ChemInform Abstract: New Bromine‐Containing Unsaturated Fatty Acid Derivatives from the Okinawan Marine Sponge Xestospongia sp.

Li, Y.; Ishibashi, Masami; Sasaki, Takuma; Kobayashi, Jun’ichi

doi:10.1002/chin.199537270

Cited by 6 publications

(4 citation statements)

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“…For example, a mixture of (5Z,9Z)-23methyl-5,9-tetracosadienoic acid and (5Z,9Z)-22-methyl-5,9-tetracosadienoic acid display cytotoxicity towards mouse Ehrlich carcinoma cells with ED 50 of 1.8 μg/mL and show a hemolytic effect on mouse erythrocytes [44]. Interesting to also mention here is that the (5E, 9Z)-6-bromo-5,9-heptacosadienoic acid, isolated in 1995 by Kobayashi and collaborators from the Okinawan sponge Xestospongia sp., is also cytotoxic to L1210 murine leukaemia cells (IC 50 = 11 μg/mL) and to KB human epidermoid cancer cells (IC 50 = 18.5 μg/mL) [45]. Surprisingly, palmitic acid has also been reported to be cytotoxic to several leukemic cell lines (Molt-4, HL-60, K-562) with IC 50 's in the range of 10-15 μg/ml [37].…”

Section: The δ59 Fatty Acids As Topoisomerase I Inhibitorsmentioning

confidence: 99%

New advances in fatty acids as antimalarial, antimycobacterial and antifungal agents

Carballeira

2008

Progress in Lipid Research

199

148

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This review deals with the most recent findings on the antimalarial, antimycobacterial, and antifungal properties of fatty acids, with particular emphasis on novel marine fatty acids. The first section deals with the most recent and some background literature on what has been the latest developments with respect to fatty acids as antimalarial agents and the importance of enzyme inhibition, in particular the inhibition of the enoyl-ACP reductase (FabI) of Plasmodium falciparum, the principal agent responsible for malaria. This section of the review also emphasizes the latest antimalarial research with the very long-chain Delta5,9 fatty acids from sponges. The second section of the review deals with the recent literature on the antimycobacterial activity of fatty acids and the importance of enzyme inhibition, in particular the inhibition of the enoyl-ACP reductase (InhA) of Mycobacterium tuberculosis for antimycobacterial activity. The inhibitory activities of the Delta5,9 fatty acids against InhA as well as that of the alpha-methoxylated fatty acids are also discussed. The importance of Delta5,9 fatty acids as topoisomerase I inhibitors and its connection to cancer is also reviewed. The last part of the review, the antifungal section, also emphasizes the most recent research with antifungal fatty acids and the importance of enzyme inhibition, in particular N-myristoyltransferase (NMT) inhibition, for antifungal activity. This last section of the review emphasizes the latest research with the alpha-methoxylated fatty acids but the importance of acetylenic fatty acids is also considered.

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Section: The δ59 Fatty Acids As Topoisomerase I Inhibitorsmentioning

confidence: 99%

New advances in fatty acids as antimalarial, antimycobacterial and antifungal agents

Carballeira

2008

Progress in Lipid Research

199

148

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“…(Carballeira et Shalabi, 1993 ;Carballeira, 1997b), Xestospongia sp. (Li et al, 1995), Cinachyrella aff. schulzei (Barnathan et al, 1994), Cinachyrella alloclada .…”

Section: Ag Bromésmentioning

confidence: 99%

“…L'acide 6-bromo-5,9,13-docosatriènoïque a été identifié chez l'anémone de mer Stoichanthus helianthus (Carballeira et Medina, 1994b) et les acides 6-bromo-heptacosa-5E,9Z,24E-triènoïque et 6-bromo-octacosa-5E,9Z,24Z-triènoïque d'épon-ges Xestospongia sp. (figure 11) (Li et al, 1995). Ces deux derniers AG présentaient une cytoxicité contre les cellules de leucémie murine L1210 et les cellules KB de carcinome épider-mique humain (Li et al, 1995).…”

Section: Ag Bromésunclassified

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Acides gras inhabituels des organismes marins : une illustration de la biodiversité moléculaire marine

Barnathan

2010

OCL

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In addition to the common polyunsaturated fatty acids (FA) such as those of the n-3 and n-6 series with major interest in health and nutrition, marine organisms (invertebrates and algae) produce unique FA including branched, methoxylated, halogenated, acetylenic and non-methylene-interrupted structures. The biosynthetic pathways, and the structural and functional roles of these uncommon FA are often not yet known. This short overview wishes to be an outline on the particular FA classes possessing uncommon structures, especially those of increasing interest regarding their promising biological activities.

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High occurrences of brominated lipid fatty acids in boreal sponges of the order Halichondrida

Blumenberg

Michaelis

2006

Mar Biol

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ChemInform Abstract: New Bromine‐Containing Unsaturated Fatty Acid Derivatives from the Okinawan Marine Sponge Xestospongia sp.

Abstract: New Bromine-Containing Unsaturated Fatty Acid Derivatives from the Okinawan Marine Sponge Xestospongia sp.-17 Title acids of type (I)-(IV) are isolated.-(LI, Y.; ISHIBASHI, M.; SASAKI, T.; KOBAYASHI, J.; J.

Cited by 6 publications

References 0 publications

New advances in fatty acids as antimalarial, antimycobacterial and antifungal agents

New advances in fatty acids as antimalarial, antimycobacterial and antifungal agents

Acides gras inhabituels des organismes marins : une illustration de la biodiversité moléculaire marine

High occurrences of brominated lipid fatty acids in boreal sponges of the order Halichondrida

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