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Antimicrobial compounds from marine fungi

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Abstract

Marine fungi with complex genetic backgrounds and large metagenomes are a main source of marine natural products in the past 20 years. This review highlights the sources of marine fungal strains, structures and antimicrobial activity of 272 compounds derived from marine fungi reported from 1998 to 2019.

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References

  • Akhter N, Pan C, Liu Y et al (2019) Isolation and structure determination of a new indene derivative from endophytic fungus Aspergillus flavipes Y-62. Nat Prod Res 33(20):2939–2944

    CAS  PubMed  Google Scholar 

  • Bai ZQ, Lin X, Wang Y et al (2014) New phenyl derivatives from endophytic fungus Aspergillus flavipes AIL8 derived of mangrove plant Acanthus ilicifolius. Fitoterapia 95:194–202

    CAS  PubMed  Google Scholar 

  • Bai M, Zheng CJ, Tang DQ et al (2019) Two new secondary metabolites from a mangrove-derived fungus Cladosporium sp. JS1-2. J Antibiot 72(10):779–782

    CAS  Google Scholar 

  • Boot CM, Tenney K, Valeriote FA et al (2006) Highly N-methylated linear peptides produced by an atypical sponge-derived Acremonium sp. J Nat Prod 69(1):83–92

    CAS  PubMed  PubMed Central  Google Scholar 

  • Boot CM, Gassner NC, Compton JE et al (2007) Pinpointing pseurotins from a marine-derived Aspergillus as tools for chemical genetics using a synthetic lethality yeast screen. J Nat Prod 70(10):1672–1675

    CAS  PubMed  Google Scholar 

  • Chen M, Shao CL, Fu XM et al (2013) Bioactive indole alkaloids and phenyl ether derivatives from a marine-derived Aspergillus sp. fungus. J Nat Prod 76(4):547–553

    CAS  PubMed  Google Scholar 

  • Chen M, Fu XM, Kong CJ et al (2014) Nucleoside derivatives from the marine-derived fungus Aspergillus versicolor. Nat Prod Res 28(12):895–900

    CAS  PubMed  Google Scholar 

  • Chen CJ, Zhou YQ, Liu XX et al (2015) Antimicrobial and anti-inflammatory compounds from a marine fungus Pleosporales sp. Tetrahedron Lett 56(45):6183–6189

    CAS  Google Scholar 

  • Chinworrungsee M, Kittakoop P, Isaka M et al (2002) Halorosellins A and B, unique isocoumarin glucosides from the marine fungus Halorosellinia oceanica. J Chem Soc Perkin Trans I 1(22):2473–2476

    Google Scholar 

  • Cohen E, Koch L, Thu KM et al (2011) Novel terpenoids of the fungus Aspergillus insuetus isolated from the Mediterranean sponge Psammocinia sp. collected along the coast of Israel. Bioorg Med Chem 19(22):6587–6593

    CAS  PubMed  Google Scholar 

  • Cueto M, Jensen PR, Kauffman C et al (2001) Pestalone, a new antibiotic produced by a marine fungus in response to bacterial challenge. J Nat Prod 64(11):1444–1446

    CAS  PubMed  Google Scholar 

  • Daferner M, Mensch S, Anke T et al (1999) Hypoxysordarin, a new sordarin derivative from Hypoxylon croceum. Z Naturforsch C 54(7–8):474–480

    CAS  PubMed  Google Scholar 

  • Ding L, Li T, Liao X et al (2018a) Asperitaconic acids A-C, antibacterial itaconic acid derivatives produced by a marine-derived fungus of the genus Aspergillus. J Antibiot 71(10):902–904

    CAS  Google Scholar 

  • Ding L, Xu P, Li T et al (2018b) Asperfurandiones A and B, two antifungal furandione analogs from a marine-derived fungus Aspergillus versicolor. Nat Prod Res 33(23):3404–3408

    PubMed  Google Scholar 

  • Ding L, Ren L, Li S et al (2019) Production of new antibacterial 4-hydroxy-α-pyrones by a marine fungus Aspergillus niger cultivated in solid medium. Mar Drugs 17(6):344

    CAS  PubMed Central  Google Scholar 

  • Dong JJ, Bao J, Zhang XY et al (2014) Alkaloids and citrinins from marine-derived fungus Nigrospora oryzae SCSGAF 0111. Tetrahedron Lett 55(16):2749–2753

    CAS  Google Scholar 

  • Du FY, Li XM, Li CS et al (2012) Cristatumins A-D, new indole alkaloids from the marine-derived endophytic fungus Eurotium cristatum EN-220. Bioorg Med Chem Lett 22(14):4650–4653

    CAS  PubMed  Google Scholar 

  • Du FY, Li XM, Zhang P et al (2014a) Cyclodepsipeptides and other O-containing heterocyclic metabolites from Beauveria felina EN-135, a marine-derived entomopathogenic fungus. Mar Drugs 12(5):2816–2826

    PubMed  PubMed Central  Google Scholar 

  • Du FY, Zhang P, Li XM et al (2014b) Cyclohexadepsipeptides of the isaridin class from the marine-derived fungus Beauveria felina EN-135. J Nat Prod 77(5):1164–1169

    CAS  PubMed  Google Scholar 

  • Elsebai MF, Kehraus S, Lindequist U et al (2011) Antimicrobial phenalenone derivatives from the marine-derived fungus Coniothyrium cereale. Org Biomol Chem 9(3):802–808

    CAS  PubMed  Google Scholar 

  • Fang W, Wang J, Wang J et al (2018) Cytotoxic and antibacterial eremophilane sesquiterpenes from the marine-derived fungus Cochliobolus lunatus SCSIO41401. J Nat Prod 81(6):1405–1410

    CAS  PubMed  Google Scholar 

  • Fischbach MA, Walsh CT (2009) Antibiotics for emerging pathogens. Science 325(5944):1089–1093

    CAS  PubMed  PubMed Central  Google Scholar 

  • Fredimoses M, Zhou X, Ai W et al (2018) Emerixanthone E, a new xanthone derivative from deep sea fungus Emericella sp SCSIO 05240. Nat Prod Res 33(14):2088–2094

    PubMed  Google Scholar 

  • Fukuda T, Kurihara Y, Kanamoto A et al (2014) Terretonin G, a new sesterterpenoid antibiotic from marine-derived Aspergillus sp OPMF00272. J Antibiot 67(8):593–595

    CAS  Google Scholar 

  • Fukuda T, Nagai K, Kurihara Y et al (2015a) Graphiumins I and J, new thiodiketopiperazines from the marine-derived fungus Graphium sp. OPMF00224. Nat Prod Sci 21(4):255–260

    CAS  Google Scholar 

  • Fukuda T, Shinkai M, Sasaki E et al (2015b) Graphiumins, new thiodiketopiperazines from the marine-derived fungus Graphium sp. OPMF00224. J Antibiot 68(10):620–627

    CAS  Google Scholar 

  • Gao SS, Li XM, Du FY et al (2011a) Secondary metabolites from a marine-derived endophytic fungus Penicillium chrysogenum QEN-24S. Mar Drugs 9:59–70

    CAS  Google Scholar 

  • Gao SS, Li XM, Li CS et al (2011b) Penicisteroids A and B, antifungal and cytotoxic polyoxygenated steroids from the marine alga-derived endophytic fungus Penicillium chrysogenum QEN-24S. Bioorg Med Chem Lett 21(10):2894–2897

    CAS  PubMed  Google Scholar 

  • Gao SS, Li XM, Zhang Y et al (2011c) Comazaphilones A–F, azaphilone derivatives from the marine sediment-derived fungus Penicillium commune QSD-17. J Nat Prod 74(2):256–261

    CAS  PubMed  Google Scholar 

  • Gao T, Cai S, Xu L et al (2016) Citrinin derivatives from marine-derived fungus Penicillim grisefulvum and antibacterial activity. Chem J Chin Univ 37(7):1282–1286

    CAS  Google Scholar 

  • Garo E, Starks CM, Jensen PR et al (2003) Trichodermamides A and B, cytotoxic modified dipeptides from the marine-derived fungus Trichoderma virens. J Nat Prod 66(3):423–426

    CAS  PubMed  Google Scholar 

  • Guo ZK, Zhou YQ, Han H et al (2018) New antibacterial phenone derivatives asperphenone A–C from mangrove-derived fungus Aspergillus sp. YHZ-1. Mar Drugs 16(2):45

    PubMed Central  Google Scholar 

  • Haga A, Tamoto H, Ishino M et al (2013) Pyridone alkaloids from a marine-derived fungus, Stagonosporopsis cucurbitacearum, and their activities against azole-resistant Candida albicans. J Nat Prod 76(4):750–754

    CAS  PubMed  Google Scholar 

  • Han WB, Lu YH, Zhang AH, Zhang GF, Mei YN, Jiang N, Lei X, Song YC, Ng SW, Tan RX (2014) Curvulamine, a new antibacterial alkaloid incorporating two undescribed units from a species. Org Lett 16(20):5366–5369

    CAS  PubMed  Google Scholar 

  • Hawas UW, El-Beih AA, El-Halawany AM (2012) Bioactive anthraquinones from endophytic fungus Aspergillus versicolor isolated from red sea algae. Arch Pharm Res 35(10):1749–1756

    CAS  PubMed  Google Scholar 

  • Hiramatsu F, Miyajima T, Murayama T et al (2006) Isolation and structure elucidation of neofusapyrone from a marine-derived Fusarium species, and structural revision of fusapyrone and deoxyfusapyrone. J Antibiot 59(11):704–709

    CAS  Google Scholar 

  • Huang X, Huang H, Li H et al (2013) Asperterpenoid A, a new sesterterpenoid as an inhibitor of mycobacterium tuberculosi s protein tyrosine phosphatase B from the culture of Aspergillus sp. 16-5c. Org Lett 15(4):721–723

    CAS  PubMed  Google Scholar 

  • Huang S, Ding W, Li C et al (2014) Two new cyclopeptides from the co-culture broth of two marine mangrove fungi and their antifungal activity. Pharmacogn Mag 10(40):410

    PubMed  PubMed Central  Google Scholar 

  • Huang RH, Gou JY, Zhao DL et al (2018) Phytotoxicity and anti-phytopathogenic activities of marine-derived fungi and their secondary metabolites. RSC Adv 8(66):37573–37580

    CAS  Google Scholar 

  • Hussain H, Root N, Jabeen F et al (2015) Microsphaerol and seimatorone: Two new compounds isolated from the endophytic fungi, Microsphaeropsis sp. and Seimatosporium sp. Chem Biodivers 12(2):289–294

    CAS  PubMed  Google Scholar 

  • Jang JH, Kanoh K, Adachi K et al (2006) New dihydrobenzofuran derivative, awajanoran, from marine-derived Acremonium sp. AWA16-1. J Antibiot 59(7):428–431

    CAS  Google Scholar 

  • Jansen N, Ohlendorf B, Erhard A et al (2013) Helicusin E, isochromophilone X and isochromophilone XI: new chloroazaphilones produced by the fungus Bartalinia robillardoides strain LF550. Mar Drugs 11(3):800–816

    CAS  PubMed  PubMed Central  Google Scholar 

  • Julianti E, Oh H, Jang KH et al (2011) Acremostrictin, a highly oxygenated metabolite from the marine fungus Acremonium strictum. J Nat Prod 74(12):2592–2594

    CAS  PubMed  Google Scholar 

  • Julianti E, Lee JH, Liao L et al (2013) New polyaromatic metabolites from a marine-derived fungus Penicillium sp. Org Lett 15(6):1286–1289

    CAS  PubMed  Google Scholar 

  • Kanoh K, Okada A, Adachi K et al (2008) Ascochytatin, a novel bioactive spirodioxynaphthalene metabolite produced by the marine-derived fungus, Ascochyta sp. NGB4. J Antibiot 61(3):142–148

    CAS  Google Scholar 

  • Khamthong N, Rukachaisirikul V, Tadpetch K et al (2012) Tetrahydroanthraquinone and xanthone derivatives from the marine-derived fungus Trichoderma aureoviride PSU-F95. Arch Pharm Res 35(3):461–468

    CAS  PubMed  Google Scholar 

  • Khamthong N, Rukachaisirikul V, Phongpaichit S et al (2014) An antibacterial cytochalasin derivative from the marine-derived fungus Diaporthaceae sp. PSU-SP2/4. Phytochem Lett 10:5–9

    CAS  Google Scholar 

  • Kong FD, Huang XL, Ma QY et al (2018) Helvolic acid derivatives with antibacterial activities against Streptococcus agalactiae from the marine-derived fungus Aspergillus fumigatus HNMF0047. J Nat Prod 81(8):1869–1876

    CAS  PubMed  Google Scholar 

  • Kornsakulkarn J, Saepua S, Komwijit S et al (2014) Bioactive polyketides from the fungus Astrocystis sp. BCC 22166. Tetrahedron 70(12):2129–2133

    CAS  Google Scholar 

  • Li C, Zhang J, Shao C et al (2011) A new xanthone derivative from the co-culture broth of two marine fungi (strain No. E33 and K38). Chem Nat Compd 47(3):382

    CAS  Google Scholar 

  • Li D, Xu Y, Shao CL et al (2012a) Antibacterial bisabolane-type sesquiterpenoids from the sponge-derived fungus Aspergillus sp. Mar Drugs 10(1):234–241

    CAS  PubMed  PubMed Central  Google Scholar 

  • Li S, Wei M, Chen G et al (2012b) Two new dihydroisocoumarins from the endophytic fungus Aspergillus sp. collected from the South China Sea. Chem Nat Compd 48(3):371–373

    CAS  Google Scholar 

  • Li Y, Sun KL, Wang Y et al (2013) A cytotoxic pyrrolidinoindoline diketopiperazine dimer from the algal fungus Eurotium herbariorum HT-2. Chin Chem Lett 24(12):1049–1052

    Google Scholar 

  • Li C, Wang J, Luo C et al (2014a) A new cyclopeptide with antifungal activity from the co-culture broth of two marine mangrove fungi. Nat Prod Res 28(9):616–621

    CAS  PubMed  Google Scholar 

  • Li XD, Miao FP, Liang XR et al (2014b) Meroterpenes from an algicolous strain of Penicillium echinulatum. Magn Reson Chem 52(5):247–250

    CAS  PubMed  Google Scholar 

  • Li X, Li XM, Zhang P et al (2015) A new phenolic enamide and a new meroterpenoid from marine alga-derived endophytic fungus Penicillium oxalicum EN-290. J Asian Nat Prod Res 17(12):1204–1212

    CAS  PubMed  Google Scholar 

  • Li ZX, Wang XF, Ren GW et al (2018) Prenylated diphenyl ethers from the marine algal-derived endophytic fungus Aspergillus tennesseensis. Molecules 23(9):2368

    PubMed Central  Google Scholar 

  • Li HL, Li XM, Yang SQ et al (2020) Induced terreins production from marine red algal-derived endophytic fungus Aspergillus terreus EN-539 co-cultured with symbiotic fungus Paecilomyces lilacinus EN-531. J Antibiot 73(2):108

    CAS  Google Scholar 

  • Liang XR, Miao FP, Song YP et al (2016) Citrinovirin with a new norditerpene skeleton from the marine algicolous fungus Trichoderma citrinoviride. Bioorg Med Chem Lett 26(20):5029–5031

    CAS  PubMed  Google Scholar 

  • Liang X, Nong XH, Huang ZH et al (2017) Antifungal and antiviral cyclic peptides from the deep-sea-derived fungus Simplicillium obclavatum EIODSF 020. J Agric Food Chem 65(25):5114–5121

    CAS  PubMed  Google Scholar 

  • Lin X, Huang Y, Fang M et al (2005) Cytotoxic and antimicrobial metabolites from marine lignicolous fungi, Diaporthe sp. FEMS Microbiol Lett 251(1):53–58

    CAS  PubMed  Google Scholar 

  • Lin Z, Koch M, Abdel Aziz MH (2014) Oxazinin A, a pseudodimeric natural product of mixed biosynthetic origin from a filamentous fungus. Org Lett 16(18):4774–4777

    CAS  PubMed  PubMed Central  Google Scholar 

  • Liu F, Cai XL, Yang H et al (2010) The bioactive metabolites of the mangrove endophytic fungus Talaromyces sp. ZH-154 isolated from Kandelia candel (L.) Druce. Planta Med 76(02):185–189

    CAS  PubMed  Google Scholar 

  • Liu XH, Miao FP, Li XD et al (2012) A new sesquiterpene from an endophytic Aspergillus versicolor strain. Nat Prod Commun 7(7):819–820

    CAS  PubMed  Google Scholar 

  • Liu XH, Miao FP, Qiao MF et al (2013a) Terretonin, ophiobolin, and drimane terpenes with absolute configurations from an algicolous Aspergillus ustus. RSC Adv 3(2):588–595

    CAS  Google Scholar 

  • Liu X, Song F, Ma L et al (2013b) Sydowiols A–C: mycobacterium tuberculosis protein tyrosine phosphatase inhibitors from an East China Sea marine-derived fungus, Aspergillus sydowii. Tetrahedron Lett 54(45):6081–6083

    CAS  Google Scholar 

  • Liu XH, Miao FP, Liang XR et al (2014) Ergosteroid derivatives from an algicolous strain of Aspergillus ustus. Nat Prod Res 28(15):1182–1186

    CAS  PubMed  Google Scholar 

  • Liu H, Li XM, Liu Y et al (2015a) Chermesins A–D: meroterpenoids with a drimane-type spirosesquiterpene skeleton from the marine algal-derived endophytic fungus Penicillium chermesinum EN-480. J Nat Prod 79(4):806–811

    Google Scholar 

  • Liu Y, Mándi A, Li XM et al (2015b) Peniciadametizine A, a dithiodiketopiperazine with a unique spiro [furan-2, 7′-pyrazino [1, 2-b][1, 2] oxazine] skeleton, and a related analogue, Peniciadametizine B, from the marine sponge-derived fungus Penicillium adametzioides. Mar Drugs 13(6):3640–3652

    CAS  PubMed  PubMed Central  Google Scholar 

  • Liu Z, Dong Z, Qiu P et al (2018a) Two new bioactive steroids from a mangrove-derived fungus Aspergillus sp. Steroids 140:32–38

    CAS  PubMed  Google Scholar 

  • Liu WH, Ding Y, Ji X et al (2018b) Curvulaide A, a bicyclic polyketide with anti-anaerobic bacteria activity from marine-derived Curvularia sp. J Antibiot 72(2):111–113

    Google Scholar 

  • Liu Y, Ding L, Fang F et al (2019a) Penicillilactone A, a novel antibacterial 7-membered lactone derivative from the sponge-associated fungus Penicillium sp. LS54. Nat Prod Res 33(17):2466–2470

    CAS  PubMed  Google Scholar 

  • Liu YJ, Zhang JL, Li C et al (2019b) Antimicrobial secondary metabolites from the seawater-derived fungus Aspergillus sydowii SW9. Molecules 24(24):4596

    CAS  PubMed Central  Google Scholar 

  • Lorenz P, Jensen PR, Fenical W (1998) Mactanamide, a new fungistatic diketopiperazine produced by a marine Aspergillus sp. Nat Prod Lett 12(1):55–60

    CAS  Google Scholar 

  • Lu XL, Liu JT, Liu XY et al (2014) Pimarane diterpenes from the Arctic fungus Eutypella sp. D-1. J Antibiot 67(2):171–174

    CAS  Google Scholar 

  • Luo H, Li XM, Li CS et al (2014) Diphenyl ether and benzophenone derivatives from the marine mangrove-derived fungus Penicillium sp. MA-37. Phytochem Lett 9:22–25

    CAS  Google Scholar 

  • Luo YP, Zheng CJ, Chen GY et al (2019) Three new polyketides from a mangrove-derived fungus Colletotrichum gloeosporioides. J Antibiot 72(7):513–517

    CAS  Google Scholar 

  • Luyen ND, Ha TTH, Yen DTH et al (2019) Aspermicrones AC, novel dibenzospiroketals from the seaweed-derived endophytic fungus Aspergillus micronesiensis. J Antibiot 72(11):843–847

    CAS  Google Scholar 

  • Ma Y, Cai H, Du M et al (2017) Fractionation of azaphilones from secondary metabolites of marine-derived fungus Penicillium pinophilum and their antibacterial activity. Chem J Chin Univ 38(11):1963–1967

    CAS  Google Scholar 

  • Ma M, Ge H, Yi W et al (2020) Bioactive drimane sesquiterpenoids and isocoumarins from the marine-derived fungus Penicillium minioluteum ZZ1657. Tetrahedron Lett 61(7):151504

    CAS  Google Scholar 

  • Mei WL, Zheng B, Zhao YX et al (2012) Meroterpenes from endophytic fungus A1 of mangrove plant Scyphiphora hydrophyllacea. Mar Drugs 10(9):1993–2001

    CAS  PubMed  PubMed Central  Google Scholar 

  • Meng LH, Li XM, Liu Y et al (2014) Penicibilaenes A and B, sesquiterpenes with a tricyclo [6.3. 1.01, 5] dodecane skeleton from the marine isolate of Penicillium bilaiae MA-267. Org Lett 16(23):6052–6055

    CAS  PubMed  Google Scholar 

  • Meng LH, Zhang P, Li XM et al (2015) Penicibrocazines A–E, five new sulfide diketopiperazines from the marine-derived endophytic fungus Penicillium brocae. Mar Drugs 13(1):276–287

    CAS  PubMed  PubMed Central  Google Scholar 

  • Meng LH, Wang CY, Mándi A et al (2016) Three diketopiperazine alkaloids with spirocyclic skeletons and one bisthiodiketopiperazine derivative from the mangrove-derived endophytic fungus Penicillium brocae MA-231. Org Lett 18(20):5304–5307

    CAS  PubMed  Google Scholar 

  • Meng LH, Li XM, Liu Y et al (2017) Antimicrobial alkaloids produced by the mangrove endophyte Penicillium brocae MA-231 using the OSMAC approach. RSC Adv 7(87):55026–55033

    CAS  Google Scholar 

  • Mosadeghzad Z, Zuriati Z, Asmat A et al (2013) Chemical components and bioactivity of the marine-derived fungus Paecilomyces sp. collected from Tinggi Island, Malaysia. Chem Nat Compd 49(4):621–625

    CAS  Google Scholar 

  • Namikoshi M, Akano K, Meguro S et al (2001) A new macrocyclic trichothecene, 12,13-deoxyroridin e, produced by the marine-derived fungus myrothecium roridum collected in Palau. J Nat Prod 64(3):396–398

    CAS  PubMed  Google Scholar 

  • Namikoshi M, Negishi R, Nagai H et al (2003) Three new chlorine containing antibiotics from a marine-derived fungus Aspergillus ostianus collected in Pohnpei. J Antibiot 56(9):755–761

    CAS  Google Scholar 

  • Nenkep V, Yun K, Zhang D et al (2010) Induced production of bromomethylchlamydosporols A and B from the marine-derived fungus Fusarium tricinctum. J Nat Prod 73(12):2061–2063

    CAS  PubMed  Google Scholar 

  • Newman DJ, Cragg GM (2007) Natural products as sources of new drugs over the last 25 years. J Nat Prod 70(3):461–477

    CAS  PubMed  Google Scholar 

  • Newman DJ, Cragg GM (2012) Natural products as sources of new drugs over the 30 years from 1981 to 2010. J Nat Prod 75(3):311–335

    CAS  PubMed  PubMed Central  Google Scholar 

  • Nguyen HP, Zhang D, Lee U et al (2007) Dehydroxychlorofusarielin B, an antibacterial polyoxygenated decalin derivative from the marine-derived fungus Aspergillus sp. J Nat Prod 70(7):1188–1190

    CAS  PubMed  Google Scholar 

  • Oh DC, Kauffman CA, Jensen PR et al (2007) Induced production of emericellamides A and B from the marine-derived fungus Emericella sp. in competing co-culture. J Nat Prod 70(4):515–520

    CAS  PubMed  Google Scholar 

  • Pang X, Lin X, Yang J et al (2018) Spiro-phthalides and isocoumarins isolated from the marine-sponge-derived fungus Setosphaeria sp. SCSIO41009. J Nat Prod 81(8):1860–1868

    CAS  PubMed  Google Scholar 

  • Peng X, Wang Y, Liu P et al (2011) Aromatic compounds from the halotolerant fungal strain of Wallemia sebi PXP-89 in a hypersaline medium. Arch Pharm Res 34(6):907–912

    CAS  PubMed  Google Scholar 

  • Peng X, Wang Y, Zhu T et al (2018) Pyrazinone derivatives from the coral-derived Aspergillus ochraceus LCJ11-102 under high iodide salt. Arch Pharm Res 41(2):184–191

    CAS  PubMed  Google Scholar 

  • Phainuphong P, Rukachaisirikul V, Phongpaichit S et al (2017) Diphenyl ethers and indanones from the soil-derived fungus Aspergillus unguis PSU-RSPG204. Tetrahedron 73(40):5920–5925

    CAS  Google Scholar 

  • Prompanya C, Dethoup T, Bessa L et al (2014) New isocoumarin derivatives and meroterpenoids from the marine sponge-associated fungus Aspergillus similanensis sp. nov. KUFA 0013. Mar Drugs 12(10):5160–5173

    CAS  PubMed  PubMed Central  Google Scholar 

  • Pruksakorn P, Arai M, Kotoku N (2010) Trichoderins, novel aminolipopeptides from a marine sponge-derived Trichoderma sp., are active against dormant mycobacteria. Bioorg Med Chem Lett 20:3658–3663

    CAS  PubMed  Google Scholar 

  • Qiao MF, Ji NY, Liu XH et al (2010) Indoloditerpenes from an algicolous isolate of Aspergillus oryzae. Bioorg Med Chem Lett 20(19):5677–5680

    CAS  PubMed  Google Scholar 

  • Renner MK, Jensen PR, Fenical W (1998) Neomangicols: structures and absolute stereochemistries of unprecedented halogenated sesterterpenes from a marine fungus of the genus Fusarium. J Org Chem 63(23):8346–8354

    CAS  Google Scholar 

  • Rukachaisirikul V, Khamthong N, Sukpondma Y et al (2009) An [11] cytochalasin derivative from the marine-derived fungus Xylaria sp. PSU-F100. Chem Pharm Bull 57(12):1409–1411

    CAS  Google Scholar 

  • Shang Z, Li XM, Li CS et al (2012) Diverse secondary metabolites produced by marine-derived fungus Nigrospora sp. MA75 on various culture media. Chem Biodivers 9(7):1338–1348

    CAS  PubMed  Google Scholar 

  • Silber J, Ohlendorf B, Labes A et al (2013) Calcarides A–E, antibacterial macrocyclic and linear polyesters from a Calcarisporium strain. Mar Drugs 11(9):3309–3323

    PubMed  PubMed Central  Google Scholar 

  • Smetanina OF, Yurchenko AN, Kalinovskii AI et al (2011) Biologically active metabolites from the marine isolate of the fungus Myceliophthora Lutea. Chem Nat Compd 47(3):385–390

    CAS  Google Scholar 

  • Smetanina OF, Yurchenko AN, Afiyatullov SS et al (2012) Oxirapentyns B–D produced by a marine sediment-derived fungus Isaria felina (DC.) Fr. Phytochem Lett 5(1):165–169

    CAS  Google Scholar 

  • Song F, Dai H, Tong Y et al (2010) Trichodermaketones A–D and 7-O-methylkoninginin D from the marine fungus Trichoderma koningii. J Nat Prod 73(5):806–810

    CAS  PubMed  Google Scholar 

  • Song F, Liu X, Guo H et al (2012) Brevianamides with antitubercular potential from a marine-derived isolate of Aspergillus versicolor. Org Lett 14(18):4770–4773

    CAS  PubMed  Google Scholar 

  • Song F, Ren B, Chen C et al (2014) Three new sterigmatocystin analogues from marine-derived fungus Aspergillus versicolor MF359. Appl Microbiol Biot 98(8):3753–3758

    CAS  Google Scholar 

  • Song T, Chen M, Chai W et al (2018a) New bioactive pyrrospirones C-I from a marine-derived fungus Penicillium sp. ZZ380. Tetrahedron 74(8):884–891

    CAS  Google Scholar 

  • Song T, Chen M, Ge ZW et al (2018b) Bioactive penicipyrrodiether A, an adduct of GKK1032 analogue and phenol A derivative, from a marine-sourced fungus Penicillium sp ZZ380. J Org Chem 83(21):13395–13401

    CAS  PubMed  Google Scholar 

  • Song YP, Shi ZZ, Miao FP et al (2018c) Tricholumin A, a highly transformed ergosterol derivative from the alga-endophytic fungus Trichoderma asperellum. Org Lett 20(19):6306–6309

    CAS  PubMed  Google Scholar 

  • Song X, Tu R, Mei X et al (2020) A mycophenolic acid derivative from the fungus Penicillium sp. SCSIO sof101. Nat Prod Res 34(9):1206–1212

    CAS  PubMed  Google Scholar 

  • Sun K, Li Y, Guo L et al (2014) Indole diterpenoids and isocoumarin from the fungus, Aspergillus flavus, isolated from the prawn, Penaeus vannamei. Mar Drugs 12(7):3970–3981

    CAS  PubMed  PubMed Central  Google Scholar 

  • Tang XX, Yan X, Fu WH et al (2019) New β-lactone with tea pathogenic fungus inhibitory effect from marine-derived fungus MCCC3A00957. J Agric Food Chem 67(10):2877–2885

    CAS  PubMed  Google Scholar 

  • Tarman K, Palm GJ, Porzel A et al (2012) Helicascolide C, a new lactone from an Indonesian marine algicolous strain of Daldinia eschscholzii (Xylariaceae, Ascomycota). Phytochem Lett 5(1):83–86

    CAS  Google Scholar 

  • Tomoda H, Ohyama Y, Abe T et al (1999) Roselipins, inhibitors of diacylglycerol acyltransferase, produced by Gliocladium roseum KF-1040. J Antibiot 52(8):689–694

    CAS  Google Scholar 

  • Tsuda M, Mugishima T, Komatsu K et al (2003) Speradine A, a new pentacyclic oxindole alkaloid from a marine-derived fungus Aspergillus tamarii. Tetrahedron 59(18):3227–3230

    CAS  Google Scholar 

  • Wang Y, Zheng J, Liu P et al (2011) Three new compounds from Aspergillus terreus PT06-2 grown in a high salt medium. Mar Drugs 9(8):1368–1378

    CAS  PubMed  PubMed Central  Google Scholar 

  • Wang H, Lu Z, Qu HJ et al (2012a) Antimicrobial aflatoxins from the marine-derived fungus Aspergillus flavus 092008. Arch Pharm Res 35(8):1387–1392

    CAS  PubMed  Google Scholar 

  • Wang JF, Lei PP, Wang Y et al (2012b) Antimicrobial aromatic polyketides from gorgonian-associated fungus, Penicillium commune 518. Chin J Chem 30(6):1236–1242

    CAS  Google Scholar 

  • Wang R, Liu TM, Shen MH et al (2012c) Spiculisporic acids B-D, three new γ-butenolide derivatives from a sea urchin-derived fungus Aspergillus sp. HDf2. Molecules 17(11):13175–13182

    CAS  PubMed  PubMed Central  Google Scholar 

  • Wang JH, Ding WJ, Li CY et al (2013a) A new polysubstituted benzaldehyde from the co-culture broth of two marine fungi. Chem Nat Compd 49(5):799–802

    CAS  Google Scholar 

  • Wang ML, Lu CH, Xu QY et al (2013b) Four new citrinin derivatives from a marine-derived Penicillium sp fungal strain. Molecules 18(5):5723–5735

    CAS  PubMed  PubMed Central  Google Scholar 

  • Wang MH, Li XM, Li CS et al (2013c) Secondary metabolites from Penicillium pinophilum SD-272, a marine sediment-derived fungus. Mar Drugs 11(6):2230–2238

    PubMed  PubMed Central  Google Scholar 

  • Wang R, Fu ZD, He XN et al (2014) New secondary metabolites produced by the marine-derived fungus Aspergillus sp. HDf2. Chin J Trop Crops 35:1658–1662

    Google Scholar 

  • Wang R, Guo ZK, Li XM et al (2015) Spiculisporic acid analogues of the marine-derived fungus, Aspergillus candidus strain HDf2, and their antibacterial activity. Antonie Van Leeuwenhoek 108(1):215–219

    CAS  PubMed  Google Scholar 

  • Wang J, He W, Huang X et al (2016) Antifungal new oxepine-containing alkaloids and xanthones from the deep-sea-derived fungus Aspergillus versicolor SCSIO 05879. J Agric Food Chem 64(14):2910–2916

    CAS  PubMed  Google Scholar 

  • Wang C, Liu C, Lei F et al (2018) A new diterpene glycoside associated from marine-derived Penicillium sp. H1. Chin Tradit Herbal Drugs 49(24):5747–5750

    Google Scholar 

  • Wang C, Lei F, Tan X et al (2019) A new diterpene glycoside derivative associated from marine-derived Penicillium sp. Chin Tradit Herbal Drugs 50(11):2518–2523

    Google Scholar 

  • Wei MY, Wang CY, Liu QA et al (2010) Five sesquiterpenoids from a marine-derived fungus Aspergillus sp. isolated from a gorgonian Dichotella gemmacea. Mar Drugs 8(4):941–949

    CAS  PubMed  PubMed Central  Google Scholar 

  • Wei MY, Li D, Shao CL et al (2013) (±)-Pestalachloride D, an antibacterial racemate of chlorinated benzophenone derivative from a soft coral-derived fungus Pestalotiopsis sp. Mar Drugs 11(4):1050–1060

    CAS  PubMed  PubMed Central  Google Scholar 

  • Wei MY, Xu RF, Du SY et al (2016) A new griseofulvin derivative from the marine-derived Arthrinium sp. fungus and its biological activity. Chem Nat Compd 52(6):1011–1014

    CAS  Google Scholar 

  • Wen L, Chen G, She Z et al (2010) Two new paeciloxocins from a mangrove endophytic fungus Paecilomyces sp. Russ Chem B 59(8):1656–1659

    CAS  Google Scholar 

  • Wu B, Oesker V, Wiese J et al (2014a) Spirocyclic drimanes from the marine fungus Stachybotrys sp. strain MF347. Mar Drugs 12(4):1924–1938

    PubMed  PubMed Central  Google Scholar 

  • Wu B, Oesker V, Wiese J et al (2014b) Two new antibiotic pyridones produced by a marine fungus, Trichoderma sp. strain MF106. Mar Drugs 12(3):1208–1219

    CAS  PubMed  PubMed Central  Google Scholar 

  • Wu B, Ohlendorf B, Oesker V et al (2015a) Acetylcholinesterase inhibitors from a marine fungus Talaromyces sp. Strain LF458. Mar Biotechnol 17(1):110–119

    CAS  Google Scholar 

  • Wu B, Wiese J, Labes A et al (2015b) Lindgomycin, an unusual antibiotic polyketide from a marine fungus of the Lindgomycetaceae. Mar Drugs 13(8):4617–4632

    CAS  PubMed  PubMed Central  Google Scholar 

  • Wu Z, Liu D, Huang J et al (2018) Hansforesters A-M, polyesters from the sponge-associated fungus Hansfordia sinuosae with antibacterial activities. RSC Adv 8(69):39756–39768

    CAS  Google Scholar 

  • Xu J, Takasaki A, Kobayashi H et al (2006) Four new macrocyclic trichothecenes from two strains of marine-derived fungi of the genus Myrothecium. J Antibiot 59(8):451–455

    CAS  Google Scholar 

  • Xu X, Zhao S, Yu Y (2016) Beauvericin K, a new antifungal beauvericin analogue from a marine-derived Fusarium sp. Nat Prod Commun 11(12):1825–1826

    PubMed  Google Scholar 

  • Xu D, Luo M, Liu F et al (2017) Cytochalasan and tyrosine-derived alkaloids from the marine sediment-derived fungus Westerdykella dispersa and their bioactivities. Sci Rep 7(1):1–9

    Google Scholar 

  • Xu J, Liu P, Li X et al (2018) Novel stemphol derivatives from a marine fungus Pleospora sp. Nat Prod Res 33(3):367–373

    PubMed  Google Scholar 

  • Xu Z, Wu X, Li G et al (2019) Pestalotiopisorin B, a new isocoumarin derivative from the mangrove endophytic fungus Pestalotiopsis sp. HHL101. Nat Prod Res 34(7):1002–1007

    PubMed  Google Scholar 

  • Yan HJ, Li XM, Li CS et al (2012) Alkaloid and anthraquinone derivatives produced by the marine-derived endophytic fungus Eurotium rubrum. Helv Chim Acta 95(1):163–168

    CAS  Google Scholar 

  • Yang G, Sandjo L, Yun K et al (2011) Flavusides A and B, antibacterial cerebrosides from the marine-derived fungus Aspergillus flavus. Chem Pharm Bull 59(9):1174–1177

    CAS  Google Scholar 

  • Yang KL, Wei MY, Shao CL et al (2012) Antibacterial anthraquinone derivatives from a sea anemone-derived fungus Nigrospora sp. J Nat Prod 75(5):935–941

    CAS  PubMed  Google Scholar 

  • Yang SQ, Li XM, Xu GM et al (2018) Antibacterial anthraquinone derivatives isolated from a mangrove-derived endophytic fungus Aspergillus nidulans by ethanol stress strategy. J Antibiot 71(9):778–784

    CAS  Google Scholar 

  • Yang B, He Y, Lin S et al (2019) Antimicrobial dolabellanes and atranones from a marine-derived strain of the toxigenic fungus Stachybotrys chartarum. J Nat Prod 82(7):1923–1929

    CAS  PubMed  Google Scholar 

  • Yao Q, Wang J, Zhang X et al (2014) Cytotoxic polyketides from the deep-sea-derived fungus Engyodontium album DFFSCS021. Mar Drugs 12(12):5902–5915

    CAS  PubMed  PubMed Central  Google Scholar 

  • Zang E, Brandes S, Tovar M et al (2013) Real-time image processing for label-free enrichment of Actinobacteria cultivated in picolitre droplets. Lab Chip 13(18):3707–3713

    CAS  PubMed  Google Scholar 

  • Zeng YB, Wang H, Zuo WJ et al (2012) A fatty acid glycoside from a marine-derived fungus isolated from mangrove plant Scyphiphora hydrophyllacea. Mar Drugs 10(3):598–603

    CAS  PubMed  PubMed Central  Google Scholar 

  • Zhang Y, Li XM, Wang BG (2007a) Nigerasperones A ~ C, new monomeric and dimeric naphtho-γ-pyrones from a marine alga-derived endophytic fungus Aspergillus niger EN-13. J Antibiot 60(3):204–210

    CAS  Google Scholar 

  • Zhang Y, Wang S, Li XM et al (2007b) New sphingolipids with a previously unreported 9-methyl-C20-sphingosine moiety from a marine algous endophytic fungus Aspergillus niger EN-13. Lipids 42(8):759–764

    CAS  PubMed  Google Scholar 

  • Zhang Y, Li XM, Wang CY et al (2007c) A new naphthoquinoneimine derivative from the marine algal-derived endophytic fungus Aspergillus niger EN-13. Chin Chem Lett 18(8):951–953

    CAS  Google Scholar 

  • Zhang M, Wang WL, Fang YC et al (2008a) Cytotoxic alkaloids and antibiotic nordammarane triterpenoids from the marine-derived fungus Aspergillus sydowi. J Nat Prod 71(6):985–989

    CAS  PubMed  Google Scholar 

  • Zhang Y, Ling S, Fang Y et al (2008b) Isolation, structure elucidation, and antimycobacterial properties of dimeric naphtho-γ-pyrones from the marine-derived fungus Aspergillus carbonarius. Chem Biodivers 5(1):93–100

    PubMed  Google Scholar 

  • Zhang Y, Li XM, Shang Z et al (2012a) Meroterpenoid and diphenyl ether derivatives from Penicillium sp. MA-37, a fungus isolated from marine mangrove rhizospheric soil. J Nat Prod 75(11):1888–1895

    CAS  PubMed  Google Scholar 

  • Zhang Y, Li XM, Wang BG (2012b) Anthraquinone derivatives produced by marine-derived fungus Aspergillus versicolor EN-7. Biosci Biotechnol Biochem 76(9):1774–1776

    CAS  PubMed  Google Scholar 

  • Zhang P, Mandi A, Li XM et al (2014) Varioxepine A, a 3 H-oxepine-containing alkaloid with a new oxa-cage from the marine algal-derived endophytic fungus Paecilomyces variotii. Org Lett 16(18):4834–4837

    CAS  PubMed  Google Scholar 

  • Zhang P, Li XM, Wang JN et al (2015a) Oxepine-containing diketopiperazine alkaloids from the algal-derived endophytic fungus Paecilomyces variotii EN-291. Helv Chim Acta 98(6):800–804

    CAS  Google Scholar 

  • Zhang P, Li XM, Li X et al (2015b) New indole-diterpenoids from the algal-associated fungus Aspergillus nidulans. Phytochem Lett 12:182–185

    CAS  Google Scholar 

  • Zhang MQ, Xu KX, Xue Y et al (2019) Sordarin diterpene glycosides with an unusual 1, 3-dioxolan-4-one ring from the zoanthid-derived Fungus Curvularia hawaiiensis TA26-15. J Nat Prod 82(9):2477–2482

    CAS  PubMed  Google Scholar 

  • Zhao C, Zhu T, Zhu W (2013) New marine natural products of microbial origin from 2010 to 2013. Chin J Org Chem 33:1195–1234

    CAS  Google Scholar 

  • Zheng J, Zhu H, Hong K et al (2009) Novel cyclic hexapeptides from marine-derived fungus, Aspergillus sclerotiorum PT06-1. Org Lett 11(22):5262–5265

    CAS  PubMed  Google Scholar 

  • Zheng J, Xu Z, Wang Y et al (2010) Cyclic tripeptides from the halotolerant fungus Aspergillus sclerotiorum PT06-1. J Nat Prod 73(6):1133–1137

    CAS  PubMed  Google Scholar 

  • Zheng CJ, Shao CL, Wu LY et al (2013) Bioactive phenylalanine derivatives and cytochalasins from the soft coral-derived fungus, Aspergillus elegans. Mar Drugs 11(6):2054–2068

    PubMed  PubMed Central  Google Scholar 

  • Zheng CJ, Liao HX, Mei RQ et al (2018) Two new benzophenones and one new natural amide alkaloid isolated from a mangrove-derived Fungus Penicillium citrinum. Nat Prod Res 33(8):1127–1134

    PubMed  Google Scholar 

  • Zhou YM, Mandi A, Debbab A et al (2011) New austalides from the sponge-associated fungus Aspergillus sp. Eur J Org Chem 30:6009–6019

    Google Scholar 

  • Zhou XM, Zheng CJ, Song XP et al (2014a) Antibacterial α-pyrone derivatives from a mangrove-derived fungus Stemphylium sp. 33231 from the South China Sea. J Antibiot 67(5):401–403

    CAS  Google Scholar 

  • Zhou Y, Debbab A, Wray V et al (2014b) Marine bacterial inhibitors from the sponge-derived fungus Aspergillus sp. Tetrahedron Lett 55(17):2789–2792

    CAS  Google Scholar 

  • Zhou S, Wang M, Zhao H et al (2016) Penicilazaphilone C, a new antineoplastic and antibacterial azaphilone from the Marine Fungus Penicillium sclerotiorum. Arch Pharm Res 39(12):1621–1627

    CAS  PubMed  Google Scholar 

  • Zhu F, Chen GY, Chen X et al (2011) Aspergicin, a new antibacterial alkaloid produced by mixed fermentation of two marine-derived mangrove epiphytic fungi. Chem Nat Compd 47(5):767–769

    CAS  Google Scholar 

  • Zhu A, Yang MY, Zhang YH et al (2018a) Absolute configurations of 14, 15-hydroxylated prenylxanthones from a marine-derived Aspergillus sp. fungus by chiroptical methods. Sci Rep 8(1):10621

    PubMed  PubMed Central  Google Scholar 

  • Zhu A, Zhang XW, Zhang M et al (2018b) Aspergixanthones I-K, new anti-Vibrio prenylxanthones from the marine-derived fungus Aspergillus sp. ZA-01. Mar Drugs 16(9):312

    PubMed Central  Google Scholar 

  • Zhu JX, Ding L, He S (2018c) Discovery of a new biphenyl derivative by epigenetic manipulation of marine-derived fungus Aspergillus versicolor. Nat Prod Res 33(8):1191–1195

    PubMed  Google Scholar 

  • Zhuang Y, Teng X, Wang Y et al (2011) New quinazolinone alkaloids within rare amino acid residue from coral-associated fungus, Aspergillus versicolor LCJ-5-4. Org Lett 13(5):1130–1133

    CAS  PubMed  Google Scholar 

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Acknowledgements

This work was financially supported mainly by Seed Grants from University of Hawaii at Hilo (UHH), start-up funding from University of Hawaii Cancer Center (UHCC) and Daniel K. Inouye College of Pharmacy (DKICP), and the Victoria S. and Bradley L. Geist Foundation (15ADVC-74420 and 17CON-86295) (to SC). Funding for this work was also supported by Hawaii IDeA Network for Biomedical Research Excellence III and IV (INBRE-III and INBRE-IV) project: NIGMS Grant 5P20GM103466.

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Wang, C., Tang, S. & Cao, S. Antimicrobial compounds from marine fungi. Phytochem Rev 20, 85–117 (2021). https://doi.org/10.1007/s11101-020-09705-5

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