Chemical synthesis using enzymatically generated building units for construction of the human milk pentasaccharides sialyllacto-N-tetraose and sialyllacto-N-neotetraose epimer

• Dirk Schmidt and
• Joachim Thiem

Beilstein J. Org. Chem. 2010, 6, No. 18, doi:10.3762/bjoc.6.18

• accessible selectively unprotected lactose acceptor glycosides the pentasaccharide structures sialyllacto-N-tetraose and the epimer of sialyllacto-N-neotetraose could be obtained in good yields, and subsequently transformed into their peracetylated derivatives for structure elucidation. Thus, a combination

Recent progress on the total synthesis of acetogenins from Annonaceae

• Nianguang Li,
• Zhihao Shi,
• Yuping Tang,
• Jianwei Chen and
• Xiang Li

Beilstein J. Org. Chem. 2008, 4, No. 48, doi:10.3762/bjoc.4.48

• work were reported [80]. Total synthesis of asiminocin McLaughlin’s group published a report on the isolation and structure elucidation of asiminocin (198), a C37 ACG with nearly one billion times the cytotoxic potency of a standard reference, adriamycin, as measured against breast carcinoma (MCF-7

Cimicifoetisides A and B, two cytotoxic cycloartane triterpenoid glycosides from the rhizomes of Cimicifuga foetida, inhibit proliferation of cancer cells

• Li-Rong Sun,
• Chen Qing,
• Yan-Li Zhang,
• Shu-Yu Jia,
• Zhong-Rong Li,
• Shen-Ji Pei,
• Ming-Hua Qiu,
• Michael L. Gross and
• Samuel X. Qiu

Beilstein J. Org. Chem. 2007, 3, No. 3, doi:10.1186/1860-5397-3-3

• -monosaccharide, along with seven known compounds, were isolated and were shown to exhibit potent cytotoxicity against two human cancer cell lines. This report describes the isolation, structure elucidation, and cytotoxicity evaluation of these isolates. 2. Results and discussions Cimicifoetiside A (1) (see

8-epi-Salvinorin B: crystal structure and affinity at the κ opioid receptor

• Thomas A. Munro,
• Katharine K. Duncan,
• Richard J. Staples,
• Wei Xu,
• Lee-Yuan Liu-Chen,
• Cécile Béguin,
• William A. Carlezon Jr. and
• Bruce M. Cohen

Beilstein J. Org. Chem. 2007, 3, No. 1, doi:10.1186/1860-5397-3-1

• later identified the byproduct mentioned above as 8-epi-diol 3.[15] Characterization data was given, but the basis of the structure assignment was not stated. The first structure elucidation of one of these compounds was of 8-epi-salvinorin A (1b).[16] The trans-diaxial H-8 coupling constant found in

Diastereoselective synthesis of some novel benzopyranopyridine derivatives

• Pradeep K. Mohakhud,
• Sujeet M. R. Kumar,
• Vasanth M. R. Kumar,
• Ravi M. R. Kumar,
• Moses D. R. Babu,
• Vyas D. R. K and
• Om D. R. Reddy

Beilstein J. Org. Chem. 2006, 2, No. 25, doi:10.1186/1860-5397-2-25

• determined as S,S by X-ray diffraction analysis (Figure 4) (For details see also: Figure 4 and Supporting Information File 1). Structure elucidation of 5b The mass spectrum of 5b displayed a molecular ion at m/z 245 corresponding to the molecular formula C14H15NO3. Interestingly the molecular ion is 18 amu

An efficient synthesis of tetramic acid derivatives with extended conjugation from L-Ascorbic Acid

• Biswajit K. Singh,
• Surendra S. Bisht and
• Rama P. Tripathi

Beilstein J. Org. Chem. 2006, 2, No. 24, doi:10.1186/1860-5397-2-24

• consists of reaction of the above dienyl tetronic acids with different amines separately to form the required intermediate 5-hydroxy tetramic acid derivatives. Thus reaction of 9 first with ethanolic ammonia led to the formation of 5-hydroxy lactam derivative 11 in good yield. The structure elucidation of