Literature DB >> 24039544

Perylenequinones: Isolation, Synthesis, and Biological Activity.

Carol A Mulrooey1, Erin M O'Brien, Barbara J Morgan, Marisa C Kozlowski.   

Abstract

The perylenequinones are a novel class of natural products characterized by pentacyclic conjugated chromophore giving rise to photoactivity. Potentially useful light-activated biological activity, targeting protein kinase C (PKC), has been identified for several of the natural products. Recently discovered new members of this class of compound, as well as several related phenanthroperylenequinones, are reviewed. Natural product modifications that improve biological profiles, and avenues for the total synthesis of analogs, which are not available from the natural product series, are outlined. An overview of structure/function relationships is provided.

Entities:  

Keywords:  Binaphthol; Chiral Biaryl; Natural Products; Perylenequinone; Photodynamic Therapy

Year:  2012        PMID： 24039544      PMCID： PMC3770481          DOI： 10.1002/ejoc.201200184

Source DB:  PubMed          Journal:  European J Org Chem        ISSN： 1099-0690


  67 in total

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Journal:  J Med Chem       Date:  1992-07-24       Impact factor: 7.446

Review 2.  Targeting the protein kinase C family: are we there yet?

Authors:  Helen J Mackay; Christopher J Twelves
Journal:  Nat Rev Cancer       Date:  2007-07       Impact factor: 60.716

Review 3.  Hypocrellins and their use in photosensitization.

Authors:  D Zhenjun; J W Lown
Journal:  Photochem Photobiol       Date:  1990-09       Impact factor: 3.421

4.  The effect of calphostin C, a potent photodependent protein kinase C inhibitor, on the proliferation of glioma cells in vitro.

Authors:  I F Pollack; S Kawecki
Journal:  J Neurooncol       Date:  1997-02       Impact factor: 4.130

5.  Carbene Complexes in the Synthesis of Complex Natural Products: Total Synthesis of the Calphostins.

Authors:  Craig A Merlic; Courtney C Aldrich; Jennifer Albaneze-Walker; Alan Saghatelian
Journal:  J Am Chem Soc       Date:  2000-04-05       Impact factor: 15.419

6.  Hypocrellin D, a cytotoxic fungal pigment from fruiting bodies of the ascomycete Shiraia bambusicola.

Authors:  Li-Zhen Fang; Chen Qing; Hong-Jun Shao; Yi-Dong Yang; Ze-Jun Dong; Fei Wang; Wei Zhao; Wan-Qiu Yang; Ji-Kai Liu
Journal:  J Antibiot (Tokyo)       Date:  2006-06       Impact factor: 2.649

7.  Calphostins, novel and specific inhibitors of protein kinase C. II. Chemical structures.

Authors:  T Iida; E Kobayashi; M Yoshida; H Sano
Journal:  J Antibiot (Tokyo)       Date:  1989-10       Impact factor: 2.649

8.  Bromohypericins are potent photoactive antiviral agents.

Authors:  J B Hudson; E Delaey; P A de Witte
Journal:  Photochem Photobiol       Date:  1999-11       Impact factor: 3.421

9.  Water-soluble and biocompatible sono/photosensitizer nanoparticles for enhanced cancer therapy.

Authors:  Yongde Meng; Chunpu Zou; Ragupathy Madiyalakan; Thomas Woo; Min Huang; Xiaoyan Yang; Eric Swanson; Jie Chen; James Z Xing
Journal:  Nanomedicine (Lond)       Date:  2010-12       Impact factor: 5.307

10.  Preservation of hypericin and related polycyclic quinone pigments in fossil crinoids.

Authors:  Klaus Wolkenstein; Jürgen H Gross; Heinz Falk; Heinz F Schöler
Journal:  Proc Biol Sci       Date:  2006-02-22       Impact factor: 5.349
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  10 in total

Review 1.  Untapped Potential of Marine-Associated Cladosporium Species: An Overview on Secondary Metabolites, Biotechnological Relevance, and Biological Activities.

Authors:  Gamal A Mohamed; Sabrin R M Ibrahim
Journal:  Mar Drugs       Date:  2021-11-18       Impact factor: 5.118

2.  Mild aromatic palladium-catalyzed protodecarboxylation: kinetic assessment of the decarboxylative palladation and the protodepalladation steps.

Authors:  Joshua S Dickstein; John M Curto; Osvaldo Gutierrez; Carol A Mulrooney; Marisa C Kozlowski
Journal:  J Org Chem       Date:  2013-04-29       Impact factor: 4.354

3.  Transcriptome analysis on fructose as the sole carbon source enhancing perylenequinones production of endophytic fungus Shiraia sp. Slf14.

Authors:  Zhengying Liu; Jianying Bao; Huilin Yang; Zhibin Zhang; Riming Yan; Du Zhu
Journal:  3 Biotech       Date:  2020-04-03       Impact factor: 2.406

4.  Enhanced Production and Anticancer Properties of Photoactivated Perylenequinones.

Authors:  Zeinab Y Al Subeh; Huzefa A Raja; Susan Monro; Laura Flores-Bocanegra; Tamam El-Elimat; Cedric J Pearce; Sherri A McFarland; Nicholas H Oberlies
Journal:  J Nat Prod       Date:  2020-08-10       Impact factor: 4.050

5.  Enhanced cercosporin production by co-culturing Cercospora sp. JNU001 with leaf-spot-disease-related endophytic bacteria.

Authors:  Tingan Zhou; Shiyu Yu; Yifan Hu; Yan Zhang; Yuechen Song; Jieyu Chu; Changmei Liu; Yijian Rao
Journal:  Microb Cell Fact       Date:  2021-05-15       Impact factor: 5.328

6.  Characterization and phylogenetic analysis of the mitochondrial genome of Shiraia bambusicola reveals special features in the order of pleosporales.

Authors:  Xiao-Ye Shen; Tong Li; Shuang Chen; Li Fan; Jian Gao; Cheng-Lin Hou
Journal:  PLoS One       Date:  2015-03-19       Impact factor: 3.240

7.  Bacteria Associated With Shiraia Fruiting Bodies Influence Fungal Production of Hypocrellin A.

Authors:  Yan Jun Ma; Li Ping Zheng; Jian Wen Wang
Journal:  Front Microbiol       Date:  2019-09-11       Impact factor: 5.640

Review 8.  Fungal perylenequinones.

Authors:  Afra Khiralla; Aisha Ohag Mohammed; Sakina Yagi
Journal:  Mycol Prog       Date:  2022-04-04       Impact factor: 2.538

Review 9.  Anticancer and antifungal compounds from Aspergillus, Penicillium and other filamentous fungi.

Authors:  Tanja Thorskov Bladt; Jens Christian Frisvad; Peter Boldsen Knudsen; Thomas Ostenfeld Larsen
Journal:  Molecules       Date:  2013-09-13       Impact factor: 4.411

Review 10.  Fungal Pigments and Their Roles Associated with Human Health.

Authors:  Lan Lin; Jianping Xu
Journal:  J Fungi (Basel)       Date:  2020-11-12
  10 in total

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