On the structure of oxyblepharismin and its formation from blepharismin

Tetrahedron Letters

Volumn 39, Issue 23, 1998, Pages 4003-4006

  Spitzner, Dietrich ^d   Höfle, Gerhard ^a   Klein, Iris ^d   Pohlan, Silke ^a   Ammermann, Dieter ^b   Jaenicke, Lothar ^c  

^a HELMHOLTZ CENTRE FOR INFECTION RESEARCH   (Germany)

^b UNIVERSITY OF TÜBINGEN   (Germany)

^c UNIVERSITY OF COLOGNE   (Germany)

^d NONE

Author keywords

[No Author keywords available]

Indexed keywords

BLEPHARISMIN; OXYBLEPHARISMIN; PIGMENT; PROTOHYPERICIN; PROTOSTENTORIN; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; CILIATE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; IRRADIATION; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS;

EID: 0032482534     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00712-6     Document Type: Article

References (18)

1. 1. Giese, A. C. "Blepharisma The Biology of a Light-Sensitive Protozoan", Stanford University Press: Stanford, Cal., 1973. Miyake, A., in: Biochemistry of Differentiation and Morphogenesis (L. Jaenicke, ed.), Springer Verlag: Berlin, 1982, p. 211-230.
2. 1. Giese, A. C. "Blepharisma The Biology of a Light-Sensitive Protozoan", Stanford University Press: Stanford, Cal., 1973. Miyake, A., in: Biochemistry of Differentiation and Morphogenesis (L. Jaenicke, ed.), Springer Verlag: Berlin, 1982, p. 211-230.
3. 2. Giese, A.; Grainger, R. M. Photochemistry and Photobiology, 1970, 12, 489-503.
4. 3. Masters theses: Röhm, B. Univ. Köln, 1987. Hupe, M. Univ. Köln, 1988. Gieray U. Univ. Hohenheim, 1989. Werner, H. Univ. Hohenheim, 1997.
5. 3. Masters theses: Röhm, B. Univ. Köln, 1987. Hupe, M. Univ. Köln, 1988. Gieray U. Univ. Hohenheim, 1989. Werner, H. Univ. Hohenheim, 1997.
6. 3. Masters theses: Röhm, B. Univ. Köln, 1987. Hupe, M. Univ. Köln, 1988. Gieray U. Univ. Hohenheim, 1989. Werner, H. Univ. Hohenheim, 1997.
7. 3. Masters theses: Röhm, B. Univ. Köln, 1987. Hupe, M. Univ. Köln, 1988. Gieray U. Univ. Hohenheim, 1989. Werner, H. Univ. Hohenheim, 1997.
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11. 7. Brockmann, H. Fortschr. Chem. Org. Naturst., 1957, 14, 141-185.
12. 8. HPLC: Hewlett-Packard 1050; ESI-MS: Perkin Elmer API 100. Conditions: Nucleosil RP-18, 5 μm; 125 × 2 mm column; acetonitrile/ 10 mM aq. ammonium acetate buffer pH 6.8 gradient, 28 : 72 to 95 : 5 in 15 min, flow 0.3 ml/min; detection: 580 nm and negative ions [M - H]-; ca. 50 specimens per HPLC run.
13. 9. Höfle, G.; Pohlan, S.; Uhlig, G.; Kappe, K.; Schumacher, D. Angew. Chem. 1994, 106, 1561-1563; Angew. Chem. Int. Ed. Engl. 1994, 33, 1495.
14. 9. Höfle, G.; Pohlan, S.; Uhlig, G.; Kappe, K.; Schumacher, D. Angew. Chem. 1994, 106, 1561-1563; Angew. Chem. Int. Ed. Engl. 1994, 33, 1495.
15. 2O) in the dark and fed with Chlorogonium elongatum, which was grown under sterile conditions in a fight-dark cycle. Blepharisma japonicum was harvested after 4 weeks. We thank Professor A. Miyake, Dept. of Cell Biol., Univ. Camerino, Italy, for providing this organism.
16. 11. 25 ml wet cell mass (pellets from 750 petri dishes) was extracted with acetone. The extract was concentrated and partitioned between ethyl acetate and water. The organic layer was evaporated and the residue treated with petroleum ether to give a dark red solid (55 mg) which was separated by HPLC (Eurosil Bioselect 100, C18, 10 μm, column: 16 × 250 mm, acetonitrile-water (with 0.1 % TFA), 60 : 40 as eluent) to give five fractions of the blepharismins: A (6 mg), B (16 mg), C (13 mg), D (2 mg), E (4 mg).
17. 12. Cameron, D. W.; Riches, A. G. Tetrahedron Lett. 1995, 36, 2331-2334. Iio, H.; Zenfuku, K.; Tokoroyama, T. Tetrahedron Lett. 1995, 36, 5921-5924. We are indebted to Professor Iio, Osaka City University, Osaka, Japan, for a sample of synthetic stentorin C.
18. 12. Cameron, D. W.; Riches, A. G. Tetrahedron Lett. 1995, 36, 2331-2334. Iio, H.; Zenfuku, K.; Tokoroyama, T. Tetrahedron Lett. 1995, 36, 5921-5924. We are indebted to Professor Iio, Osaka City University, Osaka, Japan, for a sample of synthetic stentorin C.