scholarly journals New Metabolites from the Algal Associated Marine-derived Fungus Aspergillus Carneus

2013 ◽  
Vol 8 (8) ◽  
pp. 1934578X1300800 ◽  
Author(s):  
Olesya I. Zhuravleva ◽  
Shamil Sh. Afiyatullov ◽  
Ekaterina A. Yurchenko ◽  
Vladimir A. Denisenko ◽  
Natalya N. Kirichuk ◽  
...  
Keyword(s):  
2D Nmr ◽  
Marine Strain ◽  
New Metabolites

The new oxepin-containing (1) and quinazolinone (2) alkaloids and new dihydrobenzofuran derivative (3) have been isolated from a marine strain of Aspergillus carneus KMM 4638. The structures of these metabolites were determined by HR-MS and 1D and 2D NMR, along with Marfey's method.

scholarly journals New Metabolites from the Marine-Derived Fungus Aspergillus Fumigatus

2012 ◽  
Vol 7 (4) ◽  
pp. 1934578X1200700 ◽  
Author(s):  
Shamil Sh. Afiyatullov ◽  
Olesya I. Zhuravleva ◽  
Alexandr S. Antonov ◽  
Anatoly I. Kalinovsky ◽  
Michail V. Pivkin ◽  
...  
Keyword(s):  
Aspergillus Fumigatus ◽  
Soft Coral ◽  
2D Nmr ◽  
Carcinoma Cells ◽  
Ehrlich Carcinoma ◽  
Early Apoptosis ◽  
Marine Strain ◽  
New Metabolites

A new alkaloid, fumiquinazoline K (1), and a new nordammarane triterpenoid (2), together with three known diketopiperazines (3-5) and tryptoquivaline F (6) have been isolated from a marine strain of Aspergillus fumigatus KMM 4631 associated with the soft coral Sinularia sp. Their structures were determined by HR-MS and 1D and 2D NMR. Compounds 3-5 exhibit weak cytotoxicity against cytoplasm non-specific esterase in Ehrlich carcinoma cells. Compound 3 also induces early apoptosis of the same cells in a non-toxic range of concentrations.

scholarly journals New Metabolites from a Marine Sediment-Derived Fungus, Aspergillus carneus

2015 ◽  
Vol 10 (7) ◽  
pp. 1934578X1501000
Author(s):  
Anton A. Yurchenko ◽  
Olga F. Smetanina ◽  
Anatoly I. Kalinovsky ◽  
Natalya N. Kirichuk ◽  
Mikhail V. Pivkin ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
Marine Sediment ◽  
2D Nmr ◽  
2D Nmr Spectroscopy ◽  
New Metabolites

A new polyketide 1 and a new decaline derivative 2 were isolated from a sediment-derived fungus Aspergillus carneus Blochwitz, together with one known bisabolane sesquiterpenoid and seven known polyketide metabolites. The structures of the isolated compounds were established by HR-MS, and 1D and 2D NMR spectroscopy. The cytotoxic and antiradical activities of the isolated compounds were evaluated.

Pseurotin A1 and A2, two new 1-oxa-7-azaspiro[4.4]non-2-ene-4,6-diones from the holothurian-derived fungus Aspergillus fumigatus WFZ-25

2011 ◽  
Vol 89 (1) ◽  
pp. 72-76 ◽  
Author(s):  
Fa-Zuo Wang ◽  
De-Hai Li ◽  
Tian-Jiao Zhu ◽  
Min Zhang ◽  
Qian-Qun Gu
Keyword(s):  
Circular Dichroism ◽  
Aspergillus Fumigatus ◽  
Spectroscopic Data ◽  
2D Nmr ◽  
Esi Ms ◽  
Extensive Analysis ◽  
Circular Dichroïsm ◽  
New Metabolites

Two new metabolites containing a 1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione core, pseurotin A1 (1) and A2 (2), as well as pseurotin A (3), were isolated from the holothurian-derived fungus Aspergillus fumigatus WFZ-25. These compounds were determined using extensive analysis of their spectroscopic data, including 1D and 2D NMR, HR-ESI-MS, and circular dichroism (CD) experiments.

scholarly journals Isolation and Structure Elucidation of Secondary Metabolites from a Microcystis sp. Bloom Material Collected in Southern Israel

2018 ◽  
Vol 13 (10) ◽  
pp. 1934578X1801301
Author(s):  
Ohad Hasin ◽  
Shmuel Carmeli
Keyword(s):  
Serine Proteases ◽  
Structure Elucidation ◽  
2D Nmr ◽  
Coupling Constants ◽  
Chiral Hplc ◽  
Mass Spectrometric Data ◽  
Spectrometric Data ◽  
Nmr Data ◽  
Hydrophilic Extract ◽  
New Metabolites

The hydrophilic extract of Microcystis sp. bloom material collected from Bror Hayil Reservoir in southern Israel afforded four new metabolites, (2 S,3 S)-3-hydeoxy-1,4-diphenylbutan-2-yl-acetate, aeruginosins BH604, BH462A and BH462B, and two known metabolites cyanopeptolins S and SS. The planar structure of 1–4 was established by analyses of their 1D and 2D NMR data and mass spectrometric data. The absolute configurations of the chiral centers of 1 were established by Mosher method and analysis of the coupling constants between H-2 and H-3, and those of 2–4 by Merfay's method and advanced Merfay's method and chiral HPLC. The compounds do not inhibit the serine proteases trypsin and thrombin.

scholarly journals Isoquinoline Alkaloids and Homoisoflavonoids from Drimiopsis barteri Bak and D. burkei Bak

2008 ◽  
Vol 3 (5) ◽  
pp. 1934578X0800300 ◽  
Author(s):  
Dieudonne Ngamga ◽  
Josephine Bipa ◽  
Pearl Lebatha ◽  
Christabel Hiza ◽  
Joan Mutanyatta ◽  
...  
Keyword(s):  
2D Nmr ◽  
Isoquinoline Alkaloids ◽  
New Metabolites

The powdered bulbs and leaves of Drimiopsis barteri yielded two novel isoquinoline alkaloids: 5-hydroxy-7,2′,3′,4′-tetramethoxy{2H-1-}benzopyran [4,3-c]isoquinoline and 6-hydroxy-7,2′,3′,4′-tetramethoxy{2H-1-}benzopyran [4,3-c]isoquinoline, three new scillascillins: 5,7-dihydroxy-2′,3′,4′-trimethoxyspiro-{2H-1-benzopyran-7′-bicyclo [4.2.0]octa[1,3,5]-triene}-4-one, 5-hydroxy-7,2′,3′,4′-tetramethoxyspiro{2H-1-benzopyran-7′-bicyclo [4.2.0]octa[1,3,5]-triene}-4-one and 5,2′,4′-trihydroxy-7,3′-dimethoxyspiro{2H-1-benzopyran-7′-bicyclo [4.2.0]octa[1,3,5]-triene}-4-one, and a tetrahydroxyhomo-isoflavanone: 5,6,7-trihydroxy-3-(4-hydroxybenzyl)chroman-4-one. The bulbs of Drimiopsis burkei gave three new metabolites: the first scillascillin, mentioned above, and two xanthones: 1,6-dihydroxy-2,3-dimethoxy-8-methylxanthone and 1,4-dihydroxy-2,3,6-trimethoxy-8-methylxanthone. Seventeen known compounds were isolated from both plants. Structures were elucidated based on detailed 1-, and 2D-NMR spectroscopic and MS analyses.

scholarly journals An Imidazopyridinone and Further Metabolites from Streptomycetes [1]

2009 ◽  
Vol 4 (7) ◽  
pp. 1934578X0900400 ◽  
Author(s):  
Hafizur Rahman ◽  
Mohamed Shaaban ◽  
Khaled A. Shaaban ◽  
Muhammad Saleem ◽  
Elisabeth Helmke ◽  
...  
Keyword(s):  
Chromatographic Analysis ◽  
Nmr Spectra ◽  
2D Nmr ◽  
Antibiotic Activity ◽  
Streptomyces Sp ◽  
2D Nmr Spectra ◽  
New Compounds ◽  
Related Compounds ◽  
Resolution Mass ◽  
New Metabolites

Screening and chromatographic analysis of the extracts from the terrestrial streptomycete GW5127 and from the marine Streptomyces sp. isolate B7967 yielded four new metabolites, i.e. 8-ethyl-6,11-dihydroxy-1-methoxy-naphthacene-5,12-dione (1a), 4-acetyl-1,3-dihydro-imidazo[4,5-c]pyridin-2-one (4a), 5-hydroxmethyl-4-hydroxy-2,4-dimethyl-2-cyclopentenone (6), and N-[2-(3′-hydroxy-4′-methoxyphenyl)-ethyl]-acetamide (5a), along with five known compounds, β-rubromycin (2), γ-rubromycin (3), 2-(3′-hydroxy-4′-methoxyphenyl)ethanol (5b), uracil, and N-acetyltyramine. The structures of the new compounds were deduced from high resolution mass, 1D and 2D NMR spectra and by comparison with related compounds from the literature. The antibiotic activity of the crude extracts was due to 2 and 3.

scholarly journals Cytotoxicity and Antibacterial Potential of Halogenated Chamigrenes from Malaysian Red Alga, Laurencia majuscula

2019 ◽  
Vol 6 (02) ◽  
pp. e36-e40
Author(s):  
Takashi Kamada ◽  
Chin-Soon Phan ◽  
Tatsufumi Okino ◽  
Charles Santhanaraju Vairappan
Keyword(s):  
Spectroscopic Data ◽  
2D Nmr ◽  
Red Alga ◽  
Antibiotic Resistant ◽  
North Borneo ◽  
Bioactive Secondary Metabolites ◽  
Laurencia Majuscula ◽  
Mcf 7 ◽  
Antibacterial Potential ◽  
New Metabolites

AbstractRed algae of the genus Laurencia have been known to produce a wide array of bioactive secondary metabolites. Here, we report the isolation of two new halogenated chamigrenes, lauremantanones A (1) and B (2), along with seven known compounds, dendroidiol (3), (+)-elatol (4), cartilagineol (5), obtusol (6), (+)-laurencenone B (7), 2-chloro-3-hydroxy-α-chamigren-9-one (8), and puertitol A (9), from a population of Laurencia majuscula (Harvey) Lucas from Mantanani Island (North Borneo). The structures of the two new metabolites were determined based on spectroscopic data (IR, 1D and 2D NMR, and MS). Compounds isolated from this alga exhibited potent cytotoxic (HeLa, MCF-7, P-388) and antibacterial (against antibiotic-resistant clinical bacteria) activities. The major metabolite of this population has significant importance in the geographical distribution of this species globally.

scholarly journals Secoiridoids from the Seed of Gonocaryum calleryanum and Their Inhibitory Potential on LPS-Induced Tumor Necrosis Factor and Nitric Oxide Production

2018 ◽  
Author(s):  
Kun-Ching Cheng ◽  
Chi-I Chang ◽  
Yu-Chi Lin ◽  
Chih-I Liu ◽  
Yu-Ci Zeng ◽  
...  
Keyword(s):  
Nitric Oxide ◽  
Tumor Necrosis Factor ◽  
Tumor Necrosis ◽  
2D Nmr ◽  
Inflammatory Agent ◽  
Mouse Macrophages ◽  
Dependent Inhibition ◽  
Inhibitory Potential ◽  
Necrosis Factor ◽  
New Metabolites

Three new secoiridoid constituents Gonocarin A-C (1-3) and a new derivative Gonocarin A monoacetate (4), along with two known lignins pinoresinol (5) and paulownin (6) were isolated from the seed of Gonocaryum calleryanum (Baill.) Becc. The structures of the new metabolites were determined on the basis of extensive spectroscopic analysis, particularly mass spectroscopy and 2D NMR (1H–1H COSY, HMQC, HMBC, and NOESY) spectroscopy. When mouse macrophages RAW264.7 were treated with compounds 1-6 together with LPS -stimulated, a concentration-dependent inhibition of nitric oxide (NO) and tumor necrosis factor (TNF-α) productions were detected. The results confirmed that the Gonocaryum calleryanumrrg could be a potential anti-inflammatory agent.

scholarly journals New Virescenosides from the Marine-derived Fungus Acremonium striatisporum

2011 ◽  
Vol 6 (8) ◽  
pp. 1934578X1100600 ◽  
Author(s):  
Shamil Sh. Afiyatullov ◽  
Anatoly I. Kalinovsky ◽  
Alexandr S. Antonov
Keyword(s):  
2D Nmr ◽  
Side Chains ◽  
Marine Strain ◽  
Carbohydrate Components ◽  
Eupentacta Fraudatrix

Five new diterpene glycosides, virescenosides Z4-Z8 (1-5) have been isolated from a marine strain of Acremonium striatisporum KMM 4401 associated with the holothurian Eupentacta fraudatrix. Their structures were determined by HRESIMS and 1D and 2D NMR. Virescenosides Z4-Z8 contain rare altruronic acid 4C1 and 1C4 conformations as their carbohydrate components. Virescenosides Z5 and Z7 exhibit an unusual 16-chloro, 15-hydroxyethylgroup as their side chains.

scholarly journals The Diversity of Volatile Compounds in Australia’s Semi-Desert Genus Eremophila (Scrophulariaceae)

Plants ◽  
2021 ◽  
Vol 10 (4) ◽  
pp. 785
Author(s):  
Nicholas J. Sadgrove ◽  
Guillermo F. Padilla-González ◽  
Alison Green ◽  
Moses K. Langat ◽  
Eduard Mas-Claret ◽  
...  
Keyword(s):  
Essential Oils ◽  
Volatile Compounds ◽  
2D Nmr ◽  
Chemical Diversity ◽  
Desert Shrubs ◽  
Multiple Sampling ◽  
Australian Continent ◽  
Chemical Profiles ◽  
Chemical Studies ◽  
New Metabolites

Australia’s endemic desert shrubs are commonly aromatic, with chemically diverse terpenes and phenylpropanoids in their headspace profiles. Species from the genus Eremophila (Scrophulariaceae ex. Myoporaceae) are the most common, with 215 recognised taxa and many more that have not yet been described, widely spread across the arid parts of the Australian continent. Over the years, our research team has collected multiple specimens as part of a survey to investigate the chemical diversity of the genus and create leads for further scientific enquiry. In the current study, the diversity of volatile compounds is studied using hydrodistilled essential oils and leaf solvent extracts from 30 taxa. Several rare terpenes and iridoids were detected in chemical profiles widely across the genus, and three previously undescribed sesquiterpenes were isolated and are assigned by 2D NMR—E-11(12)-dehydroisodendrolasin, Z-11-hydroxyisodendrolasin and 10-hydroxydihydro-α-humulene acetate. Multiple sampling from Eremophila longifolia, Eremophila arbuscular, Eremophila latrobei, Eremophila deserti, Eremophila sturtii, Eremophila oppositifolia and Eremophila alternifolia coneys that species in Eremophila are highly chemovariable. However, taxa are generally grouped according to the expression of (1) furanosesquiterpenes, (2) iridoids or oxides, (3) mixtures of 1 and 2, (4) phenylpropanoids, (5) non-furanoid terpenes, (6) mixtures of 4 and 5, and less commonly (7) mixtures of 1 and 5. Furthermore, GC–MS analysis of solvent-extracted leaves taken from cultivated specimens conveys that many heavier ‘volatiles’ with lower vapour pressure are not detected in hydrodistilled essential oils and have therefore been neglected in past chemical studies. Hence, our data reiterate that chemical studies of the genus Eremophila will continue to describe new metabolites and that taxon determination has limited predictive value for the chemical composition.

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