Archive for September, 2009

Mechanistic Investigation on the Formation of Indolizines from 2-Enynylpyridines

Organic Letters, Volume 11, Issue 21, Page 4802-4805, November 5, 2009.

Highly Regioselective Gold-Catalyzed Ring-Opening Allylation and Azidation of Dihydrofurans

Organic Letters, Volume 11, Issue 21, Page 5034-5037, November 5, 2009.

Stereocontrolled Generation of the (2R) Chroman Core of Vitamin E: Total Synthesis of (2R,4′RS,8′RS)-α-Tocopherol

Organic Letters, Volume 11, Issue 21, Page 4930-4933, November 5, 2009.

Immobilization of a Photoswitchable Piperidine Base

Organic Letters, Volume 11, Issue 21, Page 4790-4793, November 5, 2009.

Enantioselective Total Synthesis and Determination of Absolute Configuration of Vittatalactone

Organic Letters, Volume 11, Issue 21, Page 4767-4769, November 5, 2009.

Synthesis of Tetraglucosyl- and Tetrapolyamine-tetrabenzoporphyrin Conjugates for an Application in PDT

Publication year: 2009
Source: Bioorganic & Medicinal Chemistry, In Press, Accepted Manuscript, Available online 29 September 2009
Florian, Ménard , Vincent, Sol , Cyril, Ringot , Robert, Granet , Sandra, Alves , …

This paper reports the synthesis and characterisation of a new class of tetrabenzoporphyrins bearing glucosyl or polyamine units on meso positions to improve the targeting of cancer cells. Photocytotoxic activity of these photosensitizers was tested on cell lines HaCaT and MCF-7 and compared to Photofrin II®.

Removal of the 20-methyl group from 2-methylene-19-nor-(20S)-1α,25-dihydroxyvitamin D3 (2MD) selectively eliminates bone calcium mobilization activity

Publication year: 2009
Source: Bioorganic & Medicinal Chemistry, In Press, Accepted Manuscript, Available online 29 September 2009
Rafal, Barycki , Rafal R., Sicinski , Lori A., Plum , Pawel, Grzywacz , Margaret, Clagett-Dame , …

The 18-nor (7), 21-nor (8) and 18,21-dinor (9) analogs of (20S)-1α,25-dihydroxy-2-methylene-19-norvitamin D3 (6, 2MD) were prepared by convergent syntheses. The known phosphine oxide 10 was coupled by the Wittig-Horner process with the corresponding C,D-fragments (13-15), obtained by a multi-step procedure from commercial vitamin D2. The goal of our studies was to examine the influence of removal of the methyl groups located at carbons 13 and 20 on the biological potency of 2MD in the hope of finding analogs with improved therapeutic profiles.Replacement of the 20-methyl with hydrogen in 2-methylene-19-nor-(20S)-1α,25-dihydroxyvitamin D3 (2MD) did not affect binding to the rat vitamin D…

Highly Enantioselective Synthesis of Chiral Cyclic Amino Alcohols and Conhydrine by Ruthenium-Catalyzed Asymmetric Hydrogenation

Organic Letters, Volume 11, Issue 21, Page 4994-4997, November 5, 2009.

Internally Referenced Diffusion Coefficient−Formula Weight (D-FW) Analysis of 31P Diffusion-Ordered NMR Spectroscopy (DOSY)

Organic Letters, Volume 11, Issue 21, Page 4818-4821, November 5, 2009.

Biocatalytic Promiscuity of Lipase in Chemoselective Oxidation of Aryl Alcohols/Acetates: A Unique Synergism of CAL-B and [hmim]Br for the Metal-Free H2O2 Activation†

Organic Letters, Volume 11, Issue 21, Page 4846-4848, November 5, 2009.