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Current Organic Chemistry

Volumn 6, Issue 4, 2002, Pages 365-391

The preparation and biological significance of phytosphingosines

(2) Howell, Amy R a Ndakala, Albert J a

a UNIVERSITY OF CONNECTICUT (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CHAINS; MAMMALS; MARINE BIOLOGY; SUGARS; YEAST;

AMINO-ACIDS; BIOACTIVE LIPIDS; BIOLOGICAL SIGNIFICANCE; HEAT STRESS; LONG CHAINS; PHYTOSPHINGOLIPIDS; PHYTOSPHINGOSINES; STRESS SIGNALS; STRUCTURAL COMPONENT; YEAST CELL;

AMINO ACIDS;

1 O (ALPHA GALACTOPYRANOSYL) 2 HEXACOSANOYLAMINO 1,3,4 OCTADECANETRIOL; AMINO ACID; CARBOHYDRATE; CARBON; GALACTOSE; GLUCOSYLPHYTOCERAMIDE DERIVATIVE; PHYTOSPHINGOSINE; PHYTOSPHINGOSINE DERIVATIVE; SPHINGOLIPID; UNCLASSIFIED DRUG;

AMINO ACID SYNTHESIS; ANTIMALARIAL ACTIVITY; ASYMMETRIC SYNTHESIS; CANCER INHIBITION; CHEMICAL MODIFICATION; CHIRALITY; CLINICAL TRIAL; DRUG ACTIVITY; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; DRUG TRANSFORMATION; FUNGUS; HEAT STRESS; HUMAN; IMMUNOSTIMULATION; LIVER TUMOR; MAMMAL; MITOSIS INHIBITION; NONHUMAN; REVIEW; STRUCTURE ACTIVITY RELATION; YEAST;

EID: 0036231270 PISSN: 13852728 EISSN: None Source Type: Journal
DOI: 10.2174/1385272024604998 Document Type: Review

Times cited : (78)

References (98)

1
- 0004053835
- R. G. Landes Company: Austin
- (1997) Sphingolipid-Mediated Signal Transduction
- Hannum, Y.A.¹

2
- 0001276261
- Vance, D. E., Vance, J., Eds.; Elsevier: Amersterdam
- (1996) Biochemistry of Lipids, Lipoproteins and Membranes , vol.31 , pp. 309-339
- Merrill, A.H.¹ Sweeley, C.C.²

3
- 0034604729
- (2000) Tetrahedron , vol.56 , pp. 5953-5957
- Costantino, V.¹ Fattorusso, E.² Mangoni, A.³

4
- 85197347089
- (2000) Eur. J. Biochem. , vol.267 , pp. 2837-2846
- Kawahara, K.¹ Moll, H.² Knirel, Y.A.³ Seydel, U.⁴ Zahringer, U.⁵

5
- 0032818110
- (1999) Eur. J. Org. Chem. , pp. 765-769
- Kawatake, S.¹ Inagaki, M.² Miyamoto, T.³ Isobe, R.⁴ Higuchi, R.⁵

6
- 2742517905
- (1998) Eur. J. Org. Chem. , pp. 371-378
- Yamada, K.¹ Hara, E.² Miyamoto, T.³ Higuchi, R.⁴ Isobe, R.⁵ Honda, S.⁶

7
- 0002776562
- (1998) Eur. J. Org. Chem. , pp. 129-131
- Inagaki, M.¹ Isobe, R.² Kawano, Y.³ Miyamoto, T.⁴ Komori, T.⁵ Higuchi, R.⁶

8
- 0031745373
- (1998) J. Nat. Prod. , vol.61 , pp. 685-688
- Tanaka, I.¹ Matsuoka, S.² Murata, M.³ Tachibana, K.⁴

9
- 0030960032
- (1997) Phytochemistry , vol.45 , pp. 1213-1215
- Zhang, G.-L.¹ Xing, Q.-Y.² Zhang, M.-Z.³

10
- 0002321091
- (1997) Liebigs Ann./Recueil , pp. 1245-1247
- Venkannababu, U.¹ Bhandari, S.P.S.² Garg, H.S.³

11
- 0031873509
- (1998) Synthesis , pp. 1075-1091
- Koskinen, P.M.¹ Koskinen, A.M.P.²

12
- 0001211029
- (1911) Monatschr. Chem. , vol.36 , pp. 133-142
- Zellner, J.¹

13
- 0001390857
- (1954) J. Biol. Chem. , vol.206 , pp. 613-623
- Carter, H.E.¹ Celmer, W.D.² Lands, W.E.M.³ Mueller, K.L.⁴ Tomizawa, H.H.⁵

14
- 84986667825
- (1990) Liebigs Ann. Chem. , pp. 659-663
- Higuchi, R.¹ Kagoshima, M.² Komori, T.³

15
- 0014403441
- (1968) Biochem. Biophys. Res. Commun. , vol.31 , pp. 137-143
- Okabe, K.¹ Keeman, R.W.² Schmidt, G.³

16
- 0014193259
- (1967) Biochem. Biophys. Res. Commun. , vol.27 , pp. 319-324
- Barenholz, Y.¹ Gatt, S.²

17
- 0014373319
- (1968) Acta Chem. Scand. , vol.22 , pp. 1361-1363
- Karlsson, K.A.¹ Samuelsson, B.E.² Steen, G.O.³

18
- 14444283860
- (1997) J. Biol. Chem. , vol.272 , pp. 30196-30200
- Dickson, R.C.¹ Nagiec, E.E.² Skrzypek, M.³ Tillman, P.⁴ Wells, G.B.⁵ Lester, R.L.⁶

19
- 0033486326
- (1999) Bioessays , vol.21 , pp. 1004-1010
- Schneiter, R.¹

20
- 0035896640
- (2001) J. Biol. Chem. , vol.276 , pp. 8574-8581
- Jenkins, G.M.¹ Hannun, Y.A.²

21
- 0033621735
- (2000) Chem. Phys. Lipids , vol.104 , pp. 1-11
- Sharma, C.¹ Smith, T.² Li, S.³ Schroepfer G.J., Jr.⁴ Needleman, D.H.⁵

22
- 0030993241
- (1997) Biochem. Mol. Biol. Int. , vol.41 , pp. 1179-1189
- Tamiya-Koizumi, K.¹ Murate, T.² Suzuki, M.³ Simbulan, C.M.G.⁴ Nakagawa, M.⁵ Takemura, M.⁶ Furuta, K.⁷ Izuta, S.⁸ Yoshida, S.⁹

23
- 0035064620
- (2001) Chem. Pharm. Bull. , vol.49 , pp. 447-452
- Yamada, K.¹ Matsubara, R.² Kaneko, M.³ Miyamoto, T.⁴ Higuchi, R.⁵

24
- 0032727080
- (1999) Eur. J. Org. Chem. , pp. 3171-3174
- Kaneko, M.¹ Kisa, F.² Yamada, K.³ Miyamoto, T.⁴ Higuchi, R.⁵

25
- 85019889870
- (2001) Chem. Pharm. Bull. , vol.49 , pp. 321-323
- Kang, S.S.¹ Kim, J.S.² Son, K.H.³ Kim, H.P.⁴ Chang, H.W.⁵

26
- 1842264583
- (1986) Proc. Natl. Acad. Sci. , vol.83 , pp. 9154-9158
- Martin, L.H.¹ Calabi, F.² Milstein, C.³

27
- 0032971371
- (1999) Ann. Rev. Immunol. , vol.17 , pp. 297-329
- Porcelli, S.A.¹ Modlin, R.L.²

28
- 0028588920
- (1994) Nature , vol.372 , pp. 691-694
- Beckman, E.M.¹ Porcelli, S.A.² Morita, C.T.³ Behar, S.M.⁴ Furlong, S.T.⁵ Brenner, M.B.⁶

29
- 0028980830
- (1995) Science , vol.269 , pp. 227-230
- Sieling, P.A.¹ Chatterjee, D.² Porcelli, S.A.³ Prigozy, T.I.⁴ Mazzaccaro, R.J.⁵ Soriano, T.⁶ Bloom, B.R.⁷ Brenner, M.B.⁸ Kronenberg, M.⁹ Brennan, P.J.¹⁰

30
- 0030826451
- (1997) Science , vol.278 , pp. 283-286
- Moody, D.B.¹ Reinhold, B.B.² Guy, M.R.³ Beckman, E.M.⁴ Frederique, D.E.⁵ Furlong, S.T.⁶ Ye, S.⁷ Reinhold, V.M.⁸ Sieling, P.A.⁹ Modlin, R.L.¹⁰ Besra, G.S.¹¹ Porcelli, S.A.¹²

31
- 0030826423
- (1997) Science , vol.277 , pp. 339-345
- Zeng, Z.H.¹ Castano, A.R.² Segelke, B.³ Stura, E.A.⁴ Peterson, P.A.⁵ Wilson, I.A.⁶

32
- 0032547823
- (1998) J. Exp. Med. , vol.188 , pp. 1529-1534
- Spada, F.M.¹ Koezuka, Y.² Porcelli, S.A.³

33
- 0032547849
- (1998) J. Exp. Med. , vol.188 , pp. 1521-1528
- Brossay, L.¹ Chioda, M.² Burdin, N.³ Koezuka, Y.⁴ Casorati, G.⁵ Dellabona, P.⁶ Kronenberg, M.⁷

34
- 0029029565
- (1995) Science , vol.268 , pp. 863-865
- Bendelac, A.¹ Lantz, O.² Quimby, M.E.³ Yewdell, J.W.⁴ Bennink, J.R.⁵ Brutkiewicz, R.R.⁶

35
- 0030696696
- (1997) Science , vol.278 , pp. 1626-1629
- Kawano, T.¹ Cui, J.² Koezuka, Y.³ Toura, I.⁴ Kaneko, Y.⁵ Motoki, K.⁶ Ueno, H.⁷ Nakagawa, R.⁸ Sato, H.⁹ Kondo, E.¹⁰ Koseki, H.¹¹ Taniguchi, M.¹²

36
- 0032729476
- (1999) J. Immunol. , vol.163 , pp. 4647-4650
- Carnaud, C.¹ Lee, D.² Donnars, O.³ Park, S.-H.⁴ Beavis, A.⁵ Koezuka, Y.⁶ Bendelac, A.⁷

37
- 0034596944
- (2000) J. Exp. Med. , vol.192 , pp. 921-930
- Kakimi, K.¹ Guidotti, L.G.² Koezuka, Y.³ Chisari, F.V.⁴

38
- 85197364165
- (2000) Proc. Natl. Acad. Sci. USA , vol.97 , pp. 8561-8466
- Gonzalez-Aseguinolaza, G.¹ De Oliveira, C.² Tomaska, M.³ Hong, S.⁴ Bruna-Romero, O.⁵ Nakayama, T.⁶ Taniguchi, M.⁷ Bendelac, A.⁸ Van Kaer, L.⁹ Koezuka, Y.¹⁰ Tsuji, M.¹¹

39
- 0008867505
- (1956) Naturwissenschaften , vol.43 , pp. 447-448
- Prostenik, M.¹ Stanacev, N.Z.²

40
- 0001174042
- (1969) J. Org. Chem. , vol.34 , pp. 3539-3544
- Sisido, K.¹ Hirowatari, N.² Isida, T.³

41
- 0001573193
- (1970) J. Org. Chem. , vol.35 , pp. 350-353
- Sisido, K.¹ Hirowatari, N.² Tamura, H.³ Kobata, H.⁴ Takagisi, H.⁵ Isida, T.⁶

42
- 0001518014
- (1981) Angew. Chem. , vol.93 , pp. 578-579
- Schwab, W.¹ Jager, V.²

43
- 0001570959
- (1965) Tetrahedron , vol.21 , pp. 651-655
- Prostenik, M.¹ Mayhofer-Orescanin, B.² Ries-Lesic, B.³ Stanacev, N.Z.⁴

44
- 0000342598
- (1965) Biochemistry , vol.4 , pp. 686-688
- Weiss, B.¹

45
- 0008869627
- (1979) Chem. Phys. Lipids , vol.23 , pp. 291-319
- Kulmacz, R.J.¹ Kisic, A.² Schroepfer G.J., Jr.³

46
- 37049137836
- (1966) J. Chem. Soc. (C) , pp. 1872-1876
- Gigg, J.¹ Gigg, R.² Warren, C.D.³

47
- 37049113859
- (1966) J. Chem. Soc. (C) , pp. 1876-1879
- Gigg, J.¹ Gigg, R.²

48
- 37049115395
- (1966) J. Chem. Soc. (C) , pp. 1879-1882
- Gigg, R.¹ Warren, C.D.²

49
- 0027955720
- (1994) Tetrahedron Lett. , vol.35 , pp. 745-748
- Murakami, T.¹ Minamikawa, H.² Hato, M.³

50
- 0033593382
- (1999) Tetrahedron , vol.55 , pp. 989-1004
- Murakami, T.¹ Taguchi, K.²

51
- 0023026183
- (1986) Tetrahedron , vol.42 , pp. 5961-5968
- Mulzer, J.¹ Brand, C.²

52
- 0001025429
- (1939) J. Biol. Chem. , vol.128 , pp. 463-473
- Fischer, H.O.L.¹ Baer, J.²

53
- 0025894876
- (1991) Chem. Pharm. Bull. , vol.39 , pp. 1385-1391
- Honda, M.¹ Ueda, Y.² Sugiyama, S.³ Komori, T.⁴

54
- 0030527439
- (1996) Chem. Lett. , pp. 185-186
- Murakami, M.¹ Ito, H.² Ito, Y.³

55
- 0001261472
- (1988) Carbohydr. Res. , vol.174 , pp. 169-179
- Schmidt, R.R.¹ Maier, T.²

56
- 0003096921
- (1993) Liebigs Ann. Chem. , pp. 71-75
- Birk, R.¹ Sandhoff, K.² Schmidt, R.R.³

57
- 84988112564
- (1994) Liebigs Ann. Chem. , pp. 83-90
- Birk, R.¹ Jung, K.H.² Schmidt, R.R.³

58
- 0038399264
- (2000) Carbohydr. Res. , vol.328 , pp. 95-102
- Figueroa-Perez, S.¹ Schmidt, R.R.²

59
- 84988112855
- (1995) Liebigs Ann. , pp. 755-764
- Wild, R.¹ Schmidt, R.R.²

60
- 0034612945
- (2000) Tetrahedron: Asymmetry , vol.11 , pp. 3921-3937
- Graziani, A.¹ Passacantilli, P.² Piancatelli, G.³ Tani, S.⁴

61
- 37049079433
- (1995) J. Chem. Soc., Perkin Trans. 1 , pp. 1559-1663
- Li, Y.-L.¹ Mao, X.-H.² Wu, Y.-L.³

62
- 0000840769
- (1986) Tetrahedron , vol.42 , pp. 3479-3490
- Rollin, P.¹ Pougny, J.-P.²

63
- 0027160611
- (1993) Tetrahedron Lett. , vol.34 , pp. 5593-5596
- Akimoto, K.¹ Natori, T.² Morita, M.³

64
- 0029062153
- (1995) J. Med. Chem. , vol.38 , pp. 2176-2187
- Morita, M.¹ Motoki, K.² Akimoto, K.³ Natori, T.⁴ Sakai, T.⁵ Sawa, E.⁶ Yamaji, K.⁷ Koezuka, Y.⁸ Kobayashi, E.⁹ Fukushima, H.¹⁰

65
- 0001413882
- (1996) Biosci. Biotech. Biochem. , vol.60 , pp. 288-292
- Morita, M.¹ Sawa, E.² Yamaji, K.³ Sakai, T.⁴ Natori, T.⁵ Koezuka, Y.⁶ Fukushima, H.⁷ Akimoto, K.⁸

66
- 85047675126
- (1995) Tetrahedron Lett. , vol.36 , pp. 4841-4844
- Hiraki, T.¹ Yamagiwa, Y.² Kamikawa, T.³

67
- 0001029743
- (1996) Korean J. Med. Chem. , vol.6 , pp. 339-343
- Bettelli, E.¹ Chinzari, P.² D'Andrea, P.³ Passacantilli, P.⁴ Piancatelli, G.⁵ Topai, A.⁶

68
- 0008825419
- (1998) Indian J. Chem., Sect. B: Org. Chem. Incl. Med. Chem. , vol.37 B , pp. 205-206
- Katiyar, S.¹ Paul, S.² Suryawanshi, S.N.³

69
- 4243585440
- (1993) Liebigs Ann. Chem. , pp. 1211-1217
- Furstner, A.¹

70
- 0031793869
- (1998) Can. J. Chem. , vol.76 , pp. 1070-1081
- Wee, A.G.H.¹ Tang, F.²

71
- 0023938379
- (1988) Helv. Chim. Acta , vol.71 , pp. 609-618
- Csuk, R.¹ Hugener, M.² Vasella, A.³

72
- 0029560622
- (1995) Carbohydr. Res. , vol.279 , pp. 93-106
- Matsumoto, K.¹ Ebata, T.² Matsushita, H.³

73
- 33845282544
- (1987) J. Org. Chem. , vol.52 , pp. 2361-2364
- Garner, P.¹ Park, J.M.²

74
- 0001453699
- (1990) J. Org. Chem. , vol.55 , pp. 1439-1446
- Dondoni, A.¹ Fantin, G.² Fogagnolo, M.³ Pedrini, P.⁴

75
- 0019817638
- (1981) J. Org. Chem. , vol.46 , pp. 4393-4398
- Tkaczuk, P.¹ Thornton, E.R.²

76
- 84986730929
- (1990) Liebigs Ann. Chem. , pp. 1069-1078
- Sugiyama, S.¹ Honda, M.² Komori, T.³

77
- 0030848122
- (1997) Tetrahedron Lett. , vol.38 , pp. 6027-6030
- Shimizu, M.¹ Wakioka, I.² Fujisawa, T.³

78
- 0032480389
- (1998) Tetrahedron , vol.54 , pp. 10657-10670
- Imashiro, R.¹ Sakurai, O.² Yamashita, T.³ Horikawa, H.⁴

79
- 0033607691
- (1999) Tetrahedron , vol.55 , pp. 13643-13658
- Shirota, O.¹ Nakanishi, K.² Berova, N.³

80
- 0034596034
- (2000) J. Org. Chem. , vol.65 , pp. 3538-3541
- Azuma, H.¹ Tamagaki, S.² Ogino, K.³

81
- 0032568385
- (1998) Tetrahedron , vol.54 , pp. 3141-3150
- Takikawa, H.¹ Muto, S.-E.² Mori, K.³

82
- 0023684709
- (1988) J. Org. Chem. , vol.53 , pp. 4395-4398
- Garner, P.¹ Park, J.M.² Malecki, E.³

83
- 0030200814
- (1996) Tetrahedron: Asymmetry , vol.7 , pp. 2113-2116
- Yoda, H.¹ Oguchi, T.² Takabe, K.³

84
- 0027508111
- (1993) Chem. Pharm. Bull. , vol.41 , pp. 1717-1721
- Ikota, N.¹

85
- 0000491417
- (1989) Tetrahedron Lett. , vol.30 , pp. 5507-5510
- Guanti, G.¹ Banfi, L.² Narisano, E.³

86
- 0033579614
- (1999) Tetrahedron Lett. , vol.40 , pp. 9063-9064
- Nakamura, T.¹ Shiozaki, M.²

87
- 0025127095
- (1990) J. Org. Chem. , vol.55 , pp. 5110-5117
- Barrett, A.G.M.¹ Sakdarat, S.²

88
- 0008871559
- (1994) Tennen Yuki Kagobutsu Toronkai Koen Yoshishu , vol.36 , pp. 752-759
- Nakashima, H.¹ Hiraki, T.² Yamagiwa, Y.³ Kamikawa, T.⁴

89
- 33847801404
- (1975) J. Org. Chem. , vol.40 , pp. 231-237
- Seebach, D.¹ Corey, E.J.²

90
- 0031930827
- (1998) Bull Chem. Soc. Jpn. , vol.71 , pp. 259-272
- Chida, N.¹ Sakata, N.² Murai, K.³ Tobe, T.⁴ Nagase, T.⁵ Ogawa, S.⁶

91
- 0034707381
- (2000) Tetrahedron Lett. , vol.41 , pp. 10309-10312
- Fernandes, R.A.¹ Kumar, P.²

92
- 0033532268
- (1999) Tetrahedron: Asymmetry , vol.10 , pp. 1697-1707
- Li, S.¹ Pang, J.² Wilson, W.K.³ Schroepfer G.J., Jr.⁴

93
- 0034602357
- (2000) J. Org. Chem. , vol.65 , pp. 7618-7626
- He, L.¹ Byun, H.-S.² Bittman, R.³

94
- 0030047841
- (1996) Tetrahedron , vol.52 , pp. 2187-2192
- Lin, G.-Q.¹ Shi, Z.-C.²

95
- 0028073668
- (1994) Tetrahedron: Asymmetry , vol.5 , pp. 2195-2208
- Wild, R.¹ Schmidt, R.R.²

96
- 84985240041
- (1988) Liebigs Ann. Chem. , pp. 619-625
- Sugiyama, S.¹ Honda, M.² Komori, T.³

97
- 0342749263
- (2000) Tetrahedron: Asymmetry , vol.11 , pp. 1585-1592
- Martin, C.¹ Prunk, W.² Bortolussi, M.³ Bloch, R.⁴

98
- 0027959833
- (1994) Tetrahedron Lett. , vol.35 , pp. 9573-9576
- Kobayashi, S.¹ Hayashi, T.² Kawasuji, T.³

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