Clardy J, Walsh C. Lessons from natural molecules. Nature. 2004;432:829–37.
CAS PubMed Article Google Scholar
Usui T, Osada H. Biochemical tools for investigating cell function. Bioprobes. Tokyo, Japan: Springer; 2000.
Newman DJ, Cragg GM. Natural products as sources of new drugs over the nearly four decades from 01/1981 to 09/2019. J Nat Prod. 2020;83:770–803.
CAS PubMed Article Google Scholar
Bérdy J. Bioactive microbial metabolites. J Antibiot. 2005;58:1–26.
Weissman KJ, Leadlay PF. Combinatorial biosynthesis of reduced polyketides. Nat Rev Microbiol. 2005;3:925–36.
CAS PubMed Article Google Scholar
Fischbach MA, Walsh CT. Assembly-line enzymology for polyketide and nonribosomal peptide antibiotics: logic, machinery, and mechanisms. Chem Rev. 2006;106:3468–96.
CAS PubMed Article Google Scholar
Hertweck C. The biosynthetic logic of polyketide diversity. Angew Chem Int Ed. 2009;48:4688–716.
Nett M, Ikeda H, Moore BS. Genomic basis for natural product biosynthetic diversity in the actinomycetes. Nat Prod Rep. 2009;26:1362–84.
CAS PubMed PubMed Central Article Google Scholar
Panthee S, Kito N, Hayashi T, Shimizu T, Ishikawa J, Hamamoto H, et al. β-carboline chemical signals induce reveromycin production through a LuxR family regulator in Streptomyces sp. SN-593. Sci Rep. 2020;10:10230.
CAS PubMed PubMed Central Article Google Scholar
Osada H, Koshino H, Isono K, Takahashi H, Kawanishi G. Reveromycin A, a new antibiotic which inhibits the mitogenic activity of epidermal growth factor. J Antibiot. 1991;44:259–61.
Takahashi S, Toyoda A, Sekiyama Y, Takagi H, Nogawa T, Uramoto M, et al. Reveromycin A biosynthesis uses RevG and RevJ for stereospecific spiroacetal formation. Nat Chem Biol. 2011;7:461–8.
CAS PubMed Article Google Scholar
Woo J-T, Kawatani M, Kato M, Shinki T, Yonezawa T, Kanoh N, et al. Reveromycin A an agent for osteoporosis, inhibits bone resorption by inducing apoptosis specifically in osteoclasts. Proc Natl Acad Sci. 2006;103:4729–34.
CAS PubMed PubMed Central Article Google Scholar
Muguruma H, Yano S, Kakiuchi S, Uehara H, Kawatani M, Osada H, et al. Reveromycin A inhibits osteolytic bone metastasis of small-cell lung cancer cells, SBC-5, through an antiosteoclastic activity. Clin Cancer Res. 2005;11:8822–8.
CAS PubMed Article Google Scholar
Yano A, Tsutsumi S, Soga S, Lee MJ, Trepel J, Osada H, et al. Inhibition of Hsp90 activates osteoclast c-Src signaling and promotes growth of prostate carcinoma cells in bone. Proc Natl Acad Sci. 2008;105:15541–6.
CAS PubMed PubMed Central Article Google Scholar
Osada H. Chemical and biological studies of reveromycin A. J Antibiot. 2016;69:723–30.
Takahashi S, Nagano S, Nogawa T, Kanoh N, Uramoto M, Kawatani M, et al. Structure-function analyses of cytochrome P450revI involved in reveromycin A biosynthesis and evaluation of the biological activity of its substrate reveromycin T. J Biol Chem. 2014;289:32446–58.
CAS PubMed PubMed Central Article Google Scholar
Nogawa T, Takahashi S, Sekiyama Y, Takagi H, Uramoto M, Koshino H, et al. Creation of novel reveromycin derivatives by alcohol-added fermentation. J Antibiot. 2013;66:247–50.
Miyazawa T, Takahashi S, Kawata A, Panthee S, Hayashi T, Shimizu T, et al. Identification of middle chain fatty acyl-CoA ligase responsible for the biosynthesis of 2-alkylmalonyl-CoAs for polyketide extender unit. J Biol Chem. 2015;290:26994–7011.
CAS PubMed PubMed Central Article Google Scholar
Panthee S, Takahashi S, Hayashi T, Shimizu T, Osada H. β-carboline biomediators induce reveromycin production in Streptomyces sp. SN-593. Sci Rep. 2019;9:5802.
PubMed PubMed Central Article CAS Google Scholar
Panthee S, Takahashi S, Takagi H, Nogawa T, Oowada E, Uramoto M, et al. Furaquinocins I and J: novel polyketide isoprenoid hybrid compounds from Streptomyces reveromyceticus SN-593. J Antibiot. 2011;64:509–13.
Khalid A, Takagi H, Panthee S, Muroi M, Chappell J, Osada H, et al. Development of a terpenoid-production platform in Streptomyces reveromyceticus SN-593. ACS Synth Biol. 2017;6:2339–49.
CAS PubMed Article Google Scholar
Agtarap A, Chamberlin JW, Pinkerton M, Steinrauf LK. Structure of monensic acid, a new biologically active compound. J Am Chem Soc. 1967;89:5737–9.
CAS PubMed Article Google Scholar
Burg RW, Miller BM, Baker EE, Birnbaum J, Currie SA, Hartman R, et al. Avermectins, new family of potent anthelmintic agents: producing organism and fermentation. Antimicrob Agents Chemother. 1979;15:361–7.
CAS PubMed PubMed Central Article Google Scholar
MacKintosh C, Klumpp S. Tautomycin from the bacterium Streptomyces verticillatus. FEBS Lett. 1990;277:137–40.
CAS PubMed Article Google Scholar
Ishihara H, Martin BL, Brautigan DL, Karaki H, Ozaki H, Kato Y, et al. Calyculin A and okadaic acid: Inhibitors of protein phosphatase activity. Biochem Biophys Res Commun. 1989;159:871–7.
CAS PubMed Article Google Scholar
Bialojan C, Takai A. Inhibitory effect of a marine-sponge toxin, okadaic acid, on protein phosphatases. Biochem J. 1988;256:283–90.
CAS PubMed PubMed Central Article Google Scholar
Höltzel A, Kempter C, Metzger JW, Jung G. Spirofungin, a new antifungal antibiotic from Streptomyces violaceusniger Tü 4113. J Antibiot. 1998;51:699–707.
Niggemann J, Bedorf N, Flörke U, Steinmetz H, Gerth K, Reichenbach H, et al. Spirangien A and B, highly cytotoxic and antifungal spiroketals from the Myxobacterium Sorangium cellulosum: Isolation, structure elucidation and chemical modifications. Eur J Org Chem. 2005;2005:5013–8.
Shimizu T, Masuda T, Hiramoto K, Nakata T. Total synthesis of reveromycin A. Org Lett. 2000;2:2153–6.
CAS PubMed Article Google Scholar
Paterson I, Findlay AD, Noti C. Total synthesis of (−)-spirangien A, an antimitotic polyketide isolated from the Myxobacterium Sorangium Cellulosum. Chem Asian J. 2009;4:594–611.
CAS PubMed Article Google Scholar
Sheppeck JE, Liu W, Chamberlin AR. Total synthesis of the serine/threonine-specific protein phosphatase inhibitor tautomycin 1. J Org Chem. 1997;62:387–98.
CAS PubMed Article Google Scholar
Oliynyk M, Stark CBW, Bhatt A, Jones MA, Hughes-Thomas ZA, Wilkinson C, et al. Analysis of the biosynthetic gene cluster for the polyether antibiotic monensin in Streptomyces cinnamonensis and evidence for the role of monB and monC genes in oxidative cyclization. Mol Microbiol. 2003;49:1179–90.
CAS PubMed Article Google Scholar
Bhatt A, Stark CBW, Harvey BM, Gallimore AR, Demydchuk YA, Spencer JB, et al. Accumulation of an E,E,E-triene by the monensin-producing polyketide synthase when oxidative cyclization is blocked. Angew Chem Int Ed. 2005;44:7075–8.
Gallimore AR, Stark CB, Bhatt A, Harvey BM, Demydchuk Y, Bolanos-Garcia V, et al. Evidence for the role of the monB genes in polyether ring formation during monensin biosynthesis. Chem Biol. 2006;13:453–60.
CAS PubMed Article Google Scholar
Li W, Ju J, Rajski SR, Osada H, Shen B. Characterization of the tautomycin biosynthetic gene cluster from Streptomyces spiroverticillatus unveiling new insights into dialkylmaleic anhydride and polyketide biosynthesis. J Biol Chem. 2008;283:28607–17.
CAS PubMed PubMed Central Article Google Scholar
Ikeda H, Nonomiya T, Usami M, Ohta T, Ōmura S. Organization of the biosynthetic gene cluster for the polyketide anthelmintic macrolide avermectin in Streptomyces avermitilis. Proc Natl Acad Sci. 1999;96:9509–14.
CAS PubMed PubMed Central Article Google Scholar
Frank B, Knauber J, Steinmetz H, Scharfe M, Blöcker H, Beyer S, et al. Spiroketal polyketide formation in Sorangium: identification and analysis of the biosynthetic gene cluster for the highly cytotoxic spirangienes. Chem Biol. 2007;14:221–33.
CAS PubMed Article Google Scholar
Sun P, Zhao Q, Yu F, Zhang H, Wu Z, Wang Y, et al. Spiroketal formation and modification in avermectin biosynthesis involves a dual activity of AveC. J Am Chem Soc. 2013;135:1540–8.
CAS PubMed Article Google Scholar
Guengerich FP. Cytochrome p450 enzymes in the generation of commercial products. Nat Rev Drug Disco. 2002;1:359–66.
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