PMID- 31474855 OWN - NLM STAT- PubMed-not-MEDLINE LR - 20231013 IS - 1663-9812 (Print) IS - 1663-9812 (Electronic) IS - 1663-9812 (Linking) VI - 10 DP - 2019 TI - Ruthenium Chloride-Induced Oxidative Cyclization of Trans-Resveratrol to (+/-)-epsilon-Viniferin and Antimicrobial and Antibiofilm Activity Against Streptococcus pneumoniae. PG - 890 LID - 10.3389/fphar.2019.00890 [doi] LID - 890 AB - Polyphenol epsilon-viniferin (2) is a protective phytochemical found in several plant families. Here, we report a simple and effective method for the synthesis of (+/-)-epsilon-viniferin (2) as major product and (+/-)-(E)-omega-viniferin (3) as a minor product. Synthesized viniferin compounds and standard viniferin were analyzed for antibacterial and antibiofilm activity against Gram-positive bacteria Streptococcus pneumoniae. The minimum inhibitory concentrations (MICs) of (+/-)-epsilon-viniferin (2) and standard viniferin were 20 microm. However, the MICs of (+/-)-(E)-omega-viniferin (3) and compound 8 were 40 microm. Although viniferin significantly (p < 0.05) reduced pre-established in vitro biofilms and killed bacteria within the biofilm, it was unable to prevent biofilm formation at sub-MIC concentrations. The time kill experiment revealed that viniferin killed bacteria and reduced 2.8 log(10) bacteria at 2 x MIC concentration after 24 h. Scanning electron microscope (SEM) analysis and live/dead biofilm staining of pre-established biofilms revealed that viniferin treatment disrupts membrane integrity of biofilm bacteria. Crystal violet absorption, total protein, and DNA and RNA release revealed that viniferin alters bacterial cell permeability, eventually killing bacteria. FAU - Yadav, Mukesh Kumar AU - Yadav MK AD - Department of Otorhinolaryngology-Head and Neck Surgery, Korea University Guro Hospital, Seoul, South Korea. AD - Institute for Medical Device Clinical Trials, Korea University College of Medicine, Seoul, South Korea. FAU - Mailar, Karabasappa AU - Mailar K AD - College of Pharmacy and Integrated Research Institute for Drug Development, Dongguk University, Seoul, South Korea. FAU - Nagarajappa Masagalli, Jagadeesh AU - Nagarajappa Masagalli J AD - College of Pharmacy and Integrated Research Institute for Drug Development, Dongguk University, Seoul, South Korea. FAU - Chae, Sung-Won AU - Chae SW AD - Department of Otorhinolaryngology-Head and Neck Surgery, Korea University Guro Hospital, Seoul, South Korea. AD - Institute for Medical Device Clinical Trials, Korea University College of Medicine, Seoul, South Korea. AD - College of Pharmacy and Integrated Research Institute for Drug Development, Dongguk University, Seoul, South Korea. FAU - Song, Jae-Jun AU - Song JJ AD - Department of Otorhinolaryngology-Head and Neck Surgery, Korea University Guro Hospital, Seoul, South Korea. FAU - Choi, Won Jun AU - Choi WJ AD - College of Pharmacy and Integrated Research Institute for Drug Development, Dongguk University, Seoul, South Korea. LA - eng PT - Journal Article DEP - 20190814 PL - Switzerland TA - Front Pharmacol JT - Frontiers in pharmacology JID - 101548923 PMC - PMC6702469 OTO - NOTNLM OT - Streptococcus pneumoniae OT - antibiofilm OT - antimicobacterial OT - cell membrane OT - epsilon-viniferin EDAT- 2019/09/03 06:00 MHDA- 2019/09/03 06:01 PMCR- 2019/08/14 CRDT- 2019/09/03 06:00 PHST- 2019/03/19 00:00 [received] PHST- 2019/07/15 00:00 [accepted] PHST- 2019/09/03 06:00 [entrez] PHST- 2019/09/03 06:00 [pubmed] PHST- 2019/09/03 06:01 [medline] PHST- 2019/08/14 00:00 [pmc-release] AID - 10.3389/fphar.2019.00890 [doi] PST - epublish SO - Front Pharmacol. 2019 Aug 14;10:890. doi: 10.3389/fphar.2019.00890. eCollection 2019.