Literature DB >> 15971125

New cytotoxic cyclobutanoid amides, a new furanoid lignan and anti-platelet aggregation constituents from Piper arborescens.

Ian-Lih Tsai1, Fan-Pin Lee, Chin-Chung Wu, Chang-Yih Duh, Tsutomu Ishikawa, Jih-Jung Chen, Yu-Chang Chen, Hiroko Seki, Ih-Sheng Chen.   

Abstract

Three new cyclobutanoid amides with trans-trans-trans configurations, piperarborenine C, piperarborenine D and piperarborenine E, and a new furanoid lignan, (+)-arborone, together with twelve known compounds, were isolated from the stems of Piper arborescens. The structures of these new compounds were determined by means of spectral analyses. Piperarborenine C, (+)-diayangambin, piplartine, piperolactam B, piperolactam C, aristolactam BIII, goniothalactam, and methyl trans-3,4,5-trimethoxycinnamate possessed anti-platelet aggregation activity in vitro. Among them, piplartine showed the most potent anti-platelet aggregation activity induced by collagen and showed an IC50 value of 21.5 microM. Piperarborenines A - E, piperarborenine, aristololactam BIII and goniothalactam showed significant cytotoxic activity (IC50 values < 4 microg/mL) against P-388, HT-29 and A549 cell lines in vitro.

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Year:  2005        PMID: 15971125     DOI: 10.1055/s-2005-864155

Source DB:  PubMed          Journal:  Planta Med        ISSN: 0032-0943            Impact factor:   3.352


  18 in total

1.  Total synthesis and structural revision of the piperarborenines via sequential cyclobutane C-H arylation.

Authors:  Will R Gutekunst; Phil S Baran
Journal:  J Am Chem Soc       Date:  2011-11-08       Impact factor: 15.419

Review 2.  Bioactive cyclobutane-containing alkaloids.

Authors:  Valery M Dembitsky
Journal:  J Nat Med       Date:  2007-09-05       Impact factor: 2.343

3.  Anticholinesterase and antityrosinase activities of ten piper species from malaysia.

Authors:  Wan Mohd Nuzul Hakimi Wan Salleh; Nur Athirah Hashim; Farediah Ahmad; Khong Heng Yen
Journal:  Adv Pharm Bull       Date:  2014-12-31

4.  Piperlongumine inhibits atherosclerotic plaque formation and vascular smooth muscle cell proliferation by suppressing PDGF receptor signaling.

Authors:  Dong Ju Son; Soo Yeon Kim; Seong Su Han; Chan Woo Kim; Sandeep Kumar; Byeoung Soo Park; Sung Eun Lee; Yeo Pyo Yun; Hanjoong Jo; Young Hyun Park
Journal:  Biochem Biophys Res Commun       Date:  2012-09-17       Impact factor: 3.575

5.  Regio- and Stereoselective Rhodium(II)-Catalyzed C-H Functionalization of Cyclobutanes.

Authors:  Zachary J Garlets; Benjamin D Wertz; Wenbin Liu; Eric A Voight; Huw M L Davies
Journal:  Chem       Date:  2020-01-09       Impact factor: 22.804

6.  Enantioselective C-H Arylation and Vinylation of Cyclobutyl Carboxylic Amides.

Authors:  Qing-Feng Wu; Xiao-Bing Wang; Peng-Xiang Shen; Jin-Quan Yu
Journal:  ACS Catal       Date:  2018-02-05       Impact factor: 13.084

7.  Sequential C(sp3)-H arylation and olefination: total synthesis of the proposed structure of pipercyclobutanamide A.

Authors:  Will R Gutekunst; Ryan Gianatassio; Phil S Baran
Journal:  Angew Chem Int Ed Engl       Date:  2012-06-19       Impact factor: 15.336

8.  A Mixed-Ligand Chiral Rhodium(II) Catalyst Enables the Enantioselective Total Synthesis of Piperarborenine B.

Authors:  Robert A Panish; Srinivasa R Chintala; Joseph M Fox
Journal:  Angew Chem Int Ed Engl       Date:  2016-03-16       Impact factor: 15.336

9.  Identification of Aristolactam Derivatives That Act as Inhibitors of Human Immunodeficiency Virus Type 1 Infection and Replication by Targeting Tat-Mediated Viral Transcription.

Authors:  YoungHyun Shin; Chul Min Park; Hong Gi Kim; Dong-Eun Kim; Min Suk Choi; Jeong-Ah Kim; Byeong-Sun Choi; Cheol-Hee Yoon
Journal:  Virol Sin       Date:  2020-08-10       Impact factor: 4.327

10.  Cyclobutane-containing alkaloids: origin, synthesis, and biological activities.

Authors:  Anastasia Sergeiko; Vladimir V Poroikov; Lumir O Hanus; Valery M Dembitsky
Journal:  Open Med Chem J       Date:  2008-04-15
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