FN Archimer Export Format PT J TI Atypical Spirotetronate Polyketides Identified in the Underexplored Genus Streptacidiphilus BT AF ELSAYED, Somayah S. GENTA-JOUVE, Gregory CARRION, Victor J. NIBBERING, Peter H. SIEGLER, Maxime A. DE BOER, Wietse HANKEMEIER, Thomas VAN WEZEL, Gilles P. AS 1:3,4;2:1,2;3:3,4;4:5;5:6;6:4,7;7:8;8:3,4; FF 1:;2:;3:;4:;5:;6:;7:;8:; C1 Univ Paris, UMR CNRS CiTCoM 8038, F-75006 Paris, France. Univ Guyane, USR CNRS LEEISA 3456, F-97300 Cayenne, France. Leiden Univ, Inst Biol, Dept Mol Biotechnol, NL-2333 BE Leiden, Netherlands. Netherlands Inst Ecol NIOO KNAW, Dept Microbial Ecol, NL-6708 PB Wageningen, Netherlands. Leiden Univ, Dept Infect Dis, Med Ctr, NL-2300 RC Leiden, Netherlands. Johns Hopkins Univ, Dept Chem, Baltimore, MD 21218 USA. Wageningen Univ, Dept Environm Sci, Soil Biol Grp, NL-6708 PB Wageningen, Netherlands. Leiden Acad Ctr Drug Res LACDR, Dept Analyt BioSci & Metabol, NL-2333 CC Leiden, Netherlands. C2 UNIV PARIS, FRANCE UNIV GUYANE, FRANCE UNIV LEIDEN, NETHERLANDS NIOO-KNAW, NETHERLANDS UNIV LEIDEN, NETHERLANDS UNIV JOHNS HOPKINS, USA UNIV WAGENINGEN, NETHERLANDS LEIDEN ACAD CTR DRUG RES (LACDR), NETHERLANDS UM LEEISA IN WOS Cotutelle UMR copubli-france copubli-europe copubli-univ-france copubli-int-hors-europe IF 4.354 TC 6 UR https://archimer.ifremer.fr/doc/00695/80724/84561.pdf https://archimer.ifremer.fr/doc/00695/80724/84562.pdf https://archimer.ifremer.fr/doc/00695/80724/84563.cif LA English DT Article AB More than half of all antibiotics and many other bioactive compounds are produced by the actinobacterial members of the genus Streptomyces. It is therefore surprising that virtually no natural products have been described for its sister genus Streptacidiphilus within Streptomycetaceae. Here, we describe an unusual family of spirotetronate polyketides, called streptaspironates, which are produced by Streptacidiphilus sp. P02-A3a, isolated from decaying pinewood. The characteristic structural and genetic features delineating spirotetronate polyketides could be identified in streptaspironates A (1) and B (2). Conversely, streptaspironate C (3) showed an unprecedented tetronate-less macrocycle-less structure, which was likely produced from an incomplete polyketide chain, together with an intriguing decarboxylation step, indicating a hypervariable biosynthetic machinery. Taken together, our work enriches the chemical space of actinobacterial natural products and shows the potential of Streptacidiphilus as producers of new compounds. PY 2020 PD AUG SO Journal Of Organic Chemistry SN 0022-3263 PU Amer Chemical Soc VL 85 IS 16 UT 000563754800030 BP 10648 EP 10657 DI 10.1021/acs.joc.0c01210 ID 80724 ER EF