Literature DB >> 23368996

Structures and cytotoxic evaluation of new and known acyclic Ene-Ynes from an American Samoa Petrosia sp. Sponge.

Eric J Mejia1, Lindsay B Magranet, Nicole J De Voogd, Karen Tendyke, Dayong Qiu, Young Yongchun Shen, Zhongrui Zhou, Phillip Crews.   

Abstract

Four new compounds, (-)-petrosynoic acids A-D (1-4), and five known congeners, <span class="Chemical">pellynols A (5), C (6), D (7), F (8), and I (9), were isolated from a Petrosia sp. marine sponge collected in American Samoa. Isolation work was guided by cytotoxicity against human lung cancer cells (H460). The structures of the C31-C33 polyacetylenes (1-9) were determined on the basis of 1D- and 2D-NMR analysis, mass spectrometry, and comparison of specific rotation values. Compounds 1-9 were found to be broadly cytotoxic with limited selectivity for cancer cells, as they were all moderately active against the A2058 (melanoma), H522-T1 (lung), and H460 (lung) human cancer cell lines as well as IMR-90 quiescent human fibroblast cells.

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Year:  2013        PMID: 23368996      PMCID: PMC3745307          DOI: 10.1021/np3008446

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


  17 in total

1.  Palau'amine and related oroidin alkaloids dibromophakellin and dibromophakellstatin inhibit the human 20S proteasome.

Authors:  Theresa A Lansdell; Nicole M Hewlett; Amanda P Skoumbourdis; Matthew D Fodor; Ian B Seiple; Shun Su; Phil S Baran; Ken S Feldman; Jetze J Tepe
Journal:  J Nat Prod       Date:  2012-05-16       Impact factor: 4.050

Review 2.  Acetylenic anticancer agents.

Authors:  A Siddiq; V Dembitsky
Journal:  Anticancer Agents Med Chem       Date:  2008-02       Impact factor: 2.505

3.  Using enzyme assays to evaluate the structure and bioactivity of sponge-derived meroterpenes.

Authors:  Sarah J Robinson; Eric K Hoobler; Michelle Riener; Steven T Loveridge; Karen Tenney; Frederick A Valeriote; Theodore R Holman; Phillip Crews
Journal:  J Nat Prod       Date:  2009-10       Impact factor: 4.050

4.  Scalarane sesterterpenoids: semisynthesis and biological activity.

Authors:  Haidy N Kamel; Young B Kim; John M Rimoldi; Frank R Fronczek; Daneel Ferreira; Marc Slattery
Journal:  J Nat Prod       Date:  2009-08       Impact factor: 4.050

5.  Heteronemin, a spongean sesterterpene, inhibits TNF alpha-induced NF-kappa B activation through proteasome inhibition and induces apoptotic cell death.

Authors:  Marc Schumacher; Claudia Cerella; Serge Eifes; Sébastien Chateauvieux; Franck Morceau; Marcel Jaspars; Mario Dicato; Marc Diederich
Journal:  Biochem Pharmacol       Date:  2010-02-15       Impact factor: 5.858

6.  Identification of novel acetylenic alcohols and a new dihydrothiopyranone from the tropical sponge Reniochalina sp.

Authors:  Hyi-Seung Lee; Ji Hye Lee; Hoshik Won; Song-Kyu Park; Hwan Mook Kim; Hee Jae Shin; Heung Sik Park; Chung J Sim; Hye-Kyeong Kim
Journal:  Lipids       Date:  2008-10-22       Impact factor: 1.880

7.  Spatial variability in secondary metabolites of the indo-pacific sponge Stylissa massa.

Authors:  Sven Rohde; Deborah J Gochfeld; Sridevi Ankisetty; Bharathi Avula; Peter J Schupp; Marc Slattery
Journal:  J Chem Ecol       Date:  2012-05-09       Impact factor: 2.626

8.  Potent in vitro and in vivo anticancer activities of des-methyl, des-amino pateamine A, a synthetic analogue of marine natural product pateamine A.

Authors:  Galina Kuznetsov; Qunli Xu; Lori Rudolph-Owen; Karen Tendyke; Junke Liu; Murray Towle; Nanding Zhao; Joanne Marsh; Sergei Agoulnik; Natalie Twine; Lana Parent; Zhihong Chen; Jue-Lon Shie; Yimin Jiang; Huiming Zhang; Hong Du; Roch Boivin; Yuan Wang; Daniel Romo; Bruce A Littlefield
Journal:  Mol Cancer Ther       Date:  2009-05-05       Impact factor: 6.261

9.  Extending the record of meroditerpenes from Cacospongia marine sponges.

Authors:  Brent K Rubio; Rob W M van Soest; Phillip Crews
Journal:  J Nat Prod       Date:  2007-03-09       Impact factor: 4.050

10.  Assessing pressurized liquid extraction for the high-throughput extraction of marine-sponge-derived natural products.

Authors:  Tyler A Johnson; Micaela V C Morgan; Natalie A Aratow; Samarkand A Estee; Koneni V Sashidhara; Steven T Loveridge; Nathaniel L Segraves; Phillip Crews
Journal:  J Nat Prod       Date:  2010-03-26       Impact factor: 4.050

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  5 in total

1.  Cytotoxic Phyllactone Analogs from the Marine Sponge Phyllospongia papyrecea.

Authors:  Huawei Zhang; Phillip Crews; Karen Tenney; Frederick A Valeriote
Journal:  Med Chem       Date:  2017       Impact factor: 2.745

2.  Untargeted Identification of Alkyne-Containing Natural Products Using Ruthenium-Catalyzed Azide Alkyne Cycloaddition Reactions Coupled to LC-MS/MS.

Authors:  Daniel Back; Brenda T Shaffer; Joyce E Loper; Benjamin Philmus
Journal:  J Nat Prod       Date:  2022-01-19       Impact factor: 4.050

Review 3.  Marine unsaturated fatty acids: structures, bioactivities, biosynthesis and benefits.

Authors:  Yingfang Lu; Yinning Chen; Yulin Wu; Huili Hao; Wenjing Liang; Jun Liu; Riming Huang
Journal:  RSC Adv       Date:  2019-10-31       Impact factor: 4.036

4.  Structure elucidation and cytotoxic evaluation of new polyacetylenes from a marine sponge Petrosia sp.

Authors:  Yung-Shun Juan; Chien-Chih Lee; Chia-Wei Tsao; Mei-Chin Lu; Mohamed El-Shazly; Huei-Chuan Shih; Yu-Cheng Chen; Yang-Chang Wu; Jui-Hsin Su
Journal:  Int J Mol Sci       Date:  2014-09-18       Impact factor: 5.923

Review 5.  Secondary Metabolites from the Marine Sponges of the Genus Petrosia: A Literature Review of 43 Years of Research.

Authors:  Yeon-Ju Lee; Yeonwoo Cho; Huynh Nguyen Khanh Tran
Journal:  Mar Drugs       Date:  2021-02-25       Impact factor: 5.118

  5 in total

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