54814-41-4Relevant academic research and scientific papers
C28Terpenoids from Lamiaceous Plant Perovskia scrophulariifolia: Their Structures and Anti-neuroinflammatory Activity
Itoh, Kohji,Kajihara, Seita,Kashiwada, Yoshiki,Mamadalieva, Nilufar Z.,Niwa, Kanji,Tanaka, Naonobu,Tsuji, Daisuke
, p. 7667 - 7670 (2020/10/09)
Structurally unique C28 terpenoids, perovsfolins A (1) and B (2), were isolated from the aerial parts of an Uzbek medicinal plant, Perovskia scrophulariifolia (Lamiaceae). Their chemical structures including an unprecedented 6/8/6/6/6 pentacyclic carbon skeleton with a C6-C3 ester moiety were elucidated on the basis of spectroscopic analyses aided by density functional theory calculations as well as chemical evidence. Perovsfolin B (2) exhibited an anti-neuroinflammatory activity.
Phlenumdines A?C, New lycopodium alkaloids isolated from phlegmariurus nummulariifolius
Nakayama, Waka,Monthakantirat, Orawan,Fujikawa, Kazumi,Watthana, Santi,Kitanaka, Susumu,Makino, Toshiaki,Ishiuchi, Kanichiro
, p. 2247 - 2261 (2017/12/12)
Three new lycopodine-type alkaloids, phlenumdines A?C (1?3), have been isolated from the clubmoss Phlegmariurus nummulariifolius (Blume) Ching, and their structures were elucidated on the basis of spectroscopic data.
Stereoselective α-Hydroxylation of Amides Using Oppolzer's Sultam as Chiral Auxiliary
Zhang, Lumin,Zhu, Lili,Yang, Jun,Luo, Jisheng,Hong, Ran
, p. 3890 - 3900 (2016/05/24)
An Oppolzer's sultam-based highly stereoselective α-hydroxylation of amides was developed to deliver the desired products in good yield and excellent diastereoselectivity (>20/1). The generally crystalline products and the recyclability of the chiral auxiliary illustrate the practicability and scalability of the current approach.
The asymmetric total synthesis of (+)-salvianolic acid A
Zheng, Yong,Song, Wei-Bin,Xuan, Li-Jiang
supporting information, p. 5047 - 5050 (2016/07/25)
An asymmetric synthesis of (+)-salvianolic acid A with cardioprotective properties, has been accomplished in a convergent manner in eight steps and 10.6% overall yield. This synthesis features an asymmetric addition of organometallics to optically pure 2,3-epoxypropionate in the presence of BF3·Et2O, Ru(III)-catalyzed directed [Formula presented] olefination, and I2-catalyzed isomerization reaction.
Asymmetric transfer hydrogenation of α-azido acrylates
Ji, Yang,Xue, Ping,Ma, Dan-Dan,Li, Xue-Qiang,Gu, Peiming,Li, Rui
supporting information, p. 192 - 194 (2015/02/05)
The asymmetric transfer hydrogenation of α-azido acrylates has been explored, a range of α-hydroxy esters are produced with good enantioselectivities (80-90% ee). The reaction was conducted in the wet HCO2H/NEt3 with Ru-TsDPEN A.
Total synthesis of (+)-pentamethylsalvianolic acid C
Alford, Benjamin L.,Huegel, Helmut M.
supporting information, p. 2724 - 2727 (2013/06/04)
The total synthesis of a methylated analogue of (+)-Salvianolic acid C has been achieved. Key aspects of the synthetic route include an economical Cu(i) acetylide coupling, unique carboxyl activation conditions via microwave irradiation and a novel lipase catalysed kinetic resolution of a racemic mixture of secondary alcohol Danshensu. The preparation of this methylated analogue will not only improve the bioavailability, but also enable access to new and wider bioactivity applications for (+)-Salvianolic acid C.
Synthesis of derivatives of methyl rosmarinate and their inhibitory activities against matrix metalloproteinase-1 (MMP-1)
Yuan, Hu,Lu, Weiqiang,Wang, Liyan,Shan, Lei,Li, Honglin,Huang, Jin,Sun, Qingyan,Zhang, Weidong
, p. 148 - 157 (2013/05/09)
A series of MMP-1 inhibitors have been identified based upon a methyl rosmarinate scaffold using structure-based drug design methods. The best compound in the series showed an IC50 value of 0.4 μM. A docking study was conducted for compound (S)
Synthesis of anti-HIV lithospermic acid by two diverse strategies
Varadaraju, Tirumala G.,Hwu, Jih Ru
experimental part, p. 5456 - 5465 (2012/08/08)
An efficient and convergent route for the synthesis of the natural product (+)-lithospermic acid, which possesses anti-HIV activity, was accomplished. The (±)-trans-dihydrobenzo[b]furan core therein was prepared by two different strategies. The first strategy involved the use of a palladium-catalyzed annulation to generate an appropriately substituted benzo[b]furan ester followed by a stereoselective reduction of a carbon-carbon double bond with Mg-HgCl 2-MeOH. The second strategy relied on an aldol condensation between a suitably substituted methyl arylacetate and 3,4-dimethoxybenzaldehyde, followed by cyclization. Finally, a total synthesis of (+)-lithospermic acid was completed via coupling of a trans-dihydrobenzo[b]furan cinnamic acid with an enantiomerically pure methyl lactate.
Enantioselective total synthesis of (+)-lithospermic acid
Ghosh, Arun K.,Cheng, Xu,Zhou, Bing
supporting information, p. 5046 - 5049,4 (2012/12/12)
An enantioselective synthesis of (+)-lithospermic acid, a potent anti-HIV agent, has been accomplished in a convergent manner in nine steps. The synthesis features an enantioselective intramolecular oxa-Michael addition catalyzed by a quinidine derivative
Enantioselective total synthesis of (+)-lithospermic acid
Ghosh, Arun K.,Cheng, Xu,Zhou, Bing
supporting information, p. 5046 - 5049 (2013/01/15)
An enantioselective synthesis of (+)-lithospermic acid, a potent anti-HIV agent, has been accomplished in a convergent manner in nine steps. The synthesis features an enantioselective intramolecular oxa-Michael addition catalyzed by a quinidine derivative
