- A Bisphenolic Honokiol Analog Outcompetes Oral Antimicrobial Agent Cetylpyridinium Chloride via a Membrane-Associated Mechanism
-
Targeting Streptococcus mutans is the primary focus in reducing dental caries, one of the most common maladies in the world. Previously, our groups discovered a potent bactericidal biaryl compound that was inspired by the natural product honokiol. Herein, a structure activity relationship (SAR) study to ascertain structural motifs key to inhibition is outlined. Furthermore, mechanism studies show that bacterial membrane disruption is central to the bacterial growth inhibition. During this process, it was discovered that analog C2 demonstrated a 4-fold better therapeutic index compared to the commercially available antimicrobial cetylpyridinium chloride (CPC) making it a viable alternative for oral care.
- Ochoa, Cristian,Solinski, Amy E.,Nowlan, Marcus,Dekarske, Madeline M.,Wuest, William M.,Kozlowski, Marisa C.
-
-
- BISPHENOL COMPOUNDS
-
The present disclosure provides compounds of formula (I) or salts thereof, wherein R1- R10 and x are defined herein; compositions containing these compounds; methods of inhibiting, reducing, or ameliorating bacterial growth on a substrate using these compound; and products such as dental care products, soaps, antibacterial products, and plastics comprise one or more compounds described herein.
- -
-
Paragraph 00200
(2019/06/11)
-
- Synthesis of potential bisphenol A substitutes by isomerising metathesis of renewable raw materials
-
Isomerising metathesis is introduced as a sustainable method to produce dihydroxystilbene derivatives from eugenol, a clove oil ingredient, and cardanol from cashew nut shell liquid. Hydrogenation of the dihydroxystilbenes provided their di(hydroxyphenyl)ethane analogues. Initial studies to convert these monomers into polycarbonates and thiol-ene polymers support their potential to replace the petrol-derived bisphenol A (BPA). The estrogenic activity of the monomers derived from cardanol was found to be in the same range as that of BPA, a known endocrine disruptor. In contrast, eugenol-derived materials were found to be non-estrogenic, opening up new perspectives for bio-based food packaging materials.
- Trita,Over,Pollini,Baader,Riegsinger,Meier,Goo?en
-
supporting information
p. 3051 - 3060
(2017/07/15)
-
- Cyclopropenones and the Photochemical Generation of Cyclic Alkynes Therefrom
-
Cyclic alkynes (e.g., cyclooctynes such as dibenzocyclooctynes) can be photochemically generated from cyclopropenones as disclosed herein. The cyclic alkynes can be reacted (e.g., in situ) with materials having alkyne-reactive groups (e.g., azide groups i
- -
-
Page/Page column 15
(2010/08/22)
-
- Selective labeling of living cells by a photo-triggered click reaction
-
Phototriggering of the metal-free azide to acetylene cycloaddition reaction was achieved by masking the triple bond of dibenzocyclooctynes as cyclopropenone. Such masked cyclooctynes do not react with azides in the dark. Irradiation of cyclopropenones res
- Poloukhtine, Andrei A.,Mbua, Ngalle Eric,Wolfert, Margreet A.,Boons, Geert-Jan,Popik, Vladimir V.
-
experimental part
p. 15769 - 15776
(2010/01/30)
-
- Preparation and Reactions of Dianions from the Cresols
-
With n-BuLi/KO-t-Bu, protons are removed from the hydroxyl and methyl groups of cresols 5 to give dianions 6 in yields of 85percent (ortho), 95percent (meta), and 42percent (para).These dianions react with alkyl halides, Me3SiCl, Bu3SnCl, CO2, and oxidizing agents at carbon only and with dialkyl sulfates at both carbon and oxygen.Thus phenol derivatives bearing primary alkyl groups can be prepared from the corresponding methylphenols via dianions 6.
- Bates, Robert B.,Siahaan, Teruna J.
-
p. 1432 - 1434
(2007/10/02)
-