Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Paxillarines A and B, New Steroidal Alkaloids from Pachysandra axillaris, and Conformation of Their Ring A Moieties
Ming-hua QUIRui-lin NIENorio NAKAMURATohru KIKUCHi
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1996 Volume 44 Issue 11 Pages 2015-2019

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Abstract

Two new steroidal alkaloids, paxillarines A (1) and B (2), were isolated from Pachysandra axillaris. Their structures were determined by means of spectrometric methods as 3α-N-methylbenzoylamino-4β-acetoxy-16β-hydroxy-20α-dimethylamino-5α-pregnane and 3α-N-methylbenzoylamino-4β-acetoxy-12β-hydroxy-20α-dimethyl-amino-5α-pregnane, respectively. Some of the expected characteristic 1H-NMR signals were not observed due to hindered rotation when the spectra were measured on a 400 MHz spectrometer, although all of the signals appeared clearly on a 90 MHz machine. The conformation of the ring A moiety of these alkaloids is discussed.

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© The Pharmaceutical Society of Japan
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