Topical administration of phenylethyl resorcinol(PR) has attracted much attention as skin lightening agent with potent anti-tyrosinase activity. Two novel types of elastic carriers were developed to overcome the limit...Topical administration of phenylethyl resorcinol(PR) has attracted much attention as skin lightening agent with potent anti-tyrosinase activity. Two novel types of elastic carriers were developed to overcome the limitation of PR as topical delivery by increasing the solubility, stability and decreasing skin irritation compared to conventional liposomes. In addition, it also promotes skin penetration of PR to reach deep skin layer at the target site. The lead formulations were obtained from the invasomes containing 1%(w/v) d-limonene mixed with 10%(v/v) absolute ethanol as the skin enhancer, and transfersomes containing 15%(w/w) sodium deoxycholate(SDC) as edge activator. All formulations gave a vesicle size < 500 nm, polydispersity index(PDI) < 0.3, high zeta potential, entrapment efficiency > 50%, and good stability on storage at 30 °C at 75% RH for 4 months. Transfersomes have a lower degree of deformability(6.63%) than invasomes(25.26%). In contrast, the liposomes as rigid vesicles do not show a deformable property. This characteristic affects the skin permeation, and thus, transfersomes with high elastic property provided a significantly higher cumulative amount, steady state flux( J ss) and permeability coefficient( K p) compared to other formulations. However, in vitro PR accumulation in full-thickness newborn pig skin demonstrated that the application of elastic carrier formulations gave significantly higher accumulation than liposomes, and gave anti-tyrosinase activity up to 80%. These results are straightforwardly related to the results of cellular level study. Transfersomes and invasomes showed higher tyrosinase inhibition activity and melanin content reduction when compared to liposomes in B16 melanoma cells. In addition, acute irritation test in rabbits confirmed that these formulations are safe for skin application. Therefore, elastic vesicle carriers have theefficiency to deliver PR into the deep skin in both quantity and effectiveness which are better than conventional liposomes and appropriate for a skin lightening product.展开更多
5-Hydroxy-2-（2-phenylethyl）chromone（l） was synthesized from 2,6-dihydroxyacetophenone（7） obtained via four-steps resorcinol-reacting with phenylpropionic acid, the procedures involved are Baker-Venkataraman rear...5-Hydroxy-2-（2-phenylethyl）chromone（l） was synthesized from 2,6-dihydroxyacetophenone（7） obtained via four-steps resorcinol-reacting with phenylpropionic acid, the procedures involved are Baker-Venkataraman rear-rangement and cyclization which are easy to conduct, the overall yield is 32%.展开更多
A rare earth Schiff base complex:lanthanum tris(N-phenylethyl-3,5-di-t-butylsalicylaldiminato)s [La(OPEBS)_3] was successfully applied as single component initiator for the ring-opening polymerization of 1,4-dioxan-2-...A rare earth Schiff base complex:lanthanum tris(N-phenylethyl-3,5-di-t-butylsalicylaldiminato)s [La(OPEBS)_3] was successfully applied as single component initiator for the ring-opening polymerization of 1,4-dioxan-2-one (PDO) in bulk.The influence of reaction conditions,such as polymerization temperature,the molar ratio of the monomer to initiator (M/I) on the monomer conversion and molecular weight of the polymer has been investigated.Poly(1,4-dioxan-2-one) with a viscosity-average molecular weight (My) o...展开更多
Objective To study the characteristic 2-（2-phenylethyl）chromone components of endophytic fungal strain of Aquilaria sinensis by solid culture. Methods The compounds were isolated by various chromatographic methods s...Objective To study the characteristic 2-（2-phenylethyl）chromone components of endophytic fungal strain of Aquilaria sinensis by solid culture. Methods The compounds were isolated by various chromatographic methods such as silica gel, reverse-phase silica gel, Sephadex-LH20 column chromatography as well as crystallization. Results Seven 2-（2-phenylethyl）chromone analogues were isolated from the solid culture of Botryosphaeria rhodina A13. Their structures were established by spectral data as well as physicochemical properties, and identified as 6-hydroxy-7-methoxy-2-（2-phenylethyl）chromone （1）, 6,7-dimethoxy-2-（2-phenylethyl） chromone （2）, （5S,6R,7S,8R）-2-（2-phenylethyl）-5,6,7,8-tetrahydrchromone （3）, 6- hydroxy-2-（2-phenylethyl）chromone （4）, 4＇-hydroxy-2-（2-phenylethyl）chromone （5）, 6-methoxy-2-phenethyl-4H-chromen-4-one （6）, and 6-methoxy-2-（4＇-methoxy-phenethyl）-4H-chromen-4-one （7）. Conclusion All of the compounds are isolated for the first time from the genus Botryosphaeria. This research opens up a new vista to produce the characteristic components of agarwood by endophytic fungi.展开更多
We have reported that 3-(β-phenylethyl)-9β-methoxy-9α-(m-propionoxyphenyl)-3-azabicyclo [3.3.1] nonane (coded name; P-7548) was a new potent analgesic. Its potency was 2000 times that of morphine (mice, Lp., hot pl...We have reported that 3-(β-phenylethyl)-9β-methoxy-9α-(m-propionoxyphenyl)-3-azabicyclo [3.3.1] nonane (coded name; P-7548) was a new potent analgesic. Its potency was 2000 times that of morphine (mice, Lp., hot plate). Pharmacological tests further proved that P-7548 characterized its high potency, rapid onset and long展开更多
The latest and highly efficient asymmetric dihydroxylation was employed to create the chiral vicinal dihydroxy group of the title compound 1, which has been synthesized from phenylacetaldehyde through 6 steps with a t...The latest and highly efficient asymmetric dihydroxylation was employed to create the chiral vicinal dihydroxy group of the title compound 1, which has been synthesized from phenylacetaldehyde through 6 steps with a total yield of 61%.展开更多
基金the Graduate School, Faculty of Pharmaceutical Sciences and Prince of Songkla University for providing financial support
文摘Topical administration of phenylethyl resorcinol(PR) has attracted much attention as skin lightening agent with potent anti-tyrosinase activity. Two novel types of elastic carriers were developed to overcome the limitation of PR as topical delivery by increasing the solubility, stability and decreasing skin irritation compared to conventional liposomes. In addition, it also promotes skin penetration of PR to reach deep skin layer at the target site. The lead formulations were obtained from the invasomes containing 1%(w/v) d-limonene mixed with 10%(v/v) absolute ethanol as the skin enhancer, and transfersomes containing 15%(w/w) sodium deoxycholate(SDC) as edge activator. All formulations gave a vesicle size < 500 nm, polydispersity index(PDI) < 0.3, high zeta potential, entrapment efficiency > 50%, and good stability on storage at 30 °C at 75% RH for 4 months. Transfersomes have a lower degree of deformability(6.63%) than invasomes(25.26%). In contrast, the liposomes as rigid vesicles do not show a deformable property. This characteristic affects the skin permeation, and thus, transfersomes with high elastic property provided a significantly higher cumulative amount, steady state flux( J ss) and permeability coefficient( K p) compared to other formulations. However, in vitro PR accumulation in full-thickness newborn pig skin demonstrated that the application of elastic carrier formulations gave significantly higher accumulation than liposomes, and gave anti-tyrosinase activity up to 80%. These results are straightforwardly related to the results of cellular level study. Transfersomes and invasomes showed higher tyrosinase inhibition activity and melanin content reduction when compared to liposomes in B16 melanoma cells. In addition, acute irritation test in rabbits confirmed that these formulations are safe for skin application. Therefore, elastic vesicle carriers have theefficiency to deliver PR into the deep skin in both quantity and effectiveness which are better than conventional liposomes and appropriate for a skin lightening product.
文摘5-Hydroxy-2-（2-phenylethyl）chromone（l） was synthesized from 2,6-dihydroxyacetophenone（7） obtained via four-steps resorcinol-reacting with phenylpropionic acid, the procedures involved are Baker-Venkataraman rear-rangement and cyclization which are easy to conduct, the overall yield is 32%.
基金supported by the National Natural Science Foundation of China (Key program,Nos.G20434020 and G20774078).
文摘A rare earth Schiff base complex:lanthanum tris(N-phenylethyl-3,5-di-t-butylsalicylaldiminato)s [La(OPEBS)_3] was successfully applied as single component initiator for the ring-opening polymerization of 1,4-dioxan-2-one (PDO) in bulk.The influence of reaction conditions,such as polymerization temperature,the molar ratio of the monomer to initiator (M/I) on the monomer conversion and molecular weight of the polymer has been investigated.Poly(1,4-dioxan-2-one) with a viscosity-average molecular weight (My) o...
基金National Basic Research Program of China(973 Program,2014CB460613)National Natural Science Foundation of China(81203006)+2 种基金Natural Science Foundation of Guangdong Province(2015A030313710)Guangdong Provincial Project for Science and Technology(2014A030304050,2015A030302060)Observation Station Foundation of Guangdong Academy of Science(Sytz201504,Sytz201511)
文摘Objective To study the characteristic 2-（2-phenylethyl）chromone components of endophytic fungal strain of Aquilaria sinensis by solid culture. Methods The compounds were isolated by various chromatographic methods such as silica gel, reverse-phase silica gel, Sephadex-LH20 column chromatography as well as crystallization. Results Seven 2-（2-phenylethyl）chromone analogues were isolated from the solid culture of Botryosphaeria rhodina A13. Their structures were established by spectral data as well as physicochemical properties, and identified as 6-hydroxy-7-methoxy-2-（2-phenylethyl）chromone （1）, 6,7-dimethoxy-2-（2-phenylethyl） chromone （2）, （5S,6R,7S,8R）-2-（2-phenylethyl）-5,6,7,8-tetrahydrchromone （3）, 6- hydroxy-2-（2-phenylethyl）chromone （4）, 4＇-hydroxy-2-（2-phenylethyl）chromone （5）, 6-methoxy-2-phenethyl-4H-chromen-4-one （6）, and 6-methoxy-2-（4＇-methoxy-phenethyl）-4H-chromen-4-one （7）. Conclusion All of the compounds are isolated for the first time from the genus Botryosphaeria. This research opens up a new vista to produce the characteristic components of agarwood by endophytic fungi.
文摘We have reported that 3-(β-phenylethyl)-9β-methoxy-9α-(m-propionoxyphenyl)-3-azabicyclo [3.3.1] nonane (coded name; P-7548) was a new potent analgesic. Its potency was 2000 times that of morphine (mice, Lp., hot plate). Pharmacological tests further proved that P-7548 characterized its high potency, rapid onset and long
文摘The latest and highly efficient asymmetric dihydroxylation was employed to create the chiral vicinal dihydroxy group of the title compound 1, which has been synthesized from phenylacetaldehyde through 6 steps with a total yield of 61%.
