54814-43-6Relevant academic research and scientific papers
Total synthesis of (+)-lithospermic acid by asymmetric intramolecular alkylation via catalytic C-H bond activation
O'Malley, Steven J.,Tan, Kian L.,Watzke, Anja,Bergman, Robert G.,Ellman, Jonathan A.
, p. 13496 - 13497 (2005)
The total synthesis of (+)-lithospermic acid is described. The efficient synthesis features an asymmetric alkylation via C-H bond activation to assemble the dihydrobenzofuran core of the natural product. This was accomplished via a chiral imine-directed C
Isolation, modification, and aldose reductase inhibitory activity of rosmarinic acid derivatives from the roots of Salvia grandifolia
Kang, Jie,Tang, Yanbo,Liu, Quan,Guo, Nan,Zhang, Jian,Xiao, Zhiyan,Chen, Ruoyun,Shen, Zhufang
, p. 197 - 204 (2016)
To find aldose reductase inhibitors, two previously unreported compounds, grandifolias H and I, and five known compounds, including rosmarinic acid and rosmarinic acid derivatives, were isolated from the roots of Salvia grandifolia. A series of rosmarinic
Antimicrobial activity of Rosmarinus officinalis against oral pathogens: Relevance of carnosic acid and carnosol
Bernardes, Wagner A.,Lucarini, Rodrigo,Tozatti, Marcos G.,Souza, Maria G. M.,Andrade Silva, Marcio L.,Da Silva Filho, Ademar A.,Gomes Martins, Carlos H.,Miller Crotti, Antonio E.,Pauletti, Patricia M.,Groppo, Milton,Cunha, Wilson R.
, p. 1835 - 1840 (2010)
The in vitro inhibitory activity of crude EtOH/H2O extracts from the leaves and stems of Rosmarinus officinalis L. was evaluated against the following microorganisms responsible for initiating dental caries: Streptococcus mutans, S. salivarius,
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
supporting information, 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.
A concise route to dihydrobenzo[b]furans: Formal total synthesis of (+)-lithospermic acid
Fischer, Joshua,Savage, G. Paul,Coster, Mark J.
supporting information; experimental part, p. 3376 - 3379 (2011/09/12)
A sequence of Sonogashira coupling, Pd(II)-catalyzed carbonylative annulation, and benzofuran reduction (Mg, MeOH, NH4Cl) provides a convergent and modular synthetic route to trans-2-aryl-2,3-dihydrobenzo[b]furan- 3-carboxylates, which are a structural feature of numerous biologically active natural products. This versatile strategy was applied to the formal total synthesis of the anti-HIV natural product (+)-lithospermic acid.
Improving the NQO1-Inducing Activities of Phenolic Acids from Radix Salvia miltiorrhiza: A Methylation Strategy
Zhang, Xiaoyu,Song, Zhihang,Xu, Jinzhong,Ma, Zhongjun
experimental part, p. 558 - 566 (2012/04/10)
NAD(P)H: quinone oxidoreductase1 (NQO1) is an important detoxification enzyme that can protect mammalian cells against toxic quinones and reduce the risk of tumorigenesis. In this study, it was found that salvianolic acid B (SaB), lithospermic acid (LA), and rosmarinic acid (RA), three main hydrophilic constituents in Danshen, conjugated with glutathione (GSH) easily in vitro but exhibited no NQO1-inducing activities in Hepa 1c1c7 cells, which might attribute to their poor absorptions. After a simple methylation strategy that aimed at improving the liposolubility, both the NQO1-inducing activities and the absorptions in cells of the phenolic acids improved obviously, without losing the GSH-conjugating abilities. The concentration to double the specific activity of NQ01 values of methylated products of lithospermic acid and rosmarinic acid were 17.86±2.34μg/mL and 11.97± 0.60μg/mL, respectively. The findings indicated that methylation is an effective strategy to improve the NQO1-inducing activities of phenolic acids in Danshen. In the present study, a methylation strategy was employed to improve the NQO1 inducing activities of phenolic acids in Danshen. After methylation, both the NQO1 inducing activities and the absorptions in cells of the phenolic acids improved obviously without losing their GSH conjugating abilities.
