PMID- 26832786 OWN - NLM STAT- MEDLINE DCOM- 20161005 LR - 20201209 IS - 1464-3405 (Electronic) IS - 0960-894X (Linking) VI - 26 IP - 5 DP - 2016 Mar 1 TI - Synthesis and SAR of 4-methyl-5-pentylbenzene-1,3-diol (MPBD), produced by Dictyostelium discoideum. PG - 1428-33 LID - S0960-894X(16)30067-1 [pii] LID - 10.1016/j.bmcl.2016.01.067 [doi] AB - 4-Methyl-5-pentylbenzene-1,3-diol (MPBD) is a secondary metabolite of SteelyA polyketide synthase, which controls cell aggregation and spore maturation of Dictyostelium discoideum. In this study, chemical synthesis of MPBD and its derivatives was achieved. Structure-activity relationship (SAR) studies for antimicrobial activities against Escherichia coli and Bacillus subtilis were also conducted. CI - Copyright (c) 2016 Elsevier Ltd. All rights reserved. FAU - Murata, Chihiro AU - Murata C AD - Department of Materials and Life Sciences, Faculty of Science and Technology, Sophia University, 7-1 Kioicho, Chiyoda-ku, Tokyo 102-8554, Japan. FAU - Ogura, Tetsuhiro AU - Ogura T AD - Department of Materials and Life Sciences, Faculty of Science and Technology, Sophia University, 7-1 Kioicho, Chiyoda-ku, Tokyo 102-8554, Japan. FAU - Narita, Shuhei AU - Narita S AD - Department of Materials and Life Sciences, Faculty of Science and Technology, Sophia University, 7-1 Kioicho, Chiyoda-ku, Tokyo 102-8554, Japan. FAU - Kondo, Anna P AU - Kondo AP AD - Department of Materials and Life Sciences, Faculty of Science and Technology, Sophia University, 7-1 Kioicho, Chiyoda-ku, Tokyo 102-8554, Japan. FAU - Iwasaki, Natsumi AU - Iwasaki N AD - Department of Materials and Life Sciences, Faculty of Science and Technology, Sophia University, 7-1 Kioicho, Chiyoda-ku, Tokyo 102-8554, Japan. FAU - Saito, Tamao AU - Saito T AD - Department of Materials and Life Sciences, Faculty of Science and Technology, Sophia University, 7-1 Kioicho, Chiyoda-ku, Tokyo 102-8554, Japan. FAU - Usuki, Toyonobu AU - Usuki T AD - Department of Materials and Life Sciences, Faculty of Science and Technology, Sophia University, 7-1 Kioicho, Chiyoda-ku, Tokyo 102-8554, Japan. Electronic address: t-usuki@sophia.ac.jp. LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't DEP - 20160122 PL - England TA - Bioorg Med Chem Lett JT - Bioorganic & medicinal chemistry letters JID - 9107377 RN - 0 (4-methyl-5-pentylbenzene-1,3-diol) RN - 0 (Anti-Bacterial Agents) RN - 0 (Resorcinols) SB - IM MH - Anti-Bacterial Agents/chemical synthesis/*chemistry/*pharmacology MH - Bacillus subtilis/*drug effects MH - Dictyostelium/*chemistry/metabolism MH - Dose-Response Relationship, Drug MH - Escherichia coli/*drug effects MH - Microbial Sensitivity Tests MH - Molecular Structure MH - Resorcinols/*chemical synthesis/chemistry/*pharmacology MH - Structure-Activity Relationship OTO - NOTNLM OT - 4-Methyl-5-pentylbenzene-1,3-diol OT - Antimicrobial activity OT - Dictyostelium discoideum OT - SAR study EDAT- 2016/02/03 06:00 MHDA- 2016/10/07 06:00 CRDT- 2016/02/03 06:00 PHST- 2015/12/30 00:00 [received] PHST- 2016/01/18 00:00 [revised] PHST- 2016/01/22 00:00 [accepted] PHST- 2016/02/03 06:00 [entrez] PHST- 2016/02/03 06:00 [pubmed] PHST- 2016/10/07 06:00 [medline] AID - S0960-894X(16)30067-1 [pii] AID - 10.1016/j.bmcl.2016.01.067 [doi] PST - ppublish SO - Bioorg Med Chem Lett. 2016 Mar 1;26(5):1428-33. doi: 10.1016/j.bmcl.2016.01.067. Epub 2016 Jan 22.