| 词条 | Bakuchiol |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 459514403 | Name = Bakuchiol | ImageFile = Bakuchiol.svg | ImageSize = 250 | ImageName = Chemical structure of bakuchiol | ImageAlt = Chemical structure of bakuchiol | IUPACName = 4-[(1E,3S)-3-ethenyl-3,7-dimethylocta-1,6-dienyl]phenol | OtherNames = (+)-Bakuchiol |Section1={{Chembox Identifiers | CASNo = 10309-37-2 | CASNo_Ref = {{cascite|changed|??}} | CASNoOther = 42041-17-8 | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 262344 | 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 = C18H24O | MolarMass = 256.38 g/mol | Appearance = | Density = | MeltingPt = | BoilingPt = | Solubility = }} |Section3={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = | RPhrases = | SPhrases = }} }}Bakuchiol is a meroterpene (a chemical compound having a partial terpenoid structure) in the class terpenophenol. It is found in Psoralea corylifolia[1][2][3] and in Otholobium pubescens.[4] It has been reported to have anticancer activity in pre-clinical models, possibly due to its structural similarity with resveratrol.[5] One study in rats suggested that bakuchiol and ethanol extracts of the Chinese medicinal plant Psoralea corylifolia could protect against bone loss.[6] 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.[7] Bakuchiol was also found to have retinol functionality.[8] Bakuchiol has been found to possess antiandrogenic activity in prostate cancer cells, which inhibited cell proliferation.[9] See also
References1. ^Biosynthesis of bakuchiol, a meroterpene from Psoralea corylifolia. Asok Banerji and Chintalwar G. J., Phytochemistry, 1983, vol. 22, no9, pp. 1945-1947, {{INIST|9311490}} 2. ^Amyloglucosidase Catalyzed Syntheses of Bakuchiol Glycosides in Supercritical Carbon Dioxide. Balaraman Manohar, Soundar Divakar and Kadimi Udaya Sankar, Bull. Korean Chem. Soc. 2009, Vol. 30, No. 8, pp. 1760-1766, {{INIST|22343814}} 3. ^Bakuchiol: A Hepatoprotective Compound of Psoralea corylifolia on Tacrine-Induced Cytotoxicity in Hep G2 Cells. Hyun Cho, Jung-Yang Jun, Eun-Kyoung Song, Ki-Hong Kang, Hum-Young Baek, Yong-Suk Ko and Youn-Chul Kim, Planta Med., 2001, 67(8), pp. 750-751, {{doi|10.1055/s-2001-18347}} 4. ^Isolation and antihyperglycemic activity of bakuchiol from Otholobium pubescens (fabaceae), a peruvian medicinal plant used for the treatment of diabetes. Krenisky J. M., Luo J., Reed M. J. and Carney J. R., Biological & pharmaceutical bulletin, 1999, vol. 22, no10, pp. 1137-1140, {{INIST|1198639}} 5. ^Anti-tumor effects of bakuchiol, an analogue of resveratrol, on human lung adenocarcinoma A549 cell line. Chen Z, Jin K, Gao L, Lou G, Jin Y, Yu Y, Lou Y. Eur J Pharmacol. 2010 Sep 25;643(2-3):170-9. doi: 10.1016/j.ejphar.2010.06.025. 6. ^Ethanol extract of Psoralea corylifolia L. and its main constituent, bakuchiol, reduce bone loss in ovariectomised Sprague-Dawley rats. Lim SH, Ha TY, Kim SR, Ahn J, Park HJ and Kim S, Br J Nutr., 2009 Apr, 101(7), pp. 1031-1039 7. ^Dental Caries and Medicinal Plants –An Overview. Parimala Devi B. and Ramasubramaniaraj R., Journal of Pharmacy Research, 2009, 2(11), pp. 1669-1675 http://jpronline.info/article/view/906/708 8. ^Bakuchiol: a retinol-like functional compound revealed by gene expression profiling and clinically proven to have anti-aging effects. Chaudhuri RK and Bojanowski K. Int J Cosmet Sci. 2014 Jun;36(3):221-30 {{doi|10.1111/ics.12117}} 9. ^Miao, L., Ma, S. W., Fan, G. W., Wang, H., Wang, Y. F., & Chai, L. J. (2013). Bakuchiol inhibits the androgen induced-proliferation of prostate cancer cell line LNCaP through suppression of AR transcription activity. Tianjin Journal of Traditional Chinese Medicine, 5, 012. External links
2 : Nonsteroidal antiandrogens|Terpeno-phenolic compounds |
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