Characteristics, Chemical Analysis and Biological Activities of Methanol Extracts of Lichens Pleurosticta Acetabulum and Cladonia Subulata

Tomovic, Jovica; Kosanic, Marijana; Rankovic, Branislav; Vasiljevic, Perica; Najman, Stevo; Manojlovic, Nedeljko

doi:10.2478/sjecr-2020-0057

Abstract

The aim of this study is to investigate the chemical composition of methanol extracts of the lichens Pleurosticta acetabulum and Cladonia subulata and their antioxidant, and anticancer activities. The phytochemical analysis of the extracts of lichens was determined by HPLC-UV method. The predominant phenolic compounds in these extracts were norstictic acid and salazinic acids in P. acetabulum, while hypoprotocetraric acid and fumarprotocetraric acid were the major metabolites detected in C. subulata. Total phenolics and flavonoids in the extracts were determined spectrophotometrically, with the varied amount from 21.31 to 73.45 mg GA/g and from 8.48 to 15.42 mg RU/g, respectively. The lichen extracts showed comparable and strong antioxidant activity, exhibited higher DPPH and hydroxyl radical scavengings, inhibitory activity towards lipid peroxidation and reducing power. Cytotoxic effects of lichens were tested against HeLa S3 and LS174 cell lines using MTT method.The cytotoxic effects of P. acetabulum and C. subulata extracts toward two cancer cell lines were in the range from 39.17 to >200 μg/mL IC50 value. The present study showed that the tested extracts of lichens demonstrated important antioxidant and anticancer effects. That suggests that these lichens can be used as new sources of the natural antioxidants and anti-cancer compounds.

References

Verma N, Behera BC, Sonone A, Makhija U. Lipid peroxidation and tyrosinase inhibition by lichen symbionts grown in vitro. Afr J Biochem Res. 2008; 2(12):225-231.
Search in Google Scholar Back to article
Ahti, T. (2000). Flora Neotropica Monograph 78: Cladoniaceae. The New York Botanical Garden Press; Bronx, NY. pp. 1-362.
Search in Google Scholar Back to article
Mattsson JE, Wedin M. Phylogeny of the Parmeliaceae-DNA data versus morphological data. Lichenol. 1998; 30(4-5): 463-472
Search in Google Scholar Back to article
Boustie J, Tomasi S, Grube M. Bioactive lichen metabolites: alpine habitats as an untapped source. Phytochem Rev. 2011; 10(3): 287-307.
Search in Google Scholar Back to article
Molnar K, Farkas E. Current results on biological activities of lichen secondary metabolites: a review. Z Naturforsch. 2010; 659(3-4):157-173.
Search in Google Scholar Back to article
Ranković, B. & Kosanić, M. (2019). Lichens as a potential source of bioactive secondary metabolites. In Lichen Secondary Metabolites, 1^st ed. Springer, Cham. pp. 1-29.
Search in Google Scholar Back to article
Kumar J, Dhar P, Tayade AB, Gupta D, Chaurasia OP, Upreti DK, Srivastava RB. Antioxidant capacities, phenolic profile and cytotoxic effects of saxicolous lichens from trans-Himalayan cold desert of Ladakh. PloS one. 2014; 9(6): e98696.
Search in Google Scholar Back to article
Ranković B, Kosanić M, Manojlović N, Rančić A, Stanojković T. Chemical composition of Hypogymnia physodes lichen and biological activities of some its major metabolites. Med Chem Res. 2014; 23(1): 408-416.
Search in Google Scholar Back to article
Hidalgo ME, Fernandez E, Quilhot W, Lissi E. Antioxidant activity of depsides and depsidones. Phytochemistry. 1994; 37(6): 1585-1587.
Search in Google Scholar Back to article
Shukla V, Joshi GP, Rawat MSM. Lichens as a potential natural source of bioactive compounds: a review. Phytochem Rev. 2010; 9(2): 303-314.
Search in Google Scholar Back to article
Tomović J, Kosanić M, Ristić S, Ranković B, Stanojković T, Manojlović N. Chemical composition and bioactive properties of the lichen, Pleurosticta acetabulum. Trop J Pharm Res. 2017; 16(12), 2977-2984.
Search in Google Scholar Back to article
Kosanić M, Ristić S, Stanojković T, Manojlović N, Ranković B. Extracts of five Cladonia lichens as sources of biologically active compounds. Farmacia. 2018; 6(4):644-651.
Search in Google Scholar Back to article
Dobson, F.S. (2011). Lichens: an illustrated guide to the British and Irish species. sixth ed. Richmond Publishing Co. London.
Search in Google Scholar Back to article
Singleton VL, Orthofer R, Lamuela-Raventós RM. Analysis of total phenols and other oxidation substrates and antioxidants by means of folin-ciocalteu reagent. Method Enzymol. 1999; 299: 152-178.
Search in Google Scholar Back to article
Meda A, Lamien CE, Romito M, Millogo J, Nacoulma OG. Determination of the total phenolic, flavonoid and proline contents in Burkina Fasan honey, as well as their radical scavenging activity. Food Chem. 2005; 91(3): 571-577.
Search in Google Scholar Back to article
Prieto P, Pineda M, Aguilar M. Spectrophotometric quantitation of antioxidant capacity through the formation of a phosphomolybdenum complex: specific application to the determination of vitamin E. Anal Biochem. 1999; 269(2): 337-341.
Search in Google Scholar Back to article
Kumarasamy Y, Byres M, Cox PJ, Jaspars M, Nahar L, Sarker SD. Screening seeds of some Scottish plants for free radical scavenging activity. Phytother Res. 2007; 21(7): 615-621.
Search in Google Scholar Back to article
Smirnoff N, Cumbes QJ, Hydroxyl radical scavenging activity of compatible solutes. Phytochem. 1989; 28(4): 1057-1060.
Search in Google Scholar Back to article
Hinneburg I, Dorman HD, Hiltunen R. Antioxidant activities of extracts from selected culinary herbs and spices. Food chem.. 2006; 97(1): 122-129.
Search in Google Scholar Back to article
Oyaizu M. Studies on products of browning reaction. Jpn J Nutr. 1986; 44(6): 307-315.
Search in Google Scholar Back to article
Itharat A, Houghton PJ, Eno-Amooquaye E, Burke PJ, Sampson JH, Raman A. In vitro cytotoxic activity of Thai medicinal plants used traditionally to treat cancer. J Ethnopharmacol. 2004; 90(1): 33-38.
Search in Google Scholar Back to article
Sasidharan S, Chen Y, Saravanan D, Sundram KM, Latha LY. Extraction, isolation and characterization of bioactive compounds from plants’ extracts. Afr J Tradit Complement Altern Med. 2011; 8(1):1-10
Search in Google Scholar Back to article
Socaci SA, Fărcaş AC, Diaconeasa ZM, Vodnar DC, Rusu B, Tofană M. Influence of the extraction solvent on phenolic content, antioxidant, antimicrobial and antimutagenic activities of brewers’ spent grain. J Cereal Sci. 2018; 80:180-187.
Search in Google Scholar Back to article
Jha BN, Shrestha M, Pandey DP, Bhattarai T, Bhattarai HD, Paudel B. Investigation of antioxidant, antimicrobial and toxicity activities of lichens from high altitude regions of Nepal. BMC Complement Altern Med. 2017; 17(1): 282.
Search in Google Scholar Back to article
Behera BC, Verma N, Sonone A, Makhija U. Determination of antioxidative potential of lichen Usnea ghattensis in vitro. LWT Food Sci Technol. 2006; 39(1): 80-85.
Search in Google Scholar Back to article
Tomovic J, Kosanic M, Rankovic B, Vasiljevic P, Najman S, Manojlovic N. Phytochemical analysis and biological activity of extracts of lichen Physcia semipinnata: as a new source of pharmacologically active compounds. Farmacia. 2019; 67(2): 346-353.
Search in Google Scholar Back to article
Aoussar N, Manzali R, Nattah I, Rhallabi N, Vasiljevic P, Bouksaim M, Mellouki F. Chemical composition and antioxidant activity of two lichens species (Pseudevernia furfuracea L and Evernia prunastri L) collected from Morocco. J Mater Environ Sci. 2017; 8(6): 1968-1976.
Search in Google Scholar Back to article
Pavithra GM, Vinayaka KS, Rakesh KN, Junaid S, Dileep N, TR PK, Naik AS. Antimicrobial and antioxidant activities of a macrolichen Usnea pictoides G. Awasthi (Parmeliaceae). J App Pharm Sci. 2013; 3(8): 154-160.
Search in Google Scholar Back to article
Ranković B, Kosanić M, Stanojković T, Vasiljević P, Manojlović N. Biological activities of Toninia candida and Usnea barbata together with their norstictic acid and usnic acid constituents. Int J Mol Sci. 2012; 13(11): 14707-14722.
Search in Google Scholar Back to article
Saha MR, Hasan SMR, Akter R, Hossain MM, Alam MS, Alam MA, Mazumder MEH. In vitro free radical scavenging activity of methanol extract of the leaves of Mimusops elengi Linn. Bangl J Vet Med. 2008; 6(2): 197-202.
Search in Google Scholar Back to article
Žilić S, Šukalović VHT, Dodig D, Maksimović V, Maksimović M, Basić Z. Antioxidant activity of small grain cereals caused by phenolics and lipid soluble antioxidants. J Cereal Sci. 2011; 54(3): 417-424.
Search in Google Scholar Back to article
Kosanić M, Manojlović N, Janković S, Stanojković T, Ranković B. Evernia prunastri and Pseudoevernia furfuraceae lichens and their major metabolites as antioxidant, antimicrobial and anticancer agents. Food Chem Toxicol. 2013; 53: 112-118.
Search in Google Scholar Back to article
Kosanić M, Ranković B, Stanojković T, Rančić A, Manojlović N. Cladonia lichens and their major metabolites as possible natural antioxidant, antimicrobial and anticancer agents. LWT Food Sci Technol. 2014; 59(1): 518-525.
Search in Google Scholar Back to article
Manojlović N, Ranković B, Kosanić M, Vasiljević P, Stanojković T. Chemical composition of three Parmelia lichens and antioxidant, antimicrobial and cytotoxic activities of some their major metabolites. Phytomedicine. 2012; 19(13): 1166-1172.
Search in Google Scholar Back to article
Odabasoglu F, Aslan A, Cakir A, Suleyman H, Karagoz Y, Bayir Y, Halici M. Antioxidant activity, reducing power and total phenolic content of some lichen species. Fitoterapia. 2005; 76(2): 216-219.
Search in Google Scholar Back to article
Zeytinoglu H, Incesu Z, Tuylu BA, Turk AO, Barutca B. Determination of genotoxic, antigenotoxic and cytotoxic potential of the extract from lichen Cetraria aculeata (Schreb.) Fr. in vitro. Phytother Res. 2008; 22(1): 118-123.
Search in Google Scholar Back to article
Bézivin C, Tomasi S, Lohézic-Le Dévéhat F, Boustie J. Cytotoxic activity of some lichen extracts on murine and human cancer cell lines. Phytomedicine. 2003; 10(6-7): 499-503.
Search in Google Scholar Back to article
Muggia L. Lichens as treasure chests of natural products. Sim News. 2009; 59(3): 85-97.
Search in Google Scholar Back to article
Molnár K, Farkas E. Current results on biological activities of lichen secondary metabolites: a review. Z Naturforsch. 2010; 65(3-4): 157-173.
Search in Google Scholar Back to article
Brisdelli F, Perilli M, Sellitri D, Piovano M, Garbarino JA, Nicoletti M, Celenza G. Cytotoxic activity and antioxidant capacity of purified lichen metabolites: an in vitro study. Phytother Res. 2013; 27(3): 431-437.
Search in Google Scholar Back to article
Correche E, Carrasco M, Giannini F, Piovano M, Garbarino J, Enriz D. Cytotoxic screening activity of secondary lichen metabolites. Acta Farm Bonaerense. 2002; 21(4): 273-278.
Search in Google Scholar Back to article
Correché ER, Enriz RD, Piovano M, Garbarino J, Gómez-Lechón MJ. Cytotoxic and apoptotic effects on hepatocytes of secondary metabolites obtained from lichens. Altern Lab Anim. 2004; 32(6): 605-615.
Search in Google Scholar Back to article
Pejin B, Iodice C, Bogdanović G, Kojić V, Tešević V. Stictic acid inhibits cell growth of human colon adenocarcinoma HT-29 cells. Arab J Chem. 2017; 10(1): 1240-1242.
Search in Google Scholar Back to article

Characteristics, Chemical Analysis and Biological Activities of Methanol Extracts of Lichens Pleurosticta Acetabulum and Cladonia Subulata

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