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.
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.
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.
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
scheme or table, 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
, 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
, 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
