Tokuma GETAHUN, Vinit SHARMA, Deepak KUMAR, Neeraj GUPTA

Chemical composition, and antibacterial and antioxidant activities of essential oils from Laggera tomentosa Sch. Bip. ex Oliv. et Hiern (Asteraceae)

Laggera tomentosa Sch. Bip. ex Oliv. et Hiern (Asteraceae), an endemic Ethiopian medicinal plant, is traditionally used to treat various ailments. Previously, the chemical constituents of the essential oil (EO) of its leaves and inflorescence were documented. However, no data about the chemical compositions of other parts of the EOs of the plant have been reported to date. Moreover, there are no previous biological activity reports on any parts of the EOs of this plant. Thus, in this study, the EOs were isolated from the stem bark and roots of this plant by hydrodistillation and analyzed using gas chromatography-mass spectrometry to identify their components. In addition, antibacterial potentials of the oils were evaluated using the disc diffusion and minimal inhibitory concentration (MIC) methods. 2,2-diphenyl-1-picrylhydrazyl (DPPH) and hydrogen peroxide methods were also employed to assess their antioxidant properties. Oxygenated monoterpenes (71.82% and 77.51%), of which 2,5-dimethoxy-p-cymene (57.28% and 64.76%) and thymol methyl ether (9.51% and 8.93%) were identified as major components in the EOs of stem bark and roots of L. tomentosa and the oils, were the most potent in the DPPH $(IC_{50}$, 0.33 ± 1.10 and 0.39 ± 0.97 mg/mL) assay, respectively. Moreover, the EOs demonstrated appreciable activity towards the gram+ (S. aureus and B. cereus) bacteria. Among these oils, the oil of the stem bark showed the greatest activity to the gram+ (MIC = 0.625 mg/mL) bacteria. Therefore, the overall results suggested that the EOs of L. tomentosa may be a promising prospect for pharmaceutical, food, and other industrial applications.

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1. Li XC, Huo CH, Shi QW, Kiyota H. Chemical constituents of the plants from the genus Laggera. Chemistry and Biodiversity 2007; 4 (2): 105-111.
2. Getahun T, Sharma V, Gupta N. The genus Laggera (Asteraceae)–ethnobotanical and ethnopharmacological information, chemical composition as well as biological activities of its essential oils and extracts: a review. Chemistry and Biodiversity 2019; 16 (8): e1900131.
3. Shahwar D, Ahmad N, Khan MA, Ahmad SUN. Chemical composition and biological activities of the essential oil of Laggera aurita Linn (DC.) grown in Pakistan. Turkish Journal of Biochemistry 2012; 37 (3): 329-335.
4. Njan-Nloga AM, Saotoing P, Tchouankeu JC, Messi J. Effect of essential oils of six local plants used insecticide on adults of Anopheles gambiae, Giles 1902. Journal of Entomology 2007; 4 (6): 444-450.
5. Ollengo MA, Vulule JM, Matasyoh JC. Isolation, structure elucidation and larvicidal activity of Laggera alata extracts. Research Journal of Pharmacognosy and Phytochemistry 2016; 8 (3): 153-164.
6. Van Puyvelde L, Bosselaers J, Stevens C, De Kimpe N, Van Gestel J et al. Phytotoxins from the leaves of Laggera decurrens. Journal of Agricultural and Food Chemistry 1999; 47 (5): 2116-2119.
7. Liu B, Zhang T, Zhang X, Ye W, Li Y. Chemical constituents of Laggera pterodonta. China Journal of Chinese Materia Medica 2010; 35 (5): 602-606.
8. Asfaw N, Storesund HJ, Skattebøl L, Aasen AJ. (1S, 5R)-(−)-2, 4, 4-Trimethylbicyclo [3.1.1] hept-2-en-6-one, from the essential oil of the Ethiopian plant Laggera tomentosa. Phytochemistry 1999; 52 (8): 1491-1494.
9. Tolossa K, Debela E, Athanasiadou S, Tolera A, Ganga G et al. Ethno-medicinal study of plants used for treatment of human and livestock ailments by traditional healers in South Omo, Southern Ethiopia. Journal of Ethnobiology and Ethnomedicine 2013; 9 (1): 32.
10. Asfaw N, Storesund HJ, Aasen AJ, Skattebol L. Constituents of the essential oil of Laggera tomentosa Sch. Bip. ex Oliv. et Hiern endemic to Ethiopia. Journal of Essential Oil Research 2003; 15 (2): 102-105.
11. Adams RP. Identification of Essential Oil Components by GC-MS. Carol Stream, IL, USA: Allured, 1995.
12. Bouyahya A, Et-Touys A, Bakri Y, Talbaui A, Fellah H et al. Chemical composition of Mentha pulegium and Rosmarinus officinalis essential oils and their antileishmanial, antibacterial and antioxidant activities. Microbial Pathogenesis 2017; 111: 41-49.
13. Luo W, Du Z, Zheng Y, Liang X, Huang G et al. Phytochemical composition and bioactivities of essential oils from six Lamiaceae species. Industrial Crops and Products 2019; 133: 357-364.
14. Lesjak MM, Beara IN, Orčić DZ, Anačkov GT, Balog KJ et al. Juniperus sibirica Burgsdorf. as a novel source of antioxidant and antiinflammatory agents. Food Chemistry 2011; 124 (3): 850-856.
15. Gülçin I. Antioxidant properties of resveratrol: a structure–activity insight. Innovative Food Science and Emerging Technologies 2010; 11 (1): 210-218.
16. Kitzberger CSG, Smânia Jr A, Pedrosa RC, Ferreira SRS. Antioxidant and antimicrobial activities of shiitake (Lentinula edodes) extracts obtained by organic solvents and supercritical fluids. Journal of Food Engineering 2007; 80 (2): 631-638.
17. Cansu TB, Yaylı B, Özdemir T, Batan N, Karaoğlu ŞA et al. Antimicrobial activity and chemical composition of the essential oils of mosses (Hylocomium splendens (Hedw.) Schimp. and Leucodon sciuroides (Hedw.) Schwägr.) growing in Turkey. Turkish Journal of Chemistry 2013; 37 (2): 213-219.
18. Yaylı N, Güleç C, Üçüncü O, Yaşar A, Ülker S, et al. Composition and antimicrobial activities of volatile components of Minuartia meyeri. Turkish Journal of Chemistry 2006; 30 (1): 71-76.
19. Onayade OA, Scheffer JJC, Schripsema J, Van Gen AD. 6-Hydroxycarvotanacetone and other constituents of the essential oil of Laggera alata (D. Don) Sch. Bip. ex Oliv. Flavour and Fragrance Journal 1990; 5 (3): 165-172.
20. Ekundayo O, Oguntimein B, Laakso I, Hiltunen R. Composition of the essential oil of Laggera alata. Planta Medica1989; 55 (06): 573-574.
21. Kuiate JR, Bessière JM, Amvam Zollo PH. Composition of the essential oils from three Laggera spp. from Cameroon. Flavour and Fragrance Journal 2002; 17 (2): 105-108.
22. Ngassoum MB, Jirovetz L, Buchbauer G, Fleischhacker W. Investigation of the essential oil and headspace of Laggera pterodonta (DC.) Sch. Bip. ex Oliv., a medicinal plant from Cameroon. Journal of Essential Oil Research 2000; 12 (3): 345-349.
23. Gu JL, Njateng GS, Li ZJ, Zhang HX, Dai Q et al. Chemical composition and antimicrobial activities of essential oils of Laggera pterodonta collected in four different locations in Yunnan, China. Plant Diversity 2014; 36: 116-122.
24. Kambiré DA, Boti JB, Filippi JJ, Tonzibo ZF, Tomi F. Characterization of a new epoxy-hydroxycarvotanacetone derivative from the leaf essential oil of Laggera pterodonta from Côte d’Ivoire. Natural Product Research 2019; 33 (14): 2109-2112.
25. Mevy JP, Bousquet-Mélou A, Greff S, Millogo J, Fernandez C. Chemical composition of the volatile oil of Laggera aurita Schulz from Burkina-Faso. Biochemical Systematics and Ecology 2006; 34: 815-818.
26. Verma RS, Padalia RC, Verma SK, Chauhan A, Darokar MP. Chemical composition and antibacterial activity of the essential oils of Laggera crispata (Vahl) Hepper & Wood, Cyclospermum leptophyllum (Pers.) Eichler and Perilla frutescens (L.) Britton. Analytical Chemistry Letters 2015; 5(3): 162-171.
27. Verma RS, Padalia RC, Chanotiya CS, Chauhan A, Yadav A. Chemical investigation of the essential oil of Laggera crispata (Vahl) Hepper & Wood from India. Journal of the Serbian Chemical Society 2011; 76 (4): 523-528.
28. Verma RS, Padalia RC, Chauhan A. Compositional variation in the essential oils of vegetative and reproductive parts of Laggera crispata (Vahl) Hepper & Wood. National Academy Science Letters 2013; 36 (4): 447-451.
29. Castilho PC, Savluchinske-Feio S, Weinhold TS, Gouveia SC. Evaluation of the antimicrobial and antioxidant activities of essential oils, extracts and their main components from oregano from Madeira Island, Portugal. Food Control 2012; 23 (2): 552-558.
30. Khosravi AR, Sharifzadeh A, Nikaein D, Almaie Z, Nasrabadi HG. Chemical composition, antioxidant activity and antifungal effects of five Iranian essential oils against Candida strains isolated from urine samples. Journal de Mycologie Medicale 2018; 28 (2): 355-360.
31. Qadir A, Aqil M, Ali A, Ahmad FJ, Ahmad S et al. GC-MS analysis of the methanolic extracts of Smilax china and Salix alba and their antioxidant activity. Turkish Journal of Chemistry 2020; 44 (2): 352-363.
32. Mothana RA, Alsaid MS, Al-Musayeib NM. Phytochemical analysis and in vitro antimicrobial and free radical-scavenging activities of the essential oils from Euryops arabicus and Laggera decurrens. Molecules 2011;16 (6): 5149-5158.
33. Joshi RK. Chemical constituents and antibacterial property of the essential oil of the roots of Cyathocline purpurea. Journal of Ethnopharmacology 2013; 145 (2): 621-625.
34. Bakkali F, Averbeck S, Averbeck D, Idaomar M. Biological effects of essential oils–a review. Food and Chemical Toxicology 2008; 46 (2): 446-475.
35. Duarte Moreira RR, Zimmermann Martins G, Teixeira Botelho V, Dos Santos LE, Cavaleiro C et al. Composition and activity against oral pathogens of the essential oil of Melampodium divaricatum (Rich.) DC. Chemistry and Biodiversity 2014; 11 (3): 438-444.
36. Getahun T, Sharma V, Gupta N. Chemical composition and biological activity of essential oils from Aloe debrana roots. Journal of Essential Oil Bearing Plants 2020; 23 (3): 493-502.
37. Kan Y, Uçan US, Kartal M, Altun ML, Aslan S et al. GC-MS analysis and antibacterial activity of cultivated Satureja cuneifolia Ten. essential oil. Turkish Journal of Chemistry 2006; 30 (2): 253-259.
38. 38. Getahun T, Sharma V, Gupta N. Chemical composition, antibacterial and antioxidant activities of oils obtained by different extraction methods from Lepidium sativum L. seeds. Industrial Crops and Products 2020; 156: 112876.