A study towards total synthesis of antibiotic agrocin 84

Nucleosides and Nucleotides

Volumn 16, Issue 7-9, 1997, Pages 1403-1406

  Filippov, Dmitri ^a   Timmers, Cornelis M ^a   Van der Marel, Gijs A ^a   Van Boom, Jacques H ^a  

^a LEIDEN UNIVERSITY   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

ADENINE DERIVATIVE; AGROCIN 84; ANTIBIOTIC AGENT; ANTINEOPLASTIC ANTIBIOTIC; UNCLASSIFIED DRUG;

CONFERENCE PAPER; DNA SYNTHESIS INHIBITION; DRUG MECHANISM; DRUG STRUCTURE; DRUG SYNTHESIS; NONHUMAN; PLANT; RHIZOBIUM; TOXICITY TESTING;

AGROBACTERIUM;

EID: 0030829214     PISSN: 07328311     EISSN: None     Source Type: Journal    
DOI: 10.1080/07328319708006192     Document Type: Conference Paper

References (12)

1. Kerr, A; Tate, M. E. Microbiol. Sci. 1984, 1, 1-4 and references cited.
2. Tate, M. E., Murphy, P. J., Roberts, W. P., Kerr, A. Nature, 1979, 280, 697-699.
3. Murphy, P. J.; Tate, M. E.; Kerr, A. Eur. J. Biochem. 1981, 115, 539-543.
4. Wada, T., Moriguchi, T., Sekine, M. J. Am. Chem. Soc. 1994, 116, 9901-9911.
5. Robles, J.; Pedroso, E.; Grandas, A. J. Org. Chem. 1995, 60, 4856-4861.
6. Synthesized from adenosine by adaptation of procedure reported for preparation of 3′-O-(tret-Butyldimethylsilyl)-5′-O-(4,4′-dimethoxytrityl)- 2′-deoxyadenosine: Hayakawa, Y.; Wakabayashi, S.; Kato, H.; Noyori, R. J. Am. Chem. Soc. 1990, 112, 1691-1696.
7. Abbreviations used: CNE, 2-cyanoethyl; DMAP, 4-dimethylaminopyridine; DIPEA, N,N-diisopropylethylamine; DMT, 4,4′-dimethoxytrityl; TBS, tert-butyldimethylsilyl; DCA, trichloroacetic acid; TEA, triethylamine; TEAA, triethylammonium acetate; 5-MMT, 5-mercapto-1-methyl-tetrazole.
8. Efimov, V. A.; Kalinkina A. L.; Chakhmakhcheva, O. G. Bioorg. Khim. 1996, 22, 149-152.
9. Filippov, D.; Meeuwenoord, N. J.; van der Marel, G.; Efimov, V. A.; Kuyl-Yeheskiely, E.; van Boom, J. H. Synlett, 1996, 769-771.
10. +.
11. 4,22 C-18 column (AllTech, 10 μm, 250 × 22.5 mm) using linear gradient from 0 to 30% of B (0.02 M TEAA in 1:1 MeCN/water) in buffer A (0.05 M TEAA in 5% aq. MeCN)
12. +.