Literature DB >> 24152065

Actinoranone, a cytotoxic meroterpenoid of unprecedented structure from a marine adapted Streptomyces sp.

Sang-Jip Nam1, Christopher A Kauffman, Lauren A Paul, Paul R Jensen, William Fenical.   

Abstract

The isolation and structure elucidation of a new meroterpenoid, actinoranone (1), produced by a marine bacterium closely related to the genus Streptomyces is reported. Actinoranone is composed of an unprecedented dihydronaphthalenone polyketide linked to a bicyclic diterpenoid. The stereochemistry of 1 was defined by application of the advanced Mosher's method and by interpretation of spectroscopic data. Actinoranone (1) is significantly cytotoxic to HCT-116 human colon cancer cells with an LD50 = 2.0 μg/mL.

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Year:  2013        PMID： 24152065      PMCID： PMC4112586          DOI： 10.1021/ol402080s

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  10 in total

1.  Strategies for discovering drugs from previously unexplored natural products.

Authors: 
Journal:  Drug Discov Today       Date:  2000-07       Impact factor: 7.851

2.  Culturable marine actinomycete diversity from tropical Pacific Ocean sediments.

Authors:  Paul R Jensen; Erin Gontang; Chrisy Mafnas; Tracy J Mincer; William Fenical
Journal:  Environ Microbiol       Date:  2005-07       Impact factor: 5.491

3.  Developing a new resource for drug discovery: marine actinomycete bacteria.

Authors:  William Fenical; Paul R Jensen
Journal:  Nat Chem Biol       Date:  2006-12       Impact factor: 15.040

4.  Phylogenetic diversity of gram-positive bacteria cultured from marine sediments.

Authors:  Erin A Gontang; William Fenical; Paul R Jensen
Journal:  Appl Environ Microbiol       Date:  2007-03-30       Impact factor: 4.792

Review 5.  Marine actinomycetes as an emerging resource for the drug development pipelines.

Authors:  Sergey B Zotchev
Journal:  J Biotechnol       Date:  2011-06-12       Impact factor: 3.307

6.  Azamerone, a terpenoid phthalazinone from a marine-derived bacterium related to the genus Streptomyces (Actinomycetales).

Authors:  Ji Young Cho; Hak Cheol Kwon; Philip G Williams; Paul R Jensen; William Fenical
Journal:  Org Lett       Date:  2006-06-08       Impact factor: 6.005

7.  Merosesquiterpenes from two sponges of the genus Dysidea.

Authors:  Esteban Pérez-García; Eva Zubía; María J Ortega; J Luis Carballo
Journal:  J Nat Prod       Date:  2005-05       Impact factor: 4.050

8.  Isolation and Characterization of Actinoramides A-C, Highly Modified Peptides from a Marine Streptomyces sp.

Authors:  Sang-Jip Nam; Christopher A Kauffman; Paul R Jensen; William Fenical
Journal:  Tetrahedron       Date:  2011-09-02       Impact factor: 2.457

9.  Antibiotic terpenoid chloro-dihydroquinones from a new marine actinomycete.

Authors:  Irma E Soria-Mercado; Alejandra Prieto-Davo; Paul R Jensen; William Fenical
Journal:  J Nat Prod       Date:  2005-06       Impact factor: 4.050

Review 10.  Hybrid isoprenoid secondary metabolite production in terrestrial and marine actinomycetes.

Authors:  Kelley A Gallagher; William Fenical; Paul R Jensen
Journal:  Curr Opin Biotechnol       Date:  2010-10-13       Impact factor: 9.740
  10 in total
  5 in total

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Review 2.  Bacterial terpenome.

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Journal:  Nat Prod Rep       Date:  2021-05-26       Impact factor: 15.111

3.  Marine Invertebrate Extracts Induce Colon Cancer Cell Death via ROS-Mediated DNA Oxidative Damage and Mitochondrial Impairment.

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Journal:  Biomolecules       Date:  2019-11-23

4.  Antibacterial Meroterpenoids, Merochlorins G-J from the Marine Bacterium Streptomyces sp.

Authors:  Min-Ji Ryu; Prima F Hillman; Jihye Lee; Sunghoon Hwang; Eun-Young Lee; Sun-Shin Cha; Inho Yang; Dong-Chan Oh; Sang-Jip Nam; William Fenical
Journal:  Mar Drugs       Date:  2021-10-30       Impact factor: 5.118

Review 5.  Natural Products from Actinobacteria as a Potential Source of New Therapies Against Colorectal Cancer: A Review.

Authors:  Yadollah Bahrami; Sasan Bouk; Elham Kakaei; Mohammad Taheri
Journal:  Front Pharmacol       Date:  2022-07-11       Impact factor: 5.988
  5 in total

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