Original Article

Gas Chromatography, GC/Mass Analysis and Bioactivity of Essential Oil from Aerial Parts of Ferulago trifida: Antimicrobial, Antioxidant, AChE Inhibitory, General Toxicity, MTT assay and Larvicidal Activities

Abstract

Background: We aimed to investigate different biological properties of aerial parts essential oil of Ferulago trifida Boiss and larvicidal activity of its volatile oils from all parts of plant.
Methods: Essential oil was prepared by steam distillation and analyzed by Gas chromatography and GC/Mass. Anti­oxidant, antimicrobial, cytotoxic effects and AChE inhibitory of the oil were investigated using DPPH, disk diffusion method, MTT assay and Ellman methods. Larvicidal activity of F. trifida essential oil against malaria vector Anoph­eles stephensi was carried out according to the method described by WHO.
Results: In GC and GC/MS analysis, 58 compounds were identified in the aerial parts essential oil, of which E-ver­benol (9.66%), isobutyl acetate (25.73%) and E-β-caryophyllene (8.68%) were main compounds. The oil showed (IC50= 111.2µg/ml) in DPPH and IC50= 21.5 mg/ml in the investigation of AChE inhibitory. Furthermore, the oil demonstrated toxicity with (LD50= 1.1µg/ml) in brine shrimp lethality test and with (IC50= 22.0, 25.0 and 42.55 µg/ml) on three cancerous cell lines (MCF-7, A-549 and HT-29) respectively. LC50 of stem, root, aerial parts, fruits, and flowers essential oils against larvae of An. stephensi were equal with 10.46, 22.27, 20.50, 31.93 and 79.87ppm respectively. In antimicrobial activities, essential oil was effective on all specimens except Escherichia coli, Asper­gillus niger and Candida albicans.
Conclusion: The essential oil showed moderate antioxidant activity, strong antimicrobial properties and good toxic effect in brine shrimp test and MTT assay on three cancerous cell lines.

Mozaffarian V (1998) A Dictionary of Ira-nian Plant Names Latin-English-Persian, 2nd ed. Faehang Moaser, Tehran, Iran, p. 230.

Amiri MS, Joharchi MR (2016) Ethnobo-tanical knowledge of Apiaceae family in Iran: A review. Avicenna J Phytomed. 6(6): 621–635.

Sodeifian GH, Ansari K, Bamoniri A (2011) Study of chemical composition of the essential oil of Ferulago angulata (schelcht) Boiss from Iran using super critical fluid extraction and nano scale injection. J Nanomaterials and Bio- struc-tures. 6: 161–168.

Amirghofran Z, Bahmani M, Azadmehr A, Javidnia K (2006) Anticancer effects of various Iranian native medicinal plants on human tumor cell lines. Neoplasma. 5: 428–433.

Amirghofran Z, Bahmani M, Azadmehr A, Javidnia K, Miri R (2009) Immuno-mod-ulatory activities of various medicinal plant extracts: effects on human lym-phocytes apoptosis, Immunol Invest. 38: 181–192.

Taran M, Ghasempour HR, Shirinpour E (2010) Antimicrobial activity of essential oil of Ferulago angulata Subsp. cardu-chorum. Jundishapur J Microbiol. 3: 10–14.

Khalighi-Sigaroodi F, Hadjiakhoondi A, Shahverdi A, Mozaffarian V, Shafiee A (2005) Chemical composition and anti-microbial activity of the essential oil of Ferulago bernardii Tomk. and M. Pimen. Daru. 3: 100–104.

Jimeanez B, Concepcioan Grande M, Anaya J, Torres P, Grande M (2000) Couma-rins from Ferulago capillaris and F. bra-chyloba. J Phytochem. 53: 1025–1031.

Doganca S, Ulubelen A, Tuzlaci E (1991) l-Acetylhydroquinone 4-galactoside from Ferulago aucheri. J Phytochem. 30: 2803–2805.

Dall'Acqua S, Maggi F, Minesso P, Sal-vagno M, Papa F, Vittori S, Innocenti G (2010) Identification of non-alkaloid acetylcholinesterase inhibitors from Feru-lago campestris (Besser) Grecescu (Apiaceae). Fitoterapia. 81: 1208–1212.

Adams RP (2007) Identification of essential oil components by gas chroma-tography/mass spectrometry, Allured publishing corporation. p. 804.

Murray PR, Baron EJ, faller MA, Teno-ver FC, Yolke RH (1995) Manual of Clinical Microbiology, 6th ed. Wash-ington DC., ASM Press, p. 1482.

Akhbari M, Tavakoli S, Delnavazi M (2014) Volatile fraction composition and biological activities of the leaves, bark and fruits of Caucasian wingnut from Iran. J Essent Oil Res. 26: 58–64.

Ellman GL, Courtney KD, Andres V, Featherstone RM (1961) A new and rapid colorimetric determination of ace-tylcholinesterase activity. Biochem Phar-macol. 7: 88–95.

Sarker SD, Latif Z, Gray AI (2005) Nat-ural products isolation, 2nd ed. Humana Press, Totowa, New Jersey, p. 516.

Meyer B, Ferrigni N, Putnam J, Jacobsen L, Nichols DJ, McLaughlin J (1982) Brine shrimp: a convenient general bi-oassay for active plant constituents. Planta Med. 45: 31–34.

Alley MC, Scudiero DA, Monks A, Hursey ML, Czerwinski MJ, Fine DL, Abbott BJ, Mayo JG, Shoemaker RH, Boyd MR (1988) Feasibility of drugscreening with panels of human tumor cell lines using a microculture tetrazo-lium assay.Cancer Res. 48: 589–601.

WHO (1981) Instructions for determin-ing the susceptibility or resistance of mosquito larvae to insecticides. WHO/ VBC/81, 807. World Health Organiza-tion, Geneva.

Dharmagadda VSS, Naik SN, Mittal PK, Vasudevan P (2005) Larvicidal activity of Tagetes patula essential oil against three mosquito species. Bioresour Tech-nol. 96: 1235–1240.

Abbott WS (1925) A method of com-putingthe effectiveness of an insecti-cide. J Econ Entomol. 18: 265–267.

Golfakhrabadi F, Shams Ardakani MR, Saeidnia S, Akbarzadeh T, Yousefbeyk F, Jamalifar H, Khanavi M (2014) In vitro antimicrobial and acetylcholines-terase inhibitory activities of coumarins from Ferulag ocarduchorum. Med Chem Res. 25: 1623–1629.

Baser KHC, Demirci B, Ozek T, Akalin E, Ozhatay N (2002) Micro distilled volatile compounds from Ferulago spe-cies growing in Western Turkey. Pharm Boil. 40: 466–471.

Khanahmadi M, Janfeshan K (2006) Study on antioxidant property of Fer-ulago angulata plant. Asian J Plant Sci. 5: 521–526.

Kilic CS, Ozkan AMG, Demirci B, Coskun M, Baser KHC (2010) Essential oil composition of four endemic Fer-ulago species growing in Turkey. Nat Prod Commun. 5: 1951–1954.

Cecchini C, Coman M, Cresci A, Tirillini B, Cristalli G, Papa F, Sagratini G, Vittoric S, Maggid F (2010) Essential oil from fruits and roots of Ferulago campestris (Besser) Grecescu (Apiaceae): composition and antioxidant and anti-Candida activity. Flavour Frag J. 25: 493–502.

Pinto E, Hrimpeng K, Lopes G, Vaz S,Gonçalves MJ, Cavaleiro C, Salgueiro L (2013) Antifungal activity of Feru-lago capillaris essential oil against Can-dida, Cryptococcus, Aspergillus and der-matophyte species. Eur J Clin Microbiol Infect Dis. 32: 1311–1120.

Hosseini SA, Bazrafkan S, Vatandoost H, Abaei MR, Ahmadi MS, Tavassoli M, hayeghi M (2014) The insecticidal effect of diatomaceous earth against adults and nymphs of Blattella german-ica. Asian Pac J Trop Biomed. 4(Suppl 1): S228–S232.

Delazar A, Shoeb M, Kumarasamy Y, Byres M, Nahar L, Modarresi M (2004) Two bioactive ferulic acid derivatives from Eremostachys glabra. Daru. 12: 49–53.

Delnavazi MR, Hadjiakhoondi A, Delazar A, Yousef Ajani Y, Saeed Tavakoli S, Yassa N (2015) Phytochemical and an-tioxidant investigation of the aerial parts of Dorema glabrum Fisch. and C.A. Mey. Iran J Pharm Res. 14: 925–931.

Golfakhrabadi F, Khanavi M, Ostad SN, Saeidnia S, Vatandoost H, Abai MR, Hafizi M, Yousefbeyk F, Razzaghi Rad Y, Baghenegadian A, Shams Ardekani MR (2015) Biological activities and com-position of Ferulago carduchorum essen-tial oil. J Arthropod Borne Dis. 9: 104–115.

Kumar A, Dutta GP (1987) Indigenous plant oils as larvicidal agent against Anopheles mosquitoes. Curr Sci. 56: 959–960.

Chavan SR, Nikam TR (1982) Mosquito larvicidal activity of Ocimum basilicum Linn. Indian J Med Res. 7: 220–222.

Chopra RN, Roy D, Ghosh SM (1941) The insecticidal and larvivcidal action of the essential oil of Ocimum basilicum (Linn.) and Ocimum sanctum (Linn.). J Malaria Inst India. 4: 109–112.

Thomas TG, Sharma SK, Parakash A, Sharma BR (2000) Insecticidal properties of essential oil of Cannabis sativa Linn against mosquito larvae. Entomon. 25: 1–4.

Hajiakjoondi A, Aghel N, Xamanizadeh-nadgar N, Vatandoost H (2000) Chemi-cal and biological study of Menthaspi-cata L. essential oil from Iran. Daru. 8 (1 and 2): 19–21.

Hadjiakhoondi A, Vatandoost H, Jamshidi AH, Bagherj Amiri E (2003) Chemical constituents and efficacy of Cymbopo-gon olivieri (Boiss) bar essential oil against malaria vector, Anopheles stephensi. Daru. 11(3): 125–128.

Hadjiakhoondi A, Vatandoost H, Khanavai M, Abai MR, Karami M (2005b) Bio-chemical investigation of different ex-tracts and larvicidal activity of Tagetes minuta L. on Anopheles stephensi larvae. Iran J Pharmaceutical Sci. 1: 81–84.

Hadjiakhoondi A, Sadeghipour-Roodsari HR, Vatandoost H, Khanavi M, Abaee M, Vosoughi M, Kazemi M (2006a) Fat-ty acid composition and toxicity of Me-lia azedarach L. fruits against malaria vector Anopheles stephensi. Iran J Phar-maceutical Sci. 2: 97–102.

Hadjiakhoondi A, Vatandoost H, Khanavi M, Sadeghipour-Roodsari HR, Vosoughi M, KazemiM,Abai MR (2006b) Chem-ical composition and toxicity of Melia azedarach L. against malaria vector Anophels stephensi. Iran J Pharmaceu-tical Sci. 2: 97–102.

Hadjiakhoondi A, Vatandoost H, Abousa-ber H, Khanavai M, Abdi L (2008a) Chemical composition of the essential oil of Tagetes minuta L and its effect on Anopheles stephensi larvae in Iran. J Med Plants. 7(26): 33–39.

Hadjiakhoondi A, Vatandoost H, Khanavi M, Abousaber M, Abdi M (2008b) Chem-ical components and efficacy of fresh and dry Tagetes minuta L. against Anopheles stephensi. J Med Plants. 26 (7): 33–39.

Oshaghi MA, Ghalandari R, Vatandoost H,Shayeghi M, Kamali-nejad M, Tourabi-Khaledi H, Abolhassani M, Hashemza-deh M (2003) Repellent effect of ex-tracts and essential oil of Citrus limon (Rutaceae) and Melissa officinalis (Labi-atae) against main malaria vector, Anoph-eles stephensi (Diptera: Culicidae) in Iran. Iran J Public Health. 32(4): 47–52.

Vatandoost H, Vaziri VM (2004) Larvi-cidal activity of neem extract (Aza-dirachta indica) against mosquito lar-vae in Iran. Eastern Mediterr Health J. 10(4/5): 1–9.

Vatandoost H, Khazani A, Rafinejad J, Khoobdel M, Kebriai-Zadeh A, Abai MR, Hanafi-Bojd AA, Akhavan AA, Abtahi SM, Rafi F (2008) Comparative efficacy of Neem and dimethyl phthalate (DMP) against malaria vector, Anopheles ste-phensi (Diptera: Culicidae). Asian Pa-cific J Trop Med. 1(3): 1–6.

Khanavi M, Fallah A, Vatandoost H, Sedaghat M, Abai MR, Hadjiakhoondi A (2012a) Larvicidal activity of essential oil and methanol extract of Nepeta men-thoides against malaria vector, Anopheles stephensi. Asian Pacific J Trop Med. 5(12): 962–965.

Vatandoost H, Sanei-Dehkordi A, Sadeghi SMT, Davari B, Karimian F, Abai MR, Sedaghat MM (2012b) Identification of chemical constituents and larvicidal acti-vity of Kelussia odoratissima Mozaffarian essential oil against two mosquito vectors Anopheles stephensi and Culex pipiens (Diptera: Culicidae). Exp Parasitol. 132 (4): 470–474.

Shahi M, Hanafi-Bojd AA, Iranshahi M, Vatandoost H, Hanafi-Bojd MY (2010) Larvicidal efficacy of latex and extract of Calotropis procera (Gentianales: As-clepiadaceae) against Culex quinquefas-ciatus and Anopheles stephensi (Diptera: Culicidae). J Vector Borne Dis. 47(3): 185–188.

Sedaghat M, Sanei-Dehkhordi AR, Kha navi M, Abai MR, Hadjiiakhondi A, Mohtarami F, Vatandoost H (2010) Phytochemistry and larvicidal activity of Eucalyptus camaldulensis against ma-laria vector, Anopheles stephensi. Asian Pacific J Trop Med. 3(11): 841–845.

Sedaghat MM, SaneiDehkordi AR, Kha-navi M, Abai, MR, Mohtarami F, Vatan-doost H (2011) Chemical composition and larvicidal activity of essential oil of Cupressus Arizona E.L. Greene against malaria vector Anopheles stephensi Lis-ton (Diptera: Culicidae). Pharmacogno-sy Res. 3(2): 135–139.

Khanavi M, Rajabi A, Behzad M, Hadjiakhoondi A, Vatandoost H, Abai MR (2011a) Larvicidal activity of Cen-taurea bruguierana ssp. Belangerana against Anopheles stephensi Larvae. Iran J Pharm Res. 10(4): 829–833.

Khanavi M, Bagheri-Toulabi P, Abai MR, Sadat N, Hadjiakhoondi F, Hadjiakhoon-di A, Vatandoost H (2011b) Larvicidal activity of marine algae, Sargassums wartzii and Chondriadasyphylla, against malaria vector, Anopheles stephensi. J Vector Borne Dis. 48: 241–244.

Khanavi M, Vatandoost H, Khosravi Dehaghi N, SaneiDehkordi A, Sedaghat MM, Hadjiakhoondi A, Hadjiakhoondi F (2013) Larvicidal activity of some Ira-nian plants against malaria vector An. stephensi. Acta Med Iran. 51(3): 141–147.

Tavassoli M, ShayeghiM, Abai MR, Vatandoost H, Khoobdel M, Salari M, Ghaderi M, Rafi F (2011) Repellency effects of essential oils of Myrtle (Myr-tus communis L.), Marigold (Calendula officinalis L.) compared with DEET against Anopheles stephensi on human volunteers. Iran J Arthropod Borne Dis. 5(2): 10–22.

Tavassoli M, Shayeghi M, Abai MR, Vatandoost H, Khoobdel M, Salari M, Ghaderi A, Rafi F (2015) Repellency effects of picaridin and DEET againstAnopheles stephensi on human volun-teers. J Entomol Zool Stud. 3(2): 343–347.

Mozaffari E, AbaiMR, Khanavi M, Vatan-doost ,SedaghatMM,Sanei-Dehkordi A, Moridnia A, Saber-Navaei M, Rafi F (2014) Chemical composition, larvicidal and repellent properties of Cionuraerec-ta (L.) Griseb. Against malaria vector, Anopheles stephensi Liston (Diptera: Cu-licidae) under laboratory conditions. J Ar-thropod Borne Dis. 8(2): 147–155.

Hosseini SA, Bazrafkan S, Vatandoost H, Abaei MR, Ahmadi MS, Tavassoli M, Shayeghi M (2014) The insecticidal ef-fect of diatomaceous earth against adults and nymphs of Blattella germanica. Asian Pac J Trop Biomed. 4(Suppl 1): S228–S232.

Pirmohammadi M, Shayeghi M, Vatan doost H, Abaei MR, Mohammadi A, Bagheri A, Khoobdel M, Hasan Bakh-shi H, Pirmohammadi M, Tavassoli M (2016) Chemical composition and re-pellent activity of Achillea vermiculata and Satureja hortensis against Anophe-les stephensi. J Arthropod Borne Dis. 10(2): 201–210.

Sanei-Dehkordi A, Vatandoost H, Abaei MR, Davari B, Sedaghat MM (2016) Chemical composition and larvicidal ac-tivity of Bunium persicum essential oil against two important mosquitoes vec-tors. J Essent Oil Bear Pl. 19(2): 349–357.

Torabi Pour H, Shayeghi M, Vatandoost H, Abai MR (2016) Study on larvicidal effects of essential oils of three Iranian native plants against larvae of Anopheles stephensi (Liston). Vector Biol J. 1: 2.

Files
IssueVol 11 No 3 (2017) QRcode
SectionOriginal Article
Keywords
Ferulago trifida Larvicidal property Antioxidant activity Antimicrobial effect MTT assay

Rights and permissions
Creative Commons License This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.
How to Cite
1.
Tavakoli S, Vatandoost H, Zeidabadinezhad R, Hajiaghaee R, Hadjiakhoondi A, Abai MR, Yassa N. Gas Chromatography, GC/Mass Analysis and Bioactivity of Essential Oil from Aerial Parts of Ferulago trifida: Antimicrobial, Antioxidant, AChE Inhibitory, General Toxicity, MTT assay and Larvicidal Activities. J Arthropod Borne Dis. 2017;11(3):403-413.