Literature DB >> 19254011

Total synthesis of psoralidin, an anticancer natural product.

Pallab Pahari1, Jürgen Rohr.   

Abstract

A base-catalyzed condensation of phenyl acetate with acid chloride, followed by intramolecular cyclization and microwave-assisted cross-metathesis reaction, leads to the first total synthesis of psoralidin, a natural product with a broad range of biological activities, in a highly convergent and regioselective manner.

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Year:  2009        PMID： 19254011      PMCID： PMC2662043          DOI： 10.1021/jo8025884

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  14 in total

1.  Hydrogen-atom Abstraction/Cyclization in synthesis. Direct syntheses of coumestan and coumestrol

Authors: 
Journal:  J Org Chem       Date:  2000-09-08       Impact factor: 4.354

2.  Total synthesis of wedelolactone.

Authors:  Chuang Chuang Li; Zhi Xiang Xie; Yan Dong Zhang; Jia Hua Chen; Zhen Yang
Journal:  J Org Chem       Date:  2003-10-31       Impact factor: 4.354

3.  Cytotoxic constituents of Psoralea corylifolia.

Authors:  W Mar; K H Je; E K Seo
Journal:  Arch Pharm Res       Date:  2001-06       Impact factor: 4.946

4.  In vitro protein tyrosine phosphatase 1B inhibitory phenols from the seeds of Psoralea corylifolia.

Authors:  Youn-Chul Kim; Hyuncheol Oh; Beom Seok Kim; Tai-Hyun Kang; Eun-Kyoung Ko; Yu Mi Han; Bo Yeon Kim; Jong Seog Ahn
Journal:  Planta Med       Date:  2005-01       Impact factor: 3.352

5.  Bioactive constituents from Chinese natural medicines. XX. Inhibitors of antigen-induced degranulation in RBL-2H3 cells from the seeds of Psoralea corylifolia.

Authors:  Hisashi Matsuda; Sachiko Sugimoto; Toshio Morikawa; Koudai Matsuhira; Eri Mizuguchi; Seikou Nakamura; Masayuki Yoshikawa
Journal:  Chem Pharm Bull (Tokyo)       Date:  2007-01       Impact factor: 1.645

6.  Total synthesis of the antibiotic erypoegin H and cognates by a PtCl2-catalyzed cycloisomerization reaction.

Authors:  Alois Fürstner; Eike K Heilmann; Paul W Davies
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

7.  The cytotoxicity of psoralidin from Psoralea corylifolia.

Authors:  Y M Yang; J W Hyun; M S Sung; H S Chung; B K Kim; W H Paik; S S Kang; J G Park
Journal:  Planta Med       Date:  1996-08       Impact factor: 3.352

8.  An efficient synthesis of coumestrol and coumestans by iodocyclization and Pd-catalyzed intramolecular lactonization.

Authors:  Tuanli Yao; Dawei Yue; Richard C Larock
Journal:  J Org Chem       Date:  2005-11-25       Impact factor: 4.354

9.  Transcriptional regulation of corticotrophin releasing factor gene by furocoumarins isolated from seeds of Psoralea corylifolia.

Authors:  Yangchao Chen; Yuen-Ting Cheung; Ling-dong Kong; Tzi Bun Ng; Chunfeng Qiao; Shi-fu Mo; Hong-xi Xu; Hsiang-fu Kung
Journal:  Life Sci       Date:  2008-04-01       Impact factor: 5.037

10.  Psoralidin, an herbal molecule, inhibits phosphatidylinositol 3-kinase-mediated Akt signaling in androgen-independent prostate cancer cells.

Authors:  Raj Kumar; Sowmyalakshmi Srinivasan; Srinivas Koduru; Pallab Pahari; Jürgen Rohr; Natasha Kyprianou; Chendil Damodaran
Journal:  Cancer Prev Res (Phila)       Date:  2009-02-17
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  9 in total

1.  Do We Build Similar Molecules for Comorbid Diseases? Tevarud in Drug Design, an Analysis for Depression and Inflammation.

Authors:  F Esra Önen Bayram; Sarah A A Alradhwani; Gulcin Tugcu; Hande Sipahi
Journal:  ACS Med Chem Lett       Date:  2020-01-16       Impact factor: 4.345

2.  Synthesis of Psoralidin derivatives and their anticancer activity: First synthesis of Lespeflorin I1.

Authors:  Pallab Pahari; Ujwal Pratim Saikia; Trinath Prasad Das; Chendil Damodaran; Jurgen Rohr
Journal:  Tetrahedron       Date:  2016-06-09       Impact factor: 2.457

3.  Inhibiting TNF-mediated signaling: a novel therapeutic paradigm for androgen independent prostate cancer.

Authors:  Sowmyalakshmi Srinivasan; Raj Kumar; Srinivas Koduru; Aaditya Chandramouli; Chendil Damodaran
Journal:  Apoptosis       Date:  2010-02       Impact factor: 4.677

Review 4.  Natural products possessing protein tyrosine phosphatase 1B (PTP1B) inhibitory activity found in the last decades.

Authors:  Cheng-Shi Jiang; Lin-fu Liang; Yue-wei Guo
Journal:  Acta Pharmacol Sin       Date:  2012-09-03       Impact factor: 6.150

5.  Psoralidin induces autophagy through ROS generation which inhibits the proliferation of human lung cancer A549 cells.

Authors:  Wenhui Hao; Xuenong Zhang; Wenwen Zhao; Xiuping Chen
Journal:  PeerJ       Date:  2014-09-09       Impact factor: 2.984

6.  The coumarin psoralidin enhances anticancer effect of tumor necrosis factor-related apoptosis-inducing ligand (TRAIL).

Authors:  Joanna Bronikowska; Ewelina Szliszka; Dagmara Jaworska; Zenon P Czuba; Wojciech Krol
Journal:  Molecules       Date:  2012-05-29       Impact factor: 4.411

7.  Copper-catalyzed intramolecular cross dehydrogenative coupling approach to coumestans from 2'-hydroxyl-3-arylcoumarins.

Authors:  Xianheng Song; Xiang Luo; Jianfei Sheng; Jianheng Li; Zefeng Zhu; Zhibo Du; Hui Miao; Meng Yan; Mingkang Li; Yong Zou
Journal:  RSC Adv       Date:  2019-06-03       Impact factor: 4.036

8.  1,5-Dibromo-2,4-dimeth-oxy-benzene.

Authors:  A M Vijesh; Arun M Isloor; Thomas Gerber; Benjamin van Brecht; Richard Betz
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-11-30

9.  Brønsted acidic ionic liquid accelerated halogenation of organic compounds with N-Halosuccinimides (NXS).

Authors:  Dejan Vražič; Marjan Jereb; Kenneth K Laali; Stojan Stavber
Journal:  Molecules       Date:  2012-12-21       Impact factor: 4.411
  9 in total

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