Catecholate Siderophores from Chryseomonas luteola

1996 ◽  
Vol 51 (5-6) ◽  
pp. 281-285 ◽  
Author(s):  
M. Adolphs ◽  
K. Taraz ◽  
H. Budzikiewicz
Keyword(s):  
Culture Medium ◽  
2D Nmr ◽  
Chemical Degradation ◽  
Spectroscopic Methods ◽  
Iron Deficient ◽  
Nmr Techniques ◽  
Degradation Studies ◽  
Chryseomonas Luteola

Abstract Two catecholate siderophores (chrysobactin and chryseomonin) were isolated from an iron-deficient culture medium of Chryseomonas luteola. Their structures were elucidated by chemical degradation studies and spectroscopic methods, especially 2D-NMR techniques, and confirmed by synthesis. Chryseomonin constitutes a novel type of catecholate siderophore.

Structure Elucidation of Azotobactin 87, Isolated from Azotobacter vinelandii ATCC 12837*, **

1996 ◽  
Vol 51 (3-4) ◽  
pp. 139-150 ◽  
Author(s):  
E. M. Schaffner ◽  
R. Hartmann ◽  
K. Taraz ◽  
H. Budzikiewicz
Keyword(s):  
Structure Elucidation ◽  
Culture Medium ◽  
Azotobacter Vinelandii ◽  
2D Nmr ◽  
Chemical Degradation ◽  
Spectroscopic Methods ◽  
Hydroxybutyric Acid ◽  
Iron Deficient ◽  
N Terminus ◽  
Sequential Information

Abstract Chromopeptide siderophores (azotobactin 87-1 and -II) were isolated from an iron deficient culture medium of Azotobacter vinelandii ATCC 12837 (=DSM 87). Their structures were elu­ cidated by chemical degradation studies and spectroscopic methods, especially 2D-NMR-tech-niques. Total assignments of 1H-, 13C-, and 15N-resonances based on 2D-HOHAHA-, 1H/13C-HMQC-, 1H /13C-HMBC-, 1H /15N-HMQC/TOCSY-, and 1H/15N-HMBC-experiments are given as well as sequential information derived from 1H/1H-NOESY-, 1H /13C-HMBC-and 1H/ 13N-HMBC-experiments. Both Az 87-1 and Az 87-11 consist of a tetracyclic chromophore -(1S)8,9-dihydroxy-4-oxo-2,3,4,5-tetrahydro-1H,10cH-3a,5,10b-triazaacephenantrylene-1-carb-oxylic acid -and a decapeptide chain linked with the N-terminus to the carboxy group of the chromophore containing also modified, non-proteinogenic amino acids. The sequence L-Ser-D-Ser-L-Hse-Gly-D-threo-OHAsp-Hse-Hse-Hse-D-N5OH-N5-R-Hbu-Om-L-Hse was determined for Az 87-1, while Az 87-11 contains a C-terminal L-Hse-lactone instead. Iron is chelated by the catecholic group of the chromophore, the β-hydroxy aspartic acid, and the hydroxamate function formed by N5-hydroxyornithine and R-β-hydroxybutyric acid.

Flavon- and Flavonolglycosides from Achillea pannonica Scheele

2001 ◽  
Vol 56 (7-8) ◽  
pp. 521-525 ◽  
Author(s):  
Denata Kasaj ◽  
Liselotte Krenn ◽  
Sonja Prinz ◽  
Antje Hüfner ◽  
Shi Shan Yuc ◽  
...  
Keyword(s):  
Methanolic Extract ◽  
2D Nmr ◽  
Flavonoid Glycosides ◽  
Spectroscopic Methods ◽  
Esi Ms ◽  
Aerial Parts ◽  
Nmr Techniques ◽  
Chemotaxonomic Study ◽  
First Time ◽  
C Nmr

The detailed investigation of a methanolic extract of aerial parts of Achillea pannonica SCHEELE. within a chemotaxonomic study led to the isolation of 6 flavonoid glycosides. Besides rutin, apigenin-7-O-glucopyranoside, luteolin-7-O-glucopyranoside, apigenin-7-O-rutinoside and acacetin-7-O-rutinoside, an unusual flavondiglucoside was isolated. Its structure was established by UV, 1HNMR and 13C NMR spectroscopic methods including 2D-NMR techniques and ESI-MS as luteolin-7,4′-O-β-diglucoside. This substance is reported for the first time in the genus Achillea. Chemotaxonomic aspects are discussed briefly

Glycosides from Cephalaria Species

2010 ◽  
Vol 65 (11) ◽  
pp. 1384-1392 ◽  
Author(s):  
Erkan Halay ◽  
Süheyla Kırmızıgül
Keyword(s):  
Mass Spectrometry ◽  
Oleanolic Acid ◽  
2D Nmr ◽  
Spectroscopic Methods ◽  
Gram Negative Bacteria ◽  
Gram Negative ◽  
Nmr Techniques ◽  
Basic Hydrolysis ◽  
Hydrolysis Of ◽  
Chemical Evidence

Three novel triterpene glycosides (1 - 3), namely lycicoside I, II and cilicicoside I, were isolated from two different Cephalaria (Dipsacaceae) species along with one known oleanane- and one iridoit- type of glycoside. The structures of these compounds were established as 3-O-[β -D-glucopyranosyl( 1→3)-α-L-rhamnopyranosyl(1→4)-β -D-xylopyranosyl(1→4)-β -D-xylopyranosyl]-28-O-[β -Dglucopyranosyl( 1→6)-β -D-glucopyranosyl]-oleanolic acid (1), 3-O-[β -D-xylopyranosyl(1→3)-α- L-rhamnopyranosyl(1→4)-β -D-xylopyranosyl]-28-O-[β -D-glucopyranosyl]-oleanolic acid (2) from Cephalaria lycica Matthew and 3-O-{β -D-glucopyranosyl(1→4)-β -D-xylopyranosyl(1→3)-α-Lrhamnopyranosyl( 1→2)-[β -D-glucopyranosyl(1→3)]-α -L-rhamnopyranosyl}-28-O-[β -D-glucopyranosyl( 1→6)-β -D-glucopyranosyl]-hederagenin (3) from Cephalaria cilicica Boiss. & Kotschy, on the basis of spectroscopic methods (1D and 2D NMR techniques, mass spectrometry) and chemical evidence. In addition, three new prosapogenins, 1B - 3B, were obtained from the basic hydrolysis of 1 - 3. The antimicrobial activity of 1 - 3 was tested against some Gram-positive and Gram-negative bacteria strains.

Daphlongamines I and J. New Yuzurine-type Alkaloids from Daphniphyllum longeracemosum

2010 ◽  
Vol 65 (11) ◽  
pp. 1406-1408 ◽  
Author(s):  
Chun-Shun Li ◽  
Ying-Tong Di ◽  
Jie Guo ◽  
Qiang Zhang ◽  
Xiao-Jiang Hao
Keyword(s):  
2D Nmr ◽  
Spectroscopic Methods ◽  
Nmr Techniques

Two new Yuzurine-type Daphniphyllum alkaloids, daphlongamines I and J (1, 2), were isolated from the fruits of Daphniphyllum longeracemosum. Their structures were established by spectroscopic methods, especially 2D NMR techniques

scholarly journals Two New Eremophilane Sesquiterpenes and One New Resorcinol from Ligularia Knorringiana

2016 ◽  
Vol 11 (2) ◽  
pp. 1934578X1601100 ◽  
Author(s):  
Wei Dai ◽  
Hui Li ◽  
Wenli Cong ◽  
Wenbin Zhao ◽  
Qi Wang
Keyword(s):  
2D Nmr ◽  
Spectroscopic Methods ◽  
Nmr Techniques ◽  
New Compounds

Two new eremophilane sesquiterpenes, 12-oxa-1β, 5β,8,9aβ-tetramethyl-4α,5-ethano-4aβ-hydroxy-7β,10aβ-epoxy-9β-angeloyloxy-1,2,3,4,4a,5,6,7,9,9a,10,10a-dodecahydro-anthracen-13-on (knorringianalarin A, 1) and 6,9-dien-8-oxoeremophil-12-nor-11-ketone (knorringianalarin B, 2), and a new resorcinol, 4-acetyl-6-(2-methylpropionyl)-1,3-resorcinol (knorringianalarin C, 3) were isolated from the roots and rhizomes of Ligularia knorringiana, together with three known eremophilane sesquiterpenes (4–6). The structures of the new compounds were identified by spectroscopic methods including 2D-NMR techniques.

scholarly journals Two New Compounds from Paeonia lactiflora

2015 ◽  
Vol 10 (2) ◽  
pp. 1934578X1501000
Author(s):  
QingHu Wang ◽  
Nayintai Dai ◽  
Narenchaoketu Han ◽  
Wuliji Ao
Keyword(s):  
Ethanol Extract ◽  
2D Nmr ◽  
Diethyl Ester ◽  
Spectroscopic Methods ◽  
Paeonia Lactiflora ◽  
Esi Ms ◽  
Nmr Techniques ◽  
New Compounds

Two new compounds, namely 5-methyl-4,2′,3′,5′-tetrahydroxy-4′-methoxy-2-aldehyde biphenyl (1) and 1,8-dioxo-1,8-dihydropyrano[3,4-c]pyran-3,6-dicarboxyl acid, diethyl ester (2), were isolated from the 95% ethanol extract of the roots of Paeonia lactiflora Pall. The structures of 1 and 2 were elucidated by spectroscopic methods, including UV, IR, HR-ESI-MS and extensive 1D and 2D NMR techniques.

New Pyoverdin-Type Siderophores from Pseudomonas fluorescens

1990 ◽  
Vol 45 (10) ◽  
pp. 1437-1450 ◽  
Author(s):  
G. Mohn ◽  
K. Taraz ◽  
H. Budzikiewicz
Keyword(s):  
Carboxylic Acid ◽  
Pseudomonas Fluorescens ◽  
Carboxy Group ◽  
Culture Medium ◽  
Spectroscopic Methods ◽  
Amino Group ◽  
N Terminus ◽  
Short Hand ◽  
Degradation Studies

The structures of two new pyoverdins (GM-I and GM-II) isolated from the culture medium of Pseudomonas fluorescens have been elucidated by spectroscopic methods and degradation studies. The pyoverdins consist of a chromophore which could be identified as (1 S)-5-amino-2,3-dihydro-8,9-dihydroxy-1 H-pyrimido[1,2-a]quinoline-1-carboxylic acid substituted at the amino group with a 3-carboxypropanoyl or a succinamoyl residue and at the carboxy group with the N-terminus of D-Ala-D-Lys-Gly-Gly-D-threo-(OH)Asp-D-Glu-D-Ser-L-Ala-D-Ala-D-Ala-L-Ala-L-N5-(OH)Orn.According to the “short-hand” nomenclature proposed in [2]*** the two compounds should be characterized as pyoverdin-Q-akGGd'qsAaaAO′*-SUCA and pyoverdin-Q-akGGd'qsAaaAO′ *-SUC

The Structure Elucidation and Antimicrobial Activities of Nonsterol Triterpenoids from Ixeris chinensis

2014 ◽  
Vol 69 (9-10) ◽  
pp. 1021-1025 ◽  
Author(s):  
Qing-Hu Wang ◽  
Na-Ren-Chao-Ke-Tu Han ◽  
Na-Yin-Tai Dai ◽  
Xiao-Lan Wu ◽  
Wen-Quan Tai ◽  
...  
Keyword(s):  
Petroleum Ether ◽  
Structure Elucidation ◽  
Petroleum Ether Extract ◽  
2D Nmr ◽  
Antimicrobial Activities ◽  
Spectroscopic Methods ◽  
Ether Extract ◽  
Esi Ms ◽  
Nmr Techniques ◽  
First Time

Abstract An investigation of the petroleum ether extract from Ixeris chinensis Nakai has led to the isolation of a new compound, 3-O-acetyl-22,28-cyclobauer-7-en-3β-ol (1), together with four known compounds which have been isolated from this plant for the first time, namely taraxast-20-en-3β-ol (2), 3-O-acetyl-taraxast-20-en-3β-ol (3), taraxast-20(30)-en-3β-ol (4), and 3-O-acetyl-taraxast-20(30)- en-3β-ol (5). The structures of the isolated compounds have been elucidated on the basis of spectroscopic methods including UV, IR, ESI-MS, 1D NMR, 2D NMR techniques, and by comparison with data reported in the literature. All compounds have been evaluated for their activity against various bacteria and shown to give good results

Staphyloferrin B, a Citrate Siderophore of Ralstonia eutropha

1999 ◽  
Vol 54 (11) ◽  
pp. 867-875 ◽  
Author(s):  
Maik Münzinger ◽  
Kambiz Taraz ◽  
Herbert Budzikiewicz
Keyword(s):  
Culture Medium ◽  
New Genus ◽  
Ralstonia Eutropha ◽  
Alcaligenes Eutrophus ◽  
Chemical Degradation ◽  
Spectroscopic Methods ◽  
Relationship Of ◽  
The Relationship

Abstract The structure and stereochemistry of the siderophore isolated from the culture medium of Ralstonia eutropha (formerly Alcaligenes eutrophus) could be elucidated as staphyloferrin B by spectroscopic methods and chemical degradation. The relationship of the three species of the new genus Ralstonia is reflected in the observation that all three form citrate sidero-phores.

scholarly journals A New Homoisoflavanone from the Rhizomes of Polygonatum cyrtonema

2013 ◽  
Vol 8 (5) ◽  
pp. 1934578X1300800 ◽  
Author(s):  
Li-She Gan ◽  
Jin-Jie Chen ◽  
Man-Fei Shi ◽  
Chang-Xin Zhou
Keyword(s):  
Dft Calculations ◽  
Absolute Configuration ◽  
Quantum Chemical ◽  
Ethanol Extract ◽  
2D Nmr ◽  
Spectroscopic Methods ◽  
Td Dft ◽  
Nmr Techniques ◽  
The Absolute

A new homoisoflavanone, (3 R)-5,7-dihydroxy-8-methyl-3-(2′-hydroxy-4′-methoxybenzyl)-chroman-4-one (1), was isolated from the 95% ethanol extract of the rhizomes of Polygonatum cyrtonema. The structure of 1 was determined by spectroscopic methods, especially 2D NMR techniques. Quantum chemical TD DFT calculations of the theoretical ECD spectrum of 1 allowed assignment of the absolute configuration as 3R.

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