Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Notes
Studies on the Constituents of Broussonetia Species VIII. Four New Pyrrolidine Alkaloids, Broussonetines R, S, T, and V and a New Pyrroline Alkaloid, Broussonetine U, from Broussonetia kazinoki SIEB.
Daisuke TSUKAMOTOMakio SHIBANORieko OKAMOTOGenjiro KUSANO
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2001 Volume 49 Issue 4 Pages 492-496

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Abstract
Four new pyrrolidine alkaloids, broussonetines R, S, T, and V and a new pyrroline alkaloid, broussonetine U were isolated from the branches of Broussonetia kazinoki SIEB. (Moraceae) in low yield. Broussonetines R, S and T were formulated as (2R, 3R, 4R, 5R)-2-hydroxymethyl-3, 4-dihydroxy-5-{(1R)-1-hydroxy-3-[6-(4-hydroxybutyl)-cyclohexy-2-on-1(6)-enyl]propyl} pyrrolidine (1), (2R, 3R, 4R, 5R)-2-hydroxymethyl-3, 4-dihydroxy-5-[(1R, 10S)-1, 10, 13-trihydroxytridecyl] pyrrolidine (2), (2R, 3R, 4R, 5R)-2-hydroxymethyl-3, 4-dihydroxy-5-[(1R, 5S)-1, 5, 13-trihydroxy-10-oxo-tridecyl] pyrrolidine (3). And broussonetines U and V were proposed to be (2S, 3S, 4S)-2-hydroxymethyl-3, 4-dihydroxy-5-(9-oxo-13-hydroxytridecyl)-5-pyrroline (4), (2R, 3S, 4R, 5R)-2-hydroxymethyl-3, 4-dihydroxy-5-[(E)-9-oxo-13-hydroxy-3-tridecenyl] pyrrolidine (5), respectively, by spectroscopic and chemical methods.
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© 2001 The Pharmaceutical Society of Japan
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