Inhibition of Proliferation and Induction of Differentiation of Human and Mouse Myeloid Leukemia Cells by New Ethyleneglycol-type Nonphosphorus Alkyl Ether Lipids

Overview

Journal Jpn J Cancer Res

Specialty Oncology

Date 1990 Aug 1

PMID 2118893

Citations 3

Authors

T Kasukabe

Y Honma

M Hozumi

H Nomura

Affiliations

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Abstract

A variety of ethyleneglycol-type nonphosphorus alkyl ether lipids, ether derivatives of diethyleneglycol in which the two hydroxyl groups were substituted with long chain alkyl and quaternary ammonioalkyl groups, were synthesized and their effects on proliferation and differentiation of cultured human (HL-60) and mouse (M1) myeloid leukemia cells were studied. Incubation with these compounds inhibited the cellular proliferation, and the cells differentiated into morphologically and functionally mature granulocytes. Of the compounds tested, 1-[2-[2-(octadecyloxy)ethoxy]ethoxy]-butylpyridinium mesylate (EG-6) was the most effective in inducing differentiation of HL-60 cells. Almost maximal induction of differentiation and inhibition of growth of HL-60 cells on day 6 were observed when the cells were treated with EG-6 for 1 day and then cultured without EG-6 for a further 5 days. The inhibitory effect of EG-6 on the leukemic cells was over 100 times more than that of 2-[2-(dodecyloxy)ethoxy]ethyl 2-pyridinioethyl phosphate, a potent antileukemic ether phospholipid.

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References

Honma Y, Kasukabe T, Hozumi M, Tsushima S, Nomura H . Induction of differentiation of cultured human and mouse myeloid leukemia cells by alkyl-lysophospholipids. Cancer Res. 1981; 41(8):3211-6. View

Ukawa K, Imamiya E, Yamamoto H, Aono T, Kozai Y, Okutani T . Synthesis and antitumor activity of new amphiphilic alkylglycerolipids substituted with a polar head group, 2-(2-trimethylammonioethoxy)ethyl or a congeneric oligo(ethyleneoxy)ethyl group. Chem Pharm Bull (Tokyo). 1989; 37(12):3277-85. DOI: 10.1248/cpb.37.3277. View

Berdel W, Bausert W, Fink U, Rastetter J, MUNDER P . Anti-tumor action of alkyl-lysophospholipids (Review). Anticancer Res. 1981; 1(6):345-52. View

Hoffman D, Hoffman L, Snyder F . Cytotoxicity and metabolism of alkyl phospholipid analogues in neoplastic cells. Cancer Res. 1986; 46(11):5803-9. View

Honma Y, Kasukabe T, Okabe-Kado J, Hozumi M, Tsushima S, Nomura H . Antileukemic effect of alkyl phospholipids. II. Prolongation of survival times of leukemic mice by alkyl ethyleneglycophospholipids. Cancer Chemother Pharmacol. 1983; 11(2):77-9. DOI: 10.1007/BF00254249. View

HANAHAN D, MUNDER P, Satouchi K, McManus L, Pinckard R . Potent platelet stimulating activity of enantiomers of acetyl glyceryl ether phosphorylcholine and its methoxy analogues. Biochem Biophys Res Commun. 1981; 99(1):183-8. DOI: 10.1016/0006-291x(81)91730-7. View

Kasukabe T, Honma Y, Hozumi M . Induction of differentiation of cultured mouse monocytic leukemia cells (Mm-A) by inducers different from those of parent myeloblastic leukemia cells (M1). Jpn J Cancer Res. 1985; 76(11):1056-63. View

Hilgard P, Stekar J, Voegeli R, Engel J, Schumacher W, Eibl H . Characterization of the antitumor activity of hexadecylphosphocholine (D 18506). Eur J Cancer Clin Oncol. 1988; 24(9):1457-61. DOI: 10.1016/0277-5379(88)90336-7. View

Lozzio C, LOZZIO B . Human chronic myelogenous leukemia cell-line with positive Philadelphia chromosome. Blood. 1975; 45(3):321-34. View

10.

Ichikawa Y . Differentiation of a cell line of myeloid leukemia. J Cell Physiol. 1969; 74(3):223-34. DOI: 10.1002/jcp.1040740303. View

11.

Hozumi M . Fundamentals of chemotherapy of myeloid leukemia by induction of leukemia cell differentiation. Adv Cancer Res. 1983; 38:121-69. DOI: 10.1016/s0065-230x(08)60189-x. View

12.

Takuma T, Takeda K, Konno K . Synergism of tumor necrosis factor and interferon-gamma in induction of differentiation of human myeloblastic leukemic ML-1 cells. Biochem Biophys Res Commun. 1987; 145(1):514-21. DOI: 10.1016/0006-291x(87)91351-9. View

13.

Wilcox R, Wykle R, SCHMITT J, Daniel L . The degradation of platelet-activating factor and related lipids: susceptibility to phospholipases C and D. Lipids. 1987; 22(11):800-7. DOI: 10.1007/BF02535534. View

14.

Ukawa K, Imamiya E, Yamamoto H, Mizuno K, Tasaka A, Terashita Z . Synthesis and antitumor activity of new alkylphospholipids containing modifications of the phosphocholine moiety. Chem Pharm Bull (Tokyo). 1989; 37(5):1249-55. DOI: 10.1248/cpb.37.1249. View

15.

Tenforde T, Adesida P, KELLY L, TODD P . Differing electrical surface charge and transplantation properties of genetically variant sublines of the TA3 murine adenocarcinoma tumor. Eur J Cancer Clin Oncol. 1983; 19(2):277-82. DOI: 10.1016/0277-5379(83)90427-3. View

16.

Honma Y, Kasukabe T, Okabe-Kado J, Hozumi M, Tsushima S, Nomura H . Antileukemic effect of alkyl phospholipids. I. Inhibition of proliferation and induction of differentiation of cultured myeloid leukemia cells by alkyl ethyleneglycophospholipids. Cancer Chemother Pharmacol. 1983; 11(2):73-6. DOI: 10.1007/BF00254248. View

17.

Tidwell T, Guzman G, VOGLER W . The effects of alkyl-lysophospholipids on leukemic cell lines. I. Differential action on two human leukemic cell lines, HL60 and K562. Blood. 1981; 57(4):794-7. View

18.

Neumann H, Herrmann D, Boerner D . Inhibition of human tumor colony formation by the new alkyl lysophospholipid ilmofosine. J Natl Cancer Inst. 1987; 78(6):1087-93. View

19.

Modolell M, Andreesen R, Pahlke W, Brugger U, MUNDER P . Disturbance of phospholipid metabolism during the selective destruction of tumor cells induced by alkyl-lysophospholipids. Cancer Res. 1979; 39(11):4681-6. View

20.

Collins S, Gallo R, Gallagher R . Continuous growth and differentiation of human myeloid leukaemic cells in suspension culture. Nature. 1977; 270(5635):347-9. DOI: 10.1038/270347a0. View