Utilization of Natural Phenolic Compounds by Microorganisms

Biosynthesis Pathways and Antimicrobial Activity of Phenolic Metabolites in Scots Pine and Norway Tidy

by Jayasri G.*,

- Published in Journal of Advances and Scholarly Researches in Allied Education, E-ISSN: 2230-7540

Volume 16, Issue No. 6.1, May 2019, Pages 304 - 311 (8)

Published by: Ignited Minds Journals


ABSTRACT

Phenolics and removed phenolic mixtures of Scots pine (Pinus sylvestris) and Norway tidy (Picea abies) show antibacterial action against a few microorganisms. Most of phenolic compounds are stilbenes, flavonoids, proanthocyanidins, phenolic acids, and lignans that are biosynthesized in the wood through the phenylpropanoid pathway. In Scots pine (P. sylvestris), the most plentiful phenolic and antibacterial mixtures are pinosylvin-type stilbenes and flavonol-and dihydroflavonol-type flavonoids, for example, kaempferol, quercetin, and taxifolin and their subsidiaries. In Norway tidy (P. abies) then again, the fundamental stilbene is resveratrol and the significant flavonoids are quercetin and myricetin. By and large, when the outcomes from the writing with respect to the exercises of flavonoid glycosides and their aglycones against a sum of 21 microorganisms are summed up, it was discovered that phenolic glycosides are less dynamic than the comparing aglycones, albeit various special cases are likewise known. The aglycones in plants react to different sorts of biotic pressure. Synergistic impacts among aglycones and their glycosides have been noticed. Least hindrance groupings of under 10 mg L−1 against microbes have been accounted for gallic corrosive, apigenin, and a few methylated and acylated flavonols present in these modernly significant trees. As a rule, the phenolic compounds are more dynamic against Gram-positive microorganisms, however apigenin is accounted for to show solid movement against Gram-negative microscopic organisms. The current survey records a portion of the biosynthesis pathways for the antibacterial phenolic metabolites found in Scots pine (P. sylvestris) and Norway tidy (P. abies). The antimicrobial action of the mixtures is gathered and contrasted with assemble data about the best auxiliary metabolites.

KEYWORD

Utilization, Natural Phenolic Compounds, Microorganisms, Scots pine, Norway tidy, antibacterial action, phenolic compounds, stilbenes, flavonoids, phenolic glycosides, Gram-positive microorganisms, Gallic acid, apigenin, biosynthesis pathways, antimicrobial activity, secondary metabolites

INTRODUCTION

The expanding ecological contamination prompts reformist crumbling in our personal satisfaction. These conditions force the world's academic local area to search for powerful methods for ecological remediation with the end goal of human wellbeing and nature protection. Biodegradation and biosynthesis of compound matter in a characteristic environment was even before the progression of businesses. People have changed the planet and populace development

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will highlight human impact on the climate. The total populace has arrived at seven billion and it keeps on developing. To help this development and look after biosphere, our farming and industry should work in supportable way. This requires the high level natural science strategies. Ecological science is wide; it includes cleaner producing utilizing natural techniques for decreasing compound contributions to agribusiness and industry. Practices to create eco- accommodating and efficient bioremediation cycles to control natural contamination. That changes the decent and practical improvement with quality life and adding to abundance creation. The personal satisfaction on earth is connected inseparably to the general nature of the climate. In early occasions, we accepted that we had limitless wealth of land and assets. Today, nonetheless, the assets on the planet show more noteworthy or lesser level of our thoughtlessness and carelessness in utilizing them. Utilizations of compound science have contributed altogether to the progression of human development. With a developing agreement and capacity to control compound atoms, the post- World War II, scientific expert was viewed as a cultural issue solver. They orchestrated harvest upgrading horticultural synthetic compounds to guarantee a steady and practical food supply. They assumed a critical part in the destruction of lethal infections by creating life-saving drugs and substance pesticides. Scientists additionally created inventive plastics and engineered strands for use in both mechanical and buyer items. Because of mechanical transformation and present day science, an ever increasing number of synthetic compounds are being integrated to fulfill the human necessities. Phenolic compounds are likely the most investigated normal mixtures because of their potential medical advantages as exhibited in various examinations (Del Rio et al. 2015). Conventional terms 'phenolic compounds', 'phenolics' or 'polyphenolics' allude to in excess of 8,000 mixtures found in the plant realm and having in any event a sweet-smelling ring with at least one hydroxyl substituents, including utilitarian subordinates like esters, methyl ethers, glycosides, and so on (Ho 2017, Cartea et al. 2018). These are plant optional metabolites created by means of shikimic corrosive pathway (Cartea et al. 2011, Talapatra and Talapatra 2015). Phenolic compounds manage the different metabolic capacities including design and development, pigmentation and are impervious to various microbes in plants (Naumovski 2015). The organoleptic properties of the plant food (natural products, vegetables, cereals, vegetables, and so on) and refreshments (tea, espresso, brew, wine, and so on) are likewise somewhat attributed to phenolic compounds (Dai and Mumper 2017). For example, the communications between phenolic compounds, (for example, procyanidins) and the glycoprotein present in our salivation add to the sharpness and astringency of leafy foods. These phenolics have fluctuated synthetic designs going from basic atoms (i.e., phenolic acids) to more perplexing polymerized compounds (i.e., proanthocyanidins) (Galleano et al. 2015). They additionally help in protection against bright radiation, creepy crawlies and hunters (Dai and Mumper 2018). Phenolics got from different characteristic sources are connected to cancer prevention agent, mitigating, against hypersensitive, hostile to cancer-causing, antihypertensive, cardioprotective, hostile to joint and antimicrobial exercises (Rauha et al. 2016, Penna et al. 2017, Puupponen-Pimia et al. 2018, Wang and Mazza 2016, Liu et al. 2018, Dai and Mumper 2018). Studies on normal cancer prevention agents has grown altogether over the most recent couple of years because of limitations on the utilization of manufactured cell reinforcements and improved public familiarity with wellbeing related issues (Vázquez et al. 2019). In view of their

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potential medical advantages, normal cancer prevention agents are viewed as a preferred option over the engineered ones (Fu et al. 2015). Henceforth, the ID of novel cell reinforcements from characteristic sources is one of the principle research centers in normal item improvement nowadays. Different investigations approve the positive connection between's phenolic content and the cell reinforcement action (Dimitrios 2016, Galleano et al. 2017, Bhuyan et al. 2015). Free extremists assume a significant part in the improvement of malignant growth, diabetes, neurodegenerative, ageingrelated and cardiovascular illnesses. Accordingly, cell reinforcements, for example, flavonoids and different phenolics have acquired consideration as of late as possible specialists for forestalling and treating various oxidative pressure related and persistent sicknesses (Rice-Evans et al. 1996, Stanner et al. 2019, Dimitrios 2006, Fu et al. 2015, Galleano et al. 2018, Gharekhani et al. 2015). The cell reinforcement movement of phenolics is principally ascribed to their redox properties that empower them to go about as singlet oxygen quenchers, decreasing specialists and hydrogen givers (Rice-Evans et al. 2016, Galleano et al. 2019, Gharekhani et al. 2018). The hydroxyl (– OH) gatherings of phenolics are acceptable H-giving cancer prevention agents that disturb the pattern of new extreme age by rummaging responsive oxygen species (ROS) (Castellano et al. 2016)

OBJECTIVE OF THE STUDY

1. Isolation, portrayal and ID of potential bacterial strains fit for using phenolic compounds as sole wellspring of carbon and energy. 2. Enhanced use of single and blended phenolic compounds by bacterial consortium

MATERIALS AND METHODS

Phenolic compounds

(+)- catechin and gallic, vanillic, ferulic and protocatechuic acids (≥985% virtue) were bought from SigmaAldrich Chemie (Steinheim, Germany). Every PC broke up in 05 ml of unadulterated dimethyl sulfoxide (DMSO) was acclimated to a last volume of 10 ml in Man Rogosa and Sharpe (MRS) stock not enhanced with dextrose (C2) (ActeroTM Lactobacilli MRS Broth W/O Dextrose, Foodcheck frameworks Inc., Calgary, AB, Canada), or in 10 ml of Mueller-Hinton (MH) stock (DIFCO labs/Becton Dickinson and Co, MD, EUA), to acquire stock groupings of 06 mg ml 1 . All investigations were acted in three-fold.

Bacterial strains and growth conditions

Lactobacillus rhamnosus GG ATCC 53103 was gotten from American Type Culture Collection, and L. acidophilus NRRLB 4495 was acquired from Agricultural Research Service culture assortment. An aliquot (100 ll 1) of each strain was enacted in MRS stock enhanced with 5 g l 1 of cysteine (BD DifcoTM, Becton, Dickinson and Company Sparks, MD, USA) at 37°C for 24 h, and was additionally streaked onto MRS agar at 37°C for 48 h. Escherichia coli 0157:H7 ATCC 43890 and Salmonella enterica serovar Typhimurium ATCC 14028 were enacted in Mueller-Hinton (MH) stock (BD DifcoTM) at 37°C for 24 h. Upon the arrival of the analysis, each bacterial culture was weakened in clean saline arrangement (85gl 1) to a last convergence of 15 9 108 province shaping units (CFU) ml-1.

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General Background of Aromatic Metabolism The fragrant mixtures during the microbial catabolism go through complex corruption pathways prior to going into the focal metabolic cycle that can yield energy or cell constituents. The examinations on sweet-smelling intensifies digestion are mostly worried about the seclusion and recognizable proof of microbial strains that are fit for using fragrant mixtures and explanation of the transitionally debasement pathways, which lead to the mineralization of these mixtures. The chief techniques utilized to disconnect the microbial strains is that of particular improvement wherein the compound to be used is provided as a development restricting and typically the sole wellspring of carbon and energy to the microorganisms. The investigation with the unadulterated culture is liked to comprehend the metabolic destiny or catabolic grouping of derived hard-headed synthetic. The microbial strains are typically recognized based on their morphological, physiological and biochemical attributes by utilizing different social and biochemical models. Numerous exploratory methodologies have been utilized to research the subordinate systems embraced by the microorganisms in the catabolic groupings of the sweet-smelling substrate. These investigations are predominantly worried about the detachment and portrayal of the middle person metabolites and furthermore the distinguishing proof of the catalysts engaged with the subsidiary cycle by utilizing diverse physico-compound strategies. An incredible asset that disentangles the metabolic pathways is that of exhibition of the successive enlistment of catalysts to oxidize a particular substrate and the go-between metabolites (Stainer, 1947; Suda et al. 2017; Shamsuzzaman and Barnsley, 2106a, 1974b; Karegoudar and Pujar, 2016; Denome et al. 2017; Heider and Fuchs, 2017; Alexander, 2019; Kang et al. 2018; Seo, 2016; Seo et al. 2019; Pérez et al. 2018). Further, an understanding into the degradative pathways is additionally given by testing the plausible key chemicals engaged with different degradative pathways. The investigations on the biodegradation of a wide scope of sweet-smelling compounds receiving different systems in the course of recent years have prompted an abundance of data on fragrant catabolism (Chapman, 2018; Dagley, 2017 and 2016; Chakrabarty, 2017; Taylor, 2018; Gibson and Subramanian, 2017; Zeyer et al. 2018; Young and Häggblom, 2017; Tierney and Young, 2018; Haddock, 2016; Teufel et al. 2019; Fuchs et al. 2015; Bugg et al. 2017).

Common Aromatic Metabolic Mechanism

Affected by microbial proteins, the fringe sweet-smelling compounds by earlier adjustment of the subbed gathering as well as by direct progressive hydroxylation of the sweet-smelling ring yield dihydroxy-subbed phenolic intermediates, for example, catechol, protocatechuate, gentisate and so on These terminal metabolites on ensuing splitting of the fragrant ring produce more modest aliphatic parts which through different degradative pathways relying on the microbial strains at last go into the Kreb's tricaboxylic corrosive (TCA) cycle in the long run bringing about mineralization (arrangement of CO2 and H2O).

Degradative Routes of Terminal Aromatic Metabolite

rom the former contemplations, it is evident that the microbial corruption of fringe fragrant mixtures basically includes the arrangement of catechol, protocatechuate, gentisate or pyrocatechuate, and so forth, as the terminal sweet-smelling metabolites which are additionally debased to cell parts through ortho/or meta-cleavage pathways. The investigation of debasement

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of these terminal sweet-smelling metabolites by a few microorganisms has been made in detail by numerous examiners (Dagley et al. 2017; Ornston and Stanier, 2016; Dagley, 2017; Gibson, 2016). We will consider momentarily in after passages the degradative pathways of a portion of these terminal fragrant metabolite pertinent to the current examination

Occurrence of Phenolic Compounds

Phenolic mixtures might be characterized as any compound with sweet-smelling core bearing a hydroxyl bunch straightforwardly connected to the sweet-smelling core. Phenolic compounds are earth significant because of their broad use in different ventures, presence in wastewaters and their expected poisonousness. Lignin is the second most plentiful carbon compound on the Earth and it is a sweet-smelling polymer of phenyl propanoid units. Lignin is separated through organic or abiotic implies, the subsequent phenolic compounds contribute a specific degree of poisonousness to the individual sea-going or soil framework except if they are changed or taken out appropriately. Lignification, which is the metabolic cycle of fixing a plant cell divider by lignin statement, happens throughout ordinary tissue improvement and is a significant advance during root development. Lignin is one of the last results of phenylpropanoid digestion in plants, and it assumes a significant part in a plant's protection from biotic and abiotic stresses (Vanholme et al. 2016; Chen et al. 2018). Lignin isresistant to responses, businesses that cycle plant material usually eliminate the lignin division by corrosive or basic hydrolysis. The hydrolysis interaction frames various single-ring fragrant mixtures that become toxins of modern profluent.

Impact of Phenolic Compounds on Environment

Phenolics are characterized as need poisons and countless associations and reports manage the protected standards for phenolic compounds in drinking water and the climate. In EU Directive 80/778/EEC, the permissible focus for all phenolic compounds in drinking water is characterized as 0.5 μgL - 1 (Commission of the European Communities, 2017). As per Japanese enactment, the allowed level of phenolic compounds is multiple times higher (5 μgL - 1) (Ministry of Health and Welfare, 2016). The US Environmental Protection Agency characterized a protected standard of 1 μgL - 1 for phenol and its nitro-, methyl-, and chloro-subordinates (US-EPA, 2017). Along these lines, the expulsion of monoaromatic compounds from wastewater and contaminated soils is of essential importance. In this way, different physical, synthetic, and organic strategies for wastewater treatment have been created and applied (Mokrini et al. 2017; Chan and Fu, 2018; Danis et al. 2018; Reardon et al. 2017; Gonchaouk et al. 2017; Ajay et al. 2018; Jain et al. 2019; Busca et al. 2018).

Antibacterial activity of small phenolic compounds

The antibacterial properties of wood are explained by utilizing extractives and lignin. The phenolic compounds from heartwood of Scots pine (P. sylvestris) have the most grounded antibacterial impact dependent on the concentrate examinations. In actuality, cellulose and hemicellulose surfaces go about as polysaccharide nourishment for microscopic organisms. Gallic corrosive has demonstrated antibacterial movement against a few bacterial animal types. At the point when disengaged from pomegranate natural product (P. granatum), it has displayed

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movement against types of corynebacteria, staphylococci, streptococ.. Gallic corrosive was more dynamic against Gram-positive than Gram-negative microorganisms. Then again, gallic corrosive was discovered to be dynamic against strains having a place with the Gram-negative sort Shigella that comprises of a gathering of facultative high-impact, non-spore-framing, non- motile, and pole molded microorganisms which are hereditarily firmly identified with E. coli. Gallic corrosive has likewise been secluded as one of the segments from latex of Himathanthus sucuuba (Spruce) Woodson (Apocynaceae). It has solid antimicrobial and antibacterial movement which has been tried against S. aureus, Staphylococcus epidermis, Staphylococcus, haemolyticus, E. coli, and P. mirabilis with MIC esteems changing from 31 to 125 mg L−1. The antibacterial movement of gallic corrosive and its methyl ester demonstrated much more grounded action than that, since the qualities from 3.5 to 12.5 mg L−1 were resolved. Around then, the examinations were finished with various disconnects of S. aureus. Gallic corrosive has likewise been accounted for to repress the development of P. aeruginosa that is a typical Gram- negative, bar formed bacterium and causes infection in plants, creatures, and huma and H. pylori that is a Gram negative, microaerophilic bacterium typically found in the stomach, and thought to be related to gastric ulcers. Protocatechuic corrosive and isovanillic corrosive have been disconnected from the ethereal pieces of Centaurea spruneri for antibacterial action tests. Their MIC and MBC esteems against B. cereus, Micrococcus flavus, S. aureus, L. monocytogenes, E. coli, P. aeruginosa, P. mirabilis, and S. typhimurium were in the scope of 100–400 mg L−1. In any case, a lot more grounded bioactivity was recognized, when they analyzed the action of protocatechuic corrosive against food deterioration microscopic organisms S. typhimurium, E. coli, L. monocytogenes, S. aureus, and B. cereus. At that point the MIC went from 24 to 44 mg L−1. Cinnamic, p-coumaric, caffeic, ferulic, and chlorogenic acids confined from berry extricate have shown action against E. coli and S. enterica. Cinnamic corrosive has likewise indicated antibacterial movement against S. aureus and E. aerogenes, just as against the yeast, Candida albicans. The bioactivity may begin from their construction, since they all are carboxylic acids with hydrophilic properties. It has been resolved that ferulic corrosive, which has a hydroxycinnamic corrosive construction, has bioactivity against B. subtilis, S. epidermis, S. aureus, and Streptococcus pneumoniae. As a segment of lignin, ferulic corrosive is a forerunner of numerous sweet-smelling compounds. Artificially synthetized chlorogenic, caffeic, and protocatechuic acids have comparable restraint against S. mutans than those began from wood. Their utilization in clinical intentions is important, since S. mutans is viewed as the principle microbial specialist causing dental caries. Ferulic corrosive and vanillic corrosive (a halfway in the creation of vanillin from ferulic corrosive have been confined from the root bark of Onosma hispidum (Boraginaceae). They have been seen to be dormant against Gram-negative microscopic organisms and to display antibacterial action against E. faecalis, S. pneumoniae, S. pyogenes, and Corynebacterium diphtheria. Ferulic corrosive likewise has bioactivity against S. aureus, S. epidermis, and Staphylococcus saprophyticus.

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CONCLUSION

The outcomes introduced in the previous passages show that, bacterial strains were secluded from agro-squander by particular enhancement culture method and were distinguished as Pseudomonas sp. TRMK1, Stenotrophomonas sp. TRMK2 and Xanthomonas sp. TRMK3 by 16S rDNA sequencing. Plenty of reports are accessible in the writing on the usage of phenolic mixtures and the majority of them are by single microbial strain (Karmakar et al. 2017; Abdelkafi et al. 2006; Yuan et al. 2017). Halomonas sp. IMPC had the option to use 10 mM p- coumaric corrosive (Abdelkafi et al. 2016). In present investigation, all the three strains are equipped for using 15 mM p-coumaric corrosive inside 30 h. Karmakar et al. (2018) detailed that Bacillus coagulans BK07 used 95 % of 2.13 mM ferulic corrosive. Yuan et al. (2018) disconnected Cupriavidus sp. B-8 with the debasement productivity of 96.84 % for 1 mM ferulic corrosive. While, these strains TRMK1, TRMK2 and TRMK3 used over 92 % of 10 mM of ferulic corrosive inside 30 h of hatching. All the three strains were found to use 15 mM caffeic corrosive with the debasement adequacy of over 96 % Further, the upgraded usage was displayed by bacterial consortium for 30 mM every one of p-coumaric, ferulic and caffeic corrosive. Factual examination expressed that, no critical distinction between the use of individual phenolic acids by all the three bacterial strains. Wherein, factual investigation uncovered that, non homogeneity of difference when contrasted and the usage of single substrate by a bacterial consortium and individual strain. Then again, factual examination determined that no critical distinction of use inside and between all the four individual sets by all the three strains. While, non homogeneity of fluctuation when contrasted and the usage of substrates from set 1, 2, 3 and 4 by singular strain and bacterial consortium, because of the capacity of bacterial consortium to use high centralizations of phenolic acids.

REFERENCES

[1]. Abenavoli M, Lupini A, Oliva S and Sorgonà A. (2017). Allelochemical effects on net nitrate uptake and plasma membrane H+-ATPase activity in maize seedlings. Biologia Plantarum, 54: pp. 149-153. [2]. Aggelis G, Ehaliotis C, Nerud F, Stoychev I, Lyberatos G and Zervakis G. (2019). Evaluation of white-rot fungi for detoxification and decolorization of effluentsfrom green olive debittering process. Applied Microbiology and Biotechnology, 59: pp. 353– 360. [3]. Banerjee I, Modak JM, Bandopadhyay K, Das D and Maiti BR (2018). Mathematical model for evaluation of mass transfer limitations in phenol biodegradation by immobilized Pseudomonas putida. Journal of Biotechnology, 87: pp. 211–223. [4]. Campos FM, Figueiredo AR, Hogg TA and Couto JA (2019). Effect of phenolic acids on glucose and organic acid metabolism by lactic acid bacteria from wine. Food Microbiology, 26: pp. 409–414. [5]. D‗Annibale A, Crestini C, Vinciguerra V and Sermanni GG (2018). The biodegradation of recalcitrant effluents from an olive mill by a white-rot fungus. Journal of Biotechnology, 61: pp. 209–218.

Article submitted at : Page | 3

[6]. Ende M and Luftmann H. (1984). Unerwartete reaktionsprodukte von n-methyl- ntrimethylsilyltrifluoracetamid (MSTFA) mit Aldehyden. Tetrahedron, 40: pp. 5167-

5170.

[7]. Field JA and Lettinga G. (2017). Treatment and detoxification of aqueous spruce bark extracts by Aspergillus niger. Water Science and Technology, 1991, 24: pp. 127–137. [8]. Gibson DT and Parales RE (2000). Aromatic hydrocarbon dioxygenases in environmental biotechnology. Current Opinion in Biotechnology, 11: pp. 236–243. [9]. Haddock JD (2018). Aerobic degradation of aromatic hydrocarbons: Enzyme structure and catalytic mechanisms. Handbook of Hydrocarbon and Lipid Microbiology. (Ed) Kenneth NT. Springer, pp. 1057-1070 [10]. Isidori M, Lavorgna M, Nardelli A and Parrella A. (2016). Chemical and toxic evaluation of a biological treatment for olive-oil mill wastewater using commercial microbial formulations. Applied Microbiology and Biotechnology, 64: pp. 735-739. [11]. Jain AK, Gupta VK and Jain S. (2018). Removal of chlorophenols using industrial wastes. Environmental Science and Technology, 38: pp. 1195–1200. [12]. Kachhy ANand Modi VV. (2016). Catechol metabolism in Pseudomonas aeruginosa: regulation of meta-fission pathway. Indian Journal of Experimental Biology, 14: pp. 163-

165.