Top

BMC Complementary Medicine and Therapies

Published in:

Open Access 01-12-2023 | Cytokines | Research

Bactericidal and anti-inflammatory effects of Moquilea tomentosa Benth. flavonoid-rich leaf extract

Authors: Mariana Freire Campos, Leopoldo Clemente Baratto, Vinícius Mendes Vidal, Ivana Ventura Nascimento, Brendo Araujo Gomes, Genes de Lima Martins Neto, Priscilla Christina Olsen, Rodrigo Ribeiro Tarjano Leo, Lilian Oliveira Moreira

Published in: BMC Complementary Medicine and Therapies | Issue 1/2023

Abstract

Background

Natural products are an important source of bioproducts with pharmacological properties. Here we investigate the components of leaves from M. tomentosa Benth. (Fritsch) (Chrysobalanaceae) and its effects on bacterial cell growth, biofilm production and macrophage activity.

Methods

The effect of the different leaf extracts against bacterial cell growth was performed using the microdilution method. The most active extract was analyzed by mass spectrometry, and its effect on bacterial biofilm production was evaluated on polystyrene plates. The extract effect on macrophage activity was tested in the RAW264.7 cell line, which was stimulated with different concentrations of the extract in the presence or absence of LPS.

Results

We show that the ethyl acetate (EtOAc) extract was the most effective against bacterial cell growth. EtOAc extract DI-ESI (-)MSⁿ analysis showed the presence of a glycosylated flavonoid tentatively assigned as myricetin 3-O-xylosyl-rhamnoside (MW 596). Also, the EtOAc extract increased biofilm formation by S. aureus and inhibited cytokine and NO production induced by LPS in RAW macrophages.

Conclusion

M. tomentosa flavonoid-enriched EtOAc extract presented a bactericidal and anti-inflammatory pharmacological potential.

Available only for authorised users

Agraharam G, Girigoswami A, Girigoswami K. Myricetin: a multifunctional flavonol in biomedicine. Curr Pharmacol Rep. 2022;8:48–61. https://doi.org/10.1007/s40495-021-00269-2.CrossRefPubMedPubMedCentral

Andrade EHA, Zoghbi, M. das G.B., Maia JGS. Constituintes voláteis dos frutos de Licania tomentosa Benth. Acta Amaz. 1998;28:55–55. https://doi.org/10.1590/1809-43921998281058.CrossRef

Bilia AR, Ciampi L, Mendez J, Morelli I. Phytochemical investigations of Licania genus. Flavonoids from Licania pyrifolia. Pharm Acta Helv. 1996;71:199–204. https://doi.org/10.1016/0031-6865(96)00009-X.CrossRef

Bilia AR, Mendez J, Morelli I. Phytochemical investigations of Licania genus. Flavonoids and triterpenoids from Licania carii. Pharm Acta Helv. 1996;71:191–7. https://doi.org/10.1016/0031-6865(96)00010-6.CrossRef

Braca A, Bilia A, Mendez J, Morelli I. Three flavonoids from Licania densiflora. Phytochemistry. 1999;51:1125–8. https://doi.org/10.1016/S0031-9422(99)00187-9.CrossRef

Braca A, Bilia AR, Mendez J, Morelli I. Myricetin glycosides from Licania densiflora. Fitoterapia. 2001;72:182–5. https://doi.org/10.1016/S0367-326X(00)00257-4.CrossRefPubMed

Braca A, Tommasi ND, Mendez J, Morelli I. Flavonoids and triterpenoids from Licania heteromorpha (Chrysobalanaceae). Biochem Syst Ecol. 1999;27:527–30. https://doi.org/10.1016/S0305-1978(98)00108-2.CrossRef

Carnevale Neto F, Pilon AC, da Silva Bolzani V, Castro-Gamboa I. Chrysobalanaceae: secondary metabolites, ethnopharmacology and pharmacological potential. Phytochem Rev. 2013;12:121–46. https://doi.org/10.1007/s11101-012-9259-z.CrossRef

Castilho RO, Kaplan MAC. Constituintes químicos de Llicania tomentosa Benth. (Chrysobalanaceae). Quím Nova. 2008;31:66–9. https://doi.org/10.1590/S0100-40422008000100014.CrossRef

10.

Cechinel Filho V, Yunes RA. Estratégias para a obtenção de compostos farmacologicamente ativos a partir de plantas medicinais: conceitos sobre modificação estrutural para otimização da atividade. Quím Nova. 1998;21:99–105. https://doi.org/10.1590/S0100-40421998000100015.CrossRef

11.

Chen Y-C, Yang L-L, Lee TJ-F. Oroxylin A inhibition of lipopolysaccharide-induced iNOS and COX-2 gene expression via suppression of nuclear factor-κB activation. Biochem Pharmacol. 2000;59:1445–57. https://doi.org/10.1016/S0006-2952(00)00255-0.CrossRefPubMed

12.

Cockerill FR, Clinical and Laboratory Standards Institute. Methods for dilution antimicrobial susceptibility tests for bacteria that grow aerobically: approved standard -. 9th ed. Wayne: Clinical and Laboratory Standards Institute CLSI; 2012.

13.

Cundell DR. Herbal Phytochemicals as Immunomodulators. Curr Immunol Rev. 2014;10(2):14. https://doi.org/10.2174/1573395510666140915213156.CrossRef

14.

Elshikh M, Ahmed S, Funston S, Dunlop P, McGaw M, Marchant R, Banat IM. Resazurin-based 96-well plate microdilution method for the determination of minimum inhibitory concentration of biosurfactants. Biotechnol Lett. 2016;38:1015–9. https://doi.org/10.1007/s10529-016-2079-2.CrossRefPubMedPubMedCentral

15.

Farias DF, Souza TM, Viana MP, Soares BM, Cunha AP, Vasconcelos IM, Ricardo NMPS, Ferreira PMP, Melo VMM, Carvalho AFU. Antibacterial, antioxidant, and anticholinesterase activities of plant seed extracts from Brazilian semiarid region. BioMed Res Int. 2013;2013:1–9. https://doi.org/10.1155/2013/510736.CrossRef

16.

Feitosa EA, Xavier HS, Randau KP. Chrysobalanaceae: traditional uses, phytochemistry and pharmacology. Rev Bras Farmacogn. 2012;22:1181–6. https://doi.org/10.1590/S0102-695X2012005000080.CrossRef

17.

Fernandes J, Castilho RO, da Costa MR, Wagner-Souza K, Coelho Kaplan MA, Gattass CR. Pentacyclic triterpenes from Chrysobalanaceae species: cytotoxicity on multidrug resistant and sensitive leukemia cell lines. Cancer Lett. 2003;190:165–9. https://doi.org/10.1016/S0304-3835(02)00593-1.CrossRefPubMed

18.

Freitas MA, Silva Alves AI, Andrade JC, Leite-Andrade MC, Lucas dos Santos AT, Felix de Oliveira T, dos Santos, F. de A.G, Silva Buonafina MD, Melo Coutinho HD, Alencar de Menezes IR, Bezerra Morais-Braga MF, Pereira Neves R. Evaluation of the antifungal activity of the Licania rigida leaf ethanolic extract against biofilms formed by Candida Sp. isolates in acrylic resin discs. Antibiotics. 2019;8:250. https://doi.org/10.3390/antibiotics8040250.

19.

Hou W, Hu S, Su Z, Wang Q, Meng G, Guo T, Zhang J, Gao P. Myricetin attenuates LPS-induced inflammation in RAW 264.7 macrophages and mouse models. Future Med Chem. 2018;10:2253–64. https://doi.org/10.4155/fmc-2018-0172.CrossRefPubMed

20.

Irmisch S, Jo S, Roach CR, Jancsik S, Man Saint Yuen M, Madilao LL, O’Neil-Johnson M, Williams R, Withers SG, Bohlmann J. Discovery of UDP-glycosyltransferases and BAHD-acyltransferases involved in the biosynthesis of the antidiabetic plant metabolite montbretin A. Plant Cell. 2018;30:1864–86. https://doi.org/10.1105/tpc.18.00406.CrossRefPubMedPubMedCentral

21.

Jefferson KK. What drives bacteria to produce a biofilm? FEMS Microbiol Lett. 2004;236:163–73. https://doi.org/10.1111/j.1574-6968.2004.tb09643.x.CrossRefPubMed

22.

Kaplan JB, Izano EA, Gopal P, Karwacki MT, Kim S, Bose JL, Bayles KW, Horswill AR. Low levels of β-Lactam antibiotics induce extracellular DNA release and biofilm formation in Staphylococcus aureus. mBio. 2012;3:e00198-12. https://doi.org/10.1128/mBio.00198-12.CrossRefPubMedPubMedCentral

23.

Kumar S, Pandey AK. Chemistry and biological activities of flavonoids: an overview. Sci World J. 2013;2013:1–16. https://doi.org/10.1155/2013/162750.CrossRef

24.

Lewis K. Riddle of biofilm resistance. Antimicrob Agents Chemother. 2001;45:999–1007. https://doi.org/10.1128/AAC.45.4.999-1007.2001.CrossRefPubMedPubMedCentral

25.

Lima de Medeiros J, Silva de Almeida T, Joaquim Lopes Neto J, Carlos Pereira Almeida Filho L, Riceli Vasconcelos Ribeiro P, Sousa Brito E, Antonio Morgano M, Gomes da Silva M, Felipe Farias D, FonteneleUrano Carvalho A. Chemical composition, nutritional properties, and antioxidant activity of Licania tomentosa (Benth.) fruit. Food Chem. 2020;313:126117. https://doi.org/10.1016/j.foodchem.2019.126117.CrossRefPubMed

26.

Lu L, Hu W, Tian Z, Yuan D, Yi G, Zhou Y, Cheng Q, Zhu J, Li M. Developing natural products as potential anti-biofilm agents. Chin Med. 2019;14:11. https://doi.org/10.1186/s13020-019-0232-2.CrossRefPubMedPubMedCentral

27.

Miranda MMFS, Gonçalves JLS, Romanos MTV, Silva FP, Pinto L, Silva MH, Ejzemberg R, Granja LFZ, Wigg MD. Anti-herpes simplex virus effect of a seed extract from the tropical plant Licania tomentosa (Benth.) Fritsch (Chrysobalanaceae). Phytomedicine. 2002;9:641–5. https://doi.org/10.1078/094471102321616463.CrossRefPubMed

28.

Mlynek KD, Callahan MT, Shimkevitch AV, Farmer JT, Endres JL, Marchand M, Bayles KW, Horswill AR, Kaplan JB. Effects of low-Dose amoxicillin on Staphylococcus aureus USA300 biofilms. Antimicrob Agents Chemother. 2016;60:2639–51. https://doi.org/10.1128/AAC.02070-15.CrossRefPubMedPubMedCentral

29.

Newman DJ, Cragg GM. Natural products as sources of new drugs from 1981 to 2014. J Nat Prod. 2016;79:629–61. https://doi.org/10.1021/acs.jnatprod.5b01055.CrossRefPubMed

30.

Ortega JT, Suárez AI, Serrano ML, Baptista J, Pujol FH, Rangel HR. The role of the glycosyl moiety of myricetin derivatives in anti-HIV-1 activity in vitro. AIDS Res Ther. 2017;14:57. https://doi.org/10.1186/s12981-017-0183-6.CrossRefPubMedPubMedCentral

31.

Parra Pessoa I, Lopes Neto J, Silva de Almeida T, Felipe Farias D, Vieira L, Lima de Medeiros J, AugustiBoligon A, Peijnenburg A, Castelar I, FonteneleUrano Carvalho A. Polyphenol composition, antioxidant activity and cytotoxicity of seeds from two underexploited wild Licania Species: L rigida and L tomentosa. Molecules. 2016;21:1755. https://doi.org/10.3390/molecules21121755.CrossRefPubMedPubMedCentral

32.

Pietta P-G. Flavonoids as antioxidants. J Nat Prod. 2000;63:1035–42. https://doi.org/10.1021/np9904509.CrossRefPubMed

33.

Quave CL, Plano LR, Pantuso T, Bennett BC. Effects of extracts from Italian medicinal plants on planktonic growth, biofilm formation and adherence of methicillin-resistant Staphylococcus aureus. J Ethnopharmacol. 2008;118(3):418–28.CrossRefPubMedPubMedCentral

34.

Saldanha L, Vilegas W, Dokkedal A. Characterization of flavonoids and phenolic acids in Myrcia bella Cambess. Using FIA-ESI-IT-MSn and HPLC-PAD-ESI-IT-MS Combined with NMR. Molecules. 2013;18:8402–16. https://doi.org/10.3390/molecules18078402.CrossRefPubMedPubMedCentral

35.

Semwal D, Semwal R, Combrinck S, Viljoen A. Myricetin:a dietary molecule with diverse biological activities. Nutrients. 2016;8:90. https://doi.org/10.3390/nu8020090.CrossRefPubMedPubMedCentral

36.

Shimosaki S, Tsurunaga Y, Itamura H, Nakamura M. Anti-allergic effect of the flavonoid myricitrin from Myrica rubra leaf extracts in vitro and in vivo. Nat Prod Res. 2011;25:374–80. https://doi.org/10.1080/14786411003774320.CrossRefPubMed

37.

Silva ACO, Santana EF, Saraiva AM, Coutinho FN, Castro RHA, Pisciottano MNC, Amorim ELC, Albuquerque UP. Which approach is more effective in the selection of plants with antimicrobial activity? Evid-based Complement Altern Med. 2013;2013:1–9. https://doi.org/10.1155/2013/308980.CrossRef

38.

Silva JBNF, Menezes IRA, Coutinho HDM, Rodrigues FFG, Costa JGM, Felipe CFB. Antibacterial and antioxidant activities of Licania tomentosa (Benth.) fritsch (Crhysobalanaceae). Arch Biol Sci (Beogr). 2012;64:459–64. https://doi.org/10.2298/ABS1202459S.CrossRef

39.

Stepanović S, Vuković D, Dakić I, Savić B, Švabić-Vlahović M. A modified microtiter-plate test for quantification of staphylococcal biofilm formation. J Microbiol Methods. 2000;40:175–9. https://doi.org/10.1016/S0167-7012(00)00122-6.CrossRefPubMed

40.

Sumner LW, Amberg A, Barrett D, Beale MH, Beger R, Daykin CA, Fan TW, Fiehn O, Goodacre R, Griffin JL, Hankemeier T, Hardy N, Harnly J, Higashi R, Kopka J, Lane AN, Lindon JC, Marriott P, Nicholls AW, Reily MD, Thaden JJ, Viant MR. Proposed minimum reporting standards for chemical analysis Chemical Analysis Working Group (CAWG). Metabolomics Standards Initiative (MSI). Metabolomics. 2007;3(3):211–21. https://doi.org/10.1007/s11306-007-0082-2.CrossRefPubMedPubMedCentral

41.

Thuan NH, Pandey RP, Thuy TTT, Park JW, Sohng JK. Improvement of regio-specific production of Myricetin-3-O-α-l-Rhamnoside in engineered Escherichia coli. Appl Biochem Biotechnol. 2013;171:1956–67. https://doi.org/10.1007/s12010-013-0459-9.CrossRefPubMed

42.

Valente PP, Amorim JM, Castilho RO, Leite RC, Ribeiro MFB. In vitro acaricidal efficacy of plant extracts from Brazilian flora and isolated substances against Rhipicephalus microplus (Acari: Ixodidae). Parasitol Res. 2014;113:417–23. https://doi.org/10.1007/s00436-013-3670-2.CrossRefPubMed

43.

Valli M, Russo HM, Bolzani VS. The potential contribution of the natural products from Brazilian biodiversity to bioeconomy. An Acad Bras Ciênc. 2018;90:763–78. https://doi.org/10.1590/0001-3765201820170653.CrossRefPubMed

Title: Bactericidal and anti-inflammatory effects of Moquilea tomentosa Benth. flavonoid-rich leaf extract
Authors: Mariana Freire Campos
Leopoldo Clemente Baratto
Vinícius Mendes Vidal
Ivana Ventura Nascimento
Brendo Araujo Gomes
Genes de Lima Martins Neto
Priscilla Christina Olsen
Rodrigo Ribeiro Tarjano Leo
Lilian Oliveira Moreira
Publication date: 01-12-2023
Publisher: BioMed Central
Keyword: Cytokines
Published in: BMC Complementary Medicine and Therapies / Issue 1/2023
Electronic ISSN: 2662-7671
DOI: https://doi.org/10.1186/s12906-023-03968-z

Keynote webinar | Spotlight on medication adherence

Springer Medicine

Bactericidal and anti-inflammatory effects of Moquilea tomentosa Benth. flavonoid-rich leaf extract

Abstract

Background

Methods

Results

Conclusion

Keynote webinar | Spotlight on medication adherence

Springer Medicine

Abstract

Background

Methods

Results

Conclusion

Please log in to get access to this content

Other articles of this Issue 1/2023

Ethanol extract of Paridis rhizoma attenuates carrageenan-induced paw swelling in rats by inhibiting the production of inflammatory factors

Cytotoxic activity of essential oil from Leaves of Myrcia splendens against A549 Lung Cancer cells

Comprehensive chemical profiling of two Dendrobium species and identification of anti-hepatoma active constituents from Dendrobium chrysotoxum by network pharmacology

Effect of Tai Chi on knee pain and muscle strength in middle-aged and older adults with knee osteoarthritis: a randomized controlled trial protocol

Gallic acid and metformin co-administration reduce oxidative stress, apoptosis and inflammation via Fas/caspase-3 and NF-κB signaling pathways in thioacetamide-induced acute hepatic encephalopathy in rats

Screening of key functional components of Taohong Siwu Decoction on ischemic stroke treatment based on multiobjective optimization approach and experimental validation