Total Synthesis and Structural Revision of Biyouyanagin B
نویسندگان
چکیده
منابع مشابه
Concise total synthesis and structural revision of (+)-pestalazine B.
A convergent synthesis of the proposed structure of (+)-pestalazine B has been achieved in 4 steps using the N-alkylation of an unprotected tryptophan diketopiperazine with a 3a-bromopyrrolidinoindoline as the key step. Although its structure was confirmed by X-ray analysis, the spectroscopic data did not match those of the natural product. The versatility of the methodology allowed the prepara...
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The total synthesis of dehydromicrosclerodermin B and microsclerodermin J is described. Efficient approaches to the unusual amino acids in the target molecules were developed on the basis of a Negishi coupling (for Trp-2-CO2 H) and Blaise reaction (for Pyrr). An incorrect assignment of the pyrrolidinone stereochemistry of both compounds was confirmed by synthesizing epimers of the proposed stru...
متن کاملTotal synthesis and revised structure of biyouyanagin A.
Japan as a folk medicine for the treatment of female disorders. This compound exhibited significant and selective inhibitory activity against HIV replication in H9 lymphocytes (EC50= 0.798 mgmL ) compared with noninfected H9 lymphocytes (EC50> 25 mgmL ), which amounts to a therapeutic index (TI) of greater than 31.3. Furthermore, biyouyanagin A strongly inhibited lipopolysaccharide (LPS)-induce...
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The details of the total synthesis of viridicatumtoxin B (1) are described. Initial synthetic strategies toward this intriguing tetracycline antibiotic resulted in the development of key alkylation and Lewis acid-mediated spirocyclization reactions to form the hindered EF spirojunction, as well as Michael-Dieckmann reactions to set the A and C rings. The use of an aromatic A-ring substrate, how...
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ژورنال
عنوان ژورنال: Chemistry - A European Journal
سال: 2010
ISSN: 0947-6539
DOI: 10.1002/chem.201001474