Paxillarines A and B, new steroidal alkaloids from Pachysandra axillaris, and conformation of their ring A moieties

Article abstract of DOI:10.1248/cpb.44.2015

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.

Full text of DOI:10.1248/cpb.44.2015

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