Literature DB >> 11310683

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.

D Tsukamoto1, M Shibano, R Okamoto, G Kusano.   

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)-enyllpropyl] 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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Year:  2001        PMID: 11310683     DOI: 10.1248/cpb.49.492

Source DB:  PubMed          Journal:  Chem Pharm Bull (Tokyo)        ISSN: 0009-2363            Impact factor:   1.645


  5 in total

Review 1.  The chemistry and biology of natural ribomimetics and related compounds.

Authors:  Takeshi Tsunoda; Samuel Tanoeyadi; Philip J Proteau; Taifo Mahmud
Journal:  RSC Chem Biol       Date:  2022-04-07

2.  Synthesis and Glycosidase Inhibition of Broussonetine M and Its Analogues.

Authors:  Qing-Kun Wu; Kyoko Kinami; Atsushi Kato; Yi-Xian Li; George W J Fleet; Chu-Yi Yu; Yue-Mei Jia
Journal:  Molecules       Date:  2019-10-15       Impact factor: 4.411

Review 3.  Metal-mediated synthesis of pyrrolines.

Authors:  Noelia S Medran; Agustina La-Venia; Sebastian A Testero
Journal:  RSC Adv       Date:  2019-02-27       Impact factor: 4.036

Review 4.  The Genus Broussonetia: An Updated Review of Phytochemistry, Pharmacology and Applications.

Authors:  Yueru Chen; Lu Wang; Xue Liu; Fulin Wang; Ying An; Wei Zhao; Jinli Tian; Degang Kong; Wenru Zhang; Yang Xu; Yahui Ba; Honglei Zhou
Journal:  Molecules       Date:  2022-08-22       Impact factor: 4.927

5.  Prevention of Oxidative Stress-Induced Pancreatic Beta Cell Damage by Broussonetia Kazinoki Siebold Fruit Extract Via the ERK-Nox4 Pathway.

Authors:  Hyo-Jin Kim; Donghee Kim; Haelim Yoon; Cheol Soo Choi; Yoon Sin Oh; Hee-Sook Jun
Journal:  Antioxidants (Basel)       Date:  2020-05-10
  5 in total

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