scholarly journals Halogenated and Nonhalogenated Metabolites from the Marine-Alga-Endophytic Fungus Trichoderma asperellum cf44-2

Marine Drugs ◽  
2018 ◽  
Vol 16 (8) ◽  
pp. 266 ◽  
Author(s):  
Yin-Ping Song ◽  
Feng-Ping Miao ◽  
Sheng-Tao Fang ◽  
Xiu-Li Yin ◽  
Nai-Yun Ji
Keyword(s):  
Pathogenic Bacteria ◽  
Marine Alga ◽  
2D Nmr ◽  
Marine Phytoplankton ◽  
Trichoderma Asperellum ◽  
Spectrometric Data ◽  
Naturally Occurring ◽  
Quantum Chemical Computations ◽  
Marine Brown Alga ◽  
Oxazole Derivative

One new bisabolane sesquiterpene, bisabolan-1,10,11-triol (1), one new norbisabolane sesquiterpene, 12-nor-11-acetoxybisabolen-3,6,7-triol (2), two new naturally occurring monoterpenes, (7S)- and (7R)-1-hydroxy-3-p-menthen-9-oic acids (3 and 4), one new naturally occurring trichodenone, dechlorotrichodenone C (5), one new chlorine-containing trichodenone, 3-hydroxytrichodenone C (6), one new diketopiperazine, methylcordysinin A (7), and one new naturally occurring oxazole derivative, 4-oxazolepropanoic acid (8), were isolated from the culture of a marine brown alga-endophytic strain (cf44-2) of Trichoderma asperellum. Their structures and relative configurations were determined by extensive 1D/2D NMR and mass spectrometric data, and the absolute configurations of 3–6 were assigned by analysis of the ECD spectra aided by quantum chemical computations. Compounds 1, 2, 5, and 6 showed growth inhibition of some marine phytoplankton species and pathogenic bacteria.

scholarly journals Antimicrobial Secondary Metabolites from the Seawater-Derived Fungus Aspergillus sydowii SW9

Molecules ◽  
2019 ◽  
Vol 24 (24) ◽  
pp. 4596 ◽  
Author(s):  
Yu-Jing Liu ◽  
Jian-Long Zhang ◽  
Chen Li ◽  
Xue-Gen Mu ◽  
Xiao-Li Liu ◽  
...  
Keyword(s):  
Secondary Metabolites ◽  
Pathogenic Bacteria ◽  
2D Nmr ◽  
Aspergillus Sydowii ◽  
Isolation And Identification ◽  
Spectrometric Data ◽  
Lead Compounds ◽  
Acid Analogue ◽  
Chorismic Acid ◽  
Quantum Chemical Computations

Marine-derived fungi are considered to be valuable producers of bioactive secondary metabolites used as lead compounds with medicinal importance. In this study, chemical investigation of the seawater-derived fungus Aspergillus sydowii SW9 led to the isolation and identification of one new quinazolinone alkaloid, 2-(4-hydroxybenzyl)-4-(3-acetyl)quinazolin-one (1), one new aromatic bisabolene-type sesquiterpenoid, (2) and one new chorismic acid analogue (3), as well as two known alkaloids (compounds 4 and 5). Their structures were determined by extensive 1D/2D NMR and mass spectrometric data, and the absolute configurations of 2 and 3 were assigned by the analysis of ECD spectra aided by quantum chemical computations. Compounds 1, 2, and 4 exhibited selective inhibitory activities against the human pathogenic bacteria Escherichia coli, Staphylococcus aureus, S. epidermidis, and Streptococcus pneumoniae, with MIC values ranging from 2.0 to 16 μg/mL.

scholarly journals Cyclonerane Derivatives from the Algicolous Endophytic Fungus Trichoderma asperellum A-YMD-9-2

Marine Drugs ◽  
2019 ◽  
Vol 17 (5) ◽  
pp. 252 ◽  
Author(s):  
Yin-Ping Song ◽  
Feng-Ping Miao ◽  
Xiang-Hong Liu ◽  
Xiu-Li Yin ◽  
Nai-Yun Ji
Keyword(s):  
Endophytic Fungus ◽  
Structural Diversity ◽  
2D Nmr ◽  
Red Alga ◽  
Gracilaria Verrucosa ◽  
Marine Phytoplankton ◽  
Spectroscopic Techniques ◽  
Phytoplankton Species ◽  
Trichoderma Asperellum ◽  
Potent Inhibition

Seven previously unreported cyclonerane derivatives, namely, 3,7,11-trihydroxycycloneran-10-one, cycloneran-3,7,10,11-tetraol, cycloneran-3,7,11-triol, 11,12,15-trinorcycloneran-3,7,10-triol, 7,10S-epoxycycloneran-3,15-diol, 7,10R-epoxycycloneran-3,15-diol, and (10Z)-15-acetoxy-10-cycloneren-3,7-diol, were isolated in addition to the known (10Z)-cyclonerotriol, (10E)-cyclonerotriol, catenioblin C, and chokol E from the culture of Trichoderma asperellum A-YMD-9-2, an endophytic fungus obtained from the marine red alga Gracilaria verrucosa. The structures of previously unreported compounds were established by spectroscopic techniques, including 1D/2D NMR, MS, and IR. The isolation of these new cyclonerane derivatives greatly adds to the structural diversity of unusual cyclonerane sesquiterpenes, and several isolates exhibit potent inhibition against some marine phytoplankton species.

scholarly journals Naturally Occurring 1,1′-Trimethylenebisuracil from the Marine Sea Hare Dolabella Auricularia

2007 ◽  
Vol 2 (1) ◽  
pp. 1934578X0700200
Author(s):  
Tadigoppula Narender ◽  
Tanvir Khaliq ◽  
M. N. Srivastava
Keyword(s):  
2D Nmr ◽  
Mass Spectrometric ◽  
Mass Spectrometric Data ◽  
Spectrometric Data ◽  
Sea Hare ◽  
Naturally Occurring ◽  
Dolabella Auricularia ◽  
Ir Spectroscopic

From the marine sea hare Dolabella auricularia, along with the RNA nucleobase, uracil (2), an unusual bisuracil analogue, 1,1′-trimethylenebisuracil (1) has been isolated and its structure established by extensive 1D NMR, 2D NMR and IR spectroscopic and mass spectrometric data.

scholarly journals Phenylhydrazone and Quinazoline Derivatives from the Cold-Seep-Derived Fungus Penicillium oxalicum

Marine Drugs ◽  
2020 ◽  
Vol 19 (1) ◽  
pp. 9
Author(s):  
Ya-Ping Liu ◽  
Sheng-Tao Fang ◽  
Zhen-Zhen Shi ◽  
Bin-Gui Wang ◽  
Xiao-Nian Li ◽  
...  
Keyword(s):  
Deep Sea ◽  
Spectroscopic Data ◽  
2D Nmr ◽  
Penicillium Oxalicum ◽  
Marine Phytoplankton ◽  
Cold Seep ◽  
Phytoplankton Species ◽  
X Ray ◽  
X Ray Crystallography ◽  
Quinazoline Derivatives

Three new phenylhydrazones, penoxahydrazones A–C (compounds 1–3), and two new quinazolines, penoxazolones A (compound 4) and B (compound 5), with unique linkages were isolated from the fungus Penicillium oxalicum obtained from the deep sea cold seep. Their structures and relative configurations were assigned by analysis of 1D/2D NMR and mass spectroscopic data, and the absolute configurations of 1, 4, and 5 were established on the basis of X-ray crystallography or ECD calculations. Compound 1 represents the first natural phenylhydrazone-bearing steroid, while compounds 2 and 3 are rarely occurring phenylhydrazone tautomers. Compounds 4 and 5 are enantiomers that feature quinazoline and cinnamic acid units. Some isolates exhibited inhibition of several marine phytoplankton species and marine-derived bacteria.

scholarly journals Identification of Ellagic Acid Derivatives from Stem Bark of Syzygium Guineense (Myrtaceae)

2007 ◽  
Vol 2 (3) ◽  
pp. 1934578X0700200
Author(s):  
Jules Desire Djoukeng ◽  
Eliane Abou-Mansour ◽  
Leon Azefack Tapondjou ◽  
David Lontsi ◽  
Raffaele Tabacchi
Keyword(s):  
Ellagic Acid ◽  
Radical Scavenging ◽  
2D Nmr ◽  
Stem Bark ◽  
Dpph Assay ◽  
Spectrometric Data ◽  
Esi Ms ◽  
Syzygium Guineense ◽  
Fragmentation Patterns

An LC-DAD-ESI-MSn technique was developed to investigate crude extracts of the stem bark of S. guineense for phenolic compounds. Ellagic acids were detected on the basis of their UV absorption spectra and ESI-MS fragmentation patterns. Six ellagic acid conjugates in the complex extract of S. guineense were identified. With the aim to confirm the structures, further purification of the extract afforded the known 3-O-ellagic acid-4′-O-α-rhampyranonosides (3), two new ellagic acid rhamnopyranosides, 3-O-methylellagic acid-4′-O-α-2″-O-acetylrhamnopyranoside (4) and 3-O-methylellagic acid-4′-O-α-3″-O-acetylrhamnopyranoside (6). The structures were identified on the basis of 1D- and 2D- NMR, IR, and UV spectroscopic and mass spectrometric data. The HMBC and NOESY data of these compounds were most useful for determination of their structures. Radical scavenging activities were evaluated in the 1,1-diphenyl-2-picrylhydrazyl (DPPH) assay. Compounds 3, 4 and 6, with IC50 values of 6.1 ± 0.5, 5.8 ± 0.4, and 6.2 ± 0.4 μM, respectively were as active as ellagic acid (1) (IC50 = 4.9 ± 0.3 μM) and more active than catechin (IC50=10.8 ± 0.3 μM).

scholarly journals STUDIES ON THE HETEROLOGOUS IMMUNOGENICITY OF A METHANOL-INSOLUBLE FRACTION OF ATTENUATED TUBERCLE BACILLI (BCG)

1964 ◽  
Vol 119 (1) ◽  
pp. 53-70 ◽  
Author(s):  
David W. Weiss ◽  
Rose S. Bonhag ◽  
James A. Parks
Keyword(s):  
Klebsiella Pneumoniae ◽  
Protective Effect ◽  
Experimental Infection ◽  
Pathogenic Bacteria ◽  
Insoluble Fraction ◽  
Optimum Dosage ◽  
Naturally Occurring ◽  
Experimental Parameters ◽  
High Degree ◽  
Infecting Organisms

Small quantities of the non-toxic residue of phenol-killed, acetone-washed, and methanol-extracted tubercle bacilli of the BCG strain conferred a high degree of resistance on mice against otherwise lethal experimental infection with Klebsiella pneumoniae and with a number of other pathogenic bacteria. The heightened resistance reached a peak within 24 hours after administration of the fraction, but was already discernible immediately thereafter. A period of reduced resistance was not observed. The state of heightened resistance was invariably manifested for at least 10 days, and could frequently still be demonstrated after several weeks or months. The methanol-insoluble fraction was immunogenically active even in experimental circumstances under which living BCG exerted no effect. Its protective effect was more marked in females than in males. The optimum dosage must be determined empirically vis-á-vis the strain of infecting organisms and the experimental parameters of administration and testing. Administration of the fraction to breeding females reduced the incidence of a naturally occurring endemic pneumonitis among their young, and increased considerably the breeding productivity of the mothers. These effects were manifested as late as 11 months after treatment.

Effect of Ploidy on Vibrio parahaemolyticus and Vibrio vulnificus Levels in Cultured Oysters

2020 ◽  
Vol 83 (11) ◽  
pp. 2014-2017
Author(s):  
JESSICA L. JONES ◽  
KERI A. LYDON ◽  
WILLIAM C. WALTON
Keyword(s):  
Crassostrea Virginica ◽  
Vibrio Parahaemolyticus ◽  
Pathogenic Bacteria ◽  
Vibrio Vulnificus ◽  
High Quality ◽  
Colony Hybridization ◽  
Naturally Occurring ◽  
Rapid Growth Rate ◽  
Vibrio Spp ◽  
Half Sibling

ABSTRACT Vibrio parahaemolyticus and Vibrio vulnificus are naturally occurring human pathogenic bacteria commonly found in estuarine environments where oysters are cultured. The use of triploid oysters has increased due to their rapid growth rate and because they maintain a high quality throughout the year. Previous work suggested levels of Vibrio spp. may be lower in triploid oysters than diploid oysters. Therefore, this study aimed to determine whether there is a difference in the abundances of V. parahaemolyticus and V. vulnificus between half-sibling diploid and triploid American oysters (Crassostrea virginica). In four trials, 100 individual oysters (either iced or temperature abused) were analyzed for V. parahaemolyticus and V. vulnificus by using direct plating followed by colony hybridization. Mean levels of V. parahaemolyticus in iced and abused diploid oysters were 3.55 and 4.21 log CFU/g, respectively. Mean levels in iced and abused triploid oysters were 3.49 and 4.27 log CFU/g, respectively. Mean levels of V. vulnificus in iced and abused diploid oysters were 3.53 and 4.56 log CFU/g, respectively. Mean levels in iced and abused triploid oysters were 3.54 and 4.55 log CFU/g, respectively. The differences in Vibrio spp. abundances between diploid and triploid oysters was not significant (P > 0.05). However, the differences across treatments were significant (P < 0.05), with the exception of V. parahaemolyticus levels in trial 3 (P = 0.83). Variation between individual oysters was also observed, with 12 of 808 measurements being outside of the 95th percentile. This phenomenon of occasional statistical outliers (“hot” or “cold” oysters) has been previously described and supports the appropriateness of composite sampling to account for inherent animal variability. In summary, the data indicate that abundances of V. parahaemolyticus and V. vulnificus are not dependent on the ploidy of cultured oysters but vary with the type of handling. HIGHLIGHTS

Acridone Alkaloids and Coumarins from the Stem Bark of Citropsis articulata (Rutaceae)

2010 ◽  
Vol 65 (4) ◽  
pp. 525-527 ◽  
Author(s):  
Luc Mbaze Meva’a ◽  
Jules Lobe Songue ◽  
Jean Duplex Wansi ◽  
Alain François Kamdem Waffo ◽  
Etienne Dongo ◽  
...  
Keyword(s):  
Nmr Spectra ◽  
2D Nmr ◽  
Stem Bark ◽  
Mass Spectrometric ◽  
Meoh Extract ◽  
Mass Spectrometric Data ◽  
Spectrometric Data ◽  
Acridone Alkaloids ◽  
2D Nmr Spectra ◽  
Acridone Alkaloid

A new acridone alkaloid, citropsine A (1), and thirteen known compounds (2 - 14) were isolated from the MeOH extract of the stem bark of Citropsis articulata. Structures of all compounds were determined by detailed analyses of their 1D and 2D NMR spectra, mass spectrometric data and by comparison with previously known analogs.

scholarly journals Co-Production of Bisphenylpropanoid Amides and Meroterpenes by an Endophytic Penicillium brasilianum Found in the Root Bark of Melia azedarach

2009 ◽  
Vol 64 (5-6) ◽  
pp. 355-360 ◽  
Author(s):  
Taicia P. Fill ◽  
Regina M. Geris dos Santos ◽  
Anderson Barisson ◽  
Edson Rodrigues-Filho ◽  
Antonia Q. L. Souza
Keyword(s):  
Antimicrobial Activity ◽  
Pathogenic Bacteria ◽  
Its Region ◽  
2D Nmr ◽  
Melia Azedarach ◽  
Root Bark ◽  
Inhibitory Effects ◽  
Rice Culture ◽  
Physical Methods ◽  
Penicillium Brasilianum

A fungus, isolated from the root bark of Melia azedarach (Meliaceae), from which a series of meroterpenes have been reported, was identified as Penicillium brasilianum based on analysis of the ITS region of ribosomal DNA. From a rice culture of this fungus, the known phenylpropanoid amides brasiliamide A and B were obtained together with and a new, slightly modified congener, along with the meroterpenoids preaustinoid A1, preaustinoid B2 and austinolide. The compounds were isolated by the use of combined chromatographic procedures and identified by physical methods, mainly 1D and 2D NMR experiments, with distinction for 1H{15N} HMBC applied to brasiliamide A. The amides were tested for their antimicrobial activity and showed only weak inhibitory effects, against a set of pathogenic bacteria

scholarly journals Novel ion-binding C3 symmetric tripodal triazoles: synthesis and characterization

2014 ◽  
Vol 12 (1) ◽  
pp. 115-125 ◽  
Author(s):  
Gábor Neumajer ◽  
Gergő Tóth ◽  
Szabolcs Béni ◽  
Béla Noszál
Keyword(s):  
2D Nmr ◽  
Ion Binding ◽  
The Novel ◽  
Spectrometric Data ◽  
Polydentate Ligands ◽  
Nmr Techniques ◽  
Sonogashira Reactions ◽  
Symmetric Ligands ◽  
Complexation Process

AbstractNovel C3 symmetric tripodal molecules were synthesized from cyclohexane 1,3,5-tricarboxylic acid. Utilizing click and Sonogashira reactions, ion-binding triazole and pyridazin-3(2H)-one units were incorporated to form polydentate ligands for ion complexation. The structures of the novel C3 symmetric derivatives were extensively characterized by 1H, 13C and 2D NMR techniques along with HRMS and IR. The copper(I)-binding potentials of these ligands were investigated by using them as additives in model copper(I)-catalysed azide-alkyne cycloaddition (CuAAC) reactions. The copper(I) complexation ability of our compound was also proved by different spectroscopic methods, such as mass spectrometry, UV and NMR spectroscopy. Based on the mass spectrometric data all of the C3 symmetric ligands formed 1:1 complex with copper(I) ion. The specific role of C3 symmetric polydentate form in the complexation process was also discussed

Sign in / Sign up

Export Citation Format

Share Document