Pigments of Fungi. LV. The Absolute Configuration of Dermocanarin 4 and the Structure and Stereochemistry of the Dermocanarins 5, 6, 8 and 9 from Australian Toadstools Belonging to the Genus Cortinarius

1999 ◽  
Vol 52 (9) ◽  
pp. 867 ◽  
Author(s):  
Catherine Elsworth ◽  
Melvyn Gill ◽  
Nives M. Milanovic
Keyword(s):  
Absolute Configuration ◽  
Spectroscopic Data ◽  
Fruiting Bodies ◽  
The Absolute

The stereochemistry in the dihydroanthracenone ring of dermocanarin 4 (1) is defined as (S) by incorporation of the gentiobioside (2) of (S)-[6-OMe- 13 C]torosachrysone into the dihydroanthracenone ring of dermocanarin 4 by fruiting bodies of Cortinarius sinapicolor. In addition, the new dermocanarins 5 (3), 6 (4), 8 (5) and 9 (6) are isolated from two other indigenous toadstools belonging to Cortinarius and their structure and stereochemistry are deduced from the respective spectroscopic data and by comparison with dermocanarin 4 (1).

The First Isolation Of A Phlegmacin Type Pigment From The Ascomycete Xylaria Euglossa

2005 ◽  
Vol 60 (3) ◽  
pp. 333-336 ◽  
Author(s):  
Xing-Na Wang ◽  
Ren-Xiang Tan ◽  
Fei Wang ◽  
Wolfgang Steglich ◽  
Ji-Kai Liu
Keyword(s):  
Methyl Ether ◽  
Absolute Configuration ◽  
Spectroscopic Data ◽  
Nmr Spectra ◽  
Fruiting Bodies ◽  
H Nmr ◽  
The Absolute ◽  
Fungal Pigments

A new pigment, phlegmacin A 8,8’-di-O-methyl ether (1), was isolated from fruiting bodies of Xylaria euglossa (Ascomycota) along with the known fungal pigments (S)-torosachrysone-8-O-methyl ether (2) and emodin-6,8-di-O-methyl ether (3). The structure of compound 1 was established on the basis of its spectroscopic data and the absolute configuration determined as P and 3’S by comparing the CD and 1H NMR spectra of 1 with those of the phlegmacins 4 and 5. Compound 1 represents the first phlegmacin type pigment isolated from the ascomycete

scholarly journals Antibacterial Polyketides from Antarctica Sponge-Derived Fungus Penicillium sp. HDN151272

Marine Drugs ◽  
2020 ◽  
Vol 18 (2) ◽  
pp. 71 ◽  
Author(s):  
Mudassir Shah ◽  
Chunxiao Sun ◽  
Zichao Sun ◽  
Guojian Zhang ◽  
Qian Che ◽  
...  
Keyword(s):  
Antibacterial Activity ◽  
Absolute Configuration ◽  
Spectroscopic Data ◽  
Coagulase Negative Staphylococci ◽  
Methicillin Resistant ◽  
Penicillium Sp ◽  
Mycobacterium Phlei ◽  
The Absolute

Three new polyketides, ketidocillinones A–C (1–3), were discovered from the extract of an Antarctica sponge-derived fungus Penicillium sp. HDN151272. All the structures were deduced by spectroscopic data, including NMR and HRESIMS. The absolute configuration of compound 3 was established by using ECD calculation. Compounds 1−3 can be slowly oxidized to quinone form when exposed to air. Ketidocillinones B and C (2 and 3) exhibited potent antibacterial activity against Pseudomonas aeurigenosa, Mycobacterium phlei, and MRCNS (methicillin-resistant coagulase-negative staphylococci) with MIC values ranging from 1.56 to 25.00 µg/mL.

scholarly journals Strychnuxinal, A New Alkaloid from Strychnos nux-blanda Fruits

2018 ◽  
Vol 13 (5) ◽  
pp. 1934578X1801300
Author(s):  
Jirapast Sichaem ◽  
Santi Tip-Pyang ◽  
Kiattisak Lugsanangarm ◽  
Lien Do Thi My
Keyword(s):  
Absolute Configuration ◽  
Inhibitory Activity ◽  
Spectroscopic Data ◽  
Previous Literature ◽  
Ache Inhibitory Activity ◽  
The Absolute

A new pyrrole alkaloid, strychnuxinal (1), along with ten known compounds (2–11) were isolated from the fruits of Strychnos nux-blanda. The structures of all the isolated compounds (1–11) were fully elucidated using spectroscopic data, as well as comparisons with the previous literature data. In addition, the absolute configuration of 1 at C-8 was determined by means of the ECD calculation. Moreover, all isolated compounds were evaluated for their acetylcholinesterase (AChE) inhibitory activity.

Pigments of Fungi. LII Anisochiral Flavomannin 6,6′,8-Tri-O-methyl Ether from an Australian Dermocybe Toadstool

1999 ◽  
Vol 52 (8) ◽  
pp. 749 ◽  
Author(s):  
Malcolm S. Buchanan ◽  
Melvyn Gill ◽  
Alberto Gimenez ◽  
Somphone Phonh-Axa ◽  
Evelin Raudies ◽  
...  
Keyword(s):  
Natural Product ◽  
Methyl Ether ◽  
Absolute Configuration ◽  
Enantiomeric Purity ◽  
Chemical Degradation ◽  
Spectroscopic Methods ◽  
Fruiting Bodies ◽  
The Absolute

Flavomannin 6,6′,8-tri-O-methyl ether occurs in the fruiting bodies of the Australian toadstool Dermocybe sp. WAT 24274 as an anisochiral mixture of the (3S,3′S,P)- and (3R,3′R,M)-enantiomers (5) and (7), respectively, in which the former predominates to the extent of 50% e.e. The structure of the natural product is determined by spectroscopic methods and the absolute configuration and enantiomeric purity are deduced from the c.d. spectrum and by chemical degradation of the natural product to a mixture of stereoisomeric dihydroanthracenones that has been analysed by chiral h.p.l.c.

Absolute configuration assignments by experimental and theoretical approaches of ent-labdane- and cis-ent-clerodane-type diterpenes isolated from Croton glabellus

2006 ◽  
Vol 84 (12) ◽  
pp. 1593-1602 ◽  
Author(s):  
Abraham García ◽  
Teresa Ramírez-Apan ◽  
J Antonio Cogordan ◽  
Guillermo Delgado
Keyword(s):  
Circular Dichroism ◽  
Absolute Configuration ◽  
Spectroscopic Data ◽  
Theoretical Approaches ◽  
Configuration Assignment ◽  
Td Dft ◽  
Bioassay Guided Fractionation ◽  
Labdane Diterpene ◽  
The Absolute ◽  
Circular Dichroïsm

The bioassay-guided fractionation of the moderately cytotoxic extract from Croton glabellus resulted in the isolation of bioactive compounds, which were characterized as austroinulin (2), 6-O-acetylaustroinulin (3), the acetonide artifact of 2 (4), and 3-O-methylkaempferol (9). In addition, a new natural cis-ent-clerodane lactone diterpene named marrubiagenin (1), trans-dehydrocrotonin (6), the epimeric mixture of cajucarinolide (7/8), and 5,7,3′,4′-tetrahydroxy-3-methoxyflavonoid (10) were also characterized and identified as nonbioactive compounds. The structures of all compounds were determined by analyses of their physical and spectroscopic data and by comparison with those reported in the literature. The absolute configuration assignment of 3 was carried out by means of the modified Mosher method and by the experimental and theoretical circular dichroism method establishing that 3 belongs to the ent-labdane diterpene series. Furthermore, the absolute configuration of 1 was established by analysis of its chiroptical properties concluding that 1 belongs to the cis-ent-clerodane diterpene series.Key words: Croton glabellus, ent-labdane-type diterpenes, cis-ent-clerodane-type diterpenes, circular dichroism, TD-DFT.

scholarly journals New Metabolites From the Endophytic Fungus Cercophora samala Associated With Mitragyna inermis

2021 ◽  
Vol 16 (5) ◽  
pp. 1934578X2110132
Author(s):  
Erik Donfack Vouffo ◽  
Clovis Douanla-Meli ◽  
Angelbert Fusi Awantu ◽  
Bruno Ndjakou Lenta ◽  
Sylvère Ngouela ◽  
...  
Keyword(s):  
Natural Products ◽  
Dft Calculations ◽  
Absolute Configuration ◽  
Endophytic Fungus ◽  
Spectroscopic Data ◽  
Spectroscopic Analysis ◽  
The Absolute ◽  
New Metabolites ◽  
Mitragyna Inermis

Two new natural products, mitrafungidione (1) elucidated as prototrop-isomers of ( R-3-acetyl-5-ethyl-4-hydroxy-5 H-furan-2-one, and maristachone F (2a), elucidated as 5-(1-hydroxyethyl)-4-(hydroxymethyl)-3-methoxy-2-methylphenol, together with 5 known compounds have been isolated from the solid cultures of an endophytic fungus associated with Mitragyna inermis (Rubiaceae) and identified as Cercophora samala. The structures of these compounds were elucidated by detailed spectroscopic analysis and by comparison of their spectroscopic data with those reported in the literature. The absolute configuration of 1 and 2a were determined by extensive DFT calculations.

scholarly journals A New Coumarin from the Roots of Heracleum dissectum

2019 ◽  
Vol 14 (1) ◽  
pp. 1934578X1901400
Author(s):  
Changlong Zhang ◽  
Yang Gao ◽  
Yajie Peng ◽  
Xiaoqing Zhang ◽  
Hailong Zhang
Keyword(s):  
Data Analysis ◽  
Ferulic Acid ◽  
Absolute Configuration ◽  
Spectroscopic Data ◽  
2D Nmr ◽  
Acid Moiety ◽  
The Absolute ◽  
Heracleum Dissectum

A new coumarin with a ferulic acid moiety (1), together with three known coumarins, viz. isoscopletin-6-O- β-D-glucopyranoside (2), elebutheroside B1 (3), tert-O- β-D-glucopyranosyl-(R)-heraclenol (4), were isolated from the roots of Heracleum dissectum. Their structures were clarified by extensive spectroscopic data analysis including 1D and 2D NMR and HRESI MS and comparison with previous literatures (known compounds). Moreover, the absolute configuration of the new compound was also determined.

scholarly journals Four New Guaianolides and Acetylenic Alcohol from Saussurea Katochaete Collected in China

2012 ◽  
Vol 7 (4) ◽  
pp. 1934578X1200700 ◽  
Author(s):  
Yoshinori Saito ◽  
Yuko Iwamoto ◽  
Yasuko Okamoto ◽  
Xun Gong ◽  
Chiaki Kuroda ◽  
...  
Keyword(s):  
Absolute Configuration ◽  
Spectroscopic Data ◽  
Acetylenic Alcohol ◽  
The Absolute

Four new guaianolides and an acetylenic alcohol were isolated from Saussurea katochaete (Asteraceae) collected in China. The structures were determined based on the spectroscopic data including the absolute configuration by application of advanced Mosher's method.

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