92819-11-9Relevant articles and documents
Concise synthesis of the Taxol side chain and demethoxy-4-epi-cytoxazone via oxazoline formation through intramolecular benzylic substitution of a bis-trichloroacetimidate
Matsushima, Yoshitaka,Orita, Mina
, (2021/05/10)
A concise and efficient method for synthesizing the Taxol side chain via the corresponding oxazoline intermediate was developed. The oxazoline ring is formed via an SN1 mechanism to ensure that the trans-oxazoline stereochemistry is retained. This process was induced by intramolecular benzylic substitution of a 1,2-bis-trichloroacetimidate, which was obtained from a known, enantiomerically pure diol. Demethoxy-4-epi-cytoxazone was also obtained from the intermediary trans-oxazoline 3b.
Asymmetric synthesis of novel N-(1-phenyl-2,3-dihydroxypropyl) arachidonylamides and evaluation of their anti-inflammatory activity
Kattamuri, Padmanabha V.,Salmonsen, Rebecca,McQuain, Catherine,Burstein, Sumner,Sun, Hao,Li, Guigen
, p. 506 - 511 (2013/04/23)
Aims: To design and synthesize novel N-(1-phenyl-2,3-dihydroxypropyl) arachidonylamides and evaluate their analgesic and anti-inflammatory potential. Main methods: The murine macrophage cell line RAW 264.7 has been widely used as a model for inflammatory responses in vitro. Our model consists of cultured monolayers of RAW 264.7 cells in which media concentrations of 15-deoxy-Δ13,14-PGJ2 (PGJ) are measured by ELISA following LPS (10 ng/ml) stimulation and treatment with 0.1, 0.3, 1.0, 3.0 and 10 μM concentrations of the compounds. Key findings: Our data indicate that several of our compounds have the capacity to increase production of PGJ and may also increase the occurrence of programmed cell death (apoptosis). Significance: Thus these agents are potential candidates for the therapy of conditions characterized by ongoing (chronic) inflammation and its associated pain.
Modellreaktionen zur stereokontrollierten Synthese von Aminopolyolen; Reduktion von Isoxazolinen mit freier oder geschuetzter Hydroxygruppe in 4-Position oder in Seitenketten
Jaeger, Volker,Schwab, Wilfried,Buss, Volker
, p. 576 - 578 (2007/10/02)
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