23735-44-6Relevant articles and documents
Discovery of 2-Sulfinyl-Diazabicyclooctane Derivatives, Potential Oral β-Lactamase Inhibitors for Infections Caused by Serine β-Lactamase-Producing Enterobacterales
Fujiu, Motohiro,Yokoo, Katsuki,Sato, Jun,Shibuya, Satoru,Komano, Kazuo,Kusano, Hiroki,Sato, Soichiro,Aoki, Toshiaki,Kohira, Naoki,Kanazawa, Sachi,Watari, Ryosuke,Kawachi, Tomoyuki,Hirakawa, Yuya,Nagamatsu, Daiki,Kashiwagi, Emi,Maki, Hideki,Yamawaki, Kenji
supporting information, p. 9496 - 9512 (2021/07/19)
Coadministration of β-lactam and β-lactamase inhibitor (BLI) is one of the well-established therapeutic measures for bacterial infections caused by β-lactam-resistant Gram-negative bacteria, whereas we have only two options for orally active BLI, clavulanic acid and sulbactam. Furthermore, these BLIs are losing their clinical usefulness because of the spread of new β-lactamases, including extended-spectrum β-lactamases (ESBLs) belonging to class A β-lactamases, class C and D β-lactamases, and carbapenemases, which are hardly or not inhibited by these classical BLIs. From the viewpoints of medical cost and burden of healthcare personnel, oral therapy offers many advantages. In our search for novel diazabicyclooctane (DBO) BLIs possessing a thio-functional group at the C2 position, we discovered a 2-sulfinyl-DBO derivative (2), which restores the antibacterial activities of an orally available third-generation cephalosporin, ceftibuten (CTB), against various serine β-lactamase-producing strains including carbapenem-resistant Enterobacteriaceae (CRE). It can be orally absorbed via the ester prodrug modification and exhibits in vivo efficacy in a combination with CTB.
An easy and versatile approach to the synthesis of chiral pheromone lactones via 4,4-dimethyl-2-oxazoline derivatives
Zarbin, Paulo H.G.,Oliveira, Alfredo R.M.,Simonelli, Fabio,Villar, José A.F.P.,Delay Jr., Orlando
, p. 7399 - 7400 (2007/10/03)
As part of our ongoing investigation on the versatility of 4,4-dimethyl-2-oxazoline derivatives, we present a straightforward synthesis of chiral lactone pheromones from readily available starting materials. As an application, we describe the diastereoselective synthesis of cis and trans-2-methyl-5-hexanolide (1), a pheromone component of the carpenter bee Xylocopa hirutissima, and a formal synthesis of (4R,5Z)-5-tetradecen-4-olide (2), the sex pheromone of the Japanese beetle Popillia japonica.
Bryostatins: The asymmetric synthesis of C1-C9 and C11-C16 fragments
De Brabander,Vanhessche,Vandewalle
, p. 2821 - 2824 (2007/10/02)
The fragments C1-C9 19 and C11-C16 26 of the bryostatins are constructed in an enantioselective and highly diastereoselective fashion from respectively D-pantolactone (2) and L-erythrulose (3) as chiral template