Bakuchiol 보골지염자 편집하기

'''Bakuchiol''' is a meroterpene (a chemical compound having a partial terpenoid structure) in the class terpenophenol.


It was first isolated in 1966 by Mehta et al. from Psoralea corylifolia seed and was called Bakuchiol based on the Sanskrit name of the plant, Bakuchi. Bakuchiol is a meroterpene phenol abundant in and mainly obtained from the seeds of the Psoralea corylifolia plant, which is widely used in Indian as well as in Traditional Chinese medicine to treat a variety of diseases. It has also been isolated from other plants, such as P. grandulosa, P. drupaceae, Ulmus davidiana, Otholobium pubescens, Piper longum and Aerva sangulnolenta Blum.


Even though the first complete synthesis of Bakuchiol was described in 1973, its first commercial use in topical applications did not occur until 2007 when it was introduced to the market under the trade name Sytenol A by Sytheon Ltd.


It has been reported to have anticancer activity in preclinical models, possibly due to its structural similarity with resveratrol. One study in rats suggested that Bakuchiol and ethanol extracts of the Chinese medicinal plant ''Psoralea corylifolia'' could protect against bone loss.


Bakuchiol possesses antioxidant, anti-inflammatory, and antibacterial properties. Bakuchiol isolated from ''P. corylifolia'' has shown activity against numerous Gram-positive and Gram-negative oral pathogens. It was able to inhibit the growth of ''Streptococcus mutans'' under a range of sucrose concentrations, pH values and in the presence of organic acids in a temperature-dependent manner and also inhibited the growth of cells adhered to a glass surface.


Despite having no structural resemblance to retinol, Bakuchiol was found to have retinol functionality through retinol-like regulation of gene expression. In 2018, a randomized, double-blind, 12-week clinical study with 44 volunteers demonstrated that Bakuchiol is comparable with retinol in its ability to improve photoaging (wrinkles, hyperpigmentation) but has a better skin tolerance.


Bakuchiol has been found to possess antiandrogenic activity in prostate cancer cells, which inhibited cell proliferation.


{{chembox|Verifiedfields=changed|Watchedfields=changed|verifiedrevid=459514403|Name=Bakuchiol|ImageFile=Bakuchiol.svg|ImageSize=250|ImageName=Chemical structure of bakuchiol|ImageAlt=Chemical structure of bakuchiol|PIN=4-[(1''E'',3''S'')-3-Ethenyl-3,7-dimethylocta-1,6-dien-1-yl]phenol|OtherNames=(+)-Bakuchiol<!-- <br /> -->|SystematicName=|Section1={{Chembox Identifiers
| CASNo = 10309-37-2
| CASNo_Ref = {{cascite|correct|CAS}}
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 262344
| DrugBank = DB16102
| EC_number = 685-515-4
| PubChem = 5468522
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = OT12HJU3AR
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 4579217
| SMILES = Oc1ccc(/C=C/[C@@](\C=C)(C)CC\C=C(/C)C)cc1
| InChI = 1/C18H24O/c1-5-18(4,13-6-7-15(2)3)14-12-16-8-10-17(19)11-9-16/h5,7-12,14,19H,1,6,13H2,2-4H3/b14-12+/t18-/m1/s1
| InChIKey = LFYJSSARVMHQJB-QIXNEVBVBX
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C18H24O/c1-5-18(4,13-6-7-15(2)3)14-12-16-8-10-17(19)11-9-16/h5,7-12,14,19H,1,6,13H2,2-4H3/b14-12+/t18-/m1/s1
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = LFYJSSARVMHQJB-QIXNEVBVSA-N
| MeSHName =
}}|Section2={{Chembox Properties
| Formula = C<sub>18</sub>H<sub>24</sub>O
| MolarMass = 256.38 g/mol
| Appearance =
| Density =
| MeltingPt =
| BoilingPt =
| Solubility =
}}|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
}}|Section4=|Section5=|Section6=}}