Xylogranatin E, a New Phragmalin with a Rare Oxygen Bridge between C1 and C29, from the Fruit of a Chinese Mangrove Xylocarpus granatum

Xylogranatin E, the second phragmalin with a rare oxygen bridge between C1 and C29 found in nature, was isolated from the fruit of a Chinese mangrove, Xylocarpus granatum. Its structure was determined by spectroscopic analysis. Complete assignment of 1H and 13C NMR data of xylogranatin E was achieved by 2D NMR techniques, including 1H-1H COSY, HSQC, HMBC and NOESY spectra.

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Two New Limonoids With A 3-O-β-Tigloyl Group From The Seeds Of The Chinese Mangrove Xylocarpus Granatum

Zeitschrift für Naturforschung B ◽

10.1515/znb-2007-0616 ◽

2007 ◽

Vol 62 (6) ◽

pp. 859-862 ◽

Cited By ~ 8

Author(s):

Jun Wu ◽

Minyi Li ◽

Si Zhang ◽

Qiang Xiao ◽

Qingxin Li

Keyword(s):

Spectroscopic Data ◽

2D Nmr ◽

Nmr Data ◽

Xylocarpus Granatum ◽

Nmr Techniques ◽

Noesy Spectra ◽

C Nmr

A new mexicanolide and a new phragmalin, named 30α-hydroxyl xylogranatin A and xylogranatin E2, respectively, have been isolated from the seeds of a Chinese mangrove Xylocarpus granatum. Their structures were identified on the basis of spectroscopic data. Each of them has a 3-O-β -tigloyl group. The first complete assignments of 1H and 13C NMR data for these limonoids were achieved by means of 2D NMR techniques, including 1H-1H COSY, HSQC, HMBC and NOESY spectra

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E-Homolupane Derivatives Substituted in Position 17 and 22a. 1H NMR, 13C NMR and IR Spectra

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc19950619 ◽

1995 ◽

Vol 60 (4) ◽

pp. 619-635 ◽

Cited By ~ 1

Author(s):

Václav Křeček ◽

Stanislav Hilgard ◽

Miloš Buděšínský ◽

Alois Vystrčil

Keyword(s):

Nmr Spectra ◽

2D Nmr ◽

Coupling Constants ◽

Side Chain ◽

Oxidation Reactions ◽

H Nmr ◽

Complete Assignment ◽

Nmr Techniques ◽

Intramolecular Association ◽

C Nmr

A series of derivatives with various oxygen functionalities in positions 17,22a or 19,20 was prepared from diene I and olefin XVI by addition and oxidation reactions. The structure of the obtained compounds was confirmed by 1H NMR, 13C NMR and IR spectroscopy. The kind of intramolecular association of the 17α-hydroxy group was studied in connection with modification of the side chain and substitution in position 22a. Complete assignment of the hydrogen signals and most of the coupling constants was accomplished using a combination of 1D and 2D NMR techniques. The 1H and 13C NMR spectra are discussed.

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MWL fraction with a high concentration of lignin-carbohydrate linkages: Isolation and 2D NMR spectroscopic analysis

Holzforschung ◽

10.1515/hf.2007.001 ◽

2007 ◽

Vol 61 (1) ◽

pp. 1-7 ◽

Cited By ~ 84

Author(s):

Mikhail Yu. Balakshin ◽

Ewellyn A. Capanema ◽

Hou-min Chang

Keyword(s):

Loblolly Pine ◽

Spectroscopic Analysis ◽

Direct Detection ◽

2D Nmr ◽

Side Chain ◽

High Concentration ◽

Hmbc Correlation ◽

Nmr Techniques ◽

C Nmr ◽

Hmbc Technique

Abstract A preparation enriched in lignin-carbohydrate fragments (LCC-AcOH) was isolated in the course of purification of loblolly pine crude milled wood lignin (MWL). The preparation contained approximately equal amounts of lignin and carbohydrates, with high amounts of arabinose and galactose compared to their levels in wood. LCC-AcOH was investigated by 2D 1H-13C (HMQC and HMBC) correlation NMR techniques and quantitative 13C NMR. The HMQC spectra allowed direct detection of phenyl glycoside, ester and benzyl ether lignin-carbohydrates linkages in high amounts. The assignment of these structures was supported by the HMBC technique. It is noteworthy that in the ester lignin-carbohydrate linkages, a uronic acid residue was attached not to the benzylic position of lignin, as commonly believed, but to the γ-position of the side chain.

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Isolation of New Glycosides from Anemarrhena Asphodeloides Rhizome and Screening of their Anticancer Activity

Letters in Organic Chemistry ◽

10.2174/1570178615666181102125553 ◽

2019 ◽

Vol 16 (6) ◽

pp. 474-477 ◽

Cited By ~ 1

Author(s):

Pham Van Khang ◽

Nguyen Thi Hien Lan ◽

Le Quang Truong ◽

Mai Thi Minh Chau ◽

Mai Xuan Truong ◽

...

Keyword(s):

Anticancer Activity ◽

Spectral Data ◽

Cell Lines ◽

Cancer Cell ◽

Spectroscopic Analysis ◽

2D Nmr ◽

Ic50 Values ◽

Nmr Techniques ◽

Inhibitory Activities ◽

Anemarrhena Asphodeloides

In this report, two new steroidal glycosides were isolated and determined from n-butanol fraction of A.asphodeloides. The structures were confirmed in comparison with the spectral data of known compounds by using different spectroscopic analysis approaches including 1D & 2D-NMR techniques and HRMS. The anti-proliferation screening against cancer cell lines A549 and HeLa indicated that compound 1 exhibited good inhibitory activities with IC50 values of 0.79 and 0.55 µg/mL, respectively.

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Flavon- and Flavonolglycosides from Achillea pannonica Scheele

Zeitschrift für Naturforschung C ◽

10.1515/znc-2001-7-808 ◽

2001 ◽

Vol 56 (7-8) ◽

pp. 521-525 ◽

Cited By ~ 5

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

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Chemical Constituents of Cordyceps cicadae

Natural Product Communications ◽

10.1177/1934578x1501001233 ◽

2015 ◽

Vol 10 (12) ◽

pp. 1934578X1501001 ◽

Cited By ~ 3

Author(s):

Zhi-Bo Chu ◽

Jun Chang ◽

Ying Zhu ◽

Xun Sun

Keyword(s):

Amino Acids ◽

Spectroscopic Analysis ◽

Chemical Constituents ◽

2D Nmr ◽

Cordyceps Cicadae ◽

Nmr Techniques ◽

Dopamine Analogues

One new bifuran derivative (1), together with fourteen known compounds, were isolated from Cordyceps cicadae X. Q. Shing. The known compounds included nine nucleosides, uracil (2), uridine (3), 2′-deoxyuridine (4), 2′-deoxyinosine (5), guanosine (6), 2′-deoxyguanosine (7), thymidine (8), adenosine (9), and 2′-deoxyadenosine (10); three amino acids tryptophan (11), phenylalanine (12), and tyrosine (13); and two dopamine analogues N-acetylnoradrenaline (14) and its dimer, trans–2-(3′,4′-dihydroxyphenyl)-3-acetylamino-7-( N-acetyl-2″-amino-ethylene)-1,4-benzodioxane (15). Their structures were decisively elucidated by spectroscopic analysis, including 1D and 2D NMR techniques.

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Flavonoids from Curcuma longa Leaves and their NMR Assignments

Natural Product Communications ◽

10.1177/1934578x1501000117 ◽

2015 ◽

Vol 10 (1) ◽

pp. 1934578X1501000 ◽

Cited By ~ 1

Author(s):

Chia-Ling Jiang ◽

Sheng-Fa Tsai ◽

Shoei-Sheng Lee

Keyword(s):

Nmr Assignments ◽

Soluble Fraction ◽

Curcuma Longa ◽

2D Nmr ◽

Etoh Extract ◽

Spectroscopic Analyses ◽

Nmr Data ◽

The Common ◽

Reported Data ◽

C Nmr

Chemical investigation of the n-BuOH-soluble fraction of the EtOH extract of the aerial part of Curcuma longa led to the isolation of 11 flavonol glycosides and one dihydroflavonol glucoside (1) via chromatography over Sephadex LH-20 and Lobar RP-18 columns. Although they are known, the 1H and 13C NMR data recorded in CD3OD rather than the common DMSO- d6 are doubly checked via extensive 2D NMR spectroscopic analyses, leading to some revisions of the reported data, especially for the glycon part.

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Dammarane and Ceanothane Triterpenes from Zizyphus glabrata

Zeitschrift für Naturforschung B ◽

10.1515/znb-2006-0118 ◽

2006 ◽

Vol 61 (1) ◽

pp. 87-92 ◽

Cited By ~ 8

Author(s):

Seru Ganapaty ◽

Pannakal S. Thomas ◽

Kancharalapalli V. Ramana ◽

Gloria Karagianis ◽

Peter G. Waterman

Keyword(s):

Bactericidal Activity ◽

Chemical Constituents ◽

2D Nmr ◽

First Report ◽

Nmr Data ◽

C Nmr ◽

Dammarane Glycoside

From the leaves of Zizyphus glabrata, a new dammarane-type triterpene, pseudojujubogenin -3-O- β -D-glucopyranoside, along with the known ceanothane triterpenes, granulosic acid, ceanothic acid and daucosterol were isolated. The structures of the compounds were fully characterized by detailed NMR investigations including 1H and 13C NMR, HSQC, COSY, HMBC and NOESY experiments. In addition, the dammarane glycoside was tested for its potential to inhibit various bacteria and was found to possess significant bactericidal activity. The 1H, 13C and full 2D-NMR data on granulosic acid has also been presented. This is the first report on the chemical constituents of the leaves of Z. glabrata.

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Alteration of O-specific polysaccharide structure of symbiotically defective Mesorhizobium loti mutant 2213.1 derived from strain NZP2213.

Acta Biochimica Polonica ◽

10.18388/abp.2008_3216 ◽

2008 ◽

Vol 55 (1) ◽

pp. 191-200 ◽

Cited By ~ 10

Author(s):

Anna Turska-Szewczuk ◽

Hubert Pietras ◽

Wojciech Borucki ◽

Ryszard Russa

Keyword(s):

Wild Type Strain ◽

2D Nmr ◽

Chain Structure ◽

Wild Type ◽

Immunoblot Assay ◽

Mesorhizobium Loti ◽

Nmr Data ◽

Specific Polysaccharide ◽

C Nmr

Mesorhizobium loti mutant 2213.1 derived from the wild-type strain NZP2213 by Tn5 mutagenesis showed impaired effectiveness of symbiosis with the host plant Lotus corniculatus (Turska-Szewczuk et al., 2007 Microbiol Res, in press). The inability of lipopolysaccharide (LPS) isolated from the mutant 2213.1 strain or de-O-acetylated LPS of the parental cells to inactivate phage A1 particles implicated alterations in the LPS structure. The O-specific polysaccharide of the mutant was studied by chemical analyses along with (1)H and (13)C NMR spectroscopy, which clearly confirmed alterations in the O-chain structure. 2D NMR data showed that the mutant O-polysaccharide consists of a tetrasaccharide repeating unit containing non-substituted as well as O-acetylated or O-methylated 6-deoxytalopyranose residues. Additionally, an immunogold assay revealed a reduced number of gold particles on the mutant bacteroid cell surface, which could result from both a diminished amount of an O-antigenic determinant in mutant LPS and modifications of structural epitopes caused by alterations in O-acetylation or O-methylation of sugar residues. Western immunoblot assay of alkaline de-O-acetylated lipophilic M. loti NZP2213 LPS showed no reactivity with homologous serum indicating a role of O-acetyl groups in its O-specificity.

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