxyflavanone, β-sitosterol, sitosterolglucoside, lupeol acetate, and taraxerol. Their structures were elucidated on the basis of spectroscopic data. The new compounds and extracts displayed potent antioxidant activity.
{"title":"Thonningiiflavanonol A and thonningiiflavanonol B, two novel flavonoids, and other constituents of Ficus thonningii Blume (Moraceae)","authors":"P. Ango, D. G. Kapche, G. Fotso, Christian D Fozing, Elizabeth M. O. Yeboah, Renameditswe Mapitse, I. Demirtaş, B. Ngadjui, S. Yeboah","doi":"10.1515/znc-2015-0147","DOIUrl":"https://doi.org/10.1515/znc-2015-0147","url":null,"abstract":"Abstract A phytochemical study of Ficus thonningii has led to the isolation of two previously unreported compounds, thonningiiflavanonol A and thonningiiflavanonol B together with 16 known compounds: shuterin, naringenin, syringic acid, p-hydroxybenzoic acid, genistein, 5,7,3′,4′,5′-pentahydroxyflavanone, luteolin, methylparaben, aromadendrin, garbanzol, dihydroquercetin, 5,7,3′-trihydroxyflavanone, β-sitosterol, sitosterolglucoside, lupeol acetate, and taraxerol. Their structures were elucidated on the basis of spectroscopic data. The new compounds and extracts displayed potent antioxidant activity.","PeriodicalId":23894,"journal":{"name":"Zeitschrift für Naturforschung C","volume":"18 1","pages":"65 - 71"},"PeriodicalIF":0.0,"publicationDate":"2016-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"77501280","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Abstract Seed samples of some rape and canola cultivars were analysed for oil content, fatty acid and tocopherol profiles. Gas liquid chromotography and high performance liquid chromotography were used for fatty acid and tocopherol analysis, respectively. The oil contents of rape and canola seeds varied between 30.6% and 48.3% of the dry weight (p<0.05). The oil contents of rapeseeds were found to be high compared with canola seed oils. The main fatty acids in the oils are oleic (56.80–64.92%), linoleic (17.11–20.92%) and palmitic (4.18–5.01%) acids. A few types of tocopherols were found in rape and canola oils in various amounts: α-tocopherol, γ-tocopherol, δ-tocopherol, β-tocopherol and α-tocotrienol. The major tocopherol in the seed oils of rape and canola cultivars were α-tocopherol (13.22–40.01%) and γ-tocopherol (33.64–51.53%) accompanied by α-T3 (0.0–1.34%) and δ-tocopherol (0.25–1.86%) (p<0.05). As a result, the present study shows that oil, fatty acid and tocopherol contents differ significantly among the cultivars.
{"title":"Some rape/canola seed oils: fatty acid composition and tocopherols","authors":"B. Matthaus, M. Özcan, F. Al Juhaimi","doi":"10.1515/znc-2016-0003","DOIUrl":"https://doi.org/10.1515/znc-2016-0003","url":null,"abstract":"Abstract Seed samples of some rape and canola cultivars were analysed for oil content, fatty acid and tocopherol profiles. Gas liquid chromotography and high performance liquid chromotography were used for fatty acid and tocopherol analysis, respectively. The oil contents of rape and canola seeds varied between 30.6% and 48.3% of the dry weight (p<0.05). The oil contents of rapeseeds were found to be high compared with canola seed oils. The main fatty acids in the oils are oleic (56.80–64.92%), linoleic (17.11–20.92%) and palmitic (4.18–5.01%) acids. A few types of tocopherols were found in rape and canola oils in various amounts: α-tocopherol, γ-tocopherol, δ-tocopherol, β-tocopherol and α-tocotrienol. The major tocopherol in the seed oils of rape and canola cultivars were α-tocopherol (13.22–40.01%) and γ-tocopherol (33.64–51.53%) accompanied by α-T3 (0.0–1.34%) and δ-tocopherol (0.25–1.86%) (p<0.05). As a result, the present study shows that oil, fatty acid and tocopherol contents differ significantly among the cultivars.","PeriodicalId":23894,"journal":{"name":"Zeitschrift für Naturforschung C","volume":"39 1","pages":"73 - 77"},"PeriodicalIF":0.0,"publicationDate":"2016-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"82455650","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
R. Erenler, Köksal Pabuçcu, A. S. Yaglıoglu, I. Demirtaş, Fatih Gul
Abstract In this study, the effect of Mougeotia nummuloides and Spirulina major on Vero cells (African green monkey kidney), C6 cells (rat brain tumor cells) and HeLa cells (human uterus carcinoma) was investigated in vitro. The antiproliferative effect of the methanol extract of M. nummuloides and S. major compared with 5-fluorourasil (5-FU) and cisplatin was tested at various concentrations using the BrdU Cell Proliferation ELISA. Both M. nummuloides and S. major extracts significantly inhibited the proliferation of Vero, HeLa and C6 cancer cell lines with IC50 and IC75 values. The M. nummuloides extract exhibited higher activity than 5-FU and cisplatin on Vero and C6 cells at high concentrations. The S. major extract revealed better antifproliferative activity than standards against Vero cells at 500 μg/mL. The compounds of methanol extracts were determined by GC-MS after the silylation process. Trehalose, monostearin and 1-monopalmitin were detected as major products in the M. nummuloides extract where as in the S. major extract; monostearin, 1-monopalmitin and hexyl alcohol were the main constituents.
{"title":"Chemical constituents and antiproliferative effects of cultured Mougeotia nummuloides and Spirulina major against cancerous cell lines","authors":"R. Erenler, Köksal Pabuçcu, A. S. Yaglıoglu, I. Demirtaş, Fatih Gul","doi":"10.1515/znc-2016-0010","DOIUrl":"https://doi.org/10.1515/znc-2016-0010","url":null,"abstract":"Abstract In this study, the effect of Mougeotia nummuloides and Spirulina major on Vero cells (African green monkey kidney), C6 cells (rat brain tumor cells) and HeLa cells (human uterus carcinoma) was investigated in vitro. The antiproliferative effect of the methanol extract of M. nummuloides and S. major compared with 5-fluorourasil (5-FU) and cisplatin was tested at various concentrations using the BrdU Cell Proliferation ELISA. Both M. nummuloides and S. major extracts significantly inhibited the proliferation of Vero, HeLa and C6 cancer cell lines with IC50 and IC75 values. The M. nummuloides extract exhibited higher activity than 5-FU and cisplatin on Vero and C6 cells at high concentrations. The S. major extract revealed better antifproliferative activity than standards against Vero cells at 500 μg/mL. The compounds of methanol extracts were determined by GC-MS after the silylation process. Trehalose, monostearin and 1-monopalmitin were detected as major products in the M. nummuloides extract where as in the S. major extract; monostearin, 1-monopalmitin and hexyl alcohol were the main constituents.","PeriodicalId":23894,"journal":{"name":"Zeitschrift für Naturforschung C","volume":"27 1","pages":"87 - 92"},"PeriodicalIF":0.0,"publicationDate":"2016-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"89467384","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Abstract The chemical properties, mineral contents, fatty acid and tocopherol contents of seed and seed oils of some citrus genus provided from several locations in Turkey and Saudi Arabia were determined. While Ca contents of seeds were between 5018 mg/kg (Kütdiken lemon) and 7619 mg/kg (kinnow mandarin), K contents of seeds varied between 7007 mg/kg (Orlando orange) and 10334 mg/kg (kinnow mandarin). Glucose and fructose contents of citrus seed samples varied between 3.75 g/kg and 5.75 g/kg, and 4.09 g/kg and 6.03 g/kg. Palmitic, oleic and linoleic acids were established as dominant fatty acids. Palmitic, oleic and linoleic acid contents of citrus seed oils varied between 19.6% (Kütdiken lemon) and 26.2% (pineapple orange), 21.3% (kinnow mandarin) and 31.4% (Kütdiken lemon) and 32.3% (Kütdiken lemon) and 43.7% (kinnow mandarin), respectively. The total amount of tocopherols of Turkish citrus oil varied between 0.5 mg/100 g (Fremont mandarin) and 18.8 mg/100 g (bitter orange).
{"title":"The physico-chemical properties of some citrus seeds and seed oils","authors":"F. Juhaimi, B. Matthäus, M. Özcan, K. Ghafoor","doi":"10.1515/znc-2016-0004","DOIUrl":"https://doi.org/10.1515/znc-2016-0004","url":null,"abstract":"Abstract The chemical properties, mineral contents, fatty acid and tocopherol contents of seed and seed oils of some citrus genus provided from several locations in Turkey and Saudi Arabia were determined. While Ca contents of seeds were between 5018 mg/kg (Kütdiken lemon) and 7619 mg/kg (kinnow mandarin), K contents of seeds varied between 7007 mg/kg (Orlando orange) and 10334 mg/kg (kinnow mandarin). Glucose and fructose contents of citrus seed samples varied between 3.75 g/kg and 5.75 g/kg, and 4.09 g/kg and 6.03 g/kg. Palmitic, oleic and linoleic acids were established as dominant fatty acids. Palmitic, oleic and linoleic acid contents of citrus seed oils varied between 19.6% (Kütdiken lemon) and 26.2% (pineapple orange), 21.3% (kinnow mandarin) and 31.4% (Kütdiken lemon) and 32.3% (Kütdiken lemon) and 43.7% (kinnow mandarin), respectively. The total amount of tocopherols of Turkish citrus oil varied between 0.5 mg/100 g (Fremont mandarin) and 18.8 mg/100 g (bitter orange).","PeriodicalId":23894,"journal":{"name":"Zeitschrift für Naturforschung C","volume":"51 1","pages":"79 - 85"},"PeriodicalIF":0.0,"publicationDate":"2016-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"88165747","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
V. G. Alves, Elisa A. da Rosa, L. L. D. de Arruda, B. Rocha, C. B. Bersani Amado, S. Santin, A. Pomini, C. C. da Silva
Abstract The phytochemical study of the leaves, roots, and flowers of Palicourea rigida led to the isolation of the triterpenes betulinic acid (1) and lupeol (2), the diterpene phytol (3), and the iridoid glycosides sweroside (4) and secoxyloganin (5). These compounds were identified using NMR 1H and 13C and comparing the spectra with published data. We studied the antiedematogenic activity of crude extracts from the organs, and of different fractions, in mice and found that the n-hexane fraction of the leaf extract significantly inhibited the ear edema resulting from croton oil administration. The crude extract from leaves was not acutely toxic to the mice.
{"title":"Acute toxicity, antiedematogenic activity, and chemical constituents of Palicourea rigida Kunth","authors":"V. G. Alves, Elisa A. da Rosa, L. L. D. de Arruda, B. Rocha, C. B. Bersani Amado, S. Santin, A. Pomini, C. C. da Silva","doi":"10.1515/znc-2015-0036","DOIUrl":"https://doi.org/10.1515/znc-2015-0036","url":null,"abstract":"Abstract The phytochemical study of the leaves, roots, and flowers of Palicourea rigida led to the isolation of the triterpenes betulinic acid (1) and lupeol (2), the diterpene phytol (3), and the iridoid glycosides sweroside (4) and secoxyloganin (5). These compounds were identified using NMR 1H and 13C and comparing the spectra with published data. We studied the antiedematogenic activity of crude extracts from the organs, and of different fractions, in mice and found that the n-hexane fraction of the leaf extract significantly inhibited the ear edema resulting from croton oil administration. The crude extract from leaves was not acutely toxic to the mice.","PeriodicalId":23894,"journal":{"name":"Zeitschrift für Naturforschung C","volume":"59 1","pages":"39 - 43"},"PeriodicalIF":0.0,"publicationDate":"2016-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"73903525","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Abstract The fatty acid compositions and total oil contents in achenes of 22 Cirsium taxa collected from different natural habitats in Turkey were investigated. The range of total fat in the taxa varied from 1.7% to 13.3%. The taxa contained palmitic (C16:0), stearic (C18:0), oleic (C18:1n-9), linoleic (C18:2n-6), and α-linolenic (C18:3n-3) acid. Polyunsaturated fatty acids had the highest level, ranging from 52.1% to 75.2% (C18:2n-6) and 0.5%–17.3% (C18:3n-3). Total saturated (6.9%–17.4%), monounsaturated (11.7%–28.9%), and polyunsaturated (57.4%–79.9%) fatty acids varied substantially, whereas total unsaturated fatty acids ranged from 70.6% to 91.3%. Considerable variation was observed (P<0.05) within each taxon for these fatty acids, especially α-linolenic acid (C18:3n-3). Fatty acid compositions of the 22 taxa were compared by cluster analysis (UPGMA) and principle component analysis (PCA) based on six major fatty acids. This is the first report on the lipid content and fatty acid composition of achenes of Cirsium taxa growing in different areas of Turkey. Fatty acid profiles, relative proportions and levels of fatty acids can be used as additional biochemical markers in the taxonomy of Cirsium.
{"title":"Fatty acid composition of achenes of Cirsium taxa (Asteraceae, Carduoideae) from Turkey","authors":"M. Ozcan, F. Ayaz, Y. Ozogul, R. Glew, F. Ozogul","doi":"10.1515/znc-2015-0128","DOIUrl":"https://doi.org/10.1515/znc-2015-0128","url":null,"abstract":"Abstract The fatty acid compositions and total oil contents in achenes of 22 Cirsium taxa collected from different natural habitats in Turkey were investigated. The range of total fat in the taxa varied from 1.7% to 13.3%. The taxa contained palmitic (C16:0), stearic (C18:0), oleic (C18:1n-9), linoleic (C18:2n-6), and α-linolenic (C18:3n-3) acid. Polyunsaturated fatty acids had the highest level, ranging from 52.1% to 75.2% (C18:2n-6) and 0.5%–17.3% (C18:3n-3). Total saturated (6.9%–17.4%), monounsaturated (11.7%–28.9%), and polyunsaturated (57.4%–79.9%) fatty acids varied substantially, whereas total unsaturated fatty acids ranged from 70.6% to 91.3%. Considerable variation was observed (P<0.05) within each taxon for these fatty acids, especially α-linolenic acid (C18:3n-3). Fatty acid compositions of the 22 taxa were compared by cluster analysis (UPGMA) and principle component analysis (PCA) based on six major fatty acids. This is the first report on the lipid content and fatty acid composition of achenes of Cirsium taxa growing in different areas of Turkey. Fatty acid profiles, relative proportions and levels of fatty acids can be used as additional biochemical markers in the taxonomy of Cirsium.","PeriodicalId":23894,"journal":{"name":"Zeitschrift für Naturforschung C","volume":"2010 1","pages":"45 - 54"},"PeriodicalIF":0.0,"publicationDate":"2016-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"86279892","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
R. Vrancheva, Ivan Georgiev Ivanov, I. Aneva, I. Dincheva, I. Badjakov, A. Pavlov
Abstract GC-MS analysis of alkaloid profiles of five Fumaria species, naturally grown in Bulgaria (F. officinalis, F. thuretii, F. kralikii, F. rostellata and F. schrammii) and analysis of acetylcholinesterase inhibitory activity of alkaloid extracts were performed. Fourteen isoquinoline alkaloids were identified, with the principle ones being protopine, cryptopine, sinactine, parfumine, fumariline, fumarophycine, and fumaritine. Protopine contents, defined by HPLC analysis varied between 210.6 ± 8.8 μg/g DW (F. schrammii) and 334.5 ± 7.1 μg/g DW. (F. rostellata). While all of the investigated alkaloid extracts significantly inhibited acetylcholinesterase activity, the F. kralikii demonstrated the highest level of inhibition (IC50 0.13 ± 0.01 mg extract/mL).
{"title":"Alkaloid profiles and acetylcholinesterase inhibitory activities of Fumaria species from Bulgaria","authors":"R. Vrancheva, Ivan Georgiev Ivanov, I. Aneva, I. Dincheva, I. Badjakov, A. Pavlov","doi":"10.1515/znc-2014-4179","DOIUrl":"https://doi.org/10.1515/znc-2014-4179","url":null,"abstract":"Abstract GC-MS analysis of alkaloid profiles of five Fumaria species, naturally grown in Bulgaria (F. officinalis, F. thuretii, F. kralikii, F. rostellata and F. schrammii) and analysis of acetylcholinesterase inhibitory activity of alkaloid extracts were performed. Fourteen isoquinoline alkaloids were identified, with the principle ones being protopine, cryptopine, sinactine, parfumine, fumariline, fumarophycine, and fumaritine. Protopine contents, defined by HPLC analysis varied between 210.6 ± 8.8 μg/g DW (F. schrammii) and 334.5 ± 7.1 μg/g DW. (F. rostellata). While all of the investigated alkaloid extracts significantly inhibited acetylcholinesterase activity, the F. kralikii demonstrated the highest level of inhibition (IC50 0.13 ± 0.01 mg extract/mL).","PeriodicalId":23894,"journal":{"name":"Zeitschrift für Naturforschung C","volume":"33 1","pages":"14 - 9"},"PeriodicalIF":0.0,"publicationDate":"2016-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"76163337","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Abstract The new cyclic heptapeptide unguisin F (1) and the known congener unguisin E (2), were obtained from the endophytic fungus Mucor irregularis, isolated from the medicinal plant Moringa stenopetala, collected in Cameroon. The structure of the new compound was unambiguously determined on the basis of one- and two-dimensional NMR spectroscopy as well as by high-resolution mass spectrometry. The absolute configuration of the amino acid residues of 1 and 2 was determined using Marfey’s analysis. Compounds 1 and 2 were evaluated for their antibacterial and antifungal potential, but failed to display significant activities.
{"title":"Unguisin F, a new cyclic peptide from the endophytic fungus Mucor irregularis","authors":"S. H. Akoné, G. Daletos, Wenhan Lin, P. Proksch","doi":"10.1515/znc-2015-0137","DOIUrl":"https://doi.org/10.1515/znc-2015-0137","url":null,"abstract":"Abstract The new cyclic heptapeptide unguisin F (1) and the known congener unguisin E (2), were obtained from the endophytic fungus Mucor irregularis, isolated from the medicinal plant Moringa stenopetala, collected in Cameroon. The structure of the new compound was unambiguously determined on the basis of one- and two-dimensional NMR spectroscopy as well as by high-resolution mass spectrometry. The absolute configuration of the amino acid residues of 1 and 2 was determined using Marfey’s analysis. Compounds 1 and 2 were evaluated for their antibacterial and antifungal potential, but failed to display significant activities.","PeriodicalId":23894,"journal":{"name":"Zeitschrift für Naturforschung C","volume":"81 1","pages":"15 - 19"},"PeriodicalIF":0.0,"publicationDate":"2016-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"79956961","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Abstract Ribulose 1,5-bisphosphate carboxylase/oxygenase (RuBisCO) is the key enzyme to assimilate CO2 into the biosphere. The nonredundant structural data sets for three RuBisCO domain superfamilies, i.e. large subunit C-terminal domain (LSC), large subunit N-terminal domain (LSN) and small subunit domain (SS), were selected using QR factorization based on the structural alignment with QH as the similarity measure. The structural phylogenies were then constructed to investigate a possible functional significance of the evolutionary diversification. The LSC could have occurred in both bacteria and archaea, and has evolved towards increased complexity in both bacteria and eukaryotes with a 4-helix–2-helix–2-helix bundle being extended into a 5-helix–3-helix–3-helix one at the LSC carboxyl-terminus. The structural variations of LSN could have originated not only in bacteria with a short coil, but also in eukaryotes with a long one. Meanwhile, the SS dendrogram can be contributed to the structural variations at the βA–βB-loop region. All the structural variations observed in the coil regions have influence on catalytic performance or CO2/O2 selectivities of RuBisCOs from different species. Such findings provide insights on RuBisCO improvements.
{"title":"Structural and evolutionary relationships among RuBisCOs inferred from their large and small subunits","authors":"F. Xiang, Yuanping Fang, Jun Xiang","doi":"10.1515/znc-2016-0014","DOIUrl":"https://doi.org/10.1515/znc-2016-0014","url":null,"abstract":"Abstract Ribulose 1,5-bisphosphate carboxylase/oxygenase (RuBisCO) is the key enzyme to assimilate CO2 into the biosphere. The nonredundant structural data sets for three RuBisCO domain superfamilies, i.e. large subunit C-terminal domain (LSC), large subunit N-terminal domain (LSN) and small subunit domain (SS), were selected using QR factorization based on the structural alignment with QH as the similarity measure. The structural phylogenies were then constructed to investigate a possible functional significance of the evolutionary diversification. The LSC could have occurred in both bacteria and archaea, and has evolved towards increased complexity in both bacteria and eukaryotes with a 4-helix–2-helix–2-helix bundle being extended into a 5-helix–3-helix–3-helix one at the LSC carboxyl-terminus. The structural variations of LSN could have originated not only in bacteria with a short coil, but also in eukaryotes with a long one. Meanwhile, the SS dendrogram can be contributed to the structural variations at the βA–βB-loop region. All the structural variations observed in the coil regions have influence on catalytic performance or CO2/O2 selectivities of RuBisCOs from different species. Such findings provide insights on RuBisCO improvements.","PeriodicalId":23894,"journal":{"name":"Zeitschrift für Naturforschung C","volume":"28 1","pages":"181 - 189"},"PeriodicalIF":0.0,"publicationDate":"2016-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"79030965","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
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