CAS: 511-05-7; (4As,10As)-6-Hydroxy-7-Isopropyl-1,1,4A-Trimethyl-2,3,4,4A,10,10A-Hexahydrophenanthren-9(1H)-One
该化合物是一种自然发生的化合物,被归类为树脂酸,主要来自松树树脂.该化合物具有复杂的多环结构,其特点是典型的乙型化合物的双环框架;在12位置上拥有一个氢氧基质组,在7位置上拥有一个可促进其再活动及潜在生物活动的氯酮功能组.其结构中存在多个双联结,表明它可能表现出不饱和性,从而影响其化学行为和相互作用.该化合物在各个领域,包括有机化学和材料科学方面,具有潜在作用,因为它在聚合物,表面活性剂和其他化学衍生物的合成中具有潜在用途.此外,其生物特性可能需要对潜在的治疗用途进行调查.
- 英文名称(4As,10As)-6-Hydroxy-7-Isopropyl-1,1,4A-Trimethyl-2,3,4,4A,10,10A-Hexahydrophenanthren-9(1H)-One
- 中文名称柳杉酚
- IUPAC名称(4aS,10aS)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,4a,10,10a-hexahydrophenanthren-9(1H)-one
- 其它别名(4As,10As)-6-Hydroxy-1,1,4A-Trimethyl-7-Propan-2-Yl-3,4,10,10A-Tetrahy Dro-2H-Phenanthren-9-One; (+)-Sugiol; (4As)-2,3,4,4A,10,10Aα-Hexahydro-6-Hydroxy-1,1,4A-Trimethyl-7-Isopropylphenanthren-9(1H)-One; 12-Hydroxyabieta-8,11,13-Triene-7-One; Sugiol; 10-Deoxoxanthoperol; 9(1H)-Phenanthrenone, 2,3,4,4A,10,10A-Hexahydro-6-Hydroxy-1,1,4A-Trimethyl-7-(1-Methylethyl)-, (4As,10As)-
- CAS编号511-05-7
- MFCD编号:MFCD26406076
- 分子式:C20H28O2分子量:300.44
- 产品CID: 1499892
- 产品分类天然产物 → 萜类
物理性质
MSDS等安全信息
上下游产品
(1R,4aS,10aR)-1-[1,3]Dithiolan-2-yl-6-hydroxy-7-isopropyl-1,4a-dimethyl-2,3,4,4a,10,10a-hexahydro-1H-phenanthren-9-one sugiol methylether (4aS,10aS)-7-isopropyl-6-methoxy-1,1,4a-trimethyl-1,2,3,4,4a,10a-hexahydrophenanthrene (4aS,9R,10aS)-7-Isopropyl-6-methoxy-1,1,4a-trimethyl-1,2,3,4,4a,9,10,10a-°Ctahydro-phenanthrene-9-carboxylic acid 5,6-dehydrosugiol ferruginol (+/-)-ferruginol合成工艺路线路线简述
- 868784-51-4 = 511-05-7 + 514-62-5 + 88664-08-8 + 68042-93-3
反应条件:1.1 Catalysts: Cytochrome P450 Reductase
标题:Functional Integration Of Two Cyp450 Genes Involved In Biosynthesis Of Tanshinones For Improved Diterpenoid Production By Synthetic Biology
作者:Mao,Yaping; Ma,Ying; Chen,Tong; Ma,Xiaohui; Xu,Yanqin; Et Al
参考文献:Acs Synthetic Biology 日期:2020 卷标:9(7) 页码:1763-1770
📜3,7-二甲基-2,6-辛二烯-1-醇置于吡啶,Chromium(Vi) Oxide,Aluminum (Iii) Chloride,Rhodium(Iii) Chloride Hydrate,Palladium 10% On Activated Carbon,氢气,Silver Trifluoromethanesulfonate,三溴化硼,Magnesium,溶剂黄146体系中,用 四氢呋喃,甲醇,乙醚,二氯甲烷,水,1,2-二氯乙烷 作为反应溶剂,化学反应 21.5H,反应生成 柳杉酚
参考文献:방향족 아비에탄 디테르페노이드의 합성 방법
标题:방향족 아비에탄 디테르페노이드의 합성 방법
摘要:本发明涉及一种合成一般式(1)的铁杉醇(ferruginol),一般式(2)的松香醇(sugiol)和一般式(3)的松香醇甲醚(sugiol Methyl Ether)的多种方法已经被开发,但是为了合成它们必须经过多个中间步骤,分离过程复杂,需要使用昂贵的起始材料等困难.本发明涉及一种使用中间体一般式(6)的化合物,该中间体易于购买且易于合成反应,从而简单地合成一般式(1),一般式(2)和一般式(3),反应易于进行且提高收率的芳基萜二萜合成方法的发明.
海关参考信息
- 2902600000-乙苯
2902700000-异丙基苯
2912110000-甲醛
2912120000-乙醛 - 💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
- 详情请参考：📖 海关编码查询和海关进出口税则
专利信息
专利号:US-12221419-B2
优先权日:2022-03-30
标题:Abietanes and methods of making and using the same
发明人：FREDERICH JAMES H; SOLANS MEGAN M
权利人:FLORIDA STATE UNIV RESEARCH FOUNDATION INCORPORATED; UNIV FLORIDA STATE RES FOUND
摘要:In accordance with the purpose(s) of the present disclosure, as embodied and broadly described herein is versatile polyene cyclization strategy that exploits conjugated β-ionyl derivatives. Photomediated disruption of the extended Ï€-system within these chromophores unveils a contra-thermodynamic polyene that engages in a Heck-type cyclization to afford [4.4.1]-propellanes. The connectivity of overbred polycycles generated from this process is controlled by the position of the requisite C-Halide bond. Thus, compared to conventional biomimetic polyene cyclization, this approach allows for complete control of regiochemistry and facilitates incorporation of both electron-rich and electron-deficient (hetero)aryl groups. This strategy was successfully applied to the total synthesis of abietanes such as, for example, taxodione and salviasperanol, two isomeric abietane-type diterpenes that previously could not be prepared along the same synthetic pathway.
专利号:KR-102081847-B1
优先权日:2018-08-23
标题 :Synthesis method of aromatic avaietan diterpenoids
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主要参考文献
1: Hao C, Zhang X, Zhang H, Shang H, Bao J, Wang H, Li Z. Sugiol (127horbar;hydroxyabieta-8,11,13-trien-7-one) targets human pancreatic carcinoma cells (Mia-PaCa2) by inducing apoptosis, G2/M cell cycle arrest, ROS production and inhibition of cancer cell migration. J BUON. 2018 Jan-Feb;23(1):205-210. doi: 10.1016/j.bcp.2015.06.033. Epub 2015 Jul 23. doi: 10.1016/S1995-7645(13)60183-2. doi: 10.3389/fcimb.2019.00208. eCollection 2019.
7: Córdova I, León LG, León F, San Andrés L, Luis JG, Padrón JM. Synthesis and antiproliferative activity of novel sugiol beta-amino alcohol analogs. Eur J Med Chem. 2006 Nov;41(11):1327-32. Epub 2006 Jul 7. doi: 10.1080/14786419.2017.1314280. Epub 2017 Apr 12. Epub 2007 Feb 6. doi: 10.1111/nph.13790. Epub 2015 Dec 18.
12: Chen YC, Li YC, You BJ, Chang WT, Chao LK, Lo LC, Wang SY, Huang GJ, Kuo YH. Diterpenoids with anti-inflammatory activity from the wood of Cunninghamia konishii. Molecules. 2013 Jan 4;18(1):682-9. doi: 10.3390/molecules18010682.
合成参考文献
参考文献:10.1016/s0031-9422(97)01056-x
摘要:Tan N, Topçu G, Ulubelen A. Norabietane diterpenoids and other terpenoids from salvia recognita. Phytochemistry. 1998 Sep;49(1):175–8. doi: 10.1016/s0031-9422(97)01056-x.
参考文献:10.1016/s0928-3420(99)80023-8
摘要:Wang M, Cai H, Peng S, Ding L, Wu F. Triterpenoid saponins from Berneuxia thebetica Decne. 1999. In: Studies in Plant Science.
参考文献:10.1021/np960389x
摘要:Kuo Y, Yu M. 6-Oxoferruginol and 6α-Acetoxyferruginol, New Abietane-Type Diterpenes from the Heartwood of Juniperus formosana. J. Nat. Prod. 1997 Jun 01;60(6):648–50. doi: 10.1021/np960389x.
参考文献:10.1016/0031-9422(91)83237-f
摘要:Kubo I, Ying B. A bisnorditerpene dilactone from Podocarpus nagi. Phytochemistry. 1991 Jan;30(10):3476–7. doi: 10.1016/0031-9422(91)83237-f.
参考文献:10.1055/s-2005-864094
摘要:Chao KP, Hua KF, Hsu HY, Su YC, Chang ST. Anti-inflammatory activity of sugiol, a diterpene isolated from Calocedrus formosana bark. Planta Med. 2005 Apr;71(4):300–5. doi: 10.1055/s-2005-864094.
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