Literature DB >> 23659371

Antiproliferative Homoisoflavonoids and Bufatrienolides from Urginea depressa.

Yumin Dai1, Liva Harinantenaina, Peggy J Brodie, Michael Goetz, Yongchun Shen, Karen TenDyke, David G I Kingston.   

Abstract

Investigation of the South African plant Urginea depressa Baker (Asparagaceae Juss.) for antiproliferative activity against the A2780 ovarian cancer cell line led to the isolation of the six new homoisoflavonoids urgineanins A-F (1-6), the two known bufatrienolides 7 and 9, and the new bufatrienolides urginins B and C (8 and 10). Structures were elucidated based on analysis of their 1D and 2D NMR spectra, electronic circular dichroism, and mass spectrometric data. Five of the six new homoisoflavonoids had good antiproliferative activity against the A2780 ovarian cancer, A2058 melanoma, and H522-T1 human non-small-cell lung cancer cells, and urgineanin A (1) had submicromolar activity against all three cell lines. The four bufatrienolides 7-10 had strong antiproliferative activity against the same cell line, with IC50 values of 24.1, 11.2, 111, and 40.6 nM, respectively.

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Year:  2013        PMID: 23659371      PMCID: PMC3736822          DOI: 10.1021/np300900a

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


  22 in total

1.  Bufadienolides from bulbs of Urginea lydenburgensis (Hyacinthaceae: Urgineoideae).

Authors:  Neil R Crouch; Karen du Toit; Dulcie A Mulholland; Siegfried E Drewes
Journal:  Phytochemistry       Date:  2006-07-10       Impact factor: 4.072

Review 2.  Bufadienolides of plant and animal origin.

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Journal:  Nat Prod Rep       Date:  1998-08       Impact factor: 13.423

3.  Structure-cytotoxic activity relationship for the toad poison bufadienolides.

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Journal:  Bioorg Med Chem       Date:  1998-07       Impact factor: 3.641

4.  Phenolic compounds from Caesalpinia sappan heartwood and their anti-inflammatory activity.

Authors:  To Dao Cuong; Tran Manh Hung; Jin Cheol Kim; Eun Hee Kim; Mi Hee Woo; Jae Sue Choi; Jeong Hyung Lee; Byung Sun Min
Journal:  J Nat Prod       Date:  2012-12-12       Impact factor: 4.050

5.  Tumor inhibitors. LXV. Bersenogenin, berscillogenin, and 3-epiberscillogenin, three new cytotoxic bufadienolides from Bersama abyssinica.

Authors:  S M Kupchan; J L Moniot; C W Sigel; R J Hemingway
Journal:  J Org Chem       Date:  1971-09-10       Impact factor: 4.354

6.  Bufadienolides and a new lignan from the bulbs of Urginea maritima.

Authors:  M Iizuka; T Warashina; T Noro
Journal:  Chem Pharm Bull (Tokyo)       Date:  2001-03       Impact factor: 1.645

7.  Cytotoxic saponins from Schefflera rotundifolia.

Authors:  Alessandra Braca; Giuseppina Autore; Francesco De Simone; Stefania Marzocco; Ivano Morelli; Fabio Venturella; Nunziatina De Tommasi
Journal:  Planta Med       Date:  2004-10       Impact factor: 3.352

8.  Novel cytotoxic bufadienolides derived from bufalin by microbial hydroxylation and their structure-activity relationships.

Authors:  Min Ye; Guiqin Qu; Hongzhu Guo; Dean Guo
Journal:  J Steroid Biochem Mol Biol       Date:  2004-06       Impact factor: 4.292

9.  Involvement of Na+,K(+)-ATPase inhibition in K562 cell differentiation induced by bufalin.

Authors:  S Numazawa; M A Shinoki; H Ito; T Yoshida; Y Kuroiwa
Journal:  J Cell Physiol       Date:  1994-07       Impact factor: 6.384

Review 10.  [Recent advances in the study of natural homoisoflavonoids].

Authors:  Hong-bo Jiang; Jing Huang; Ming-juan Guo; Ping Zou; Xiang-qin Tian
Journal:  Yao Xue Xue Bao       Date:  2007-02
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  6 in total

1.  Chemical components from the twigs of Caesalpinia latisiliqua and their antiviral activity.

Authors:  Mira Oh; SeonJu Park; Jae-Hyoung Song; Hyun-Jeong Ko; Seung Hyun Kim
Journal:  J Nat Med       Date:  2019-06-26       Impact factor: 2.343

2.  Isolation of antiplasmodial anthraquinones from Kniphofia ensifolia, and synthesis and structure-activity relationships of related compounds.

Authors:  Yumin Dai; Liva Harinantenaina; Jessica D Bowman; Isabel Osorio Da Fonseca; Peggy J Brodie; Michael Goetz; Maria B Cassera; David G I Kingston
Journal:  Bioorg Med Chem       Date:  2013-11-26       Impact factor: 3.641

3.  Antiproliferative Trihydroxyalkylcyclohexenones from Pleiogynium timoriense.

Authors:  Alexander L Eaton; L Harinantenaina Rakotondraibe; Peggy J Brodie; Michael Goetz; David G I Kingston
Journal:  J Nat Prod       Date:  2015-07-01       Impact factor: 4.050

4.  Identification by Molecular Docking ofHomoisoflavones from Leopoldia comosa as Ligands of Estrogen Receptors.

Authors:  Fedora Grande; Bruno Rizzuti; Maria A Occhiuzzi; Giuseppina Ioele; Teresa Casacchia; Fabrizio Gelmini; Rita Guzzi; Antonio Garofalo; Giancarlo Statti
Journal:  Molecules       Date:  2018-04-12       Impact factor: 4.411

Review 5.  A Comprehensive Review on Chemotaxonomic and Phytochemical Aspects of Homoisoflavonoids, as Rare Flavonoid Derivatives.

Authors:  Javad Mottaghipisheh; Hermann Stuppner
Journal:  Int J Mol Sci       Date:  2021-03-08       Impact factor: 5.923

6.  Isolation and Biological Characterization of Homoisoflavanoids and the Alkylamide N-p-Coumaroyltyramine from Crinum biflorum Rottb., an Amaryllidaceae Species Collected in Senegal.

Authors:  Marco Masi; Manoj Koirala; Antonella Delicato; Roberta Di Lecce; Natacha Merindol; Seydou Ka; Matar Seck; Angela Tuzi; Isabel Desgagne-Penix; Viola Calabrò; Antonio Evidente
Journal:  Biomolecules       Date:  2021-08-31
  6 in total

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