Fast atom bombardment mass spectrometry as a rapid means of screening mixtures of ether-linked polar lipids from extremely halophilic archaebacteria for the presence of novel chemical structures

New diterpenes, namely, trichodermanins F–H, with a fused 6-5-6-6 ring system were isolated from the fungus Trichoderma harzianum OUPS-111D-4 separated from a marine sponge Halichondria okadai. These chemical structures were elucidated by 1D and 2D NMR as well as high-resolution fast atom bombardment mass spectrometry (HRFABMS) spectral analyses. We established their absolute stereostructures by application of the modified Mosher’s method or circular dichroism (CD) spectroscopy. In addition, their cytotoxicities were assessed using several cancer cell lines, with 1 and 2 exhibiting modest activities.

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Characterization of polar lipids of oral isolates of Candida, Pichia and Saccharomyces by Fast Atom Bombardment Mass Spectrometry (FAB MS)

Journal of Applied Microbiology ◽

10.1046/j.1365-2672.2001.01298.x ◽

2001 ◽

Vol 90 (4) ◽

pp. 668-675 ◽

Cited By ~ 8

Author(s):

A. Zarei Mahmoudabadi ◽

V. Boote ◽

D.B. Drucker

Keyword(s):

Mass Spectrometry ◽

Fast Atom Bombardment ◽

Polar Lipids

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Analysis of polar lipids from some representative enterobacteria,PlesiomonasandAcinetobacterby fast atom bombardment-mass spectrometry

Journal of Applied Bacteriology ◽

10.1111/j.1365-2672.1992.tb04999.x ◽

1992 ◽

Vol 73 (5) ◽

pp. 426-432 ◽

Cited By ~ 7

Author(s):

H.S. Aluyi ◽

Valerie Boote ◽

D.B. Drucker ◽

J.M. Wilson ◽

Y.H. Ling

Keyword(s):

Mass Spectrometry ◽

Fast Atom Bombardment ◽

Polar Lipids

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The ether lipids of Methanosarcina mazei and other Methanosarcina species, compared by fast atom bombardment mass spectrometry

Canadian Journal of Microbiology ◽

10.1139/m94-133 ◽

1994 ◽

Vol 40 (10) ◽

pp. 837-843 ◽

Cited By ~ 18

Author(s):

G. D. Sprott ◽

C. J. Dicaire ◽

G. B. Patel

Keyword(s):

Mass Spectrometry ◽

Fast Atom Bombardment ◽

Dry Mass ◽

Methanosarcina Barkeri ◽

Polar Lipids ◽

Methanosarcina Acetivorans ◽

Methanosarcina Thermophila ◽

Methanosarcina Mazei ◽

Close Relationship ◽

Methanosarcina Species

The total lipids of Methanosarcina mazei accounted for 4.0% of the cell dry mass, and 90% of these were polar lipids. Nearly all of the polar fraction consisted of diether (2,3-di-O-phytanyl-sn-glycerol) and 3-hydroxydiether analogs of phosphatidylglycerol, phosphatidylinositol, phosphatidylserine, and phosphatidylethanolamine. Several highly fluorescent trace components in the lipid extracts were purified and partially characterized by mass spectrometry. Fast atom bombardment mass spectrometry of total lipid extracts provided data to establish a close relationship among the polar lipids present in Methanosarcina mazei, Methanosarcina thermophila, Methanosarcina acetivorans, Methanosarcina barkeri Fusaro, and Methanosarcina barkeri MS.Key words: diether lipids, hydroxydiether lipids, fast atom bombardment mass spectrometry, Methanosarcina, archaeobacteria.

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Guaianolide Sesquiterpene Lactones from Centaurothamnus maximus

Molecules ◽

10.3390/molecules26072055 ◽

2021 ◽

Vol 26 (7) ◽

pp. 2055

Author(s):

Taha A. Hussien ◽

Tarik A. Mohamed ◽

Abdelsamed I. Elshamy ◽

Mahmoud F. Moustafa ◽

Hesham R. El-Seedi ◽

...

Keyword(s):

Mass Spectrometry ◽

High Resolution ◽

Biosynthetic Pathway ◽

Fast Atom Bombardment ◽

Arabian Peninsula ◽

Sesquiterpene Lactones ◽

2D Nmr ◽

Spectroscopic Techniques ◽

Chemical Structures ◽

Aerial Parts

Centaurothamnus maximus (family Asteraceae), is a leafy shrub indigenous to the southwestern Arabian Peninsula. With a paucity of phytochemical data on this species, we set out to chemically characterize the plant. From the aerial parts, two newly identified guaianolides were isolated: 3β-hydroxy-4α(acetoxy)-4β(hydroxymethyl)-8α-(4-hydroxy methacrylate)-1αH,5αH, 6αH-gual-10(14),11(13)-dien-6,12-olide (1) and 15-descarboxy picrolide A (2). Seven previously reported compounds were also isolated: 3β, 4α, 8α-trihydroxy-4-(hydroxymethyl)-lαH, 5αH, 6βH, 7αH-guai-10(14),11(13)-dien-6,12-olide (3), chlorohyssopifolin B (4), cynaropikrin (5), hydroxyjanerin (6), chlorojanerin (7), isorhamnetin (8), and quercetagetin-3,6-dimethyl ether-4’-O-β-d-pyranoglucoside (9). Chemical structures were elucidated using spectroscopic techniques, including High Resolution Fast Atom Bombardment Mass Spectrometry (HR-FAB-MS), 1D NMR; 1H, 13C NMR, Distortionless Enhancement by Polarization Transfer (DEPT), and 2D NMR (1H-1H COSY, HMQC, HMBC) analyses. In addition, a biosynthetic pathway for compounds 1–9 is proposed. The chemotaxonomic significance of the reported sesquiterpenoids and flavonoids considering reports from other Centaurea species is examined.

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Effects of Doping on the Electrochemical and Electrical Properties of Poly(2,5-di(2-thienyl)pyrrole)

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc19991357 ◽

1999 ◽

Vol 64 (8) ◽

pp. 1357-1368 ◽

Cited By ~ 7

Author(s):

Enric Brillas ◽

José Carrasco ◽

Ramon Oliver ◽

Francesc Estrany ◽

Víctor Ruiz

Keyword(s):

Mass Spectrometry ◽

Fast Atom Bombardment ◽

Oxidation Potential ◽

Ethanolic Solution ◽

Pt Electrode ◽

Reversible Process ◽

Oxidation Potentials ◽

Lower Productivity ◽

Polymeric Chains ◽

Linear Molecules

The electropolymerization of 2,5-di(2-(thienyl)pyrrole) (SNS) on a Pt electrode from ethanolic solution with LiClO4 or LiCl as electrolyte has been studied by cyclic voltammetry (CV) and chronoamperometry (CA). In both media, a quasi-reversible process has been indicated by CV, reversing the scan at low oxidation potentials. Under these conditions, reducible positive charges formed in both oxidized polymers are compensated by the entrance of anions from solution. Elemental analysis reveals that polymers generated at a low oxidation potential by CA contain a 21.03% (w/w) of ClO4- or a 9.56% (w/w) of Cl-. The poly(SNS) doped with Cl- presents higher proportion of reducible positive charges, higher polymerization charge and lower productivity. A much higher electrical conductivity, however, has been found for the poly(SNS) doped with ClO4-. Both polymers are soluble in DMSO, acetone and methanol. The dimer, trimer, tetramer and pentamer have been detected as soluble and neutral linear oligomers by mass spectrometry-fast atom bombardment. The analysis of polymers by infrared spectroscopy confirms the predominant formation of linear molecules with α-α linkages between monomeric units. A condensation mechanism involving one-electron oxidation of all electrogenerated linear and neutral polymeric chains is proposed to explain the SNS electropolymerization.

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Holospiniferoside: A New Antitumor Cerebroside from The Red Sea Cucumber Holothuria spinifera: In Vitro and In Silico Studies

Molecules ◽

10.3390/molecules26061555 ◽

2021 ◽

Vol 26 (6) ◽

pp. 1555

Author(s):

Enas E. Eltamany ◽

Usama Ramadan Abdelmohsen ◽

Dina M. Hal ◽

Amany K. Ibrahim ◽

Hashim A. Hassanean ◽

...

Keyword(s):

Mass Spectrometry ◽

Red Sea ◽

Active Site ◽

Sea Cucumber ◽

Gas Chromatography Mass Spectrometry ◽

Spectrometric Analysis ◽

Chemical Structures ◽

In Silico Studies ◽

Red Sea Cucumber

Chemical investigation of the methanolic extract of the Red Sea cucumber Holothuria spinifera led to the isolation of a new cerebroside, holospiniferoside (1), together with thymidine (2), methyl-α-d-glucopyranoside (3), a new triacylglycerol (4), and cholesterol (5). Their chemical structures were established by NMR and mass spectrometric analysis, including gas chromatography–mass spectrometry (GC–MS) and high-resolution mass spectrometry (HRMS). All the isolated compounds are reported in this species for the first time. Moreover, compound 1 exhibited promising in vitro antiproliferative effect on the human breast cancer cell line (MCF-7) with IC50 of 20.6 µM compared to the IC50 of 15.3 µM for the drug cisplatin. To predict the possible mechanism underlying the cytotoxicity of compound 1, a docking study was performed to elucidate its binding interactions with the active site of the protein Mdm2–p53. Compound 1 displayed an apoptotic activity via strong interaction with the active site of the target protein. This study highlights the importance of marine natural products in the design of new anticancer agents.

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