Pharmacological Evaluation of Atranorin: A Comprehensive Study on its Biological Activities

Tiruveedhula Somasekhar*; Narayana Rao Gundoju; Boddu Rama Krishna; Waill Elkhateeb

**Tiruveedhula Somasekhar*, Narayana Rao Gundoju, Boddu Rama Krishna and Waill Elkhateeb**

Volume5-Issue11
Dates: Received: 2024-10-26 | Accepted: 2024-11-06 | Published: 2024-11-10
Pages: 1463-1468

Abstract

Lichens are a rich source of diverse secondary metabolites, with depsides playing a crucial role in their biological properties. Atranorin, a prominent depside, has been widely studied due to its significant pharmacological effects. This review explores the biosynthesis of atranorin, elucidates its molecular structure, and presents insights from docking studies that reveal its interactions with key biological targets. Furthermore, the diverse biological effects of atranorin including anti-cancer, anti-inflammatory, antiviral, antioxidant, and antifungal activities are discussed. These findings highlight atranorin's broad therapeutic potential, making it a promising candidate for drug development.

FullText HTML FullText PDF DOI: 10.37871/jbres2034

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Somasekhar T, Narayana Rao G, Rama Krishna B, Elkhateeb W. Pharmacological Evaluation of Atranorin: A Comprehensive Study on its Biological Activities. J Biomed Res Environ Sci. 2024 Nov 10; 5(11): 1463-1468. doi: 10.37871/jbres2034, Article ID: JBRES2034, Available at: https://www.jelsciences.com/articles/jbres2034.pdf

Subject area(s)

Pharmacology

References

Mallavadhani UV, Somasekhar T, Sagarika G, Ramakrishna S. Isolation, chemical modification and cytotoxic evaluation of atranorin, the major metabolite of the foliose lichen parmotrema melanothrix. European Chemical Bulletin. 2018;7(4-6):150-155. doi: 10.17628/ecb.2018.7.150-155.
Somasekhar T, Javadi M, Sistla R, Mallavadhani UV. Synthesis of novel anti-inflammatory Usnic acid-based imidazolium salts. Eur Chem Bull. 2021;10(1):67-72.
Elkhateeb WA, Somasekhar T, Thomas PW, Wen TC, Daba GM. Mycorrhiza and lichens as two models of fungal symbiosis. Journal of Microbiology, Biotechnology and Food Sciences. 2021;11(3):1-10. doi: 10.15414/jmbfs.4644.
Mendili M, Khadhri A, Mediouni-Ben Jemâa J, Andolfi A, Tufano I, Aschi-Smiti S, DellaGreca M. Anti-inflammatory potential of compounds isolated from tunisian lichens species. Chem Biodivers. 2022 Aug;19(8):e202200134. doi: 10.1002/cbdv.202200134. Epub 2022 Jul 15. PMID: 35789537.
Bugni TS, Andjelic CD, Pole AR, Rai P, Ireland CM, Barrows LR. Biologically active components of a papua new guinea analgesic and anti-inflammatory lichen preparation. Fitoterapia. 2009 Jul;80(5):270-3. doi: 10.1016/j.fitote.2009.03.003. Epub 2009 Mar 14. PMID: 19289158; PMCID: PMC2793093.
Kumar KC, Müller K. Lichen metabolites. 1. Inhibitory action against leukotriene B4 biosynthesis by a non-redox mechanism. J Nat Prod. 1999 Jun;62(6):817-20. doi: 10.1021/np9803777. PMID: 10395494.
Melo MG, Araújo AA, Serafini MR, Carvalho LF, Bezerra MS, Ramos CS, Bonjardim LR, Albuquerque-Júnior RL, Lima JT, Siqueira RS, Fortes VS. Anti-inflammatory and toxicity studies of Atranorin extracted from cladina kalbii ahti in rodents. Brazilian Journal of Pharmaceutical Sciences. 2011;47:861-872. doi: 10.1590/S1984-82502011000400024.
Mallavadhani UV, Boddu R, Rathod BB, Reddy Setty P. Stereoselective synthesis of the lichen metabolite,(+) montagnetol and its congeners as antimicrobial agents. Synthetic communications. 2018;48(23):2992-2999. doi: 10.1080/00397911.2018.1519076.
Harikrishnan A, Veena V, Lakshmi B, Shanmugavalli R, Theres S, Prashantha CN, Shah T, Oshin K, Togam R, Nandi S. Atranorin, an antimicrobial metabolite from lichen Parmotrema rampoddense exhibited in vitro anti-breast cancer activity through interaction with Akt activity. J Biomol Struct Dyn. 2021 Mar;39(4):1248-1258. doi: 10.1080/07391102.2020.1734482. Epub 2020 Mar 9. PMID: 32096436.
Saha S, Ray R, Paul S. In Vitro screening and in silico docking analysis identifies two novel compound lecanoric acid and Atranorin from Parmotrema tinctorum, exhibiting potent anti-hepatocarcinoma activity. Biointerface Res Appl Chem. 2023;13(6):1-21. doi: 10.33263/BRIAC136.507.
Hawksworth DL. Supplement to “Chemical and Botanical Guide to Lichen Products”. Chicita F. Culberson. The American Bryological and Lichenological Society (Reprinted from Bryologist). 1970;73:177-377.
Krishna BR, Gundoju NR, Somasekhar T, Elkhateeb W, Daba G. Biologically active orcinol-based secondary metabolites originated from lichens. Nova Biotechnol Chim. 2022;21(1):1075. doi: 10.36547/nbc.1075.
Rama Krishna B, Thummuri D, Naidu VGM, Ramakrishna S, Venkata Mallavadhani U. Synthesis of some novel orcinol based coumarin triazole hybrids with capabilities to inhibit RANKL-induced osteoclastogenesis through NF-κB signaling pathway. Bioorg Chem. 2018 Aug;78:94-102. doi: 10.1016/j.bioorg.2018.03.005. Epub 2018 Mar 7. PMID: 29550534.
Rama Krishna B, Ramakrishna S, Rajendra S, Madhusudana K, Mallavadhani UV. Synthesis of some novel orsellinates and lecanoric acid related depsides as α-glucosidase inhibitors. J Asian Nat Prod Res. 2019 Oct;21(10):1013-1027. doi: 10.1080/10286020.2018.1490274. Epub 2018 Jul 3. PMID: 29968482.
Pereira EC, da Silva NH, Buril MD, Martins MC, Silva HA, Falcão EP, de Oliveira HP, da Costa MM, Legaz ME, Santiago R, Vicente C. Bioactive compounds from Brazilian lichens and their biotechnological applications. Plant-Derived Bioactives: Production, Properties and Therapeutic Applications. 2020;209-238. doi: 10.1007/978-981-15-1761-7_9.
Harikrishnan A, Veena V, Lakshmi B, Shanmugavalli R, Theres S, Prashantha CN, Shah T, Oshin K, Togam R, Nandi S. Atranorin, an antimicrobial metabolite from lichen Parmotrema rampoddense exhibited in vitro anti-breast cancer activity through interaction with Akt activity. J Biomol Struct Dyn. 2021 Mar;39(4):1248-1258. doi: 10.1080/07391102.2020.1734482. Epub 2020 Mar 9. PMID: 32096436.
Zhou R, Yang Y, Park SY, Nguyen TT, Seo YW, Lee KH, Lee JH, Kim KK, Hur JS, Kim H. The lichen secondary metabolite atranorin suppresses lung cancer cell motility and tumorigenesis. Sci Rep. 2017 Aug 15;7(1):8136. doi: 10.1038/s41598-017-08225-1. Erratum in: Sci Rep. 2021 Jun 17;11(1):13132. doi: 10.1038/s41598-021-91474-y. PMID: 28811522; PMCID: PMC5557893.
Sun EG, Lee KH, Ko YS, Choi HJ, Yang JI, Lee JH, Chung IJ, Paek YW, Kim H, Bae JA, Kim KK. KITENIN functions as a fine regulator of ErbB4 expression level in colorectal cancer via protection of ErbB4 from E3-ligase Nrdp1-mediated degradation. Mol Carcinog. 2017 Mar;56(3):1068-1081. doi: 10.1002/mc.22572. Epub 2016 Oct 26. PMID: 27648936.
Huang GG, Wang HY, Wang XH, Yang T, Zhang XM, Feng CL, Zhao WM, Tang W. Atranorin inhibits Zika virus infection in human glioblastoma cell line SNB-19 via targeting Zika virus envelope protein. Phytomedicine. 2024 Mar;125:155343. doi: 10.1016/j.phymed.2024.155343. Epub 2024 Jan 8. PMID: 38290230.
Vu TH, Le Lamer AC, Lalli C, Boustie J, Samson M, Lohézic-Le Dévéhat F, Le Seyec J. Depsides: lichen metabolites active against hepatitis C virus. PLoS One. 2015 Mar 20;10(3):e0120405. doi: 10.1371/journal.pone.0120405. PMID: 25793970; PMCID: PMC4368788.
Ou B, Hampsch-Woodill M, Prior RL. Development and validation of an improved oxygen radical absorbance capacity assay using fluorescein as the fluorescent probe. J Agric Food Chem. 2001 Oct;49(10):4619-26. doi: 10.1021/jf010586o. PMID: 11599998.
Gülçin I, Oktay M, Küfrevioğlu OI, Aslan A. Determination of antioxidant activity of lichen Cetraria islandica (L) Ach. J Ethnopharmacol. 2002 Mar;79(3):325-9. doi: 10.1016/s0378-8741(01)00396-8. PMID: 11849836.
Gaikwad SB, Mapari SV, Sutar RR, Syed M, Khare R, Behera BC. In Vitro and in Silico Studies of Lichen Compounds Atranorin and Salazinic Acid as Potential Antioxidant, Antibacterial and Anticancer Agents. Chem Biodivers. 2023 Dec;20(12):e202301229. doi: 10.1002/cbdv.202301229. Epub 2023 Nov 15. PMID: 37888876.
Gheldof N, Engeseth NJ. Antioxidant capacity of honeys from various floral sources based on the determination of oxygen radical absorbance capacity and inhibition of in vitro lipoprotein oxidation in human serum samples. J Agric Food Chem. 2002 May 8;50(10):3050-5. doi: 10.1021/jf0114637. PMID: 11982440.
Lalhminghlui K, Jagetia GC. Evaluation of the free-radical scavenging and antioxidant activities of Chilauni, Schima wallichii Korth in vitro. Future Sci OA. 2018 Jan 4;4(2):FSO272. doi: 10.4155/fsoa-2017-0086. PMID: 29379645; PMCID: PMC5778377.
White PA, Oliveira RC, Oliveira AP, Serafini MR, Araújo AA, Gelain DP, Moreira JC, Almeida JR, Quintans JS, Quintans-Junior LJ, Santos MR. Antioxidant activity and mechanisms of action of natural compounds isolated from lichens: a systematic review. Molecules. 2014 Sep 12;19(9):14496-527. doi: 10.3390/molecules190914496. PMID: 25221871; PMCID: PMC6271897.
Papadopoulou P, Tzakou O, Vagias C, Kefalas P, Roussis V. Beta-orcinol metabolites from the lichen Hypotrachyna revoluta. Molecules. 2007 May 12;12(5):997-1005. doi: 10.3390/12050997. PMID: 17873835; PMCID: PMC6149320.
Ayala A, Muñoz MF, Argüelles S. Lipid peroxidation: production, metabolism, and signaling mechanisms of malondialdehyde and 4-hydroxy-2-nonenal. Oxid Med Cell Longev. 2014;2014:360438. doi: 10.1155/2014/360438. Epub 2014 May 8. PMID: 24999379; PMCID: PMC4066722.
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 Science and Technology. 2014;59(1):518-525. doi: 10.1016/j.lwt.2014.04.047.
Guo S, Dipietro LA. Factors affecting wound healing. J Dent Res. 2010 Mar;89(3):219-29. doi: 10.1177/0022034509359125. Epub 2010 Feb 5. PMID: 20139336; PMCID: PMC2903966.
Goel M, Dureja P, Rani A, Uniyal PL, Laatsch H. Isolation, characterization and antifungal activity of major constituents of the Himalayan lichen Parmelia reticulata Tayl. J Agric Food Chem. 2011 Mar 23;59(6):2299-307. doi: 10.1021/jf1049613. Epub 2011 Feb 25. PMID: 21351753.
Wang XN, Yu WT, Lou HX. Antifungal constituents from the Chinese moss Homalia trichomanoides. Chem Biodivers. 2005 Jan;2(1):139-45. doi: 10.1002/cbdv.200490165. PMID: 17191927.