Literature DB >> 21875121

Paracaseolide A, first α-alkylbutenolide dimer with an unusual tetraquinane oxa-cage bislactone skeleton from Chinese mangrove Sonneratia paracaseolaris.

Xue-Lian Chen1, Hai-Li Liu, Jia Li, Guo-Rong Xin, Yue-Wei Guo.   

Abstract

A novel α-alkylbutenolide dimer, paracaseolide A (2), characterized by an unusual tetraquinane oxa-cage bislactone skeleton bearing two linear alkyl chains, was isolated from the mangrove plant Sonneratia paracaseolaris. The structure of 2 was elucidated by extensive spectroscopic analysis. A plausible retrosynthetic pathway for paracaseolide A (2) was proposed. Compound 2 exhibited significant inhibitory activity against dual specificity phosphatase CDC25B, a key enzyme for cell cycle progression, with an IC(50) value of 6.44 μM.
© 2011 American Chemical Society

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Year:  2011        PMID: 21875121     DOI: 10.1021/ol201809q

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  8 in total

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Journal:  Acta Pharmacol Sin       Date:  2012-09-03       Impact factor: 6.150

Review 2.  Chemical ecology of marine angiosperms: opportunities at the interface of marine and terrestrial systems.

Authors:  R Drew Sieg; Julia Kubanek
Journal:  J Chem Ecol       Date:  2013-05-18       Impact factor: 2.626

3.  Catalytic Hydroxycyclopropanol Ring-Opening Carbonylative Lactonization to Fused Bicyclic Lactones.

Authors:  Xinpei Cai; Weida Liang; Mingxin Liu; Xiating Li; Mingji Dai
Journal:  J Am Chem Soc       Date:  2020-07-27       Impact factor: 15.419

4.  A Biomimetic Synthesis Elucidates the Origin of Preuisolactone A.

Authors:  Alexander J E Novak; Claire E Grigglestone; Dirk Trauner
Journal:  J Am Chem Soc       Date:  2019-09-23       Impact factor: 15.419

5.  Diels-Alderase-free, bis-pericyclic, [4+2] dimerization in the biosynthesis of (±)-paracaseolide A.

Authors:  Tao Wang; Thomas R Hoye
Journal:  Nat Chem       Date:  2015-06-22       Impact factor: 24.427

Review 6.  Synthesis and Structural Modification of Marine Natural Products.

Authors:  Juan Zhang; Hua Zhang; Luis Alexandre Muehlmann; Cheng-Shi Jiang; Yue-Wei Guo
Journal:  Molecules       Date:  2017-05-26       Impact factor: 4.411

7.  Cytotoxic and Antiviral Triterpenoids from the Mangrove Plant Sonneratia paracaseolaris.

Authors:  Kai-Kai Gong; Ping-Lin Li; Dan Qiao; Xing-Wang Zhang; Mei-Jun Chu; Guo-Fei Qin; Xu-Li Tang; Guo-Qiang Li
Journal:  Molecules       Date:  2017-08-09       Impact factor: 4.411

8.  Novel and Neuroprotective Tetranortriterpenoids from Chinese Mangrove Xylocarpus granatum Koenig.

Authors:  Zhen-Fang Zhou; Tibor Kurtán; Attila Mándi; Yu-Cheng Gu; Li-Gong Yao; Guo-Rong Xin; Xu-Wen Li; Yue-Wei Guo
Journal:  Sci Rep       Date:  2016-09-23       Impact factor: 4.379

  8 in total

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