Cycloeucalenol and Ρ-Coumaric Acid from Nigerian Propolis and their Antimicrobial Activity doi.org/10.26538/tjnpr/v6i8.26

Main Article Content

Sandra I. Iyen
John V. Anyam
John O. Igoli
Terrumun A. Tor-Anyiin

Abstract

Propolis is a honeybee product employed in folkloric medicine and as a source of various bioactive constituents. Chromatography is a proven method for isolating natural compounds and the ethyl acetate extracts of propolis from Owerri in Imo State and Umuahia in Abia State Nigeria were subjected to column chromatography and the isolated compounds were identified by  proton  nuclear  magnetic  resonance  (1H-NMR)  analysis.  The  compounds  isolated  were cycloeucalenol and para-coumaric acid. Antimicrobial assay of the isolated compounds was carried out by agar well diffusion and broth dilution methods using local clinical isolates. The isolated compounds showed good antibacterial and antifungal activities with zones of inhibition ranging between 25-34 mm. The MIC/MBC/MFC values were between 5 mg/mL and 2.5 mg/mL. This study confirmed the folkloric use of propolis and its varying phytochemical composition.

Article Details

How to Cite
I. Iyen, S., V. Anyam, J., O. Igoli, J., & A. Tor-Anyiin, T. (2022). Cycloeucalenol and Ρ-Coumaric Acid from Nigerian Propolis and their Antimicrobial Activity: doi.org/10.26538/tjnpr/v6i8.26. Tropical Journal of Natural Product Research (TJNPR), 6(8), 1320–1325. Retrieved from https://tjnpr.org/index.php/home/article/view/1453
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References

Sforcin JM. Biological properties and therapeutic applications of propolis. Phytother Res. 2016; 30(6):894-905.

Van-Wyk BE and Wink M. Medicinal plants of the world, CABI, Oxfordshire UK, 2018; 17p.

Roubik DW. Stingless bee nesting biology. Apidologie 2006; 37:124–143.

Michener CD. The Bees of the World. The John Hopkins University Press:Baltimore,USA, 2000; 353p.

Marcucci MC. Propolis: chemical composition, biological properties and therapeutic activity. Apidologie, 1995; 26(2):83-99.

Almeida A, Dong L, Appendino G, Bak S. Plant triterpenoids with bond-missing skeletons: biogenesis, distribution and bioactivity. Nat Prod Rep. 2020; 37(9):1207-1228.

Mayaka RK. Chemical characterisation and antimicrobial activity of Compounds from some selected medicinal Kenyan ganoderma and trametes species. Doctoral dissertation, Egerton University, 2020.

Huang K and Jiang J. Research progress on resource distribution and pharmacological effects of cycloartane triterpenoids. Modern Medicine and Clinical Medicine, 2016; 31(12):2073-2078.

Omar R, Igoli JO, Zhang T, Gray AI, Ebiloma GU, Clements CJ, Watson DG. The chemical characterization of Nigerian propolis samples and their activity against Trypanosoma brucei. Sci Rep. 2017; 7(1):1-10.

Alenezi SS, Alenezi ND, Ebiloma GU, Natto MJ, Ungogo MA, Igoli JO, Ferro VA, Gray AI, Fearnley J, De Koning HP, Watson DG. The antiprotozoal activity of Papua New Guinea propolis and its triterpenes. Mol. 2022; 27(5):1622.

Bamidele JA, Idowu AB, Ademolu KO, Osipitan AA, Allometric studies on Apis mellifera adansonii workers from three ecological zones of Nigeria. Bull Insectol. 2021; 74(1):19-26.

Ayansola AA and Davies BA. Honeybee floral resources in Southwestern Nigeria. J Biol Life Sci. 2012; 3(1):127-139.

Lourenco AM, Ferreira ML, Branco SP. Molecules of natural origin, semi-synthesis and synthesis with anti- inflammatory and anticancer utilities. Curr Pharm Des. 2012; 18(26):3979-4046.

El-gizawy HA and Hussein MA. Isolation, structure elucidation of ferulic and coumaric acids from Fortunella japonica Swingle leaves and their structure antioxidant activity relationship. Free Rad Antioxid. 2017; 7(1):23-30.

Świsłocka R, Kowczyk-Sadowy M, Kalinowska M, Lewandowski W. Spectroscopic (FT-IR, FT-Raman, 1H and 13C NMR) and theoretical studies of p-coumaric acid and alkali metal p-coumarates. Spectrosc. 2012; 27(1):35-48.

Arruda C, Ribeiro VP, Mejía JA, Almeida MO, Goulart MO, Candido AC, dos Santos RA, Magalhães LG, Martins CH, Bastos JK. Green propolis: Cytotoxic a nd leishmanicidal activities of artepillin C, p-coumaric acid, and their degradation products. Revista Brasileira de Farmacognosia. 2020; 30(2):169-176.

Tosi EA, Ré E, Ortega ME, Cazzoli AF. Food preservative based on propolis: Bacteriostatic activity of propolis polyphenols and flavonoids upon Escherichia coli. Food Chem. 2007; 104(3):1025-1029.

Noori AL, Al-Ghamdi A, Ansari MJ, Al-Attal Y, Salom K. Synergistic effects of honey and propolis toward drug multi-resistant Staphylococcus aureus, Escherichia coli and Candida albicans isolates in single and polymicrobial cultures. Int J Med Sci. 2012; 9(9):793.

Capoci IR, Bonfim-Mendonça PD, Arita GS, Pereira RR, Consolaro ME, Bruschi ML, Negri M, Svidzinski TI. Propolis is an efficient fungicide and inhibitor of biofilm production by vaginal Candida albicans. Evid-Based Compl Altern Med. 2015; 2876-2885.

Paul S. Two New Cycloartenol and Some Pentacyclic Triterpenoids from Cameroonian Propolis (Ngaoundal, AD Region) and Evaluation of their Antimicrobial Activity. Nat Prod Chem Res. 2021; 9:415.