N. A. Al Musayeib, S. Ibrahim, M. Amina, Gadah A Al Hamoud, G. Mohamed
Abstract The naphthalene glycosidecurviflorside [1,5-dihydroxy-8-methoxynaphthalene-2-O-β-D-xylopyranoside] (3) and the flavanol curviflorin [(+)-catechin-7-O-3″,4″-dihydroxybenzoate] (4), along with two known flavonoids: (+)-catechin (1) and quercetin (2) were isolated from the shoots of Plicosepalu scurviflorus Benth. (Loranthaceae) growing in Saudi Arabia and the chemical structures were elucidated by 2D-NMR spectroscopy.
摘要从苦参(Plicosepalu scurviflorus Benth)茎中分离得到萘糖苷曲维flor苷[1,5-二羟基-8-甲氧基萘萘-2- o -β- d -木pyranoside](3)和黄烷醇曲维florin[(+)-儿茶素-7- o -3″，4″-二羟基苯甲酸酯](4)，以及已知的两种黄酮类化合物(+)-儿茶素(1)和槲皮素(2)。利用二维核磁共振光谱对产自沙特阿拉伯的Loranthaceae植物及其化学结构进行了鉴定。
{"title":"Curviflorside and curviflorin, new naphthalene glycoside and flavanol from Plicosepalus curviflorus","authors":"N. A. Al Musayeib, S. Ibrahim, M. Amina, Gadah A Al Hamoud, G. Mohamed","doi":"10.1515/znc-2016-0180","DOIUrl":"https://doi.org/10.1515/znc-2016-0180","url":null,"abstract":"Abstract The naphthalene glycosidecurviflorside [1,5-dihydroxy-8-methoxynaphthalene-2-O-β-D-xylopyranoside] (3) and the flavanol curviflorin [(+)-catechin-7-O-3″,4″-dihydroxybenzoate] (4), along with two known flavonoids: (+)-catechin (1) and quercetin (2) were isolated from the shoots of Plicosepalu scurviflorus Benth. (Loranthaceae) growing in Saudi Arabia and the chemical structures were elucidated by 2D-NMR spectroscopy.","PeriodicalId":23894,"journal":{"name":"Zeitschrift für Naturforschung C","volume":"3 1","pages":"197 - 201"},"PeriodicalIF":0.0,"publicationDate":"2016-11-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"83484682","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}
M. Remichkova, L. Mukova, L. Nikolaeva-Glomb, N. Nikolova, L. Doumanova, V. Mantareva, I. Angelov, V. Kussovski, A. Galabov
Abstract Various metal phthalocyanines have been studied for their capacity for photodynamic effects on viruses. Two newly synthesized water-soluble phthalocyanine Zn(II) complexes with different charges, cationic methylpyridyloxy-substituted Zn(II)- phthalocyanine (ZnPcMe) and anionic sulfophenoxy-substituted Zn(II)-phthalocyanine (ZnPcS), were used for photoinactivation of two DNA-containing enveloped viruses (herpes simplex virus type 1 and vaccinia virus), two RNA-containing enveloped viruses (bovine viral diarrhea virus and Newcastle disease virus) and two nude viruses (the enterovirus Coxsackie B1, a RNA-containing virus, and human adenovirus 5, a DNA virus). These two differently charged phthalocyanine complexes showed an identical marked virucidal effect against herpes simplex virus type 1, which was one and the same at an irradiation lasting 5 or 20 min (Δlog=3.0 and 4.0, respectively). Towards vaccinia virus this effect was lower, Δlog=1.8 under the effect of ZnPcMe and 2.0 for ZnPcS. Bovine viral diarrhea virus manifested a moderate sensitivity to ZnPcMe (Δlog=1.8) and a pronounced one to ZnPcS at 5- and 20-min irradiation (Δlog=5.8 and 5.3, respectively). The complexes were unable to inactivate Newcastle disease virus, Coxsackievirus B1 and human adenovirus type 5.
{"title":"Virus inactivation under the photodynamic effect of phthalocyanine zinc(II) complexes","authors":"M. Remichkova, L. Mukova, L. Nikolaeva-Glomb, N. Nikolova, L. Doumanova, V. Mantareva, I. Angelov, V. Kussovski, A. Galabov","doi":"10.1515/znc-2016-0119","DOIUrl":"https://doi.org/10.1515/znc-2016-0119","url":null,"abstract":"Abstract Various metal phthalocyanines have been studied for their capacity for photodynamic effects on viruses. Two newly synthesized water-soluble phthalocyanine Zn(II) complexes with different charges, cationic methylpyridyloxy-substituted Zn(II)- phthalocyanine (ZnPcMe) and anionic sulfophenoxy-substituted Zn(II)-phthalocyanine (ZnPcS), were used for photoinactivation of two DNA-containing enveloped viruses (herpes simplex virus type 1 and vaccinia virus), two RNA-containing enveloped viruses (bovine viral diarrhea virus and Newcastle disease virus) and two nude viruses (the enterovirus Coxsackie B1, a RNA-containing virus, and human adenovirus 5, a DNA virus). These two differently charged phthalocyanine complexes showed an identical marked virucidal effect against herpes simplex virus type 1, which was one and the same at an irradiation lasting 5 or 20 min (Δlog=3.0 and 4.0, respectively). Towards vaccinia virus this effect was lower, Δlog=1.8 under the effect of ZnPcMe and 2.0 for ZnPcS. Bovine viral diarrhea virus manifested a moderate sensitivity to ZnPcMe (Δlog=1.8) and a pronounced one to ZnPcS at 5- and 20-min irradiation (Δlog=5.8 and 5.3, respectively). The complexes were unable to inactivate Newcastle disease virus, Coxsackievirus B1 and human adenovirus type 5.","PeriodicalId":23894,"journal":{"name":"Zeitschrift für Naturforschung C","volume":"39 1","pages":"123 - 128"},"PeriodicalIF":0.0,"publicationDate":"2016-11-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"89345616","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}
Cheng Libao, J. Runzhi, Yang Mengli, Li Liangjun, Liu Shuyan
Abstract Adventitious roots (ARs) directly affect lotus seedling growth and product quality because principal root is not well developed. However, the details of AR formation at the molecular level have not been determined in lotus. Therefore, three stages were chosen to identify the change of proteins abundant during rhizome formation, using isobaric tags for relative and absolute quantization coupled with liquid chromatography–tandem mass spectrometry to gain insight into the molecular mechanisms involved in AR formation. We totally obtained 323,375 spectra during AR formation. After filtering to eliminate low-scoring spectra, 66,943 spectra, including 53,106 unique spectra, were identified. These unique spectra matched 28,905 peptides, including 24,992 unique peptides, which were assembled into 6686 proteins. In the C0/C1 and C1/C2 stages, 66 and 32 proteins showed enhanced abundance, and 173 and 73 proteins showed decreased abundance, respectively. Seventeen important AR formation-related proteins from the three stages were identified, and the expressions of nine genes from the above-identified proteins were assessed by qRT-PCR. This article provides a comprehensive understanding of the changes in metabolism during AR formation, and is helpful to accelerate the progress of breeding in fulture in lotus root.
{"title":"A comparative proteomic analysis for adventitious root formation in lotus root (Nelumbo nucifera Gaertn)","authors":"Cheng Libao, J. Runzhi, Yang Mengli, Li Liangjun, Liu Shuyan","doi":"10.1515/znc-2016-0170","DOIUrl":"https://doi.org/10.1515/znc-2016-0170","url":null,"abstract":"Abstract Adventitious roots (ARs) directly affect lotus seedling growth and product quality because principal root is not well developed. However, the details of AR formation at the molecular level have not been determined in lotus. Therefore, three stages were chosen to identify the change of proteins abundant during rhizome formation, using isobaric tags for relative and absolute quantization coupled with liquid chromatography–tandem mass spectrometry to gain insight into the molecular mechanisms involved in AR formation. We totally obtained 323,375 spectra during AR formation. After filtering to eliminate low-scoring spectra, 66,943 spectra, including 53,106 unique spectra, were identified. These unique spectra matched 28,905 peptides, including 24,992 unique peptides, which were assembled into 6686 proteins. In the C0/C1 and C1/C2 stages, 66 and 32 proteins showed enhanced abundance, and 173 and 73 proteins showed decreased abundance, respectively. Seventeen important AR formation-related proteins from the three stages were identified, and the expressions of nine genes from the above-identified proteins were assessed by qRT-PCR. This article provides a comprehensive understanding of the changes in metabolism during AR formation, and is helpful to accelerate the progress of breeding in fulture in lotus root.","PeriodicalId":23894,"journal":{"name":"Zeitschrift für Naturforschung C","volume":"30 10","pages":"181 - 196"},"PeriodicalIF":0.0,"publicationDate":"2016-11-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"91512268","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}
H. M. Mohamed, A. Fouda, E. Khattab, Ahmed M El- Agrody, T. H. Afifi
Abstract A series of 1H-benzo[f]chromene-2-carbonitriles was synthesized and evaluated for their cytotoxic activities against MCF-7, HCT-116, and HepG-2 cancer cells. The SAR studies reported that the substitution in the phenyl ring at 1-position of 1H-benzo[f]chromene nucleus with the specific group, H atom, or methoxy group at 9-position increases the ability of the molecule against the different cell lines.
{"title":"Synthesis, in-vitro cytotoxicity of 1H-benzo[f]chromene derivatives and structure–activity relationships of the 1-aryl group and 9-position","authors":"H. M. Mohamed, A. Fouda, E. Khattab, Ahmed M El- Agrody, T. H. Afifi","doi":"10.1515/znc-2016-0139","DOIUrl":"https://doi.org/10.1515/znc-2016-0139","url":null,"abstract":"Abstract A series of 1H-benzo[f]chromene-2-carbonitriles was synthesized and evaluated for their cytotoxic activities against MCF-7, HCT-116, and HepG-2 cancer cells. The SAR studies reported that the substitution in the phenyl ring at 1-position of 1H-benzo[f]chromene nucleus with the specific group, H atom, or methoxy group at 9-position increases the ability of the molecule against the different cell lines.","PeriodicalId":23894,"journal":{"name":"Zeitschrift für Naturforschung C","volume":"171 1","pages":"161 - 171"},"PeriodicalIF":0.0,"publicationDate":"2016-11-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"73369437","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 Pharmaceuticals are widely used for treating human and animal diseases. Naproxen [(S) 6-methoxy-α-methyl-2-naphthalene acetic acid] and its sodium salt are members of the α-arylpropionic acid group of nonsteroidal anti-inflammatory drugs. Due to excessive usage of naproxen, this drug has been determined even in drinking water. In this study, four fungal strains Phanerochaete chrysosporium, Funalia trogii, Aspergillus niger, and Yarrowia lipolytica were investigated in terms of naproxen removal abilities. According to LC/MS data, A. niger was found the most efficient strain with 98% removal rate. Two main by-products of fungal transformation, O-desmethylnaproxen and 7-hydroxynaproxen, were identified by using LC/MS, 1HNMR, and 13CNMR. Our results showed that O-demethylation and hydroxylation of naproxen is catalyzed by cytochrome P450 enzyme system.
{"title":"Biodegradation of micropollutant naproxen with a selected fungal strain and identification of metabolites","authors":"Y. D. Aracagök, H. Göker, N. Cihangir","doi":"10.1515/znc-2016-0162","DOIUrl":"https://doi.org/10.1515/znc-2016-0162","url":null,"abstract":"Abstract Pharmaceuticals are widely used for treating human and animal diseases. Naproxen [(S) 6-methoxy-α-methyl-2-naphthalene acetic acid] and its sodium salt are members of the α-arylpropionic acid group of nonsteroidal anti-inflammatory drugs. Due to excessive usage of naproxen, this drug has been determined even in drinking water. In this study, four fungal strains Phanerochaete chrysosporium, Funalia trogii, Aspergillus niger, and Yarrowia lipolytica were investigated in terms of naproxen removal abilities. According to LC/MS data, A. niger was found the most efficient strain with 98% removal rate. Two main by-products of fungal transformation, O-desmethylnaproxen and 7-hydroxynaproxen, were identified by using LC/MS, 1HNMR, and 13CNMR. Our results showed that O-demethylation and hydroxylation of naproxen is catalyzed by cytochrome P450 enzyme system.","PeriodicalId":23894,"journal":{"name":"Zeitschrift für Naturforschung C","volume":"186 1","pages":"173 - 179"},"PeriodicalIF":0.0,"publicationDate":"2016-11-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"74881423","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 In continuation of our chemical investigation on some medicinal plants of the genus Achillea, chromatographic investigation of the methylene chloride/methanol (1:1) extract of the air-dried aerial part of Achillea biebersteinii Afan. (family Asteraceae) afforded a new natural monoterpene (2), in addition to two known sesquiterpenes (3 and 4). Compound 1 was isolated as light needle crystals. Structures were established on the basis of MS and NMR spectroscopic (1H, 13C, 1H-1H correlation spectroscopy, heteronuclear multiple-quantum coherence and heteronuclear multiple-bond correlation) data and in case of compound 1 were confirmed by X-ray analysis. All isolated compounds were examined for their anti-inflammatory activity to inhibit lipopolysaccharide-induced NO production in RAW264.7 macrophage cells. Compounds 3 and 4 produced a promising anti-inflammatory effect (76% and 80% inhibition, respectively). However, compounds 1 and 2 produced moderate inhibition of NO release recording a 41% and 36% inhibition of NO production, respectively.
{"title":"Anti-inflammatory activity of highly oxygenated terpenoids from Achillea biebersteinii Afan","authors":"A. H. Mohamed, N. S. Mohamed, A. Hamed, M. Hegazy","doi":"10.1515/znc-2016-0098","DOIUrl":"https://doi.org/10.1515/znc-2016-0098","url":null,"abstract":"Abstract In continuation of our chemical investigation on some medicinal plants of the genus Achillea, chromatographic investigation of the methylene chloride/methanol (1:1) extract of the air-dried aerial part of Achillea biebersteinii Afan. (family Asteraceae) afforded a new natural monoterpene (2), in addition to two known sesquiterpenes (3 and 4). Compound 1 was isolated as light needle crystals. Structures were established on the basis of MS and NMR spectroscopic (1H, 13C, 1H-1H correlation spectroscopy, heteronuclear multiple-quantum coherence and heteronuclear multiple-bond correlation) data and in case of compound 1 were confirmed by X-ray analysis. All isolated compounds were examined for their anti-inflammatory activity to inhibit lipopolysaccharide-induced NO production in RAW264.7 macrophage cells. Compounds 3 and 4 produced a promising anti-inflammatory effect (76% and 80% inhibition, respectively). However, compounds 1 and 2 produced moderate inhibition of NO release recording a 41% and 36% inhibition of NO production, respectively.","PeriodicalId":23894,"journal":{"name":"Zeitschrift für Naturforschung C","volume":"56 1","pages":"429 - 432"},"PeriodicalIF":0.0,"publicationDate":"2016-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"89376162","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}
D. Stiz, Adriana Campos, Ana Lúcia Tasca Gois Ruiz, João Ernesto de Carvalho, R. Corrêa, V. Cechinel-Filho
Abstract This work describes the antiproliferative potential of 14 cyclic imides (methylphtalimides, carboxylic acid phtalimides and itaconimides) against several human cancer cell lines. The antiproliferative effect was evaluated using the sulforhodamine B assay. Although some compounds from methylphtalimide and carboxylic acid phtalimide classes exhibited a selective antiproliferative activity, the itaconimides (11–14) exhibited the best results, especially compound 14, which presented a TGI (concentration that produces total growth inhibition) value of 0.0043 μM against glioma (U251), being inactive against the non-tumor cell line (HaCat). Absorption, distribution, metabolism and excretion in silico evaluations suggest that these compounds are promising candidates.
{"title":"Antiproliferative effect of synthetic cyclic imides (methylphtalimides, carboxylic acid phtalimides and itaconimides) against human cancer cell lines","authors":"D. Stiz, Adriana Campos, Ana Lúcia Tasca Gois Ruiz, João Ernesto de Carvalho, R. Corrêa, V. Cechinel-Filho","doi":"10.1515/znc-2016-0067","DOIUrl":"https://doi.org/10.1515/znc-2016-0067","url":null,"abstract":"Abstract This work describes the antiproliferative potential of 14 cyclic imides (methylphtalimides, carboxylic acid phtalimides and itaconimides) against several human cancer cell lines. The antiproliferative effect was evaluated using the sulforhodamine B assay. Although some compounds from methylphtalimide and carboxylic acid phtalimide classes exhibited a selective antiproliferative activity, the itaconimides (11–14) exhibited the best results, especially compound 14, which presented a TGI (concentration that produces total growth inhibition) value of 0.0043 μM against glioma (U251), being inactive against the non-tumor cell line (HaCat). Absorption, distribution, metabolism and excretion in silico evaluations suggest that these compounds are promising candidates.","PeriodicalId":23894,"journal":{"name":"Zeitschrift für Naturforschung C","volume":"21 1","pages":"423 - 427"},"PeriodicalIF":0.0,"publicationDate":"2016-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"84507087","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 purpose of our study was to compare the chemical compositions and antimicrobial and antioxidant activities of Pycnocycla spinosa and Pycnocycla flabellifolia essential oils. cis-Asarone (62.5%) and widdra-2,4(14)-diene (9%) were the main components of P. spinosa aerial part essential oil, while elemicin (60.1%) and caryophyllene oxide (9.8%) were the main components of P. spinosa seed essential oil. α-Phellandrene (25.5%), p-cymene (15.3%), and limonene (13.3%) were found in P. flabellifolia essential oil. The inhibition zone diameters for P. flabellifolia essential oil were significantly higher than for the two other essential oils from P. spinosa (p<0.05). In broth dilution assay (µL/mL), the sensitive microorganism to Pycnocycla sp. (P. spinosa, P. flabellifolia) was Aspergillus niger, followed by Candida albicans. In 2,2-diphenyl-1-picrylhydrazyl (DPPH) system, P. spinosa aerial parts essential oil (IC50=548 µg/mL) had higher antioxidant activity than that of two other essential oils.
摘要本研究的目的是比较碧萝芷和碧萝芷精油的化学成分及抑菌和抗氧化活性。菝葜地上部位精油的主要成分为顺式asarone(62.5%)和widdra2,4(14)-二烯(9%)，菝葜种子精油的主要成分为榄香素(60.1%)和石竹烯氧化物(9.8%)。其中含有α-费蓝烯(25.5%)、对伞花烯(15.3%)和柠檬烯(13.3%)。松柏挥发油的抑菌带直径显著高于其他两种松柏挥发油(p<0.05)。肉汤稀释试验(µL/mL)中，对棘圆霉属(P. spinosa, P. flabellifolia)敏感的微生物为黑曲霉，其次为白色念珠菌。在2,2-二苯基-1-苦味酰肼(DPPH)体系中，刺骨草挥发油(IC50=548µg/mL)的抗氧化活性高于其他两种挥发油。
{"title":"The chemical composition, antimicrobial, and antioxidant activities of Pycnocycla spinosa and Pycnocyla flabellifolia essential oils","authors":"M. Mahboubi, E. Mahdizadeh, Rezvan Heidary Tabar","doi":"10.1515/znc-2016-0038","DOIUrl":"https://doi.org/10.1515/znc-2016-0038","url":null,"abstract":"Abstract The purpose of our study was to compare the chemical compositions and antimicrobial and antioxidant activities of Pycnocycla spinosa and Pycnocycla flabellifolia essential oils. cis-Asarone (62.5%) and widdra-2,4(14)-diene (9%) were the main components of P. spinosa aerial part essential oil, while elemicin (60.1%) and caryophyllene oxide (9.8%) were the main components of P. spinosa seed essential oil. α-Phellandrene (25.5%), p-cymene (15.3%), and limonene (13.3%) were found in P. flabellifolia essential oil. The inhibition zone diameters for P. flabellifolia essential oil were significantly higher than for the two other essential oils from P. spinosa (p<0.05). In broth dilution assay (µL/mL), the sensitive microorganism to Pycnocycla sp. (P. spinosa, P. flabellifolia) was Aspergillus niger, followed by Candida albicans. In 2,2-diphenyl-1-picrylhydrazyl (DPPH) system, P. spinosa aerial parts essential oil (IC50=548 µg/mL) had higher antioxidant activity than that of two other essential oils.","PeriodicalId":23894,"journal":{"name":"Zeitschrift für Naturforschung C","volume":"31 1","pages":"403 - 408"},"PeriodicalIF":0.0,"publicationDate":"2016-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"88771229","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}
T. Zermiani, A. A. Junior, Rene A. Ferreira, T. Wagner, M. S. Machado, V. Cechinel-Filho, R. Niero
Abstract The triterpenes friedelin (1), β-friedelinol (2) and 3,15-dioxo-21α-hydroxyfriedelane (3) in the aerial parts of Maytenus robusta, a Brazilian medicinal plant with antiulcer potential, were seasonally quantified by gas chromatography flame-ionization detection (GC-FID) using an external standard. The method was found to be linear, precise and sensitive. Compounds 1 and 2 were found in M. robusta leaves and branches, with highest concentrations in the leaves collected in autumn, i.e. 3.21 ± 0.16 and 12.60 ± 1.49 mg g−1 dry weight of 1 and 2, respectively. On the other hand, compound 3 was found only in the branches, with the highest concentrations in winter and autumn (0.21 ± 0.01 and 0.20 ± 0.02 mg g−1). The results allow to define the optimal season and plant parts for the collection of M. robusta as a phytotherapeutic drug.
{"title":"Seasonal variation of gastroprotective terpenoids in Maytenus robusta (Celastraceae) quantified by gas chromatography-flame ionization detection (GC-FID)","authors":"T. Zermiani, A. A. Junior, Rene A. Ferreira, T. Wagner, M. S. Machado, V. Cechinel-Filho, R. Niero","doi":"10.1515/znc-2015-0185","DOIUrl":"https://doi.org/10.1515/znc-2015-0185","url":null,"abstract":"Abstract The triterpenes friedelin (1), β-friedelinol (2) and 3,15-dioxo-21α-hydroxyfriedelane (3) in the aerial parts of Maytenus robusta, a Brazilian medicinal plant with antiulcer potential, were seasonally quantified by gas chromatography flame-ionization detection (GC-FID) using an external standard. The method was found to be linear, precise and sensitive. Compounds 1 and 2 were found in M. robusta leaves and branches, with highest concentrations in the leaves collected in autumn, i.e. 3.21 ± 0.16 and 12.60 ± 1.49 mg g−1 dry weight of 1 and 2, respectively. On the other hand, compound 3 was found only in the branches, with the highest concentrations in winter and autumn (0.21 ± 0.01 and 0.20 ± 0.02 mg g−1). The results allow to define the optimal season and plant parts for the collection of M. robusta as a phytotherapeutic drug.","PeriodicalId":23894,"journal":{"name":"Zeitschrift für Naturforschung C","volume":"27 1","pages":"369 - 373"},"PeriodicalIF":0.0,"publicationDate":"2016-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"79328420","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. Mkounga, H. L. Maza, B. M. Ouahouo, Lydie N Tyon, H. Ishikawa, H. Nishino, A. Nkengfack
Abstract Three new lupan-type triterpernoid derivatives, namely globimetulin A (1), B (2) and C (3), were isolated from the shoot of Globimetula dinklagei (Loranthaceae), a hemiparasitic plant growing on Manihot esculenta, along with five known compounds: friedelin (4), friedelan-3-ol (5), 28-hydroxyfriedelin (6), 4-hydroxy-3,5-dimethoxybenzoic acid (7) and (1R,5S,7S)-7-[2-(4-hydroxyphenyl)ethyl]-2,6-dioxabicyclo[3.3.1]nonan-3-one (8). The structures of the new compounds were elucidated by detailed analyses of their MS, IR, 1D and 2D NMR spectral data and chemical evidence. Some of these compounds were evaluated in vitro for their antimicrobial activities against a wide range of microorganisms, but none of them exhibited noticeable activity.
{"title":"New lupan-type triterpenoids","authors":"P. Mkounga, H. L. Maza, B. M. Ouahouo, Lydie N Tyon, H. Ishikawa, H. Nishino, A. Nkengfack","doi":"10.1515/znc-2015-0235","DOIUrl":"https://doi.org/10.1515/znc-2015-0235","url":null,"abstract":"Abstract Three new lupan-type triterpernoid derivatives, namely globimetulin A (1), B (2) and C (3), were isolated from the shoot of Globimetula dinklagei (Loranthaceae), a hemiparasitic plant growing on Manihot esculenta, along with five known compounds: friedelin (4), friedelan-3-ol (5), 28-hydroxyfriedelin (6), 4-hydroxy-3,5-dimethoxybenzoic acid (7) and (1R,5S,7S)-7-[2-(4-hydroxyphenyl)ethyl]-2,6-dioxabicyclo[3.3.1]nonan-3-one (8). The structures of the new compounds were elucidated by detailed analyses of their MS, IR, 1D and 2D NMR spectral data and chemical evidence. Some of these compounds were evaluated in vitro for their antimicrobial activities against a wide range of microorganisms, but none of them exhibited noticeable activity.","PeriodicalId":23894,"journal":{"name":"Zeitschrift für Naturforschung C","volume":"64 1","pages":"381 - 386"},"PeriodicalIF":0.0,"publicationDate":"2016-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"89501062","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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