In vivo anti-inflammatory and anti-nociceptive activities, and chemical constituents of essential oil from the leaf of Gardenia jasminoides J. Ellis (Rubiaceae)
Subject Areas : Phytochemistry: Isolation, Purification, Characterization
Nudewhenu Opeyemi Avoseh
1
,
Oladipupo Adejumobi Lawal
2
,
Isiaka Ajani Ogunwande
3
,
Roberta Ascrizzi
4
,
Guido Flamini
5
,
Elizabeth Amoo
6
1 - Department of Chemistry, Faculty of Science, Lagos State University, Lagos, Nigeria
2 - Department of Chemistry, Faculty of Science, Lagos State University, Lagos, Nigeria
3 - Foresight Institute of Research and Translation, Nigeria
4 - Dipartimento di Farmacia, Università di Pisa, Italy
5 - Dipartimento di Farmacia, Università di Pisa, Italy
6 - Department of Chemistry, Faculty of Science, Lagos State University, Lagos, Nigeria
Keywords: Essential oil, <i>Gardenia jasminoides</i> J. Ellis Terpenes, Anti-nociceptive activity, Anti-inflammatory activity,
Abstract :
The chemical constituents, anti-inflammatory and anti-nociceptive activities of the leaf essential oil hydrodisitlled from the Gardenia jasminoides J. Ellis (Rubiaceae) were reported. The chemical constituents of the essential were analyzed using gas chromatography-flame ionization detector (GC-FID) and gas chromatography coupled with mass spectrometry (GC/MS). The hot plate and carrageenan-induced models were used to determine the anti-nociceptive and anti-inflammatory activities. The main compounds of the oil were pentadecanal 17 (49.2%), geranial 4 (12.3%), ar-turmerone 14 (8.2%) and 10-epi-γ-eudesmol 10 (6.2%). The essential oil of G. jasminoides at 100 and 400 mg.kg-1 doses significantly (p < 0.001) increased the latency period for the reaction duration in the anti-nociceptive study. The carrageenan-induced edema model reveals the suppression of inflammatory mediators (p < 0.001) within 1st, 2nd and 4th h for 100 mg.kg-1 dose, 1st and 4th h (200 mg.kg-1) and 1st-3rd h (400 mg.kg-1). The results indicate the potential of G. jasminoides essential oil as a source of pain relieving agent.
Ansari, F., Khare, S., Dubey, B.K., Joshi, A., Jain, A., Dhakad, S., 2019. Phytochemical analysis, antioxidant, antidiabetic and anti-inflammatory activity of bark of Gardenia latifolia. J. Drug Del. Therap. 9(1), 141-45.
Appalaraju, V.V., Ismail, N.E., Adimoolam, S., Xin, Y.T., 2019. Phytochemical screening and evaluation of anti-inflammatory activity of Gardenia carinata leaves. Front. Pharmacol. Conference Abstract: International Conference on Drug Discovery and Translational Medicine 2018 (ICDDTM '18) “Seizing Opportunities and Addressing Challenges of Precision Medicine”. doi: 0.3389/conf.fphar.2018.63.00097.
Avoseh, N.O., Ogunwande, I.A., Ebere, A., Hassan, N.., Dai, D.N., Ascrizzi, R., Flamini, G., 2020a. Pharmacology of Essential Oils: Chemical Constituents, Anti-Inflammatory and Anti-Nociceptive Activities of Essential Oils from Nigerian Plants, in: Kjeldsen, M.M. (Eds.), What to Know About Essential Oils. Nova Science Publisher, New York, pp. 59-102.
Avoseh, N.O., Ogunwande, I.A., Ojenike, G.O., Mtunzi, F.M., 2020b. Volatile composition, toxicity, analgesic and anti-inflammatoryactivities of Mucuna pruriens. Nat. Prod. Commun. 15(7), 1-9.
Bao, Y., Dong, J., Yuan. F., 2011. Effect of supercritical carbon dioxide extraction conditions on fatty acid composition and antioxidant activity of Gardenia fruit oil. Food Sci. 32(10), 12-17.
Buchbauer, G., Jirovetz, L., Alexej, N., Vijay, K.K., Norbert, W., 1996. Volatiles of the absolute of Gardenia jasminoides Ellis (Rubiaceae). J. Essent. Oil Res. 8(3), 241-245.
Cai, J., Zhao, C., Cheng, L., Zhang, Q.J., 2008. Study on the chemical components in flower essential oil of Gardenia jasminoides from Guizhou by SPME-GC-MS. Guizhou Sci. 15(3), 122-125.
Chang, W.L., Wang, H.Y., Shi, L.S., Lai, J.H., Lin, H.C., 2005. Immunosuppressive iridoids from the fruits of Gardenia jasminoides. J. Nat. Prod. 68(11), 1683-1685.
Chen, H., Xiao, Y.Q., Li, L., Zhang, C., 2007. Studies on chemical constituents in fruit of Gardenia jasminoides. Zhong Yao Za Zhi. 32(11), 1041-1043.
Chen, S., Zhao, X., Sun, P., Qian, J., Shi, Y., Wang, R., 2017. Preventive effect of Gardenia jasminoides on HCl/ethanol induced gastric injury in mice. J. Pharmacol. Sci. 133(1), 1-8.
Chen, S., Sun, P., Zhao, X., Yi, R., Qian, J., Shi, Y., Wang, R., 2017. Gardenia jasminoides has therapeutic effects on L‑NNA‑induced hypertension in vivo. Mol. Med. Rep. 15(6), 4360-4373.
Chowdhury, A., Shofiul, A., Mohammed, A.J., Kazi, O.F., Atiqul, I., 2014. Antibacterial activities and in vitro anti-inflammatory (membrane stability) properties of methanolic extracts of Gardenia coronaria leaves. Int. J. Microbiol. 2014: 410935.
Coura, C.O., Souza, R.B., Rodrigues, J.A.G., de Souza Oliveira, E.V., de Araujo, I.W.F., Ribeiro, N.A., Forta, A.F., Ribeiro, K.A., Chaves, H.V., pereira, K.M.A., da Cunha, R.M.S., Bezerra, M.M., Benevides, N.M.B., 2015. Mechanisms involved in the anti inflammatory action of a polysulfated fraction from Gracilaria cornea in rats. PLoS ONE. 10(3), 1-18.
Essien, E.E., Ogunwande, I.A., Setzer, W.N., Ekundayo, O. 2012. Chemical composition, antimicrobial and cytotoxicity studies on Solanum erianthum and Solanm macranthum essential oil. Pharm. Biol. 50(4), 474-480.
Ferreira, A.A., Amaral, F.A., Duarte, D.G., Oliveira, P.M., Alves, R.B., Silveira, D., Azevedo, A.O., Raslan, D.S., Castro, M.S.A., 2005. Antinociceptive effect from Ipomoea cairica extract. J. Ethnopharmacol. 105(1-2), 148-153.
Gan, X.H., Zhao, C., Zhao, Y., Zhou, X., 2013. Study on chemical constituents and antioxidant activity of essential oil from flowers of Gardenia jasminoides. Sci. Technol. Food Ind. 35(1), 77-79.
Guo, Z., Liu, L., Jin, B., Zhang, J.C., 1991. A study on chemical constituents of headspace volatiles which was extracted by supercritical carbon dioxide from fresh flowers of Gardenia jasminoides Ellis. Nat. Prod. Res. Dev. 3(3), 74-78.
Hattori, R., Shigeru, M., Toshio, Y., 1978. Chemical Composition of the absolute from Gardenia flower. Agric. Biol. Chem. 42(7), 1351-1356.
Helm, S., Trescot, A.M., Colson, J., Sehgal, N., Silverman, S., 2008. Opioid antagonists, partial agonists, and agonists/antagonists: The role of office-based detoxification. Pain Phy. 11(2), 225-235.
Hong, Y., Yang, K., 2013. Anti-inflammatory activities of crocetin derivatives from processed Gardenia jasminoides. Arch. Pharm. Res. 36(12), 933-940.
Hu, Y., Liu, X., Xia, Q., Yin, T., Bai, C., Wang, Z., Du, L., Li, X., Wang, W., Sun, L., Liu, Y., Zhang, H., Demg. L., Chen, Y., 2019. Comparative anti-arthritic investigation of iridoid glycosides and crocetin derivatives from Gardenia jasminoides Ellis in Freund's complete adjuvant-induced arthritis in rats. Phytomed. 53, 223-233.
Huang, Q.Q., Jiang, K.Z., Feng, J.Y., Chen, G.X., 2004. Analysis of volatile constituents of Gardenia flowers by GC/MS. Acta Bot. Yunn. 29(4), 471-474.
Huong, L.T., Huong, T.T., Bich, N.T., Viet, N.T., Giwa-Ajeniya, O.A., Ogunwande, I.A., 2020. Antimicrobial efficacy and chemical constituents of pseudo-stem essential oils from Zingiber castaneum. Trends Phytochem. Res. 4(2), 93-100.
Juhn, S.K., Jung, M.K., Hoffman, M.., Drew, B.R., Preciado, D.A., Sausen, N.J., Jung, T.T.K., Kim, B.Y., Park, S.Y., Lin, J., Ondrey F.G., Mains, R.S., Hunag, T. 2008. The role of inflammatory mediators in the pathogenesis of otitis media and sequelae. Clin. Exp. Otorhinolaryngol. 1(3), 117-118.
Kanlayavattanakul, M., Lourith, N., 2015. Volatile profile and sensory property of Gardenia jasminoides aroma extracts. J. Cosm. Sci. 66(6), 371-377.
Koo, H.J., Lim, K.H., Jung, H.J., Park, E.H., 2006. Anti-inflammatory evaluation of Gardenia extract, geniposide and genipin. J. Ethnopharmacol. 103(3), 496-500.
Kumar, R., Sethi, S., Om, P., Anil, K.P., Mahesh, K., Isidorov, V.A., Szczepaniak, L., 2017. Chemical composition of rhizome oleoresin and anti-inflammatory, antinociceptive and antipyretic activity of oleoresins of Alpinia allughas Roscoe. from Tarai region of Uttarakhand. Ind. J. Pharm. 28(3), 136-146.
Kumar, R., Om, P., Anil, K.P., Mahesh, K., Isidorov, V.A., Szczepaniak, L., 2017. Chemical composition and anti-inflamatory, anti -nociceptive and antipyretic activity of rhizome essential oil of Globba sessiliflora Sims. collected from Garhwal region of Uttarakhand. J. Herb. Drugs. 8(1), 59-59.
Lelono, R.A.A., Tachibana, S., Itoh, K., 2009. Isolation of antifungal compounds from Gardenia jasminoides. Pak. J. Biol. Sci. 12(13), 949-956.
Liao, P.C., Yang, T.S., Chou, J.C., Chen, J., Lee, S.C., Kuo, Y.S., Ho, C.L., Chao, L.K.P., 2015. Anti-inflammatory activity of neral and geranial isolated from fruits of Litsea cubeba Lour. J. Funct. Foods. 19(Part A), 248-258.
Liu, B.Z., Gao, Y., 2000. Analysis of headspace constituents of Gardenia flower by GC/MS with solid-phase microextraction and dynamic headspace sampling. Chin. J. Chromatogr. 18(5), 452-455.
Liu, H., Chen, Y.F., Li, F., Zhang, H.Y., 2013. Fructus gardenia (Gardenia jasminoides J. Ellis) phytochemistry, pharmacology of cardiovascular, and safety with the perspective of new drugs development. J. Asian Nat. Prod. Res. 15(1), 94-110.
Mai, M., Isoko, K., Hiroto, N., Hironari, M., Keiichiro, S., Yuko K., T., Tomoko, J., Kuramochi, K., Yoshida, H., Yoshiyuki, M., 2014. Suppression of allergic and inflammatory responses by essential oils derived from herbal plants and citrus fruits. Int. J. Mol. Med. 33(6), 1643-1651.
Muhammad, B.W., Nadia, Z.S., Fatima, H.E., Doaa, A.G., 2019. Antioxidant, anti-inflammatory, antiproliferative and antimicrobial activities of Combretum glutinosum and Gardenia aqualla extracts in vitro. Free Rad. Antioxid. 29(2), 66-72,
Nishijima, C.M., Ganev, E.G., Mazzardo-Martins, L., Martins, D.F., Rocha, L.R.M., Santos, A.R.S., Kiruma-Lima, C.A., 2014. Citral: A monoterpene with prophylactic and therapeutic anti-nociceptive effects in experimental models of acute and chronic pain. Eur. J. Pharmacol. 736, 16-25.
Obuzor, G.U., Nwaokolo, M. I., 2011. Essential oil of Nigerian (Niger Delta) grown Gardenia jasminoide flower. Int. Arch. Appl. Sci. Technol. 1(1), 32-36.
Ogunwande, I.A., Avoseh, N.O., Olasunkanmi, K.N., Lawal, O.A., Ascrizzi, R., Guido, F., 2019a. Chemical composition, anti-nociceptive and anti-inflammatory and activities of essential oil of Bougainvillea glabra. J. Ethnopharmacol. 232, 188 -192.
Ogunwande, I.A., Avoseh, N.O., Igile, D.A., Lawal, O.A., Ascrizzi, R., Flamini, G., 2019b. Chemical constituents, anti-nociceptive and anti-inflammatory and activities of essential oil of Phyllathus muellerianus (O. Kuntze) Excell. Nat. Prod. Commun. 14(5), 1-7.
Park, S.Y., Jin, M.L., Kim, Y.H., Kim, Y., Lee, S.J., 2012a. Anti-inflammatory effects of aromatic-turmerone through blocking of NF-kappaB, JNK, and p38 MAPK signaling pathways in amyloid beta-stimulated microglia. Int. Immunopharmacol. 14(1), 13-20.
Park, S.Y., Kim, Y.H., Kim, Y., Lee, S.J., 2012. Aromatic-turmerone’s anti-inflammatory effects in microglial cells are mediated by protein kinase A and heme oxygenase-1 signaling. Neurochem. Int. 61, 767-777.
Phatak, R.S., 2017. Phytochemistry, pharmacological activities and intellectual property landscape of Gardenia jasminoides Ellis: a review. Pharmacog. J. 7(5), 254-265.
Pooja, V.K., Shang, Y.F., Zhang, Y.G., Heng, C., Ma, Y.L., Wei, Z.J., 2019. Comparative study of chemical compositions and antioxidant activities of Zhizi fruit extracts from different regions. Heliyon 5(12), e02853.
Sharifi-Rad, M., Elena, M.V., Bahare, S., Sharifi-Rad, J., Karl, R.M., Seyed, A.A., Farzad, K., Salam, A.I., Dima, M., Zainul, A.Z., Sharifi-Rad, M., Zubaida, Y., Marcello, I., Adriana, B., Daniela, R., 2017. Plants of the genus Zingiber as source of antimicrobial agents: from tradition to pharmacy. Molecules 22(12), 2145-2162.
Sung, Y.Y., Lee, A.Y., Kim, H.K., 2014. The Gardenia jasminoides extract and its constituent, geniposide, elicit anti-allergic effects on atopic dermatitis by inhibiting histamine in vitro and in vivo. J. Ethnopharmacol. 156(), 33-40.
Tan, Y.T., Xue, S., Tang, H.Z., 2012. Analysis of aroma constituents in Gardenia jasminoides at different flowering stages. Food Sci. 33(2), 205-207.
Wagan, T.A., Wanlun, C., Hua, H.X., 2018. Repellency, toxicity, and anti-oviposition of essential oil of Gardenia jasminoides and its four major chemical components against whiteflies and mites. Sci. Rep. 8, 9375.
Wang, Y., Chen, Y., Deng, L., Cai, S., Liu, J., Li, W., Du, L., Cui, G., Xu, X., Lu, T., Chen, P., Zhang, H.,2015. Systematic separation andpurification of iridoid glycosides and crocetin derivatives from Gardenia jasminoides Ellis by high-speed counter-current chromatography. Phytochem. Anal. 26(3), 202-208.
Yang, S., Liu, J., Jiao, J., Jiao, L., 2020. Ar-Turmerone exerts anti-proliferative and anti-inflammatory activities in HaCaT keratinocytes by inactivating Hedgehog pathway. Inflammat. 43(2), 478-486.
Xiao, W., Li, S., Wang, S., Ho, C.T., 22017. Chemistry and bioactivity of Gardenia jasminoides. J. Food Drug Anal. 25(1), 43-61.
Zhang, Y.H., Xiong, X.F., Xu, Y., 1999. Analysis of Hubei volatile oil of Gardenia flower by GC/MS. J. Wuhan Bot. Res. 17(1), 61-63.