Prospect of Plant-based Flavonoids to Overcome Antibacterial Resistance: A Mini-Review

Authors

  • Abdi Wira SEPTAMA Research Center for Chemistry, Indonesian Institute of Sciences, Kawasan PUSPITEK, Serpong, Tangerang Selatan 15314, Indonesia
  • Nordin SIMBAK Faculty of Medicine, Universiti Sultan Zainal Abidin, Jalan Sultan Mahmud 20400, Kuala Terengganu, Terengganu, Malaysia
  • Eldiza Puji RAHMI Faculty of Medicine, Universitas Pembangunan Nasional Jakarta, Jl. Rs. Fatmawati, Pondok Labu, Jakarta Selatan 12450, Indonesia

DOI:

https://doi.org/10.48048/wjst.2020.5583

Keywords:

Antibiotic, Antibacterial, Bacterial resistant, Flavonoid, Natural product, Synergistic

Abstract

Although antibiotic has been frequently used for the treatment of infection, it has led to the emergence of resistant problem. Plant-derived compounds are alternative source for discovering novel therapeutics. Flavonoid is widely distributed and present in plant kingdom. This compound possessed several pharmacological properties including antibacterial. This review aims to present some information about the potency of flavonoids as antibacterial compound including their mechanism of antibacterial action as well as the relationship between their activity and flavonoid structure. The synergistic effect of flavonoids when used in combination with antibiotics against resistant bacterial is also described. Published literatures were collected from data bases such as PubMed, Google Scholar, Science Direct and Scopus. Scientific papers were selected based on information of antibacterial activity of flavonoid compounds. The information may provide an insight on the potency of flavonoid compounds to overcome resistant problem.

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References

A MacGowan and E Macnaughton. Antibiotic resistance. Medicine (Baltimore) 2013; 41, 642-8.

R Laxminarayan, A Duse, C Wattal, AK Zaidi, HF Wertheim, N Sumpradit, E Vlieghe, GL Hara, IM Gould, H Goossens, C Greko, AD So, M Bigdeli, G Tomson, W Woodhouse, E Ombaka, AQ Peralta, FN Qamar, F Mir, S Kariuki, ZA Bhutta, A Coates, R Bergstrom, GD Wright, ED Brown and O Cars. Antibiotic resistance-the need for global solutions. Lancet Infect. Dis. 2013; 13, 1057-98.

CVS Rao, E De Waelheyns, A Economou and J Anné. Antibiotic targeting of the bacterial secretory pathway. Biochim. Biophys. Acta 2014; 1843, 1762-83.

A Rodríguez-Rojas, J Rodríguez-Beltrán, J Couce and A Blázquez. Antibiotics and antibiotic resistance: A bitter fight against evolution. Int. J. Med. Microbiol. 2013; 303, 293-7.

FD Lowy. Where is it coming from and where is it going? JAMA Inter Med. 2013; 173, 1978-9.

PW Taylor, PD Stapleton and JP Luzio. New ways to treat bacterial infections. Drug Discov. Today 2002; 7, 1086-91.

TPT Cushnie and AJ Lamb. Recent advances in understanding the antibacterial properties of flavonoids. Int. J. Antimicrob. Agents 2011; 38, 99-107.

M Daglia. Polyphenols as antimicrobial agents. Curr. Opin. Biotechnol. 2012; 23, 174-81.

TPT Cushnie and AJ Lamb. Antimicrobial activity of flavonoids. Int. J. Antimicrob. Agents 2005; 26, 343-56.

A Ali and S Dixit. In vitro antimicrobial activity of flavanoids of Ocimum sanctum with synergistic effect of their combined form. Asian Pacific J. Trop. Dis. 2012; 2, S396-S398.

AB Hendrich. Flavonoid-membrane interactions: Possible consequences for biological effects of some polyphenolic compounds. Acta Pharmacol. Sin. 2006; 27, 27-40.

YS Tarahovsky, Y Kim, E Yagolnik and EN Muzafarov. Flavonoid-membrane interactions: Involvement of flavonoid-metal complexes in raft signaling. Biochim. Biophys. Acta 2014; 1838, 1235-46.

A Djouahri, B Saka, L Boudarene, F Benseradj, S Aberrane, S Aitmoussa, C Chelghoum, L Lamari, N Sabaou and A Baaliouamer. In vitro synergistic/antagonistic antibacterial and anti-inflammatory effect of various extracts/essential oil from cones of Tetraclinis articulata (Vahl) Masters with antibiotic and anti-inflammatory agents. Ind. Crops. Prod. 2014; 56, 60-6.

M Rajendran, P Manisankar, R Gandhidasan and R Murugesan. Free radicals scavenging efficiency of a few naturally occurring flavonoids: A comparative study. J. Agric. Food. Chem. 2004; 52, 7389-94.

ZP Zheng, KW Cheng, JTK To, H Li and M Wang. Isolation of tyrosinase inhibitors from Artocarpus heterophyllus and use of its extract as antibrowning agent. Mol. Nutr. Food Res. 2008; 52, 1530-8.

D Okoth, HY Chenia and N Koorbanally. Antibacterial and antioxidant activities of flavonoids from Lannea alata (Engl.) Engl. (Anacardiaceae). Phytochem. Lett. 2013; 6, 476-81.

LK Omosa, B Amugune, B Ndunda, TK Milugo, M Heydenreich, A Yenesew and JO Midiwo. Antimicrobial flavonoids and diterpenoids from Dodonaea angustifolia. South African J. Bot. 2014; 91, 58-62.

J An, GY Zuo, XY Hao, GC Wang and SZ Li. Antibacterial and synergy of a flavanonol rhamnoside with antibiotics against clinical isolates of methicillin-resistant Staphylococcus aureus (MRSA). Phytomedicine 2011; 18, 990-3.

JC Chukwujekwu, FR Van Heerden and JV Staden. Antibacterial activity of flavonoids from the stem bark of Erythrina caffra thunb. Phytother. Res. 2011; 25, 46-8.

N Joycharat, S Thammavong, S Limsuwan, S Homlaead, SP Voravuthikunchai, B Yingyongnarongkul, S Dej-adisai and S Subhadhirasakul. Antibacterial substances from Albizia myriophylla wood against cariogenic Streptococcus mutans. Arch. Pharm. Res. 2013; 36, 723-30.

KA Lee, SH Moon, JY Lee, KT Kim, YS Park and HD Paik. Antibacterial activity of a novel flavonoid, 7-O-butyl naringenin, against methicillin-resistant Staphylococcus aureus (MRSA). Food Sci. Biotechnol. 2013; 22, 1725-8.

SH Moon, JH Lee, KT Kim, YS Park, SY Nah, DU Ahn and HD Paik. Antimicrobial effect of 7-O-butylnaringenin, a novel flavonoid, and various natural flavonoids against Helicobacter pylori strains. Int. J. Environ. Res. Public Health 2013; 10, 5459-69.

Eerdunbayaer, M Orabi, H Aoyama, T Kuroda and T Hatano. Structures of two new flavonoids and effects of licorice phenolics on vancomycin-resistant Enterococcus species. Molecules 2014; 19, 3883-97.

AW Septama and P Panichayupakaranant. Antibacterial assay-guided isolation of active compounds from Artocarpus heterophyllus heartwoods. Pharm. Biol. 2015; 53, 1608-13.

H Tsuchiya and M Iinuma. Reduction of membrane fluidity by antibacterial sophoraflavanone G isolated from Sophora exigua. Phytomedicine 2000; 7, 161-5.

AW Septama and P Panichayupakaranant. Antibacterial activity of artocarpanone isolated from Artocarpus heterophyllus heartwoods against diarrheal pathogens and its mechanism of action on membrane permeability. J. Appl. Pharm. Sci. 2017; 7, 64-8.

M He, T Wu, S Pan and X Xu. Antimicrobial mechanism of flavonoids against Escherichia coli ATCC 25922 by model membrane study. Appl. Surf. Sci. 2014; 305, 515-21.

TPT Cushnie and AJ Lamb. Detection of galangin-induced cytoplasmic membrane damage in Staphylococcus aureus by measuring potassium loss. J. Ethnopharmacol. 2005; 101, 243-48.

X Yao, X Zhu, S Pan, F Jiang, GO Philips and X Xu. Antimicrobial activity of nobiletin and tangeretin against Pseudomonas aeruginosa. Food Chem. 2012; 132, 1883-90.

TPT Cushnie, VES Hamilton, DG Chapman, PW Taylor and AJ Lamb. Aggregation of Staphylococcus aureus following treatment with the antibacterial flavonol galangin. J. Appl. Microbiol. 2007; 103, 1562-7.

SH Mun, DK Joung, SB Kim, SJ Park, YS Seo, R Gong, JG Choi, DW Shin, JR Rho, OH Kang and DY Kwon. The mechanism of antimicrobial activity of sophoraflavanone B against methicillin-resistant Staphylococcus aureus. Foodborne Pathog. Dis. 2014; 11, 234-9.

C Babii, LG Bahrin, AN Neagu, I Gostin, M Mihasan, LM Birsa and M Stefen. Antibacterial activity and proposed action mechanism of a new class of synthetic tricyclic flavonoids. J. Appl. Microbiol. 2016; 120, 630-7.

G Martelli and D Giacomini. Antibacterial and antioxidant activities for natural and synthetic dual active compounds. Eur. J. Med. Chem. 2018; 158, 91-105.

LJ Piddock. Antibacterials: Mechanisms of action. Curr. Opinion Microb. 1998; 1, 502-8.

AML Hossion, Y Zamami, RK Kandahary, T Tsuchiya, W Ogawa, A Iwado and K Sasaki. Quercetin diacylglycoside analogues showing dual inhibition of DNA gyrase and topoisomerase IV as novel antibacterial agents. J. Med. Chem. 2011; 54, 3686-703.

D Anandhi, PT Srinivasan, GP Kumar and S Jagatheesh. DNA fragmentation induced by the glycosides and flavonoids from C.coriaria. Int. J. Curr. Microbiol. Appl. Sci. 2014; 3, 666-73.

T Wu, X Zang, M He, S Pan and X Xu. Structure activity relationship of flavonoids on their anti-Escherichia coli activity and inhibition of DNA Gyrase. J. Agric. Food Chem. 2013; 61, 8185-90.

A Plaper, M Golob, I Hafner, M Oblak, T Šolmajer and R Jerala. Characterization of quercetin binding site on DNA gyrase. Biochem. Biophys. Res. Commun. 2003; 306, 530-6.

YM Zhang and CO Rock. Evaluation of epigallocatechin gallate and related plant polyphenols as inhibitors of the FabG and FabI reductases of bacterial type II fatty-acid synthase. J. Biol. Chem. 2004; 279, 30994-1001.

MK Asha, D Debraj, D Prashanth, JR Edwin, HS Srikanth, N Muruganantham, SM Dethe, B Anirban, B Jaya, M Deepak and A Agarwal. In vitro anti-Helicobacter pylori activity of a flavonoid rich extract of Glycyrrhiza glabra and its probable mechanisms of action. J. Ethnopharmacol. 2013; 145, 581-6.

JP Dzoyem, H Hamamoto, B Ngameni, BT Ngadjui and K Sekimizu. Antimicrobial action mechanism of flavonoids from Dorstenia species. Drug Discov. Ther. 2013; 7, 66-72.

B Suriyanarayanan, K Shanmugam and RS Santhosh. Synthetic quercetin inhibits mycobacterial growth possibly by interacting with DNA gyrase. Romanian Biotech. Lett. 2013; 18, 8587-93.

H Haraguchi, K Tanimoto, Y Tamura, K Mizutani and T Kinoshita. Mode of antibacterial action of retrochalcones from Glycyrrhiza inflata. Phytochemistry 1998; 48, 125-9.

D Barreca, E Bellocco, G Laganà, G Ginestra and C Bisignano. Biochemical and antimicrobial activity of phloretin and its glycosilated derivatives present in apple and kumquat. Food Chem. 2014; 160, 292-7.

X Guan, Y Zhou, X Liang, J Xiao, L He and J Li. Effects of compounds found in Nidus vespae on the growth and cariogenic virulence factors of Streptococcus mutans. Microbiol. Res. 2012; 167, 61-8.

T Wu, M He, X Zang, Y Zhou, T Qiu, S Pan and X Xu. A structure-activity relationship study of flavonoids as inhibitors of E. coli by membrane interaction effect. Biochim. Biophys. Acta 2013; 1828, 2751-6.

AK Yadav, J Thakur, O Prakash, F Khan, D Saikia and MM Gupta. Screening of flavonoids for antitubercular activity and their structure-activity relationships. Med. Chem. Res. 2012; 22, 2706-16.

H Dorman and S Deans. Antibacterial agents from plants; antibacterial activity of plant volatile oils. J. App. Microb. 2000; 88, 308-16.

S Hemaiswarya, AK Kruthiventi and M Doble. Synergism between natural products and antibiotics against infectious diseases. Phytomedicine 2008; 15, 639-52.

Y Yang, Z Zhang, S Li, X Ye, X Li and K He. Fitoterapia synergy effects of herb extracts: Pharmacokinetics and pharmacodynamic basis. Fitoterapia 2014; 92, 133-47.

P Lambert. Bacterial resistance to antibiotics: Modified target sites. Adv. Drug Deliv. Rev. 2005; 57, 1471-85.

C Fuda, M Suvorov, SB Vakulenko and S Mobashery. The basis for resistance to beta-lactam antibiotics by penicillin-binding protein 2a of methicillin-resistant Staphylococcus aureus. J. Biol. Chem. 2004; 279, 40802-6.

M Sato, H Tanaka, R Yamaguchi, K Kato and H Etoh. Synergistic effects of mupirocin and an isoflavanone isolated from Erythrina variegata on growth and recovery of methicillin-resistant Staphylococcus aureus. Int. J. Antimicrob. Agents 2004; 24, 241-6.

M Fujita, S Shiota, T Kuroda, T Hatano, T Yoshida, T Mizushima and T Tsuchiya. Remarkable synergies between baicalein and tetracycline, and baicalein and beta-lactams against methicillin-resistant Staphylococcus aureus. Microbiol Immunol. 2005; 49, 391-6.

Y Sato, H Shibata, T Arai, A Yamamoto, Y Okimura, N Arakaki and T Higuti. Variation in synergistic activity by flavone and its related compounds on the increased susceptibility of various strains of methicillin-resistant Staphylococcus aureus to beta-lactam antibiotics. Int. J. Antimicrob. Agents 2004; 24, 226-33.

AW Septama, J Xiao and P Panichayupakaranant. A synergistic effect of artocarpanone from Artocarpus heterophyllus L. (Moraceae) on the antibacterial activity of selected antibiotics and cell membrane permeability. J. Intercult. Ethnopharmacol. 2017; 6, 186-91.

AW Septama and P Panichayupakaranant. Synergistic effect of artocarpin on antibacterial activity of some antibiotics against methicillin-resistant Staphylococcus aureus, Pseudomonas aeruginosa, and Escherichia coli. Pharm. Biol. 2016; 54, 686-91.

MU Amin, M Khurram, B Khattak and J Khan. Antibiotic additive and synergistic action of rutin, morin and quercetin against methicillin resistant Staphylococcus aureus. BMC Compl. Altern. Med. 2015; 15, 59.

GD Wright. Bacterial resistance to antibiotics: Enzymatic degradation and modification. Adv. Drug Deliv. Rev. 2005; 57, 1451-70.

K Bush. New beta-lactamases in gram-negative bacteria: Diversity and impact on the selection of antimicrobial therapy. Clin. Infect. Dis. 2001; 32, 1085-89.

RD Lin, YP Chin and MH Lee. Antimicrobial activity of antibiotics in combination with natural flavonoids against clinical extended-spectrum beta-lactamase (ESBL)-producing Klebsiella pneumoniae. Phytother. Res. 2005; 19, 612-7.

G Eumkeb, S Sakdarat and S Siriwong. Reversing β-lactam antibiotic resistance of Staphylococcus aureus with galangin from Alpinia officinarum Hance and synergism with ceftazidime. Phytomedicine 2010; 18, 40-5.

G Eumkeb and S Chukrathok. Synergistic activity and mechanism of action of ceftazidime and apigenin combination against ceftazidime-resistant Enterobacter cloacae. Phytomedicine 2013; 20, 262-9.

JM Talia, CE Tonn, NB Debattista and NB Pappano. Antibacterial efficacy of dihydroxylated chalcones in binary and ternary combinations with nalidixic acid and nalidix acid-rutin against Escherichia coli ATCC 25 922. Indian J. Microbiol. 2012; 52, 638-41.

G Eumkeb, S Siriwong and K Thumanu. Synergistic activity of luteolin and amoxicillin combination against amoxicillin-resistant Escherichia coli and mode of action. J. Photochem. Photobiol. B 2012; 117, 247-53.

SY Wang, ZL Sun, T Liu, S Gibbons, WJ Zhang and M Qing. Flavonoids from Sophora moorcroftiana and their synergistic antibacterial effects on MRSA. Phytother. Res. 2013, 28, 1071-6.

TD Tran, TH Do, NC Tran, TD Ngo, TNP Huynh, CD Tran and KM Thai. Synthesis and anti ethicillin resistant Staphylococcus aureus activity of substituted chalcones alone and in combination with non-beta-lactam antibiotics. Bioorg. Med. Chem. Lett. 2012; 22, 4555-60.

BCL Chan, M Ip, H Gong, SL Lui, RH See, C Jolivalt, KP Fung, PC Leing, NE Reiner and CBS Lau. Synergistic effects of diosmetin with erythromycin against ABC transporter over-expressed methicillin-resistant Staphylococcus aureus (MRSA) RN4220/pUL5054 and inhibition of MRSA pyruvate kinase. Phytomedicine 2013; 20, 611-4.

R Qin, K Xiao, B Li, K Xiao, W Jiang, W Peng, J Zheng and H Zhou. The combination of catechin and epicatechin gallate from fructus crataegi potentiates beta-lactam antibiotics against methicillin-resistant Staphylococcus aureus (MRSA) in vitro and in vivo. Int. J. Mol. Sci. 2013; 14, 1802-21.

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Published

2019-05-03

How to Cite

SEPTAMA, A. W. ., SIMBAK, N. ., & RAHMI, E. P. . (2019). Prospect of Plant-based Flavonoids to Overcome Antibacterial Resistance: A Mini-Review. Walailak Journal of Science and Technology (WJST), 17(5), 503–513. https://doi.org/10.48048/wjst.2020.5583