ABSTRACT
A synthesis of natural tetrahydrofuran lignan (+)-sylvone is achieved starting from methyl allenoate in 5 steps. The synthesis begins from an enantioselective aldol reaction of methyl allenoate with 3,4-dimethoxybenzaldehyde to afford α-addition aldol adduct. Key steps for the synthesis of sylvone include an oxacyclization of the α-hydroxy allenyl adduct followed by a Michael addition of a 1,3-dithiane derivative to establish a sylvone skeleton with suitable stereoselections.
Subject(s)
Furans/chemistry , Lignans/chemical synthesis , Naphthalenes/chemistry , Benzaldehydes/chemistry , Catalysis , Heterocyclic Compounds/chemistry , Lignans/chemistry , Molecular Structure , StereoisomerismABSTRACT
Facial packs or masks are popular beauty treatments that are thought to improve skin quality. We formulated a yoghurt pack using natural ingredients (F-YOP), with consideration of skin affinity, safety, health, and beauty. Then, we performed an in vitro assessment of biological activity and in vivo assessments of moisture, TEWL, melanin content, and elasticity. Facial areas treated with F-YOP showed increased moisture compared to control regions: 89±6.26% (forehead), 140.72±10.19% (cheek), and 123.29±6.67% (chin). Transepidermal water loss (TEWL) values were decreased in the treated areas compared to control: 101.38±6.95% (forehead), 50.37±5.93% (cheek), and l57.81±10.88% (chin). Elasticity was decreased in the control region, whereas the treatment region did not change. The initial elasticity was maintained in the cheek. F-YOP exhibited activity on DPPH radical scavenging, SOD-like activity, and lipoxygenase activity. F-YOP treatment successfully improved the moisture, brightness, and elasticity of treated skin.
Subject(s)
Cosmetics/pharmacology , Opuntia , Phytotherapy , Plant Preparations/pharmacology , Skin/drug effects , Yogurt , Adult , Cosmetics/chemistry , Elasticity/drug effects , Elasticity/physiology , Face , Female , Free Radical Scavengers/chemistry , Free Radical Scavengers/pharmacology , Humans , Male , Melanins/analysis , Plant Preparations/chemistry , Skin/chemistry , Skin Aging/drug effects , Skin Physiological Phenomena/drug effects , Water Loss, Insensible/drug effects , Water Loss, Insensible/physiologyABSTRACT
The efficient copper-catalyzed addition reaction of bis(pinacolato)diboron to alpha,beta-acetylenic esters has been developed, which produces the corresponding beta-borylated-alpha,beta-ethylenic esters in high yields under mild reaction conditions.