Next Article in Journal
Optimization of Time-Weighted Average Air Sampling by Solid-Phase Microextraction Fibers Using Finite Element Analysis Software
Next Article in Special Issue
Genuine and Sequestered Natural Products from the Genus Orobanche (Orobanchaceae, Lamiales)
Previous Article in Journal
A Metabolomic and HPLC-MS/MS Analysis of the Foliar Phenolics, Flavonoids and Coumarins of the Fraxinus Species Resistant and Susceptible to Emerald Ash Borer
Previous Article in Special Issue
Antinociceptive Effects of Cardamonin in Mice: Possible Involvement of TRPV1, Glutamate, and Opioid Receptors
Article

Phytochemical and Analytical Characterization of Novel Sulfated Coumarins in the Marine Green Macroalga Dasycladus vermicularis (Scopoli) Krasser

1
Institute of Pharmacy, Pharmacognosy, CMBI, University of Innsbruck, Innrain 80-82, 6020 Innsbruck, Austria
2
Institute of Biological Sciences, Applied Ecology & Phycology, University of Rostock, Albert-Einstein-Str. 3, 18059 Rostock, Germany
3
Department of Phytochemistry, Iovel Kutateladze Institute of Pharmacochemistry, Tbilisi State Medical University, 0159 Tbilisi, Georgia
*
Author to whom correspondence should be addressed.
Academic Editor: Pinarosa Avato
Molecules 2018, 23(11), 2735; https://doi.org/10.3390/molecules23112735
Received: 11 September 2018 / Revised: 17 October 2018 / Accepted: 17 October 2018 / Published: 23 October 2018
(This article belongs to the Special Issue Natural Products and Drug Discovery)
The siphonous green algae form a morphologically diverse group of marine macroalgae which include two sister orders (Bryopsidales and Dasycladales) which share a unique feature among other green algae as they are able to form large, differentiated thalli comprising of a single, giant tubular cell. Upon cell damage a cascade of protective mechanisms have evolved including the extrusion of sulfated metabolites which are involved in the formation of a rapid wound plug. In this study, we investigated the composition of sulfated metabolites in Dasycladus vermicularis (Dasycladales) which resulted in the isolation of two phenolic acids and four coumarins including two novel structures elucidated by nuclear magnetic resonance spectroscopy (NMR) as 5,8′-di-(6(6′),7(7′)-tetrahydroxy-3-sulfoxy-3′-sulfoxycoumarin), a novel coumarin called dasycladin A and 7-hydroxycoumarin-3,6-disulfate, which was named dasycladin B. In addition, an analytical assay for the chromatographic quantification of those compounds was developed and performed on a reversed phase C-18 column. Method validation confirmed that the new assay shows good linearity (R2 ≥ 0.9986), precision (intra-day R.S.D ≤ 3.71%, inter-day R.S.D ≤ 7.49%), and accuracy (recovery rates ranged from 104.06 to 97.45%). The analysis of several samples of Dasycladus vermicularis from different collection sites, water depths and seasons revealed differences in the coumarin contents, ranging between 0.26 to 1.61%. View Full-Text
Keywords: siphonous green algae; sulfated coumarins; Dasycladus vermicularis; isolation and quantification siphonous green algae; sulfated coumarins; Dasycladus vermicularis; isolation and quantification
Show Figures

Graphical abstract

MDPI and ACS Style

Hartmann, A.; Ganzera, M.; Karsten, U.; Skhirtladze, A.; Stuppner, H. Phytochemical and Analytical Characterization of Novel Sulfated Coumarins in the Marine Green Macroalga Dasycladus vermicularis (Scopoli) Krasser. Molecules 2018, 23, 2735. https://doi.org/10.3390/molecules23112735

AMA Style

Hartmann A, Ganzera M, Karsten U, Skhirtladze A, Stuppner H. Phytochemical and Analytical Characterization of Novel Sulfated Coumarins in the Marine Green Macroalga Dasycladus vermicularis (Scopoli) Krasser. Molecules. 2018; 23(11):2735. https://doi.org/10.3390/molecules23112735

Chicago/Turabian Style

Hartmann, Anja, Markus Ganzera, Ulf Karsten, Alexsander Skhirtladze, and Hermann Stuppner. 2018. "Phytochemical and Analytical Characterization of Novel Sulfated Coumarins in the Marine Green Macroalga Dasycladus vermicularis (Scopoli) Krasser" Molecules 23, no. 11: 2735. https://doi.org/10.3390/molecules23112735

Find Other Styles
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Access Map by Country/Region

1
Back to TopTop