Results 111 to 120 of about 206 (130)
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Isolation, structural determination and synthetic approaches toward amphidinol 3
Natural Product Reports, 2014This review highlights the isolation and the structural determination of amphidinol 3 (AM3), as well as the synthetic efforts to its preparation. The mechanism of action of AM3 will not be developed herein.
Charlélie, Bensoussan +5 more
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Direct and Stereospecific Interaction of Amphidinol 3 with Sterol in Lipid Bilayers
Biochemistry, 2014Amphidinol 3 (AM3), a polyhydroxy-polyene metabolite from the dinoflagellate Amphidinium klebsii, possesses potent antifungal activity. Although AM3 permeabilizes phospholipid membranes only in the presence of sterol, the detailed molecular basis by which AM3 recognizes sterols in membranes remains unknown.
Rafael Atillo, Espiritu +3 more
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Diastereoselective synthesis of the C14–C29 fragment of amphidinol 3
Organic & Biomolecular Chemistry, 2013An efficient stereoselective synthesis of the C14–C29 fragment highlighting a coupling reaction between a 1,3-dithiane derivative and an α-branched aldehyde was realized. This highly convergent synthesis involved two chiral pools, L-malic acid and (+)-camphorsulfonic acid, which are the starting compounds to control the six stereogenic centers present ...
Rival, Nicolas +5 more
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Convergent Synthesis of the C18-C30 Fragment of Amphidinol 3
Synlett, 2009The C18-C30 fragment of amphidinol 3 has been synthesized in a convergent fashion by employing two asymmetric Sharpless dihydroxylations, a Julia-Kocienski olefination and a Wittig reaction as the key steps.
Janine Cossy +5 more
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Stereoselective Synthesis of the C31−C40/C43−C52 Unit of Amphidinol 3
The Journal of Organic Chemistry, 2009A concise synthesis of a tetrahydropyran ring system corresponding to the C31-C40 and C43-C52 units of amphidinol 3 is described. Successive chemoselective reactions, i.e., cross-metathesis to differentiate the iodoolefin from the terminal olefin and Sharpless asymmetric dihydroxylation on the resulting E-olefin, resulted in expeditious synthesis of an
Mitsunori, Kanemoto +2 more
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Development of an Access Route to the C31−C52 Central Core of Amphidinol 3
Organic Letters, 2007[reaction: see text] An asymmetric synthesis of the heavily oxygenated inner sector of amphidinol 3 constituted of C31-C52 is described. The successful pathway highlights construction of the pair of identical tetrahydropyran subunits from a common intermediate.
Matthew W, Bedore +2 more
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Toxicon, 2007
The cytotoxicity of lingshuiol, a novel polyhydroxy compound with a linear carbon-chain isolated from the cultured marine dinoflagellate Amphidinium sp., and that of amphidinol 2 (AM2) was compared with hepatocytes. Both lingshuiol and AM2 were toxic to primary rat hepatocytes with IC(50) values of 0.21 and 6.4muM, respectively.
Xin-Ming, Qi +5 more
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The cytotoxicity of lingshuiol, a novel polyhydroxy compound with a linear carbon-chain isolated from the cultured marine dinoflagellate Amphidinium sp., and that of amphidinol 2 (AM2) was compared with hepatocytes. Both lingshuiol and AM2 were toxic to primary rat hepatocytes with IC(50) values of 0.21 and 6.4muM, respectively.
Xin-Ming, Qi +5 more
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Total Synthesis of Amphidinol 3
Journal of Synthetic Organic Chemistry, Japan, 2021Yuma Wakamiya, Tohru Oishi
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Diastereoselective synthesis of the C14–C29 fragment of amphidinol.
Organic & biomolecular chemistry, 2014An efficient stereoselective synthesis of the C14–C29 fragment highlighting a coupling reaction between a 1,3-dithiane derivative and an α-branched aldehyde was realized. This highly convergent synthesis involved two chiral pools, L-malic acid and (+)-camphorsulfonic acid, which are the starting compounds to control the six stereogenic centers present ...
Nicolas, Rival +5 more
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Structure and Biosynthesis of Amphidinol 17, a Hemolytic Compound from Amphidinium carterae
Journal of Natural Products, 2010Amphidinol 17 (AM17; 1), a novel amphidinol, has been isolated from a Bahamas strain of Amphidinium carterae. This new congener contains the signature hairpin region and a Delta(6) polyene arm, whereas the polyol arm is distinct from those of other amphidinols.
Yanhui, Meng +4 more
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