Antimicrobial aromatic polyketides: a review of their antimicrobial properties and potential use in plant disease control

Han, Jae Woo; Choi, Gyung Ja; Kim, Beom Seok

doi:10.1007/s11274-018-2546-0

Review
Published: 28 October 2018

Antimicrobial aromatic polyketides: a review of their antimicrobial properties and potential use in plant disease control

World Journal of Microbiology and Biotechnology volume 34, Article number: 163 (2018) Cite this article

601 Accesses
7 Citations
1 Altmetric
Metrics details

Abstract

Aromatic polyketides are secondary metabolites widely found in bacteria, fungi, and plants, which are well-known for their diverse chemical structures and biological functions. The structural diversity of aromatic polyketides arises from a series of enzymatic modifications of the linear poly-β-ketone intermediates during biosynthesis. Their versatile bioactivities are exemplified by reports of their use as antibacterials, antifungals, antivirals, and antiparasitics. Despite many reports on the antimicrobial nature of aromatic polyketides, their potential use as plant disease control agents has still not been systematically explored and discussed. This review highlights examples of the use of aromatic polyketides as plant disease control agents and discusses their function and merits as agrochemicals.

This is a preview of subscription content, access via your institution.

Access options

Buy single article

Instant access to the full article PDF.

43,34 €

Price includes VAT (Finland)
Tax calculation will be finalised during checkout.

References

Albrecht A, Ingrid H, Baker R, Nemec S, Elstner EF, Osswald W (1998) Effects of the Fusarium solani toxin dihydrofusarubin on tobacco leaves and spinach chloroplasts. J Plant Physiol 153:462–468. https://doi.org/10.1016/S0176-1617(98)80175-2
CAS Article Google Scholar
Baker RA, Tatum JH, Nemec S (1990) Antimicrobial activity of naphthoquinones from Fusaria. Mycopathol 111:9–15. https://doi.org/10.1007/BF02277294
CAS Article Google Scholar
Borejsza-Wysocki W, Hrazdina G (1996) Aromatic polyketide synthases (purification, characterization, and antibody development to benzalacetone synthase from raspberry fruits). Plant Physiol 110:791–799. https://doi.org/10.1104/pp.110.3.791
CAS Article PubMed PubMed Central Google Scholar
Brachmann AO, Joyce SA, Jenke-Kodama H, Schwär G, Clarke DJ, Bode HB (2007) A type II polyketide synthase is responsible for anthraquinone biosynthesis in Photorhabdus luminescens. ChemBioChem 8:1721–1728. https://doi.org/10.1002/cbic.200700300
CAS Article PubMed Google Scholar
Breinholt J, Jensen GW, Kjær A, Olsen CE, Rosendahl CN (1997) Hypomycetin - an antifungal, tetracyclic metabolite from Hypomyces aurantius: production, structure and biosynthesis. Acta Chem Scand 51:855–860. https://doi.org/10.3891/acta.chem.scand.51-0855
CAS Article Google Scholar
Brian PW (1949) Studies on the biological activity of griseofulvin. Ann Bot 13:59–77. https://doi.org/10.1093/oxfordjournals.aob.a083206
CAS Article Google Scholar
Brian PW (1960) Presidential address: griseofulvin. Trans Br Mycol Soc 43:1–13. https://doi.org/10.1016/S0007-1536(60)80001-0
CAS Article Google Scholar
Brimble MA, Nairn MR, Duncalf LJ (1999) Pyranonaphthoquinone antibiotics—isolation, structure and biological activity. Nat Prod Rep 16:267–281 https://doi.org/10.1039/A804287J
CAS Article PubMed Google Scholar
Burse A, Weingart H, Ullrich MS (2004) The phytoalexin-inducible multidrug efflux pump AcrAB contributes to virulence in the fire blight pathogen, Erwinia amylovora. Mol Plant-Microbe Interact 17:43–54 https://doi.org/10.1371/journal.pone.0081969
CAS Article PubMed Google Scholar
Choi GJ, Lee SW, Jang KS, Kim JS, Cho KY, Kim JC (2004) Effects of chrysophanol, parietin, and nepodin of Rumex crispus on barley and cucumber powdery mildews. Crop Prot 23:1215–1221. https://doi.org/10.1016/j.cropro.2004.05.005
CAS Article Google Scholar
Cimmino A, Andolfi A, Abouzeid M, Evidente A et al (2013) Polyphenols as fungal phytotoxins, seed germination stimulants and phytoalexins. Phytochem Rev 12:653–672. https://doi.org/10.1007/s11101-013-9277-5
CAS Article Google Scholar
Crawford JM, Townsend CA (2010) New insights into the formation of fungal aromatic polyketides. Nat Rev Microbiol 8:879–889. https://doi.org/10.1038/nrmicro2465
CAS Article PubMed PubMed Central Google Scholar
Donnelly DMX, Sharidan MH (1986) Anthraquinones from Trichoderma polysporum. Phytochemistry 25:2303–2304. https://doi.org/10.1016/S0031-9422(00)81684-2
CAS Article Google Scholar
Eckermann S, Schröder G, Schmidt J, Strack D, Edrada RA, Helariutta Y, Elomaa P, Kotilainen M, Kilpelainen I, Proksch P, Teeri TH, Schröder J (1998) New pathway to polyketides in plants. Nature 396:387–390
CAS Article Google Scholar
Fleck SC, Burkhardt B, Pfeiffer E, Metzler M (2012) Alternaria toxins: altertoxin II is a much stronger mutagen and DNA strand breaking mycotoxin than alternariol and its methyl ether in cultured mammalian cells. Toxicol Lett 214:27–32. https://doi.org/10.1016/j.toxlet.2012.08.003
CAS Article PubMed Google Scholar
Gerber NN, Lechevalier MP (1984) Novel benzo[α]naphthacene quinones from an actinomycete, Frankia G-2 (ORS 020604). Can J Chem 62:2818–2821
CAS Article Google Scholar
Godard S, Slacanin I, Viret O, Gindro K (2009) Induction of defence mechanisms in grapevine leaves by emodin-and anthraquinone-rich plant extracts and their conferred resistance to downy mildew. Plant Physiol Biochem 47:827–837. https://doi.org/10.1016/j.plaphy.2009.04.003
CAS Article PubMed Google Scholar
Hain R, Reif HJ, Krause E, Langebartels R, Kindl H, Vernau B, Weise W, Schmatzer E, Schreier PH (1993) Disease resistance results from foreign phytoalexin expression in a novel plant. Nature 361:153–156. https://doi.org/10.1038/361153a0
CAS Article PubMed Google Scholar
He XZ, Dixon RA (2000) Genetic manipulation of isoflavone 7-O-methyltransferase enhances biosynthesis of 4′-O-methylated isoflavonoid phytoalexins and disease resistance in alfalfa. Plant Cell 12:1689–1702. https://doi.org/10.1105/tpc.12.9.168
CAS Article PubMed PubMed Central Google Scholar
Hertweck C (2009) The biosynthetic logic of polyketide diversity. Angew Chem Int Ed 48:4688–4716. https://doi.org/10.1002/anie.200806121
CAS Article Google Scholar
Hertweck C (2015) Decoding and reprogramming complex polyketide assembly lines: prospects for synthetic biology. Trend Biochem Sci 40:189–199. https://doi.org/10.1016/j.tibs.2015.02.001
CAS Article PubMed Google Scholar
Hertweck C, Luzhetskyy A, Rebets Y, Bechthold A (2007) Type II polyketide synthases: gaining a deeper insight into enzymatic teamwork. Nat Prod Rep 24:162–190. https://doi.org/10.1039/B507395M
CAS Article PubMed Google Scholar
Hipskind JD, Paiva NL (2000) Constitutive accumulation of a resveratrol-glucoside in transgenic alfalfa increases resistance to Phoma medicaginis. Mol Plant-Microbe Interact 13:551–562. https://doi.org/10.1094/MPMI.2000.13.5.551
CAS Article PubMed Google Scholar
Hoeller U, Koning GM, Wright AD (1999) Three new metabolites from marine-derived fungi of the genera Coniothyrium and Microsphaeropsis. J Nat Prod 62:114–118. https://doi.org/10.1021/np980341e
CAS Article Google Scholar
Howell CR, Stipanovic RD (1980) Suppression of Pytium ultimum-induced damping-off of cotton seedlings by Pseudomonas fluorescens and its antibiotic, pyoluteorin. Phytopathology 70:712–715. https://doi.org/10.1094/Phyto-70-712
CAS Article Google Scholar
Imai H, Suzuki K, Kadota S, Iwanami M, Saito T (1989) Production of enantiomer of nanaomycin A by Nocardia. J Antibiot 42:1186–1188. https://doi.org/10.7164/antibiotics.42.1186
CAS Article PubMed Google Scholar
Iwai Y, Kora A, Takahashi Y, Hayashi T, Awaya J, Masuma R, Oiwa R, Omura S (1978) Production of deoxyfrenolicin and a new antibiotic, frenolicin B by Streptomyces roseofulvus strain AM-3867. J Antibiot 31:959–965. https://doi.org/10.7164/antibiotics.31.959
CAS Article PubMed Google Scholar
Iwai Y, Kimura K, Takahashi Y, Hinotozawa K, Shimizu H, Tanaka H, Omura S (1983) OM-173, new nanaomycin-type antibiotics produced by a strain of Streptomyces. Taxonomy, production, isolation and biological properties. J Antibiot 36:1268–1274. https://doi.org/10.7164/antibiotics.36.1268
CAS Article PubMed Google Scholar
Izhaki I (2002) Emodin-a secondary metabolite with multiple ecological functions in higher plants. New Phytol 155:205–217. https://doi.org/10.1046/j.1469-8137.2002.00459.x
CAS Article Google Scholar
Johnson LE, Dietz A (1968) Kalafungin, a new antibiotic produced by Streptomyces tanashiensis strain Kala. Appl Microbiol 16:1815–1821
CAS PubMed PubMed Central Google Scholar
Kalinovskaya NI, Kalinovsky AI, Romanenko LA, Dmitrenok PS, Kuznetsova TA (2010) New angucyclines and antimicrobial diketopiperazines from the marine mollusk-derived actinomycete Saccharothrix espanaensis An 113. Nat Prod Commun 5:597–602
CAS PubMed Google Scholar
Kasai M, Shirahata K, Ishii S, Mineura K, Marumo H, Tanaka H, Omura S (1979) Structure of nanaomycin E, a new nanaomycin. J Antibiot 32:442–445. https://doi.org/10.7164/antibiotics.32.442
CAS Article PubMed Google Scholar
Kern H, Naef-Roth S (1967) Zwei neue, durch martiella-Fusarien gebildete naphthazarin-derivate. J Phytopathol 60:316–324
CAS Article Google Scholar
Kim BS, Moon SS, Hwang BK (2000) Structure elucidation and antifungal activity of an anthracycline antibiotic, daunomycin, Isolated from Actinomadura roseola. J Agric Food Chem 48:1875–1881. https://doi.org/10.1021/jf990402u
CAS Article PubMed Google Scholar
Kim YM, Lee CH, Kim HG, Lee HS (2004) Anthraquinones isolated from Cassia tora (Leguminosae) seed show an antifungal property against phytopathogenic fungi. J Agric Food Chem 52:6096–6100. https://doi.org/10.1021/jf049379p
CAS Article PubMed Google Scholar
Kim JD, Han JW, Hwang IC, Lee D, Kim BS (2012) Identification and biocontrol efficacy of Streptomyces miharaensis producing filipin III against Fusarium wilt. J Basic Microbiol 52:150–159. https://doi.org/10.1002/jobm.201100134
CAS Article PubMed Google Scholar
Kodama O, Miyakawa J, Akatsuka T, Kiyosawa S (1992) Sakuranetin, a flavanone phytoalexin from ultraviolet-irradiated rice leaves. Phytochemistry 31:3807–3809. https://doi.org/10.1016/S0031-9422(00)97532-0
CAS Article Google Scholar
Kondo S, Gomi S, Ikeda D, Hamada M, Takeuchi T, Iwai H, Seki JI, Hoshino H (1991) Antifungal and antiviral activities of benanomicins and their analogues. J Antibiot 44:1228–1236. https://doi.org/10.7164/antibiotics.44.1228
CAS Article PubMed Google Scholar
Li YQ, Li MG, Li W, Zhao JY, Ding ZG, Cui XL, Wen ML (2007) Griseusin D, a new pyranonaphthoquinone derivative from a alkaphilic Nocardiopsis sp. J Antibiot 60:757–761. https://doi.org/10.1038/ja.2007.100
CAS Article PubMed Google Scholar
Li E, Jiang L, Guo L, Zhang H, Che Y (2008) Pestalachlorides A–C, antifungal metabolites from the plant endophytic fungus Pestalotiopsis adusta. Bioorgan Med Chem 16:7894–7899. https://doi.org/10.1016/j.bmc.2008.07.075
CAS Article Google Scholar
Liu Y, Ryan ME, Lee HM, Simon S, Tortora G, Lauzon C, Leung MK, Golub LM (2002) A chemically modified tetracycline (CMT-3) is a new antifungal agent. Antimicrob Agent Chemother 46:1447–1454. https://doi.org/10.1128/AAC.46.5.1447-1454.2002
CAS Article Google Scholar
Lyman CA, Walsh TJ (1992) Systemically administered antifungal agents. Drugs 44:9–35. https://doi.org/10.2165/00003495-199244010-00002
CAS Article PubMed Google Scholar
Maurhofer M, Keel C, Schnider U, Voisard C, Haas D, Defao G (1992) Influence of enhanced antibiotic production in Pseudomanas fluorescens strain CHA0 on its disease suppressive capacity. Phytopathology 82:190–195. https://doi.org/10.1094/Phyto-82-190
CAS Article Google Scholar
Mohamad OA, Li L, Ma JB, Hatab S, Xu L, Guo JW, Rasulov BA, Liu YH, Hedlund BP, Li WJ (2018) Evaluation of the antimicrobial activity of endophytic bacterial populations from Chinese traditional medicinal plant Licorice and characterization of the bioactive secondary metabolites produced by Bacillus atrophaeus against Verticillium dahliae. Front Microbiol 9:924. https://doi.org/10.3389/fmicb.2018.00924
Article PubMed PubMed Central Google Scholar
Nair MG, Mishra SK, Putnam AR (1992) Antifungal anthracycline antibiotics, spartanamicins A and B from Micromonospora spp. J Antibiot 45:1738–1745. https://doi.org/10.7164/antibiotics.45.1738
CAS Article PubMed Google Scholar
Niu S, Liu Q, Xia JM, Xie CL, Luo ZH, Shao Z, Liu G, Yang XW (2018) Polyketides from the deep-sea-derived fungus Graphostroma sp. MCCC 3A00421 showed potent antifood allergic activities. J Agric Food Chem 66:1369–1376. https://doi.org/10.1021/acs.jafc.7b04383
CAS Article PubMed Google Scholar
Oerke EC (2006) Crop losses to pests. J Agric Sci 144:31–43. https://doi.org/10.1017/S0021859605005708
Article Google Scholar
O’Hagan D (1991) The polyketide metabolites. Ellis Horwood, Chichester
Google Scholar
Odds FC, Brown AJ, Gow NA (2003) Antifungal agents: mechanisms of action. Trends Microbiol 11:272–279. https://doi.org/10.1016/S0966-842X(03)00117-3
CAS Article PubMed Google Scholar
Oki T, Konishi M, Tomatsu K, Tomita K, Saitoh K, Tsunakawa M, Nishio M, Miyaki T, Kawaguchi H (1988) Pradimicin, a novel class of potent antifungal antibiotics. J Antibiot 41:1701–1704. https://doi.org/10.7164/antibiotics.41.1701
CAS Article PubMed Google Scholar
Oki T, Tenmyo O, Hirano M, Tomatsu K, Kamei H (1990) Pradimicins A, B and C: new antifungal antibiotics. II. In vitro and in vivo biological activities. J Antibiot 43:763–770. https://doi.org/10.7164/antibiotics.43.763
CAS Article PubMed Google Scholar
Parisi A, Piattelli M, Tringali C, Di S Magnano, Lio G (1993) Identification of the phytotoxin mellein in culture fluids of Phoma tracheiphila. Phytochemistry 32:865–867. https://doi.org/10.1016/0031-9422(93)85221-C
CAS Article Google Scholar
Quang DN, Hashimoto T, Fournier J, Stadler M, Radulović N, Asakawa Y (2005) Sassafrins A–D, new antimicrobial azaphilones from the fungus Creosphaeria sassafras. Tetrahedron 61:1743–1748. https://doi.org/10.1016/j.tet.2004.12.031
CAS Article Google Scholar
Roze LV, Hong SY, Linz JE (2013) Aflatoxin biosynthesis: current frontiers. Annu Rev Food Sci Technol 4:293–311. https://doi.org/10.1146/annurev-food-083012-123702
CAS Article PubMed Google Scholar
Ruocco M, Baroncelli R, Cacciola SO, Pane C, Monti MM, Firrao G, Vergara M, di San Lio GM, Vannacci G, Scala F (2018) Polyketide synthases of Diaporthe helianthi and involvement of DhPKS1 in virulence on sunflower. BMC Genom 19:27. https://doi.org/10.1186/s12864-017-4405-z
CAS Article Google Scholar
Saitoh K, Sawada Y, Tomita K, Tsuno T, Hatori M, Oki T (1993a) Pradimicins L and FL: new pradimicin congeners from Actinomadura verrucosospora subsp. neohibisca. J Antibiot 46:387–397. https://doi.org/10.7164/antibiotics.46.387
CAS Article PubMed Google Scholar
Saitoh K, Suzuki K, Hirano M, Furumai T, Oki T (1993b) Pradimicins FS and FB, new pradimicin analogs: directed production, structures and biological activities. J Antibiot 46:398–405. https://doi.org/10.7164/antibiotics.46.398
CAS Article PubMed Google Scholar
Sawada Y, Nishio M, Yamamoto H, Hatori M, Miyaki T, Konishi M, Oki T (1990a) New antifungal antibiotics, pradimicins D and E. Glycine analogs of pradimicins A and C. J Antibiot 43:771–777. https://doi.org/10.7164/antibiotics.43.771
CAS Article PubMed Google Scholar
Sawada Y, Hatori M, Yamamoto H, Nishio M, Miyaki T, Oki T (1990b) New antifungal antibiotics pradimicins FA-1 and FA-2: D-serine analogs of pradimicins A and C. J Antibiot 43:1223–1229. https://doi.org/10.7164/antibiotics.43.1223
CAS Article PubMed Google Scholar
Scopel M, Mothes B, Lerner CB, Henriques AT, Macedo AJ, Abraham WR (2017) Arvoredol: an unusual chlorinated and biofilm inhibiting polyketide from a marine Penicillium sp. of the Brazilian coast. Phytochem Lett 20:73–76. https://doi.org/10.1016/j.phytol.2017.04.010
CAS Article Google Scholar
Shen B (2003) Polyketide biosynthesis beyond the type I, II and III polyketide synthase paradigms. Curr Opin Chem Biol 7:285–295. https://doi.org/10.1016/S1367-5931(03)00020-6
CAS Article PubMed Google Scholar
Shigemori H, Komatsu K, Mikami Y, Kobayashi J (1999) Seragakinone A, a new pentacyclic metabolite from a marine-derived fungus. Tetrahedron 55:14925–14930. https://doi.org/10.1016/S0040-4020(99)00984-9
CAS Article Google Scholar
Singh UP, Singh KP, Singh SP, Ram VB (1992) Effect of emodin isolated from Rhamnus triquetra on spore germination of some fungi. Fitopatol Bras 17:420–422
CAS Google Scholar
Sousa TD, Jimenez PC, Ferreira EG, Silveira ER, Braz-Filho R, Pessoa OD, Costa-Lotufo LV (2012) Anthracyclinones from Micromonospora sp. J Nat Prod 75:489–493 https://doi.org/10.1021/np200795p
CAS Article Google Scholar
Staunton J, Weissman KJ (2001) Polyketide biosynthesis: a millennium review. Nat Prod Rep 18:380–416. https://doi.org/10.1039/A909079G
CAS Article Google Scholar
Steverding D, Evans P, Msika L, Riley B, Wallington J, Schelenz S (2012) In vitro antifungal activity of DNA topoisomerase inhibitors. Med Mycol 50:333–336. https://doi.org/10.3109/13693786.2011.609186
CAS Article PubMed Google Scholar
Takeuchi T, Hara T, Naganawa H, Okada M, Hamada M, Umezawa H, Gomi S, Sezaki M, Kondo S (1988) New antifungal antibiotics, benanomicins A and B from an actinomycete. J Antibiot 41:807–811. https://doi.org/10.7164/antibiotics.41.807
CAS Article PubMed Google Scholar
Tanaka H, Koyama Y, Awaya J, Marumo H, Oiwa R, Katagiri M, Nagai T, Omura S (1975a) Nanaomycins, new antibiotics produced by a strain of Streptomyces. I. Taxonomy, isolation, characterization and biological properties. J Antibiot 28:860–867. https://doi.org/10.7164/antibiotics.28.860
CAS Article PubMed Google Scholar
Tanaka H, Marumo H, Nagai T, Okada M, Taniguchi K (1975b) Nanaomycins, new antibiotics produced by a strain of Streptomyces. III. A new component, nanaomycin C, and biological activities of nanaomycin derivatives. J Antibiot 28:925–930 https://doi.org/10.7164/antibiotics.28.925
CAS Article PubMed Google Scholar
Tatsuta K, Akimoto K, Annaka M, Ohno Y, Kinoshita M (1985) Enantiodivergent total syntheses of nanaomycins and their enantiomers, kalafungins. Bull Chem Soc Jpn 58:1699–1706. https://doi.org/10.1246/bcsj.58.1699
CAS Article Google Scholar
Tsuji N, Kobayashi M, Wakisaka Y, Kawamura Y, Mayama M, Matsumoto K (1976) New antibiotics, griseusins A and B. J Antibiot 29:7–9. https://doi.org/10.7164/antibiotics.29.7
CAS Article PubMed Google Scholar
Vidaver AK (2002) Uses of antimicrobials in plant agriculture. Clin Infect Dis 34(Suppl 3):S107–S110 https://doi.org/10.1086/340247
CAS Article PubMed Google Scholar
Vu TT, Kim H, Tran VK, Vu HD, Hoang TX, Han JW et al (2017) Antibacterial activity of tannins isolated from Sapium baccatum extract and use for control of tomato bacterial wilt. PLoS ONE 12:e0181499. https://doi.org/10.1371/journal.pone.0181499
CAS Article PubMed PubMed Central Google Scholar
Wang QX, Bao L, Yang XL, Guo H, Yang RN, Ren B, Zhang LX, Dai HQ, Guo LD, Liu HW (2012) Polyketides with antimicrobial activity from the solid culture of an endolichenic fungus Ulocladium sp. Fitoterapia 83:209–214. https://doi.org/10.1016/j.fitote.2011.10.013
CAS Article PubMed Google Scholar
Wanibuchi K, Zhang P, Abe T, Morita H, Kohno T, Chen G, Noguchi H, Abe I (2007) An acridone-producing novel multifunctional type II polyketide synthase from Huperzia serrata. FEBS J 274:1073–1082. https://doi.org/10.1111/j.1742-4658.2007.05656.x
CAS Article PubMed Google Scholar
Yalpani N, Altier DJ, Barbour E, Cigan AL, Scelonge CJ (2001) Production of 6-methylsalicylic acid by expression of a fungal polyketide synthase activates disease resistance in tobacco. Plant Cell 13(6):1401–1409
CAS Article Google Scholar
Yan H (2001) Production of 6-methylsalicylic acid by expression of a fungal polyketide synthase activates disease resistance in tobacco. Plant Cell 13:1401–1410. https://doi.org/10.1105/TPC.010015
Article Google Scholar
Yan H, Li Y, Zhang XY, Zhou WY, Feng TJ (2017) A new cytotoxic and anti-fungal C-glycosylated benz[α]anthraquinone from the broth of endophytic Streptomyces blastomycetica strain F4-20. J Antibiot 70:301–303. https://doi.org/10.1038/ja.2016.126
CAS Article PubMed Google Scholar
Yang XL, Awakawa T, Wakimoto T, Abe I (2013) Induced biosyntheses of a novel butyrophenone and two aromatic polyketides in the plant pathogen Stagonospora nodorum. Nat Prod Bioprospect 3:141–144. https://doi.org/10.1007/s13659-013-0055-2
CAS Article PubMed Central Google Scholar
Zetterström CE, Hasselgren J, Salin O, Davis RA, Quinn RJ, Sundin C, Elofsson M (2013) The resveratrol tetramer (–)-hopeaphenol inhibits type III secretion in the Gram-negative pathogens Yersinia pseudotuberculosis and Pseudomonas aeruginosa. PLoS ONE 8:e81969. https://doi.org/10.1371/journal.pone.0081969
CAS Article PubMed PubMed Central Google Scholar
Zhan J, Qiao K, Tang Y (2009) Investigation of tailoring modifications in pradimicin biosynthesis. ChemBioChem 10:1447–1452. https://doi.org/10.1002/cbic.200900082
CAS Article PubMed Google Scholar
Zhang YL, Li S, Jiang DH, Kong LC, Zhang PH, Xu JD (2013a) Antifungal activities of metabolites produced by a termite-associated Streptomyces canus BYB02. J Agric Food Chem 61:1521–1524. https://doi.org/10.1021/jf305210u
CAS Article PubMed Google Scholar
Zhang Q, Pang B, Ding W, Liu W (2013b) Aromatic polyketides produced by bacterial iterative type I polyketide synthases. ACS Catal 3:1439–1447. https://doi.org/10.1021/cs400211x
CAS Article Google Scholar
Zhou H, Li Y, Tang Y (2010) Cyclization of aromatic polyketides from bacteria and fungi. Nat Prod Rep 27:839–868. https://doi.org/10.1039/B911518H
CAS Article PubMed PubMed Central Google Scholar

Download references

Acknowledgements

This research was supported by the Korea Institute of Planning and Evaluation for Technology of Food, Agriculture, Forestry and Fisheries (316011-05), Republic of Korea.

Author information

Affiliations

Center for Eco-friendly New Materials, Korea Research Institute of Chemical Technology, Daejeon, Republic of Korea
Jae Woo Han & Gyung Ja Choi
Division of Biotechnology, College of Life Sciences and Biotechnology, Korea University, Seoul, Republic of Korea
Beom Seok Kim

Authors

Jae Woo Han
View author publications
You can also search for this author in PubMed Google Scholar
Gyung Ja Choi
View author publications
You can also search for this author in PubMed Google Scholar
Beom Seok Kim
View author publications
You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Beom Seok Kim.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Supplementary material 1 (PPTX 548 KB)

Rights and permissions

Reprints and Permissions

About this article

Cite this article

Han, J.W., Choi, G.J. & Kim, B.S. Antimicrobial aromatic polyketides: a review of their antimicrobial properties and potential use in plant disease control. World J Microbiol Biotechnol 34, 163 (2018). https://doi.org/10.1007/s11274-018-2546-0

Download citation

Received: 29 August 2018
Accepted: 20 October 2018
Published: 28 October 2018
DOI: https://doi.org/10.1007/s11274-018-2546-0

Keywords

Antimicrobials
Aromatic polyketides
Plant disease control
Antivirulence agents