PMCCPMCCPMCC

Search tips
Search criteria 

Advanced

 
Logo of brjcancerBJC HomepageBJC Advance online publicationBJC Current IssueSubmitting an article to BJCWeb feeds
 
Br J Cancer. 1997; 75(3): 324–332.
PMCID: PMC2063370

In vivo anti-tumour effect of 3'-sulphonoquinovosyl 1'-monoacylglyceride isolated from sea urchin (Strongylocentrotus intermedius) intestine.

Abstract

Extracts from sea urchin intestine were screened for new anti-tumour drugs. Four glycolipids, 3'-sulphonoquinovosyl-1', 2'-diacylglyceride (A-4), 3'-sulphonoquinovosyl-1'-monoacylglyceride (2'-lyso A-4, A-5), NeuGc(alpha)2-6Glc(beta)1-1ceramide (A-6) and HSO3-8NeuGc(alpha)2-6Glc(beta)1-1ceramide (A-7), were isolated from the intestine of sea urchin, Strongylocentrotus intermedius, and characterized by means of proton nuclear magnetic resonance spectroscopy and fast atom bombardment mass spectrometry. When tested for cytotoxic activity against tumour cells in vitro, A-5 showed significant activity, but A-4, -6 and -7 did not. In addition, the hydrophilic derivatives of A-4 or -5 had no cytotoxicity. Furthermore, the anti-tumour effects on nude mice bearing solid tumours of a human lung adenocarcinoma cell line A-549 were evaluated in vivo using A-4 and -5. As a result, A-5 was found to be significantly effective in suppressing the growth of solid tumours, whereas A-4 had no effect. Pathologically, the solid tumours showed haemorrhagic necrosis areas after treatment with A-5. In this study, we have demonstrated the anti-tumour effect of sulphonoquinovosyl-lysoglyceride (A-5), which provides important information that this sulpholipid could be a useful drug for cancer chemotherapy.

Full text

Full text is available as a scanned copy of the original print version. Get a printable copy (PDF file) of the complete article (2.4M), or click on a page image below to browse page by page. Links to PubMed are also available for Selected References.

Images in this article

Click on the image to see a larger version.

Selected References

These references are in PubMed. This may not be the complete list of references from this article.
  • Anderson R, Livermore BP, Kates M, Volcani BE. The lipid composition of the non-photosynthetic diatom Nitzschia alba. Biochim Biophys Acta. 1978 Jan 27;528(1):77–88. [PubMed]
  • BENSON AA. THE PLANT SULFOLIPID. Adv Lipid Res. 1963;1:387–394. [PubMed]
  • Benson AA, Daniel H, Wiser R. A SULFOLIPID IN PLANTS. Proc Natl Acad Sci U S A. 1959 Nov;45(11):1582–1587. [PubMed]
  • Bishop JM. Misguided cells: the genesis of human cancer. Biol Bull. 1994 Feb;186(1):1–8. [PubMed]
  • GOTTFRIED EL, RAPPORT MM. THE BIOCHEMISTRY OF PLASMALOGENS. II. HEMOLYTIC ACTIVITY OF SOME PLASMALOGEN DERIVATIVES. J Lipid Res. 1963 Jan;4:57–62. [PubMed]
  • Hannun YA, Bell RM. Lysosphingolipids inhibit protein kinase C: implications for the sphingolipidoses. Science. 1987 Feb 6;235(4789):670–674. [PubMed]
  • Hartwell LH, Kastan MB. Cell cycle control and cancer. Science. 1994 Dec 16;266(5192):1821–1828. [PubMed]
  • Nagai Y, Isono Y. Occurrence of animal sulfolipid in the gametes of sea urchins. Jpn J Exp Med. 1965 Aug;35(4):315–318. [PubMed]
  • Isono Y, Nagai Y. Biochemistry of glycolipids of sea urchin gametes. I. Separation and characterization of new type of sulfolipid and sialoglycolipid. Jpn J Exp Med. 1966 Oct;36(5):461–476. [PubMed]
  • Isono Y, Mohri H, Nagai Y. Effect of egg sulpholipid on respiration of sea urchin spermatozoa. Nature. 1967 Jun 24;214(5095):1336–1338. [PubMed]
  • Jennemann R, Rodden A, Bauer BL, Mennel HD, Wiegandt H. Glycosphingolipids of human gliomas. Cancer Res. 1990 Dec 1;50(23):7444–7449. [PubMed]
  • Koerner TA, Jr, Prestegard JH, Demou PC, Yu RK. High-resolution proton NMR studies of gangliosides. 1. Use of homonuclear two-dimensional spin-echo J-correlated spectroscopy for determination of residue composition and anomeric configurations. Biochemistry. 1983 May 24;22(11):2676–2687. [PubMed]
  • Kriat M, Vion-Dury J, Confort-Gouny S, Favre R, Viout P, Sciaky M, Sari H, Cozzone PJ. Analysis of plasma lipids by NMR spectroscopy: application to modifications induced by malignant tumors. J Lipid Res. 1993 Jun;34(6):1009–1019. [PubMed]
  • Kubo H, Irie A, Inagaki F, Hoshi M. Gangliosides from the eggs of the sea urchin, Anthocidaris crassispina. J Biochem. 1990 Aug;108(2):185–192. [PubMed]
  • Langworthy TA, Mayberry WR, Smith PF. A sulfonolipid and novel glucosamidyl glycolipids from the extreme thermoacidophile Bacillus acidocaldarius. Biochim Biophys Acta. 1976 Jun 22;431(3):550–569. [PubMed]
  • Merrill AH, Jr, Stevens VL. Modulation of protein kinase C and diverse cell functions by sphingosine--a pharmacologically interesting compound linking sphingolipids and signal transduction. Biochim Biophys Acta. 1989 Feb 9;1010(2):131–139. [PubMed]
  • Oishi K, Raynor RL, Charp PA, Kuo JF. Regulation of protein kinase C by lysophospholipids. Potential role in signal transduction. J Biol Chem. 1988 May 15;263(14):6865–6871. [PubMed]
  • Rabbitts TH. Chromosomal translocations in human cancer. Nature. 1994 Nov 10;372(6502):143–149. [PubMed]
  • Ravindranath MH, Tsuchida T, Morton DL, Irie RF. Ganglioside GM3:GD3 ratio as an index for the management of melanoma. Cancer. 1991 Jun 15;67(12):3029–3035. [PubMed]
  • Riordan JR, Ling V. Genetic and biochemical characterization of multidrug resistance. Pharmacol Ther. 1985;28(1):51–75. [PubMed]
  • ROBINSON N. Lysolecithin. J Pharm Pharmacol. 1961 Jun;13:321–354. [PubMed]
  • Sato N, Murata N, Miura Y, Ueta N. Effect of growth temperature on lipid and fatty acid compositions in the blue-green algae, Anabaena variabilis and Anacystis nidulans. Biochim Biophys Acta. 1979 Jan 29;572(1):19–28. [PubMed]
  • Sato K, Yoo YC, Mochizuki M, Saiki I, Takahashi TA, Azuma I. Inhibition of tumor-induced angiogenesis by a synthetic lipid A analogue with low endotoxicity, DT-5461. Jpn J Cancer Res. 1995 Apr;86(4):374–382. [PubMed]
  • Suetake K, Gasa S, Taki T, Chiba M, Yamaki T, Ibayashi Y, Hashi K. Human blood group B-active ganglio-glycosphingolipid in rat glioma. Biochim Biophys Acta. 1993 Sep 29;1170(1):25–31. [PubMed]
  • Sugiyama E, Uemura K, Hara A, Taketomi T. Effects of various lysosphingolipids on cell growth, morphology and lipid composition in three neuroblastoma cell lines. Biochem Biophys Res Commun. 1990 Jun 15;169(2):673–679. [PubMed]
  • Takahashi S, Sato N, Takayama S, Ichimiya S, Satoh M, Hyakumachi N, Kikuchi K. Establishment of apoptosis-inducing monoclonal antibody 2D1 and 2D1-resistant variants of human T cell lines. Eur J Immunol. 1993 Aug;23(8):1935–1941. [PubMed]
  • Taketomi T, Kawamura N, Hara A, Murakami S. Comparative studies on chemical, hemolytic and diffusion-in-gel precipitation properties of various lysosphingolipids. Biochim Biophys Acta. 1976 Jan 22;424(1):106–113. [PubMed]
  • Tsuruo T. Mechanisms of multidrug resistance and implications for therapy. Jpn J Cancer Res. 1988 Mar;79(3):285–296. [PubMed]
  • Uemura K, Sugiyama E, Taketomi T. Effects of an inhibitor of glucosylceramide synthase on glycosphingolipid synthesis and neurite outgrowth in murine neuroblastoma cell lines. J Biochem. 1991 Jul;110(1):96–102. [PubMed]
  • Venditti JM. The National Cancer Institute antitumor drug discovery program, current and future perspectives: a commentary. Cancer Treat Rep. 1983 Sep;67(9):767–772. [PubMed]
  • Weis FM, Davis RJ. Regulation of epidermal growth factor receptor signal transduction. Role of gangliosides. J Biol Chem. 1990 Jul 15;265(20):12059–12066. [PubMed]
  • Yoshizawa T, Nagai Y. Occurrence of cholesteryl sulfate in eggs of the sea urchin, Anthocidaris crassispina. Jpn J Exp Med. 1974 Oct;44(5):465–471. [PubMed]

Articles from British Journal of Cancer are provided here courtesy of Cancer Research UK