Anti-HIV-1 protease triterpenoid saponins from the seeds of Aesculus chinensis

  • J Nat Prod. 1999 Nov;62(11):1510-3. doi: 10.1021/np990180u.
X W Yang  1 ,  J Zhao ,  Y X Cui ,  X H Liu ,  C M Ma ,  M Hattori ,  L H Zhang
Affiliations
  • 1. National Laboratory of Natural and Biomimetic Drugs, Beijing Medical University, Beijing 100083, People's Republic of China. [email protected]
PMID: 10579862 DOI: 10.1021/np990180u
Abstract

Eight bioactive triterpenoid saponins (1-8) were isolated from the seeds of Aesculus chinensis, four of which are novel compounds. The major saponins were identified as escin Ia (1), Ib (2), isoescin Ia (3) and Ib (4), while the new compounds were identified as 22alpha-tigloyl-28-acetylprotoaescigenin-3beta-O-¿beta -D-glucopyranos yl (1-2) ¿beta-D-glucopyranosyl (1-4)-beta-D-glucopyranosiduronic acid (escin IVc, 5), 22alpha-angeloyl-28-acetylprotoaescigenin-3beta-O-¿bet a-D-glucopyrano syl (1-2) ¿beta-D-glucopyranosyl (1-4)-beta-D-glucopyranosiduronic acid (escin IVd, 6), 28-tigloylprotoaescigenin-3beta-O-¿beta-D-glucopyranosyl (1-2) ¿beta-D-glucopyranosyl (1-4)-beta-D-glucopyranosiduronic acid (escin IVe, 7), and 28-angeloylprotoaescigenin-3beta-O-¿beta-D-glucopyranosyl (1-2) ¿beta-D-glucopyranosyl (1-4)-beta-D-glucopyranosiduronic acid (escin IVf, 8). The structures were determined by chemical and spectroscopic methods. All the above compounds were evaluated for their inhibitory activity against HIV-1 protease.

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