Hederagenin-Methylester-3-Acetat置于lithium Bromide体系中,用 N,N-二甲基甲酰胺 作为反应溶剂,化学反应 48.0H,以90%的收率获得产物常春藤皂苷元 参考文献:Remote Hydroxylation Of Methyl Groups By Regioselective Cyclopalladation. Partial Synthesis Of Hyptatic Acid-A 标题:Remote Hydroxylation Of Methyl Groups By Regioselective Cyclopalladation. Partial Synthesis Of Hyptatic Acid-A 摘要:Hyptatic Acid-A (32),A 2 Alpha,3 Beta,24-Trihydroxyolean-12-En-28-Oic Acid,Previously Isolated From Hyptis Capitata,Was Obtained From Maslinic Acid (2). The Regioselective Cyclopalladation Of The Axial Methyl Group On C-4 Of Maslinic Acid Afforded The C-24 Hydroxymethylene Group Due To The Presence Of A C-2-Or Substituent. Nevertheless,Hederagenin (7) (23-Hydroxy Derivative) Was Formed When This Oxygenated Group Was Not Present. DOI:10.1021/jo070116E
专利号:US-2022162188-A1 优先权日:2019-01-15 标 题:Isoprenoids and methods of making thereof 发明人:WILLIAMS GAVIN; LUND SEAN; HALL RACHAEL 权利人:UNIV NORTH CAROLINA STATE 摘要:Disclosed are methods for preparing isoprenoid subunits, as well as methods of employing these isoprenoid subunits for the synthesis of isoprenoids. Also provided are isoprenoids prepared using the methods described herein.
专利号:US-12187755-B2 优先权日:2014-05-30 标题 :Minimal saponin analogues, synthesis and use thereof 发明人:GIN DAVID Y; CHEA ERIC K; FERNANDEZ-TEJADA ALBERTO; TAN DEREK S; LEWIS JASON S; GARDNER JEFFREY R; PILLARSETTY NAGAVARAKISHORE 权利人:MEMORIAL SLOAN KETTERING CANCER CENTER 摘要:Truncated triterpene saponin analogues containing a trisaccharide or tetrasaccharide ester are disclosed. Also disclosed are pharmaceutical compositions comprising truncated saponin analogues and synthetic methods of producing the truncated saponin analogues. Another aspect of the present application relates to a method for immunizing a subject, comprising administering to the subject the pharmaceutical composition comprising a minimal saponin analogue and an antigen.
专利号:CN-116445442-A 优先权日:2023-01-07 标题:UDP-glycosyltransferase and application thereof in synthesis of alpha-hederacoside glycoside compound
1: Han JY, Chun JH, O SA, Park SB, Hwang HS, Lee H, Choi YE. Transcriptomic analysis of Kalopanax septemlobus and characterization of KsBAS, CYP716A94, and CYP72A397 genes involved in hederagenin saponin biosynthesis. Plant Cell Physiol. 2017 Nov 24. doi: 10.1093/pcp/pcx188. [Epub ahead of print] doi: 10.1016/j.ejmech.2017.09.016. Epub 2017 Oct 7. doi: 10.1016/j.ejmech.2017.09.045. Epub 2017 Sep 22. pii: E41. doi: 10.3390/nu9010041. 5: Wu AG, Zeng W, Wong VK, Zhu YZ, Lo AC, Liu L, Law BY. Hederagenin and α-hederin promote degradation of proteins in neurodegenerative diseases and improve motor deficits in MPTP-mice. Pharmacol Res. 2017 Jan;115:25-44. doi: 10.1016/j.phrs.2016.11.002. Epub 2016 Nov 9. doi: 10.1080/10286020.2016.1232252. Epub 2016 Sep 26. doi: 10.1016/j.ejmech.2016.08.030. Epub 2016 Aug 17. doi: 10.1002/bmc.3801. Epub 2016 Aug 21. doi: 10.1002/open.201500149. eCollection 2015 Dec. 10: Rodríguez-Hernández D, Demuner AJ, Barbosa LC, Heller L, Csuk R. Novel hederagenin-triazolyl derivatives as potential anti-cancer agents. Eur J Med Chem. 2016 Jun 10;115:257-67. doi: 10.1016/j.ejmech.2016.03.018. Epub 2016 Mar 9. doi: 10.1016/j.phytochem.2015.12.016. Epub 2016 Jan 19. doi: 10.1155/2015/456354. Epub 2015 Oct 19.
合成参考文献
摘要:Indian Journal of Medical Research., 58(724), 1970 参考文献:10.1007/bf02976370 摘要:Kim SY, Son KH, Chang HW, Kang SS, Kim HP. Inhibition of mouse ear edema by steroidal and triterpenoid saponins. Arch Pharm Res. 1999 Jun;22(3):313–6. doi: 10.1007/bf02976370. 参考文献:10.1007/bf02976371 摘要:Oh SR, Jung KY, Son KH, Park SH, Lee IS, Ahn KS, Lee HK. In vitro anticomplementary activity of hederagenin saponins isolated from roots of Dipsacus asper. Arch Pharm Res. 1999 Jun;22(3):317–9. doi: 10.1007/bf02976371. 参考文献:10.1016/s0031-9422(01)00180-7 摘要:Gu JQ, Park EJ, Luyengi L, Hawthorne ME, Mehta RG, Farnsworth NR, Pezzuto JM, Kinghorn AD. Constituents of Eugenia sandwicensis with potential cancer chemopreventive activity. Phytochemistry. 2001 Sep;58(1):121–7. doi: 10.1016/s0031-9422(01)00180-7. 参考文献:10.1007/bf02975104 摘要:Park HJ, Kwon SH, Han YN, Choi JW, Miyamoto K, Lee SH, Lee KT. Apoptosis-Inducing costunolide and a novel acyclic monoterpene from the stem bark of Magnolia sieboldii. Arch Pharm Res. 2001 Aug;24(4):342–8. doi: 10.1007/bf02975104.