Literature DB >> 10217707

Cytotoxic polyacetylenes from the marine sponge Petrosia sp.

J S Kim1, Y J Lim, K S Im, J H Jung, C J Shim, C O Lee, J Hong, H Lee.   

Abstract

Three C46 (1-3) and three C30 (4-6) polyacetylenic alcohols with cytotoxic activity against a small panel of human solid-tumor cell lines have been isolated from the marine sponge Petrosia sp. Although compound 1 was identified as the stereoisomer of petrocortyne A, the structures of compounds 2-5 have not been previously reported and were established by spectral methods. Compound 6 was identified as the known compound petrosiacetylene D. The stereochemistry of compounds 1-5 was determined by the modified Mosher's method.

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Year:  1999        PMID: 10217707     DOI: 10.1021/np9803427

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


  16 in total

1.  Assignment of the structure of petrocortyne A by mixture syntheses of four candidate stereoisomers.

Authors:  Bin Sui; Edmund A-H Yeh; Dennis P Curran
Journal:  J Org Chem       Date:  2010-05-07       Impact factor: 4.354

Review 2.  Anticancer activity of natural and synthetic acetylenic lipids.

Authors:  Valery M Dembitsky
Journal:  Lipids       Date:  2006-10       Impact factor: 1.880

3.  Unusual C21 linear polyacetylenic alcohols from an Atlantic ascidian.

Authors:  Margherita Gavagnin; Francesco Castelluccio; Angelo Antonelli; Josè Templado; Guido Cimino
Journal:  Lipids       Date:  2004-07       Impact factor: 1.880

4.  Comparison of the Relative Reactivities of the Triisopropylsilyl Group With Two Fluorous Analogs.

Authors:  Amador Garcia Sancho; Xiao Wang; Bin Sui; Dennis Curran
Journal:  Adv Synth Catal       Date:  2009-05-01       Impact factor: 5.837

Review 5.  Biosynthesis and function of polyacetylenes and allied natural products.

Authors:  Robert E Minto; Brenda J Blacklock
Journal:  Prog Lipid Res       Date:  2008-03-13       Impact factor: 16.195

6.  Cytotoxic petrosiacetylenes from the marine sponge Petrosia sp.

Authors:  Yeon-Ju Lee; Su-Jung Yoo; Jong Soon Kang; Jieun Yun; Hee Jae Shin; Jong Seok Lee; Hyi-Seung Lee
Journal:  Lipids       Date:  2012-10-18       Impact factor: 1.880

7.  A "shortcut" Mosher ester method to assign configurations of stereocenters in nearly symmetric environments. Fluorous mixture synthesis and structure assignment of petrocortyne A.

Authors:  Dennis P Curran; Bin Sui
Journal:  J Am Chem Soc       Date:  2009-04-22       Impact factor: 15.419

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

Authors:  Eric J Mejia; Lindsay B Magranet; Nicole J De Voogd; Karen Tendyke; Dayong Qiu; Young Yongchun Shen; Zhongrui Zhou; Phillip Crews
Journal:  J Nat Prod       Date:  2013-01-31       Impact factor: 4.050

9.  Polyacetylene diols with antiproliferative and driving Th1 polarization effects from the marine sponge Callyspongia sp.

Authors:  Akemi Umeyama; Nanae Matsuoka; Rieko Mine; Akemi Nakata; Eri Arimoto; Miwa Matsui; Noboru Shoji; Shigenobu Arihara; Masao Takei; Toshihiro Hashimoto
Journal:  J Nat Med       Date:  2009-10-03       Impact factor: 2.343

10.  In vitro anti-inflammatory and pro-aggregative effects of a lipid compound, petrocortyne A, from marine sponges.

Authors:  Sungyoul Hong; Sung Hwan Kim; Man Hee Rhee; Ae Ra Kim; Jee H Jung; Taehoon Chun; Eun Sook Yoo; Jae Youl Cho
Journal:  Naunyn Schmiedebergs Arch Pharmacol       Date:  2003-11-13       Impact factor: 3.000

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