Literature DB >> 22025810

Obionin B: An o-pyranonaphthoquinone decaketide from an unidentified fungus (MSX 63619) from the Order Pleosporales.

Sloan Ayers1, Tyler N Graf, Audrey F Adcock, David J Kroll, Qi Shen, Steven M Swanson, Mansukh C Wani, Blaise A Darveaux, Cedric J Pearce, Nicholas H Oberlies.   

Abstract

A fungal extract (MSX 63619), from the Mycosynthetix library of over 50,000 fungi, displayed promising cytotoxicity against a human tumor cell panel. Bioactivity-directed fractionation led to the isolation of an o-pyranonaphthoquinone decaketide, which we termed obionin B (1). The structure of 1 was deduced via spectroscopic and spectrometric techniques. The IC(50) value of 1 was moderate, ranging from 3 to 13 μM, depending on the cell line tested.

Entities:  

Year:  2011        PMID: 22025810      PMCID: PMC3183506          DOI: 10.1016/j.tetlet.2011.07.102

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  8 in total

1.  Laccaridiones A and B, new protease inhibitors from Laccaria amethystea.

Authors:  A Berg; K Reiber; H Dörfelt; G Walther; B Schlegel; U Gräfe
Journal:  J Antibiot (Tokyo)       Date:  2000-11       Impact factor: 2.649

Review 2.  Natural products as sources of new drugs over the last 25 years.

Authors:  David J Newman; Gordon M Cragg
Journal:  J Nat Prod       Date:  2007-02-20       Impact factor: 4.050

3.  Where are all the undescribed fungi?

Authors:  D L Hawksworth; A Y Rossman
Journal:  Phytopathology       Date:  1997-09       Impact factor: 4.025

Review 4.  Natural products to drugs: natural product-derived compounds in clinical trials.

Authors:  Mark S Butler
Journal:  Nat Prod Rep       Date:  2008-05-07       Impact factor: 13.423

Review 5.  Fingolimod (FTY720): a recently approved multiple sclerosis drug based on a fungal secondary metabolite.

Authors:  Cherilyn R Strader; Cedric J Pearce; Nicholas H Oberlies
Journal:  J Nat Prod       Date:  2011-04-01       Impact factor: 4.050

6.  Cyclodepsipeptides, sesquiterpenoids, and other cytotoxic metabolites from the filamentous fungus Trichothecium sp. (MSX 51320).

Authors:  Arlene A Sy-Cordero; Tyler N Graf; Audrey F Adcock; David J Kroll; Qi Shen; Steven M Swanson; Mansukh C Wani; Cedric J Pearce; Nicholas H Oberlies
Journal:  J Nat Prod       Date:  2011-10-06       Impact factor: 4.050

7.  Basidiomycete metabolites attenuate virulence properties of Candida albicans in vitro.

Authors:  Barbara Falkensammer; Lisa Pleyer; Sigrun Ressler; Albrecht Berg; Margarethe Borg-von Zepelin; Markus Nagl; Cornelia Lass-Flörl; Cornelia Speth; Manfred P Dierich; Reinhard Würzner
Journal:  Mycoses       Date:  2008-04-16       Impact factor: 4.377

8.  Resorcylic acid lactones with cytotoxic and NF-κB inhibitory activities and their structure-activity relationships.

Authors:  Sloan Ayers; Tyler N Graf; Audrey F Adcock; David J Kroll; Susan Matthew; Esperanza J Carcache de Blanco; Qi Shen; Steven M Swanson; Mansukh C Wani; Cedric J Pearce; Nicholas H Oberlies
Journal:  J Nat Prod       Date:  2011-04-22       Impact factor: 4.803

  8 in total
  11 in total

1.  Waol A, trans-dihydrowaol A, and cis-dihydrowaol A: polyketide-derived γ-lactones from a Volutella species.

Authors:  Tamam El-Elimat; Mario Figueroa; Huzefa A Raja; Audrey F Adcock; David J Kroll; Steven M Swanson; Mansukh C Wani; Cedric J Pearce; Nicholas H Oberlies
Journal:  Tetrahedron Lett       Date:  2013-08-07       Impact factor: 2.415

2.  Chemoinformatic expedition of the chemical space of fungal products.

Authors:  Mariana González-Medina; Fernando D Prieto-Martínez; J Jesús Naveja; Oscar Méndez-Lucio; Tamam El-Elimat; Cedric J Pearce; Nicholas H Oberlies; Mario Figueroa; José L Medina-Franco
Journal:  Future Med Chem       Date:  2016-08-03       Impact factor: 3.808

Review 3.  Discovery of Anticancer Agents of Diverse Natural Origin.

Authors:  A Douglas Kinghorn; Esperanza J Carcache DE Blanco; David M Lucas; H Liva Rakotondraibe; Jimmy Orjala; D Doel Soejarto; Nicholas H Oberlies; Cedric J Pearce; Mansukh C Wani; Brent R Stockwell; Joanna E Burdette; Steven M Swanson; James R Fuchs; Mitchell A Phelps; Lihui Xu; Xiaoli Zhang; Young Yongchun Shen
Journal:  Anticancer Res       Date:  2016-11       Impact factor: 2.480

4.  Chemical Diversity of Metabolites from Fungi, Cyanobacteria, and Plants Relative to FDA-Approved Anticancer Agents.

Authors:  Tamam El-Elimat; Xiaoli Zhang; David Jarjoura; Franklin J Moy; Jimmy Orjala; A Douglas Kinghorn; Cedric J Pearce; Nicholas H Oberlies
Journal:  ACS Med Chem Lett       Date:  2012-07-12       Impact factor: 4.345

5.  Biosynthetically Distinct Cytotoxic Polyketides from Setophoma terrestris.

Authors:  Tamam El-Elimat; Mario Figueroa; Huzefa A Raja; Tyler N Graf; Steven M Swanson; Joseph O Falkinham; Mansukh C Wani; Cedric J Pearce; Nicholas H Oberlies
Journal:  European J Org Chem       Date:  2015-01-01

6.  Prealamethicin F50 and related peptaibols from Trichoderma arundinaceum: Validation of their authenticity via in situ chemical analysis.

Authors:  José Rivera-Chávez; Huzefa A Raja; Tyler N Graf; Jacklyn M Gallagher; Prashant Metri; Ding Xue; Cedric J Pearce; Nicholas H Oberlies
Journal:  RSC Adv       Date:  2017-09-25       Impact factor: 3.361

7.  Peptaibols from two unidentified fungi of the order Hypocreales with cytotoxic, antibiotic, and anthelmintic activities.

Authors:  Sloan Ayers; Brandie M Ehrmann; Audrey F Adcock; David J Kroll; Esperanza J Carcache de Blanco; Qi Shen; Steven M Swanson; Joseph O Falkinham; Mansukh C Wani; Sheila M Mitchell; Cedric J Pearce; Nicholas H Oberlies
Journal:  J Pept Sci       Date:  2012-06-29       Impact factor: 1.905

8.  Benzoquinones and terphenyl compounds as phosphodiesterase-4B inhibitors from a fungus of the order Chaetothyriales (MSX 47445).

Authors:  Tamam El-Elimat; Mario Figueroa; Huzefa A Raja; Tyler N Graf; Audrey F Adcock; David J Kroll; Cynthia S Day; Mansukh C Wani; Cedric J Pearce; Nicholas H Oberlies
Journal:  J Nat Prod       Date:  2013-01-09       Impact factor: 4.050

9.  High-resolution MS, MS/MS, and UV database of fungal secondary metabolites as a dereplication protocol for bioactive natural products.

Authors:  Tamam El-Elimat; Mario Figueroa; Brandie M Ehrmann; Nadja B Cech; Cedric J Pearce; Nicholas H Oberlies
Journal:  J Nat Prod       Date:  2013-08-16       Impact factor: 4.050

10.  Polyhydroxyanthraquinones as quorum sensing inhibitors from the guttates of Penicillium restrictum and their analysis by desorption electrospray ionization mass spectrometry.

Authors:  Mario Figueroa; Alan K Jarmusch; Huzefa A Raja; Tamam El-Elimat; Jeffrey S Kavanaugh; Alexander R Horswill; R Graham Cooks; Nadja B Cech; Nicholas H Oberlies
Journal:  J Nat Prod       Date:  2014-06-09       Impact factor: 4.050

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