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Berlin Brandenburg

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  • 1
    Language: English
    In: Phytochemistry, August 2016, Vol.128, pp.60-70
    Description: Phytochemical study of the methanolic root extract of allowed for the characterization of 18 non-alkaloid terpenoids. Their structures have skeletons composed of six rearranged -podocarpanes, 11 -podocarpanes, and a 3,4- -30- -friedelane. These were characterized based on 2D NMR, IR, UV, and MS spectroscopic analysis and their absolute configurations were determined by single-crystal X-ray studies, as well as by H NMR spectroscopic analysis for the corresponding chiral derivatives. The isolates were evaluated for therapeutic potential against hepatitis C virus (HCV) infection to human hepatoma Huh7.5 cells. Terpenoids with anti-HCV activity were identified from . The 9(10 → 20)- -podocarpanes were reported from this genus for the first time. The amide coupling reaction on 3,4- -30- -friedelane yielded unexpected compounds.
    Keywords: Flueggea Virosa ; Euphorbiaceae ; Anti-Hepatitis C Virus ; Ent-Podocarpane ; 3,4-Seco-30-nor-Friedelane ; Botany
    ISSN: 0031-9422
    E-ISSN: 1873-3700
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  • 2
    Language: English
    In: Phytochemistry, 2010, Vol.71, pp.271-279
    Description: Tricin-type flavonolignans, (2S)-dihydrotricin 4'-O-(erythro-β-guaiacylglyceryl) ether, (2S)-dihydrotricin 4'-O-(threo-β-guaiacylglyceryl) ether, (2S)-dihydrotricin 4'-O-(threo-β-4-hydroxyphenylglyceryl) ether, tricin 4'-O-(erythro-β-4-hydroxyphenylglyceryl) ether, tricin 4'-O-(threo-β-4-hydroxylphenylglyceryl) ether, and (2S)-dihydrotricin 4'-O-(β-6"-methoxy-4"-oxo-chroman-3"-yloxy) ether namely calquiquelignan A-F, respectively, were isolated and characterized from the EtOAc extract of Calamus quiquesetinervius. Additionally, six known phenolic compounds, including dihydrotricin, tricin, salcolin A, p-hydroxybenzoic acid, (2S, 3S)-trans-dihydrokapempferol and (2S)-naringenin, were also obtained and identified from the extract. Structures of the flavonolignans were assigned based on spectroscopic analyses that included 1D and 2D NMR spectroscopic techniques, such as HMQC, HMBC, and NOESY. Bioassay results showed that calquiquelignan A, dihydrotricin and (2S)-naringenin exhibited significant vasodilatory potencies, as indicated by 60.3%, 80.3% and 60.9% relaxations, respectively, at 100 μM. Salcolin A showed potent platelet aggregation inhibition, compared with aspirin. Most of the tricin-type derivatives (calquiquelignan A-B, dihydrotricin and tricin) also exhibited more potent hydroxyl radical (free radicals OH) scavenging activity than trolox as characterized by the ultraweak chemiluminescence assay. ; Includes references ; p. 271-279.
    Keywords: Human Health ; Rabbits ; Medicinal Plants ; Spectral Analysis ; Animal Disease Models ; Vasodilation ; Oxidative Stress ; Flavonoids ; Medicinal Properties ; Antioxidant Activity ; Platelet Aggregation ; Lignans ; Chemical Structure ; Stereochemistry ; Calamus ; Rats ; Tricin ; Calamus Quiquesetinervius ; Calquiquelignan ; Flavonolignans
    ISSN: 0031-9422
    Source: AGRIS (Food and Agriculture Organization of the United Nations)
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  • 3
    Language: English
    In: Phytochemistry, 2010, Vol.71(2), pp.271-279
    Description: Tricin-type flavonolignans ( – ), along with six known phenolic compounds ( – ), were isolated from the EtOAc extract of . Tricin-type flavonolignans, (2 )-dihydrotricin 4′- -( -β-guaiacylglyceryl) ether, (2 )-dihydrotricin 4′- -( -β-guaiacylglyceryl) ether, (2 )-dihydrotricin 4′- -( -β-4-hydroxyphenylglyceryl) ether, tricin 4′- -( -β-4-hydroxyphenylglyceryl) ether, tricin 4′- -( -β-4-hydroxylphenylglyceryl) ether, and (2 )-dihydrotricin 4′- -(β-6′′-methoxy-4′′-oxo-chroman-3′′-yloxy) ether namely calquiquelignan A–F, respectively, were isolated and characterized from the EtOAc extract of . Additionally, six known phenolic compounds, including dihydrotricin, tricin, salcolin A, -hydroxybenzoic acid, (2 , 3 )- -dihydrokapempferol and (2 )-naringenin, were also obtained and identified from the extract. Structures of the flavonolignans were assigned based on spectroscopic analyses that included 1D and 2D NMR spectroscopic techniques, such as HMQC, HMBC, and NOESY. Bioassay results showed that calquiquelignan A, dihydrotricin and (2 )-naringenin exhibited significant vasodilatory potencies, as indicated by 60.3%, 80.3% and 60.9% relaxations, respectively, at 100 μM. Salcolin A showed potent platelet aggregation inhibition, compared with aspirin. Most of the tricin-type derivatives (calquiquelignan A–B, dihydrotricin and tricin) also exhibited more potent hydroxyl radical ( OH) scavenging activity than trolox as characterized by the ultraweak chemiluminescence assay.
    Keywords: Calamus Quiquesetinervius ; Arecaceae ; Vasodilatory Potencies ; Platelet Aggregation ; Hydroxyl Radical ; Flavonolignan ; Calquiquelignan A–F ; Botany
    ISSN: 0031-9422
    E-ISSN: 1873-3700
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  • 4
    Language: English
    In: Phytochemistry, February 2016, Vol.122, pp.184-192
    Description: 3-Methyl-4,5-dihydro-oxepine ( ), four polyoxygenated seco-cyclohexenes ( – ) and two polyoxygenated cyclohexenes ( – ), along with four known compounds, were isolated from . The phytochemical investigation of the methanolic extract of (Annonaceae) leaves led to the isolation of seven compounds including, 3-methyl-4,5-dihydro-oxepine (flexuvaroxepine A), four polyoxygenated seco-cyclohexene (flexuvarin A–D) and two polyoxygenated cyclohexene (flexuvarol A–B) derivatives, together with four known flavones. The structures of the isolated compounds were elucidated using different spectroscopic techniques. A plausible biogenetic route of the new compounds was discussed. The anti-inflammatory activity of the isolated compounds was evaluated by superoxide anion generation and elastase release assays. Among the tested compounds, flexuvarol B and chrysin showed the most potent anti-inflammatory effect by inhibiting superoxide anion generation and elastase release from human neutrophils in response to fMLP with IC 2.25–5.55 μM. Moreover, 5-hydroxy-6,7-dimethoxy-flavone showed selective inhibitory activity on superoxide anion generation (IC = 1.19 ± 0.34 μM).
    Keywords: Uvaria Flexuosa ; Annonaceae ; 3-Methyl-4,5-Dihydro-Oxepine ; Polyoxygenated Cyclohexenes ; Polyoxygenated Seco-Cyclohexenes ; Anti-Inflammatory ; Botany
    ISSN: 0031-9422
    E-ISSN: 1873-3700
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  • 5
    Language: English
    In: Phytochemistry, 2013, Vol.95, pp.315-321
    Description: Torvpregnanosides A and B, two pregnane glycosides, and torvoside Q, a 23-keto-spirostanol glycoside, along with twelve known steroidal saponins were isolated from aerial parts of Solanum torvum. Of the latter, four of the 23-hydroxy-spirostanol glycosides, and, a yamogenin glycoside, were in this plant discovered. All structures were identified from spectroscopic data, and all the compounds were tested for in vitro anti-neutrophilic inflammatory activity. Two compounds showed selective inhibition against elastase release and superoxide anion generation, respectively, by human neutrophils with IC₅₀ values of 5.66 and 3.59μM, while two others inhibited both inflammatory mediators with IC₅₀ values of 0.66–3.49μM. Structure-activity relationships are discussed. ; p. 315-321.
    Keywords: Structure-Activity Relationships ; Superoxide Anion ; Solanum Torvum ; Elastase ; Steroid Saponins ; Inhibitory Concentration 50 ; Humans ; Neutrophils ; Spectroscopy ; Aerial Parts
    ISSN: 0031-9422
    Source: AGRIS (Food and Agriculture Organization of the United Nations)
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  • 6
    Language: English
    In: Phytochemistry, November 2016, Vol.131, pp.124-129
    Description: Phytochemical investigation of the ethanolic extract of led to isolation of gramaderins A–D, together with thirteen known compounds. All isolates were assayed for their anti-inflammatory activities. Consequently, 5,7-dihydroxy-3,6,3′,4′,5′-pentamethoxyflavone and 5,3′-dihydroxy-3,6,7,4′,5′-pentamethoxyflavone showed significant bioactivities by inhibiting superoxide anion generation. 8-Acetoxy-pentadeca-1,9 ,14-trien-4,6-diyne-3-ol also demonstrated potent inhibition on elastase release. The gramaderins A/C ( -alkyl linked -lactone) and gramaderins B/D ( -alkyl linked -lactone) co-exist in this plant material, of which the latter derivatives are few in nature. Gramaderins C/D possess a special linear dilactone diterpene skeleton, which never been reported. Phytochemical investigation of the ethanolic extract of led to the isolation of gramaderins A–D. Gramaderins C and D possess a linear dilactone diterpene skeleton.
    Keywords: Grangea Maderaspatana ; Asteraceae ; Diterpenes ; Anti-Inflammatory ; Botany
    ISSN: 0031-9422
    E-ISSN: 1873-3700
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  • 7
    Language: English
    In: Phytochemistry, November 2013, Vol.95, pp.315-321
    Description: Torvpregnanosides A and B ( – ), two pregnane glycosides, and torvoside Q ( ), a 23-keto-spirostanol glycoside, along with twelve known steroidal saponins were isolated from . All structures were identified from spectroscopic data, and the compounds were tested for anti-neutrophilic inflammation activity. Structure-activity relationships are discussed. Torvpregnanosides A and B, two pregnane glycosides, and torvoside Q, a 23-keto-spirostanol glycoside, along with twelve known steroidal saponins were isolated from aerial parts of . Of the latter, four of the 23-hydroxy-spirostanol glycosides, and, a yamogenin glycoside, were in this plant discovered. All structures were identified from spectroscopic data, and all the compounds were tested for anti-neutrophilic inflammatory activity. Two compounds showed selective inhibition against elastase release and superoxide anion generation, respectively, by human neutrophils with IC values of 5.66 and 3.59 μM, while two others inhibited both inflammatory mediators with IC values of 0.66–3.49 μM. Structure-activity relationships are discussed.
    Keywords: Solanum Torvum ; Solanaceae ; Steroidal Glycoside ; Anti-Neutrophilic Inflammation ; Botany
    ISSN: 0031-9422
    E-ISSN: 1873-3700
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  • 8
    Language: English
    In: Phytochemistry, 2013, Vol.88, pp.67-73
    Description: Lawsonia inermis (Lythraceae) known as henna is one of the most popular and ancient plants used in cosmetics and hair dying. It is cultivated for its leaves but other parts such as seeds, flowers, stem bark and roots are also used in traditional medicine for millennia. Henna tattoo paste also proved to be beneficial for wound healing and in several skin diseases suggesting potent anti-inflammatory activity. To evaluate henna anti-inflammatory activity, 31 compounds, including three 1,5-diphenylpent-3-en-1-yne derivatives, lawsochylin A-C and three methyl naphthalene carboxylates, lawsonaphthoate A-C, were isolated from the stems and leaves of henna utilizing a bioassay-guided fractionation. The structures of the compounds were elucidated by spectroscopic data. Two compounds, lawsochylin A and lawsonaphthoate A showed potent anti-inflammatory activity by inhibition of superoxide anion generation (IC₅₀=1.80 and 1.90μg/ml) and elastase release (IC₅₀=1.58 and 3.17μg/ml) of human neutrophils in response to fMLP or cytochalasin B. Moreover, the known compounds, luteolin, apigenin, 4S-4-hydroxy-α-tetralone, and 2-butoxysuccinic acid, also showed potent inhibition of superoxide anion generation (IC₅₀=0.75–1.78μg/ml) and elastase release (IC₅₀=1.62–3.61μg/ml). ; p. 67-73.
    Keywords: Superoxide Anion ; Roots ; Naphthalene ; Humans ; Leaves ; Neutrophils ; Lawsonia Inermis ; Traditional Medicine ; Luteolin ; Anti-Inflammatory Activity ; Cytochalasin B ; Elastase ; Bark ; Seeds ; Stems ; Flowers ; Spectroscopy ; Apigenin ; Fractionation
    ISSN: 0031-9422
    Source: AGRIS (Food and Agriculture Organization of the United Nations)
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  • 9
    Language: English
    In: Phytochemistry, April 2013, Vol.88, pp.67-73
    Description: Three 1,5-diphenylpent-3-en-1-ynes and three methyl naphthalene carboxylates, along with 25 known compounds, were isolated from the stems and leaves of . ► Henna is a well-known herb used for centuries for hair care and healing. ► Henna is prescribed for skin diseases due to its anti-inflammatory activity. ► Three 1,5-diphenylpent-3-en-1-ynes and three methyl naphthalene carboxylates were isolated from henna. ► Two of the isolated compounds exhibited potent anti-inflammatory activity. (Lythraceae) known as henna is one of the most popular and ancient plants used in cosmetics and hair dying. It is cultivated for its leaves but other parts such as seeds, flowers, stem bark and roots are also used in traditional medicine for millennia. Henna tattoo paste also proved to be beneficial for wound healing and in several skin diseases suggesting potent anti-inflammatory activity. To evaluate henna anti-inflammatory activity, 31 compounds, including three 1,5-diphenylpent-3-en-1-yne derivatives, lawsochylin A-C and three methyl naphthalene carboxylates, lawsonaphthoate A-C, were isolated from the stems and leaves of henna utilizing a bioassay-guided fractionation. The structures of the compounds were elucidated by spectroscopic data. Two compounds, lawsochylin A and lawsonaphthoate A showed potent anti-inflammatory activity by inhibition of superoxide anion generation (IC = 1.80 and 1.90 μg/ml) and elastase release (IC = 1.58 and 3.17 μg/ml) of human neutrophils in response to fMLP or cytochalasin B. Moreover, the known compounds, luteolin, apigenin, 4 -4-hydroxy-α-tetralone, and 2-butoxysuccinic acid, also showed potent inhibition of superoxide anion generation (IC = 0.75–1.78 μg/ml) and elastase release (IC = 1.62–3.61 μg/ml).
    Keywords: Henna ; Lawsonia Inermis ; Lythraceae ; 1,5-Diphenylpent-3-En-1-Yne ; Methyl Naphthalene Carboxylates ; Anti-Inflammatory ; Superoxide Anion ; Elastase ; Botany
    ISSN: 0031-9422
    E-ISSN: 1873-3700
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  • 10
    Language: English
    In: Phytochemistry, Dec, 2013, Vol.96, p.46(11)
    Description: To link to full-text access for this article, visit this link: http://dx.doi.org/10.1016/j.phytochem.2013.09.009 Byline: Chang-Qing Yang, Xiu-Ming Wu, Ju-Xin Ruan, Wen-Li Hu, Yin-Bo Mao, Xiao-Ya Chen, Ling-Jian Wang Abstract: Cotton plants produce mixtures of monoterpenes and sesquiterpenes. Full-length cDNAs of three terpene synthases were isolated, which account for the biosynthesis of the most volatile terpenes. Article History: Received 24 April 2013; Revised 23 July 2013
    Keywords: Sesquiterpenes -- Chemical Properties
    ISSN: 0031-9422
    Source: Cengage Learning, Inc.
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