Literature DB >> 19606850

Acylphloroglucinol, biyouyanagiol, biyouyanagin B, and related spiro-lactones from Hypericum chinense.

Naonobu Tanaka1, Yoshiki Kashiwada, Sang Yong Kim, Waka Hashida, Michiko Sekiya, Yasumasa Ikeshiro, Yoshihisa Takaishi.   

Abstract

Biyouyanagiol (1), an acylphloroglucinol-related compound having a unique cyclopenta-1,3-dione moiety, was isolated from a Japanese traditional medicinal plant, Hypericum chinense, together with three new spiro-lactone-related derivatives, biyouyanagin B (2), 5,6-dihydrohyperolactone D (3), and 4-hydroxyhyperolactone D (4). Their structures were established on the basis of spectroscopic evidence. In a cytotoxicity assay against human cancer cell lines including multidrug-resistant (MDR) cancer cell lines, several compounds demonstrated enhanced cytotoxicity against MDR KB cells in the presence of colchicine.

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Year:  2009        PMID： 19606850     DOI： 10.1021/np900109y

Source DB:  PubMed          Journal:  J Nat Prod        ISSN： 0163-3864            Impact factor:   4.050


  10 in total

Review 1.  Constructing molecular complexity and diversity: total synthesis of natural products of biological and medicinal importance.

Authors:  K C Nicolaou; Christopher R H Hale; Christian Nilewski; Heraklidia A Ioannidou
Journal:  Chem Soc Rev       Date:  2012-06-28       Impact factor: 54.564

2.  Total synthesis and structural revision of biyouyanagin B.

Authors:  K C Nicolaou; Silvano Sanchini; T Robert Wu; David Sarlah
Journal:  Chemistry       Date:  2010-07-12       Impact factor: 5.236

3.  Design, synthesis, and biological evaluation of a biyouyanagin compound library.

Authors:  K C Nicolaou; Silvano Sanchini; David Sarlah; Gang Lu; T Robert Wu; Daniel K Nomura; Benjamin F Cravatt; Beatrice Cubitt; Juan C de la Torre; Ann J Hessell; Dennis R Burton
Journal:  Proc Natl Acad Sci U S A       Date:  2011-01-18       Impact factor: 11.205

4.  The Phytochemistry and Pharmacology of Hypericum.

Authors:  Chuan-Yun Xiao; Qing Mu; Simon Gibbons
Journal:  Prog Chem Org Nat Prod       Date:  2020

5.  Perspectives from nearly five decades of total synthesis of natural products and their analogues for biology and medicine.

Authors:  K C Nicolaou; Stephan Rigol
Journal:  Nat Prod Rep       Date:  2020-04-22       Impact factor: 13.423

6.  Identification of anti-inflammatory constituents in Hypericum perforatum and Hypericum gentianoides extracts using RAW 264.7 mouse macrophages.

Authors:  Nan Huang; Ludmila Rizshsky; Cathy Hauck; Basil J Nikolau; Patricia A Murphy; Diane F Birt
Journal:  Phytochemistry       Date:  2011-08-17       Impact factor: 4.072

Review 7.  Characteristic metabolites of Hypericum plants: their chemical structures and biological activities.

Authors:  Naonobu Tanaka; Yoshiki Kashiwada
Journal:  J Nat Med       Date:  2021-02-08       Impact factor: 2.343

8.  Synthesis of the furo[2,3-b]chromene ring system of hyperaspindols A and B.

Authors:  Danielle L Paterson; David Barker
Journal:  Beilstein J Org Chem       Date:  2015-02-17       Impact factor: 2.883

9.  Evaluation of the cytotoxicity, mutagenicity and antimutagenicity of a natural antidepressant, Hypericum perforatum L. (St. John's wort), on vegetal and animal test systems.

Authors:  Ana Paula Peron; Rosinete Gonçalves Mariucci; Igor Vivian de Almeida; Elisângela Düsman; Mário Sérgio Mantovani; Veronica Elisa Pimenta Vicentini
Journal:  BMC Complement Altern Med       Date:  2013-05-06       Impact factor: 3.659

10.  Selective activation of TNFR1 and NF-κB inhibition by a novel biyouyanagin analogue promotes apoptosis in acute leukemia cells.

Authors:  Christiana G Savva; Sotirios Totokotsopoulos; Kyriakos C Nicolaou; Christiana M Neophytou; Andreas I Constantinou
Journal:  BMC Cancer       Date:  2016-04-20       Impact factor: 4.430
  10 in total

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