Syntheses of (15R,16R,19R,20S,34S) and (15S,16S,19S,20R,34S) Aza-solamin

Chem. J. Chinese Universities

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Syntheses of (15R,16R,19R,20S,34S) and (15S,16S,19S,20R,34S) Aza-solamin

WANG Meng, SHEN Jing-Kang

State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China

Received:2006-01-02 Revised:1900-01-01 Online:2006-12-10 Published:2006-12-10
Contact: SHEN Jing-Kang

Abstract

Abstract: A convergent synthesis of two possible diastereomers of aza-solamin(threo-trans-erythro)(2a and 2b), which possessed pyrrolidine ring in place of THF ring of solamin, was accomplished. The key building block 5a and 9a were originated from chrial starting material. The stereochemistry of pyrrolidine core unit was determined by ¹H NMR spectroscopic analysis. The preliminary results of in vitro test against A-549 and HCT-116 cell lines show that both compounds have almost the same activity.

Key words: Aza-solamin, Annonaceous acetogenin, Coupling reaction

CLC Number:

O629.35

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WANG Meng, SHEN Jing-Kang. Syntheses of (15R,16R,19R,20S,34S) and (15S,16S,19S,20R,34S) Aza-solamin[J]. Chem. J. Chinese Universities, doi: .

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Syntheses of (15R,16R,19R,20S,34S) and (15S,16S,19S,20R,34S) Aza-solamin

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