Bisprenyl naphthoquinone and chlorinated calcimycin congener bearing thiazole ring from an actinomycete of the genus Phytohabitans

Saito S, Indo K, Oku N, Komaki H, Kawasaki M, Igarashi Y. Unsaturated fatty acids and a prenylated tryptophan derivative from a rare actinomycete of the genus Couchioplanes. Beilstein J Org Chem. 2021;17:2939–49.

CAS  Article  Google Scholar 

Lu S, Harunari E, Oku N, Igarashi Y. Trehangelin E, A bisacyl trehalose with plant growth promoting activity from a rare actinomycete Polymorphospora sp. RD064483. J Antibiot. 2022;75:296–300.

CAS  Article  Google Scholar 

Saito S, Oku N, Igarashi Y. Mycetoindole. An N-acyl dehydrotryptophan with plant growth inhibitory activity from an actinomycete of the genus Actinomycetospora. J Antibiot. 2022;75:44–7.

CAS  Article  Google Scholar 

Inahashi Y, Matsumoto A, Danbara H, Omura S, Takahashi Y. Phytohabitans suffuscus gen. nov., sp. nov., an actinomycete of the family Micromonosporaceae isolated from plant roots. Int J Syst Evol Microbiol. 2010;60:2652–8.

CAS  Article  Google Scholar 

Uchida R, Yokota S, Matsuda D, Matsumoto A, Iwamoto S, Onodera H, Takahashi Y, Tomoda H. Habiterpenol, a novel abrogator of bleomycin-induced G2 arrest in Jurkat cells, produced by Phytohabitans suffuscus 3787-5. J Antibiot. 2014;67:777–81.

CAS  Article  Google Scholar 

Komaki H, Tamura T. Polyketide synthase and nonribosomal peptide synthetase gene clusters in type strains of the genus Phytohabitans. Life. 2020;10:257.

CAS  Article  Google Scholar 

Saito S, Xiaohanyao Y, Zhou T, Nakajima-Shimada J, Tashiro E, Triningsih DW, Harunari E, Oku N, Igarashi Y. Phytohabitols A–C, δ-lactone-terminated polyketides from an actinomycete of the genus Phytohabitans. J Nat Prod. 2022;85:1697–703. https://doi.org/10.1021/acs.jnatprod.2c00137.

CAS  Article  PubMed  Google Scholar 

Kagamizono T, Hamaguchi T, Ando T, Sugawara K, Adachi T, Osada H. Phosphatoquinones A and B, novel tyrosine phosphatase inhibitors produced by Streptomyces sp. J Antibiot. 1999;52:75–80.

CAS  Article  Google Scholar 

Charan RD, Schlingmann G, Bernan VS, Feng X, Carter GT. Fumaquinone, a new prenylated naphthoquinone from Streptomyces fumanus. J Antibiot. 2005;58:271–4.

CAS  Article  Google Scholar 

Blin K, Shaw S, Kloosterman AM, Charlop-Powers Z, van Wezel GP, Medema MH, Weber T. AntiSMASH 6.0: Improving cluster detection and comparison capabilities. Nucleic Acids Res. 2021;49:W29–W35.

CAS  Article  Google Scholar 

Wu Q, Liang J, Lin S, Zhou X, Bai L, Deng Z, Wang Z. Characterization of the biosynthesis gene cluster for the pyrrole polyether antibiotic calcimycin (A23187) in Streptomyces chartreusis NRRL 3882. Antimicrob Agents Chemother. 2011;55:974–82.

CAS  Article  Google Scholar 

Duran-Sampedro G, Agarrabeitia AR, Garcia-Moreno I, Costela A, Bañuelos J, Arbeloa T, López Arbeloa I, Chiara JL, Ortiz MJ. Chlorinated BODIPYs: surprisingly efficient and highly photostable laser dyes. Eur J Org Chem. 2012;2012:6335–50.

CAS  Article  Google Scholar 

Lacerna NM, Miller BW, Lim AL, Tun JO, Robes J, Cleofas M, Lin Z, Salvador-Reyes LA, Haygood MG, Schmidt EW, Concepcion GP. Mindapyrroles A-C, Pyoluteorin analogues from a shipworm-associated bacterium. J Nat Prod. 2019;82:1024–8.

CAS  Article  Google Scholar 

Purdy TN, Kim MC, Cullum R, Fenical W, Moore BS. Discovery and biosynthesis of tetrachlorizine reveals enzymatic benzylic dehydrogenation via an ortho-quinone methide. J Am Chem Soc. 2021;143:3682–6.

CAS  Article  Google Scholar 

Mazzetti C, Ornaghi M, Gaspari E, Parapini S, Maffioli S, Sosio M, Donadio S. Halogenated spirotetronates from Actinoallomurus. J Nat Prod. 2012;75:1044–50.

CAS  Article  Google Scholar 

Murray LAM, Mckinnie SMK, Moore BS, George JH. Meroterpenoid natural products from Streptomyces bacteria-the evolution of chemoenzymatic syntheses. Nat Prod Rep. 2020;37:1334–66.

CAS  Article  Google Scholar 

Chaney MO, Demarco PV, Jones ND, Occolowitz JL. The Structure of A23187, a divalent cation ionophore. J Am Chem Soc. 1974;96:1932–3.

CAS  Article  Google Scholar 

David L, Kergomard A. Production by controlled biosynthesis of a novel ionophore antibiotic, cezomycin (demethylamino a23187). J Antibiot. 1982;35:1409–11.

CAS  Article  Google Scholar 

Liu CM, Chin M, Prosser BL, Palleroni NJ, Westley JW, Miller PA. X-14885A, a novel divalent cation ionophore produced by a streptomyces culture: discovery, fermentation, biological as well as ionophore properties and taxonomy of the producing culture. J Antibiot. 1983;36:1118–22.

CAS  Article  Google Scholar 

Cullen WP, Celmer WD, Chappel LR, Huang LH, Jefferson MT, Ishiguro M, Maeda H, Nishiyama S, Oscarson JR, Shibakawa R, Tone J. CP-61,405, a novel polycyclic pyrrolether antibiotic produced by Streptomyces routienii Huang sp. nov. J Ind Microbiol. 1988;2:349–57.

CAS  Article  Google Scholar 

Yaginuma S, Awata M, Muto N, Kinoshita K, Mizuno K. A novel polyether antibiotic, AC7230 (3-hydroxycezomycin or its stereoisomer). J Antibiot. 1987;40:239–41.

CAS  Article  Google Scholar 

Klika KD, Haansuu JP, Ovcharenko VV, Haahtela KK, Vuorela PM, Sillanpää R. Frankiamide: a structural revision to demethyl (C-11) cezomycin. Z fur Naturforsch-Sect B J Chem Sci. 2003;58:1210–15.

CAS  Article  Google Scholar 

MacroModel, Schrödinger, LLC: New York, NY, 2020.

Gaussian 16, Revision C.01; Gaussian, Inc.: Wallingford, CT, 2016.

Nakae K, Yoshimoto Y, Sawa T, Homma Y, Hamada M, Takeuchi T, Imoto M. Migrastatin, a new inhibitor of tumor cell migration from Streptomyces sp. MK929-43F1. Taxonomy, fermentation, isolation and biological activities. J Antibiot. 2000;53:1130–6.

CAS  Article  Google Scholar 

Sharma AR, Harunari E, Oku N, Matsuura N, Trianto A, Igarashi Y. Two antibacterial and PPARα/γ-agonistic unsaturated keto fatty acids from a coral-associated actinomycete of the genus Micrococcus. Beilstein J Org Chem. 2020;16:297–304.

CAS  Article  Google Scholar 

留言 (0)

沒有登入
gif