Herbidomicins, two pairs of polyketide tautomers produced by an actinomycete of the genus Herbidospora

Barka EA, Vatsa P, Sanchez L, Gaveau-Vaillant N, Jacquard C, Meier-Kolthoff JP, et al. Taxonomy, physiology, and natural products of actinobacteria. Microbiol Mol Biol Rev. 2015;80:1–43.

Article  PubMed  PubMed Central  Google Scholar 

Tiwari K, Gupta RK. Rare actinomycetes: a potential storehouse for novel antibiotics. Crit Rev Biotechnol. 2012;32:108–32.

Article  CAS  PubMed  Google Scholar 

Saito S, Atsumi K, Zhou T, Fukaya K, Urabe D, Oku N, et al. A cyclopeptide and three oligomycin-class polyketides produced by an underexplored actinomycete of the genus Pseudosporangium. Beilstein J Org Chem. 2020;6:1100–10.

Article  Google Scholar 

Lu S, Zhou T, Fukaya K, Harunari E, Oku N, Urabe D, et al. Krasilnikolides A and B and detalosylkrasilnikolide A, cytotoxic 20-membered macrolides from the genus Krasilnikovia: assignment of anomeric configuration by J-based configuration analysis. J Nat Prod. 2022;85:2796–803.

Article  CAS  PubMed  Google Scholar 

Liu C, Zhang Z, Fukaya K, Urabe D, Harunari E, Oku N, et al. Catellatolactams A–C, plant growth-promoting ansamacrolactam from a rare actinomycete of the genus Catellatospora. J Nat Prod. 2022;85:1993–9.

Article  CAS  PubMed  Google Scholar 

Liu C, Zhang Z, Fukaya K, Oku N, Harunari E, Urabe D, et al. Isolation and structure determination of allopteridic acids A–C and allokutzmicin from an unexplored actinomycete of the genus Allokutzneria. J Antibiot. 2023;76:305–15.

Article  CAS  Google Scholar 

Kudo T, Itoh T, Miyadoh S, Shomura T, Seino A. Herbidospora gen. nov., new genus of the family Streptosporangiaceae Goodfellow et al. 1990. Int J Syst Bacteriol. 1993;43:319–28.

Article  CAS  PubMed  Google Scholar 

Kudo T. Establisment of the genus Herbidospora and some new taxa of actinomycetes. Actinomycetol. 1995;9:66–74.

Article  Google Scholar 

Tseng M, Yang SF, Yuan GF. Herbidospora yilanensis sp. nov. and Herbidospora daliensis sp. nov., from sediment. Int J Syst Evol Microbiol. 2010;60:1168–72.

Article  CAS  PubMed  Google Scholar 

Boondaeng A, Suriyachadkun C, Ishida Y, Tamura T, Tokuyama S, Kitpreechavanich V. Herbidospora sakaeratensis sp. nov., isolated from soil, and reclassification of Streptosporangium claviforme as a later synonym of Herbidospora cretacea. Int J Syst Evol Microbiol. 2011;61:777–80.

Article  CAS  PubMed  Google Scholar 

Ara I, Tsetseg B, Daram D, Suto M, Ando K. Herbidospora mongoliensis sp. nov., isolated from soil, and reclassification of Herbidospora osyris and Streptosporangium claviforme as synonyms of Herbidospora cretacea. Int J Syst Evol Microbiol. 2012;62:2322–9.

Article  CAS  PubMed  Google Scholar 

Niemhom N, Thawai C. Herbidospora soli sp. nov., isolated from soil. Int J Syst Evol Microbiol. 2018;68:294–8.

Article  CAS  PubMed  Google Scholar 

Han L, Yu M, Zhao J, Jiang H, Guo X, Shen G, et al. Herbidospora galbida sp. nov., a novel actinobacterium isolated from soil. Int J Syst Evol Microbiol. 2020;70:1364–71.

Article  CAS  PubMed  Google Scholar 

Yu M, Zhou R, Li J, Han L, Wang H, Zhang S, et al. Herbidospora solisilvae sp. nov., a novel cellulose-degrading actinobacterium isolated from forest soil. Int J Syst Evol Microbiol. 2021;114:581–90.

CAS  Google Scholar 

Cheng MJ, Wu MD, Chen JJ, Su YS, Kuo YH. Secondary metabolites with antimycobacterial activities from one actinobacteria: Herbidospora yilanensis. Molecules. 2021;26:6236.

Article  CAS  PubMed  PubMed Central  Google Scholar 

Chen JJ, Lee TH, Cheng MJ. Secondary metabolites with anti-inflammatory activities from an actinobacteria Herbidospora daliensis. Molecules. 2022;27:1887.

Article  CAS  PubMed  PubMed Central  Google Scholar 

Biological Resource Center, NITE (NBRC). https://www.nite.go.jp/nbrc/ (accessed Sep. 25, 2020).

Tanemura K, Suzuki T, Horaguchi T, Sudo M. Synthesis and properties of furo[4,3,2-de][1]benzopyran. J Heterocycl Chem. 1991;28:305-9.

Singh J, Zeller W, Zhou N, Hategan G, Mishra RK, Polozov A, et al. Structure−activity relationship studies leading to the identification of (2E)-3-[l-[(2,4-dichlorophenyl)methyl]-5-fluoro-3-methyl-lH-indol-7-yl]-N-[(4,5-dichloro-2-thienyl)sulfonyl]-2-propenamide (DG-041), a potent and selective prostanoid EP3 receptor antagonist, as a novel antiplatelet agent that does not prolong bleeding. J Med Chem. 2010:53;18–36.

Katritzky, AR, Denisko, OV Heterocyclic compound. Encyclopedia Britannica, 1 December 2023. https://www.britannica.com/science/heterocyclic-compound (accessed January 19, 2024).

Dangles O, Fenger JA. The chemical reactivity of anthocyanins and its consequences in food science and nutrition. Molecules. 2018;23:1970.

Article  PubMed  PubMed Central  Google Scholar 

Mattioli R, Francioso A, Mosca L, Silva P. Anthocyanins: a comprehensive review of their chemical properties and health effects on cardiovascular and neurodegenerative diseases. Molecules. 2020;25:3809.

Article  CAS  PubMed  PubMed Central  Google Scholar 

Matsunaga H, Kamisuki S, Kaneko M, Yamaguchi Y, Takeuchi T, Watashi K, et al. Isolation and structure of vanitaracin A, a novel anti-hepatitis B virus compound from Talaromyces sp. Bioorg Med Chem Lett. 2015;25:4325–8.

Article  CAS  PubMed  Google Scholar 

Ma J, Cao B, Chen X, Xu M, Bi X, Guan P, et al. Violacin A, a new chromanone produced by Streptomyces violaceoruber and its anti-inflammatory activity. Bioorg Med Chem Lett. 2018;28:947–51.

Article  CAS  PubMed  Google Scholar 

Jiang L, Pu H, Xiang J, Su M, Yan X, Yang D, et al. Huanglongmycin A–C, cytotoxic polyketides biosynthesized by a putative type II polyketide synthase from Streptomyces sp. CB09001. Front Chem. 2018;6:254.

Article  PubMed  PubMed Central  Google Scholar 

Zhang H, Xiao X, Conte MM, Khalila Z, Capon RJ, Spiralisones A–D acylphloroglucinol hemiketals from an Australian marine brown alga, Zonaria spiralis. Org Biomol Chem 2012;10:9671–6.

Article  CAS  PubMed  Google Scholar 

Suthiwong J, Sribuhom T, Wongphakham P, Senawong T, Yenjai C. Cytotoxicity of acylphloroglucinol derivatives from the fruits of Horsfieldia irya. Nat Prod Res. 2021;35:4930–8.

Article  CAS  PubMed  Google Scholar 

Hu M, Yang XQ, Zhou QY, Li SQ, Wang BY, Ruan BH, et al. Benzopyran derivatives from endophytic Daldinia eschscholtzii JC-15 in Dendrobium chrysotoxum and their bioactivities. Nat Prod Res. 2019;33:1431–5.

Article  CAS  PubMed  Google Scholar 

Ding L, Maier A, Fiebig HH, Görls H, Lin WH, Peschel G, et al. Divergolides A–D from a mangrove endophyte reveal an unparalleled plasticity in ansa-macrolide biosynthesis. Angew Chem Int Ed. 2011;50:1630–4.

Article  CAS  Google Scholar 

Dreyer DL, Munderloh KP, Thiessen WE. Extractives of Dalea species (Leguminosae). Tetrahedron. 1975;31:287–93.

Article  CAS  Google Scholar 

Roitman JN, Jurd L. Biomimetic synthesis of dalrubone and of a new pigment from Dalea emoryi. Phytochemistry. 1978;1978:161–3.

Article  Google Scholar 

Zhang H, Li X, Ashendel CL, Chang C. Bioactive compounds from Psorothamnus junceus. J Nat Prod. 2000;63:1244–8.

Article  CAS  PubMed  Google Scholar 

Facundo VA, Sá AL, Silva SAF, Morais SM, Matos CRR, Braz-Filho R. Three new natural cyclopentenedione derivatives from Piper carnoconnectivum. J Braz Chem Soc. 2004;15:140–5.

Article  CAS  Google Scholar 

Karim MRU, Harunari E, Oku N, Akasaka K, Igarashi Y. Bulbimidazoles A–C, antimicrobial and cytotoxic alkanoyl imidazoles from a marine gammaproteobacterium microbulbifers species. J Nat Prod. 2020;83:1295–9.

Article  PubMed  Google Scholar 

Sharma AR, Zhou T, Harunari E, Oku N, Trianto A, Igarashi Y. Labrenzbactin from a coral-associated bacterium Labrenzia sp. J Antibiot. 2019;72:634–9.

Article  CAS 

Comments (0)

No login
gif