Phytochemical and cytotoxic investigations of the lichen Stereocaulon evolutum Graewe

Vu Thi Huyen, Nguyen Thi Thu Tram, Nguyen Manh Cuong, Nguyen Phuc Dam, Lohézic-Le Dévéhat Françoise, Boustie Joël

Abstract


Lichens are fungal and algal/cyanobacterial symbioses resulting in the production of specific metabolites with a great variety of effects such as antibiotic, antimycobacterial, antiviral, anti-inflammatory, analgesic, antipyretic and antiproliferative. As a part of searching cytotoxic compounds from lichens, a phytochemical investigation was conducted on a squamulose lichen, Stereocaulon evolutum Graewe, collected in France. Five known compounds including atranorin (1), atranol (2), lobaric acid (3), ursolic acid (4), and methyl 3'-methyllecanorate (5) were isolated for the first time from such lichen. Their structures were elucidated by ESI-HR-MS, NMR spectral analysis and compared with literature data. Cytotoxicity screening of five isolated compounds were evaluated on seven cell lines including HuH7, CaCo-2, MDA-MB-231, HCT116, PC3, NCI-H727 and HaCaT. Compound (5) was found high cytotoxicity effect on all investigated cell lines while other compounds showed non-cytotoxic.

Keywords. Lichen, Stereocaulon, atranorin, cytotoxicity.


Keywords


Lichen, Stereocaulon, atranorin, cytotoxicity

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References


V. Shukla, D. K. Upreti and R. Bajpai. Lichens to biomonitor the environment, Springer India (2014).

E. Stocker-Wörgötter. Metabolic diversity of lichen-forming ascomycetous fungi: culturing, polyketide and shikimate metabolite production, and PKS genes, Nat. Prod. Rep., 25, 188-200 (2008).

J. Boustie and M. Grube. Lichens-a promising source of bioactive secondary metabolites, Plant Genet. Resour., 3(2), 273-287 (2005).

T. H. Vu. Etude des acides gras du genre Stereocaulon, Etude phytochimique du lichen S. evolutum Graewe, Ph.D thesis, Rennes 1 University, France (2014).

R. Branislav. Lichen secondary metabolites. Bioactive properties and pharmaceutical potential, 127-142, Springer (2015).

S. Huneck and I. Yoshimura. Identification of lichen

substances, Springer Verlag, Berlin (1996).

T.H. Vu, A-C. Le Lamer, C. Lalli, J. Boustie, M. Samson, F. Lohézic-Le Dévéhat and J. Le Seyec. Depsides, lichen metabolites active against Hepatitis C virus, PLoS One, 10(3) (2015).

M. Bačkorová, R. Jendželovský, M. Kello, M. Bačkor, J. Mikeš and P. Fedoročko. Lichen secondary metabolites are responsible for induction of apoptosis in HT-29 and A2780 human cancer cell

lines, Toxicol in Vitro, 26, 462-468 (2012).