Isolation and Structural Characterization of a New Minor Diterpene Glycoside from Stevia rebaudiana

From the commercial extract of the leaves of the sweet plant Stevia rebaudiana Bertoni obtained from Sinochem Qingdao Co. Ltd., a new diterpene glycoside having three β-D-glucopyranosyl units of which two of them were connected in a relatively rare linkage of 3-β-D-glucobiosyl substitution at C-19 position of the aglycone steviol. The structure of the new compound has been characterized as 13-β-D-glucopyranosyloxy ent-kaur-16-en-19-oic acid-[(3-O-β-D-glucopyranosyl-β-D-glucopyranosyl) ester (1) on the basis of extensive 1D (1H and 13C) and 2D NMR (TOCSY, HMQC, and HMBC), and High Resolution mass spectroscopic data as well as hydrolysis studies.

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Structural characterization of trimethylsilyl methyl glycosides derivatives by high-resolution mass spectrometry, linked scans and MIKE experiments

Analytical and Bioanalytical Chemistry ◽

10.1007/s00216-008-1915-1 ◽

2008 ◽

Vol 390 (7) ◽

pp. 1853-1860 ◽

Cited By ~ 2

Author(s):

Corinne Loutelier-Bourhis ◽

Muriel Bardor ◽

Catherine M. Lange

Keyword(s):

Mass Spectrometry ◽

High Resolution ◽

Structural Characterization ◽

High Resolution Mass Spectrometry ◽

High Resolution Mass ◽

Resolution Mass

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5,5′-Oxybis(1,3,7-trihydroxy-9H-xanthen-9-one): A New Xanthone from the Stem Bark of Garcinia porrecta (Clusiaceae)

Molbank ◽

10.3390/m1153 ◽

2020 ◽

Vol 2020 (3) ◽

pp. M1153

Author(s):

Ayu N. Safitri ◽

Nurlelasari ◽

Tri Mayanti ◽

Darwati ◽

Unang Supratman

Keyword(s):

High Resolution ◽

Mass Spectroscopy ◽

Spectroscopic Data ◽

2D Nmr ◽

Stem Bark ◽

Spectroscopy Analysis ◽

High Resolution Mass ◽

High Resolution Mass Spectroscopy ◽

Mass Spectroscopy Analysis ◽

Resolution Mass

A new polyoxygenated dimer-type xanthone, namely 5,5′-oxybis(1,3,7-trihydroxy-9H-xanthen-9-one (1), has been isolated from the stem bark of Garcinia porrecta. The structure of 1 was determined based on spectroscopic data, including 1D and 2D-NMR as well as high resolution mass spectroscopy analysis.

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Multiple-stage Precursor Ion Separation and High Resolution Mass Spectrometry toward Structural Characterization of 2,3-Diacyltrehalose Family from Mycobacterium tuberculosis

Separations ◽

10.3390/separations6010004 ◽

2019 ◽

Vol 6 (1) ◽

pp. 4 ◽

Cited By ~ 3

Author(s):

Cheryl Frankfater ◽

Robert Abramovitch ◽

Georgiana Purdy ◽

John Turk ◽

Laurent Legentil ◽

...

Keyword(s):

Mass Spectrometry ◽

Mycobacterium Tuberculosis ◽

High Resolution ◽

Structural Characterization ◽

High Resolution Mass Spectrometry ◽

Complex Mixture ◽

Fatty Acyl ◽

High Resolution Mass ◽

Resolution Mass

Mass spectrometry (MS)-based precursor ion isolation, collision-induced dissociation (CID) fragmentation, and detection using linear ion-trap multiple-stage mass spectrometry (LIT MSn) in combination with high resolution mass spectrometry (HRMS) provides a unique tool for structural characterization of complex mixture without chromatographic separation. This approach permits not only separation of various lipid families and their subfamilies, but also stereoisomers, thereby, revealing the structural details. In this report, we describe the LIT MSn approach to unveil the structures of a 2,3-diacyl trehalose (DAT) family isolated from the cell envelope of Mycobacterium tuberculosis, in which more than 30 molecular species, and each species consisting of up to six isomeric structures were found. LIT MSn performed on both [M + Na]+ and [M + HCO2]− ions of DAT yield complimentary structural information for near complete characterization of the molecules, including the location of the fatty acyl substituents on the trehalose backbone. This latter information is based on the findings of the differential losses of the two fatty acyl chains in the MS2 and MS3 spectra; while the product ion spectra from higher stage LIT MSn permit confirmation of the structural assignment.

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