Rapid identification of triterpenoid sulfates and hydroxy fatty acids including two new constituents from Tydemania expeditionis by liquid chromatography-mass spectrometry

Journal of Mass Spectrometry

Volumn 46, Issue 9, 2011, Pages 908-916

  Zhang, Jian Long ^a   Kubanek, Julia ^b   Hay, Mark E ^b   Aalbersberg, William ^c   Ye, Wen Cai ^a   Jiang, Ren Wang ^a  

^a JINAN UNIVERSITY   (China)

^b GEORGIA INSTITUTE OF TECHNOLOGY   (United States)

^c UNIVERSITY OF THE SOUTH PACIFIC   (Fiji)

Author keywords

fingerprinting analysis; hydroxy fatty acid; liquid chromatography mass spectrometry; triterpenoid sulfate; Tydemania expeditionis

Indexed keywords

FINGERPRINTING ANALYSIS; HYDROXY FATTY ACIDS; LIQUID CHROMATOGRAPHY-MASS SPECTROMETRY; TRITERPENOIDS; TYDEMANIA EXPEDITIONIS;

ALGAE; CHROMATOGRAPHY; HIGH PRESSURE LIQUID CHROMATOGRAPHY; LIQUIDS; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; ULTRAVIOLET SPECTROSCOPY;

FATTY ACIDS;

3(ZETA) HYDROXYHEXADECA 4,6 DIENOIC ACID; 3(ZETA) HYDROXYHEXADECA 4,6,13 TRIENOIC ACID; 3(ZETA) HYDROXYOCTADECA 4,5 EPOXY 6,15 DIENOIC ACID; 3(ZETA) HYDROXYOCTADECA 4,6 DIENOIC ACID; 3(ZETA) HYDROXYOCTADECA 4,6,15 TRIENOIC ACID; CYCLOART 24 EN 3,29 DIOL 23 ONE 3,29 DISODIUM SULFATE; CYCLOARTAN 3,23,29 TRIOL 3,29 DISODIUM SULFATE; CYCLOARTAN 3,29 DIOL 23 ONE 3,29 DISODIUM SULFATE; HYDROXY FATTY ACID; LANOSTA 8 EN 3,29 DIOL 23 ONE 3,29 DISODIUM SULFATE; SULFATE; TRITERPENOID; UNCLASSIFIED DRUG;

ARTICLE; ELECTROSPRAY MASS SPECTROMETRY; GREEN ALGA; LIQUID CHROMATOGRAPHY; MASS FRAGMENTOGRAPHY; NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL; TYDEMANIA EXPEDITIONIS; ULTRAVIOLET SPECTROSCOPY;

ACETATES; CHLOROPHYTA; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; FATTY ACIDS; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; SULFATES; TRITERPENES;

ALGAE; CHLOROPHYTA; TYDEMANIA EXPEDITIONIS; UDOTEACEAE;

EID: 80052787713     PISSN: 10765174     EISSN: 10969888     Source Type: Journal    
DOI: 10.1002/jms.1969     Document Type: Article

References (18)

1. A. Perrone, M. Masullo, C. Bassarello, A. I. Hamed, M. A. Belisario, C. Pizza, S. Piacente,. Sulfated Triterpene Derivatives from Fagonia arabica. J. Nat. Prod. 2007, 70, 584.
2. Y. L. Li, R. W. Jiang, L. S. M. Ooi, P. P. H. But, V. E. C. Ooi, Antiviral triterpenoids from the medicinal plant Schefflera heptaphylla. Phytother. Res. 2007, 21, 466.
3. F. D. Horgen, B. Sakamoto, P. J. Scheuer,. New triterpenoid sulfates from the red alga Tricleocarpa fragilis. J. Nat. Prod. 2000, 63, 210.
4. M. P. Puglisi, L. T. Tan, P. R. Jensen, W. Fenical,. Capisterones A and B from the tropical green alga Penicillus capitatus: unexpected antifungal defenses targeting the marine pathogen Lindra thallasiae. Tetrahedron 2004, 60, 7035.
5. S. Y. Zhang, Y. H. Yi, H. F. Tang,. Cytotoxic sulfated triterpene glycosides from the sea cucumber Pseudocolochirus violaceus. Chem. Biodiver. 2006, 3, 807.
6. A. Abe, K. Sugiyama,. Growth inhibition and apoptosis induction of human melanoma cells by Ï-hydroxy fatty acids. Anti-Cancer Drugs 2005, 16, 543.
7. S. Y. Shin, H. R. Kim, S. C. Kang,. Antibacterial activity of various hydroxy fatty acids bioconverted by Pseudomonas aeruginosa PR3. Agric. Chem. Biotech. 2004, 47, 205.
8. R. Ferrando, B. Szponar, A. Sanchez, L. Larsson, P. L. Valero-Guillen,. 3-Hydroxy fatty acids in saliva as diagnostic markers in chronic periodontitis. J. Microbiol. Methods, 2005, 62, 285.
9. V. J. Paul, W. Fenical, S. Raffii, J. Clardy,. The isolation of new norcycloartene triterpenoids from the tropical marine alga Tydemania expeditionitis (Chlorophyta). Tetrahedron Lett. 1982, 23, 3459.
10. V. J. Paul, W. Fenical,. Diterpenoid metabolites from Pacific marine algae of the order Caulerpales (Chlorophyta). Phytochemistry 1985, 24, 2239.
11. M. Govindan, S. A. Abbas, F. J. Schmitz, R. H. Lee, J. S. Papkoff, D. Slate,. New cycloartanol sulfates from the alga Tydemania expeditionis: inhibitors of the protein tyrosine kinase pp60v-src. J. Nat. Prod. 1994, 57, 74.
12. R. W. Jiang, M. E. Hay, C. R. Fairchild, J. Prudhomme, K. L. Roch, W. Aalbersberg, J. Kubanek,. Antineoplastic unsaturated fatty acids from Fijian macroalgae. Phytochemistry 2008, 69, 2495.
13. R. W. Jiang, A. L. Lane, L. Mylacraine, K. I. Hardcastle, C. R. Fairchild, W. Aalbersberg, M. E. Hay, J. Kubanek,. Structures and absolute configurations of sulfate-conjugated Triterpenoids including an antifungal chemical defense of the Green Macroalga Tydemania expeditionis. J. Nat. Prod. 2008, 71, 1616.
14. R. Ranga, A. R. Sarada, V. Baskaran, G. A. Ravishankar,. Identification of carotenoids from green alga Haematococcus pluvialis by HPLC and LC-MS (APCI) and their antioxidant properties. J. Microbiol. Biotechnol. 2009, 19, 1333.
15. B. Klejdus, L. Lojkova, M. Plaza, M. Snoblova, D. Sterbova,. Hyphenated technique for the extraction and determination of isoflavones in algae: Ultrasound-assisted supercritical fluid extraction followed by fast chromatography with tandem mass spectrometry. J. Chromatogr. A. 2010, 1217, 7956-7965.
16. A. Gerssen, P. P. J. Mulder, J. de Boer,. Screening of lipophilic marine toxins in shellfish and algae: Development of a library using liquid chromatography coupled to orbitrap mass spectrometry. Anal. Chim. Acta 2011, 685, 176-185.
17. C. Hummert, A. Rühl, K. Reinhardt, G. Gerdts, B. Luckas,. Simultaneous analysis of different algal toxins by LC-MS. Chromatographia 2002, 55, 673.
18. S. Zhou, K. D. Cook,. Protonation in electrospray mass spectrometry: Wrong-way-round or right-way-round? J. Am. Soc. Mass Spectrom. 2000, 11, 961-966. (Pubitemid 34546666)