title: Novel bisstyryl derivatives of bakuchiol: targeting oral cavity pathogens.
abstract: Novel bisstyryl derivatives of bakuchiol using Heck coupling reaction as the key step were synthesized and screened against a panel of six oral cavity pathogens for their antimicrobial activity. Four compounds (9-12) showed two to fourfold and four to eightfold better activity (MIC 0.25-16 microg/ml) than bakuchiol and triclosan respectively. These compounds effectively inhibit the biofilm formation of single and multiple species at 2 - 8 x MICs. 4- and 4'-Hydroxy/methoxy styryl moieties of the bakuchiol derivatives play a pivotal role towards the activity as established in the SAR studies. Mechanism of action studies revealed microbial membrane structure disruption as the probable mode of action of these compounds.
authors.affiliation: Department of Bioorganic Chemistry, Indian Institute of Integrative Medicine (CSIR), Canal Road, Jammu Tawi 180001, India.
authors.forename: Mallepally V
authors.initials: MV
authors.lastname: Reddy
authors.forename: Niranjan
authors.initials: N
authors.lastname: Thota
authors.forename: Payare L
authors.initials: PL
authors.lastname: Sangwan
authors.forename: Pankaj
authors.initials: P
authors.lastname: Malhotra
authors.forename: Furqan
authors.initials: F
authors.lastname: Ali
authors.forename: Inshad A
authors.initials: IA
authors.lastname: Khan
authors.forename: Swapandeep S
authors.initials: SS
authors.lastname: Chimni
authors.forename: Surrinder
authors.initials: S
authors.lastname: Koul
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D001419:Bacteria / Q000166:cytology / Q000187:drug effects*; D018441:Biofilms / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D006801:Humans; D008826:Microbial Sensitivity Tests; D009055:Mouth / Q000382:microbiology*; D010636:Phenols / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D020058:Styrene / Q000737:chemistry*; D014260:Triclosan / Q000494:pharmacology
chemical_list: D000900:Anti-Bacterial Agents; D010636:Phenols; D020058:Styrene; D014260:Triclosan; C012765:bakuchiol