181960-76-9Relevant academic research and scientific papers
Novel (+)-neoisopulegol-based o-benzyl derivatives as antimicrobial agents
Le, Tam Minh,Huynh, Thu,Bamou, Fatima Zahra,Szekeres, András,Fül?p, Ferenc,Szakonyi, Zsolt
, (2021)
Discovery of novel antibacterial agents with new structures, which combat pathogens is an urgent task. In this study, a new library of (+)-neoisopulegol-based O-benzyl derivatives of aminodiols and aminotriols was designed and synthesized, and their antimicrobial activity against different bacterial and fungal strains were evaluated. The results showed that this new series of synthetic O-benzyl compounds exhibit potent antimicrobial activity. Di-O-benzyl derivatives showed high activity against Gram-positive bacteria and fungi, but moderate activity against Gram-negative bacteria. Therefore, these compounds may serve a good basis for antibacterial and antifungal drug discovery. Structure–activity relationships were also studied from the aspects of stereochemistry of the O-benzyl group on cyclohexane ring and the substituent effects on the ring system.
Enantiospecific syntheses of pseudopterosin aglycones. Part 2. Synthesis of pseudopterosin K-L aglycone and pseudopterosin A-F aglycone via a B→BA→BAC annulation strategy
Kocienski,Pontiroli,Qun
, p. 2356 - 2366 (2007/10/03)
The enantiomeric aglycones of pseudopterosins K-L and A-F are synthesised from (-)- and (+)-isopulegol respectively. Key features are (a) the construction of the C3 stereogenic centre by a directed epoxidation-reduction sequence (K-L); (b) the creation of
A simple and efficient protocol for epoxidation of olefins using dimethyldioxirane
Ferraz, Helena M. C.,Muzzi, Rozanna M.,De O. Vieira, Tiago,Viertler, Hans
, p. 5021 - 5023 (2007/10/03)
The reaction of a series of monoterpenic olefins and Δ4-octalins with dimethyldioxirane led to the corresponding epoxides in excellent yields. Remarkable diastereoselectivity was observed for the Δ4-octalins. The procedure consists simply in stirring the substrate, NaHCO3 and acetone, at 0°C, with dropwise addition of an aqueous solution of oxone. (C) 2000 Elsevier Science Ltd.
A synthetic approach to the pseudopterosins
Gill, Simon,Kocienski, Philip,Kohler, Andrew,Pontiroli, Alessandro,Qun, Liu
, p. 1743 - 1744 (2007/10/03)
Three Lewis acid catalysed reactions used in a synthesis of the tricyclic core of the marine anti-inflammatory pseudopterosins are reported; the reductive cleavage of an oxirane with inversion, the cyclisation of an α-hydroxy ketenedithioacetal to an aren
