93381-43-2Relevant academic research and scientific papers
Drug delivery by an enzyme-mediated cyclization of a lipid prodrug with unique bilayer-formation properties
Linderoth, Lars,Peters, Gnther H.,Madsen, Robert,Andresen, Thomas L.
supporting information; experimental part, p. 1823 - 1826 (2009/09/07)
Special delivery: Liposomal drug-delivery systems in which prodrugs are activated specifically by disease-associated enzymes have great potential for the treatment of severe diseases, such as cancer. A new type of phospholipid-based prodrug has the ability to form stable small unilamellar vesicles (see picture). Activation of the prodrug vesicles by the enzyme sPLA2 initiates a cyclization reaction, which leads to the release of the drug.
Total synthesis and determination of the absolute configuration of guadinomines B and C2
Hirose, Tomoyasu,Sunazuka, Toshiaki,Tsuchiya, Satoshi,Tanaka, Toshiaki,Kojima, Yasuhiro,Mori, Ryuma,Iwatsuki, Masato,Omura, Satoshi
experimental part, p. 8220 - 8238 (2009/09/30)
This article describes the determination of the absolute configurations of the guadinomines, which are novel cyclic guanidyl natural products that are inhibitors of the type III secretion system (TTSS) of bacteria. Any compound that interrupts the TTSS of bacteria is potentially an ideal anti-infectious drug. The reliable asymmetric synthesis of guadinomines has revealed their absolute configurations, which could not have been defined without this synthetic approach. Our report not only describes the asymmetric total synthesis of the title compounds, but also demonstrates the novel concise synthesis of tri-substituted piperazinone cores as optically pure forms. The novel feature of our method is an intramolecular SN2 cyclization that uses PPh 3 and I2 to construct the unique 5membered cyclic guanidine substructure.
Total synthesis of thyrsiferyl 23-acetate, a specific inhibitor of protein phosphatase 2A and an anti-leukemic inducer of apoptosis
Gonzalez, Isabel C.,Forsyth, Craig J.
, p. 9099 - 9108 (2007/10/03)
A convergent synthetic entry to the squalenoid polyether system has been developed and applied to the biologically active marine natural products thyrsiferyl 23-acetate (1a), thyrsiferol (1b), thyrsiferyl 18-acetate (1c), and thyrsiferyl 18,23-diacetate (
SYNTHESIS OF CLAVULONES (CLAVIRIDENONES)
Hashimoto, Shinsuke,Arai, Yoshinobu,Hamanaka, Nobuyuki
, p. 2679 - 2682 (2007/10/02)
New marine eicosanoid clavulones (claviridenones) were synthesized from the Corey lactone and D-glutamic acid.
TOTAL SYNTHESIS OF MARINE PROSTANOIDS CLAVULONES
Nagaoka, Hiroto,Miyakoshi, Tohru,Yamada, Yasuji
, p. 3621 - 3624 (2007/10/02)
An enantioselective and stereoselective synthesis of novel marine prostanoids clavulone II (1) and 12-O-desacetylclavulone II (2) has been accomplished.
REDUCTIVE RING OPENINGS OF ALLYL-ALCOHOL EPOXIDES
Finan, James M.,Kishi, Yoshito
, p. 2719 - 2722 (2007/10/02)
Red-Al reduction of allyl-alcohol epoxides was shown to yield 1,3-diols in high regioselectivity, while DIBAL reduction was shown to yield 1,2-diols.
