Aplaminal: A novel cytotoxic aminal isolated from the sea hare Aplysia kurodai

Organic Letters

Volumn 10, Issue 3, 2008, Pages 489-491

  Kuroda, Takeshi ^a   Kigoshi, Hideo ^a  

^a UNIVERSITY OF TSUKUBA   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC AGENT; APLAMINAL; AZABICYCLO DERIVATIVE; DRUG DERIVATIVE; FOLIC ACID; UNCLASSIFIED DRUG;

ANIMAL; APLYSIA; ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; CONFORMATION; DRUG SCREENING; HELA CELL; HUMAN; ISOLATION AND PURIFICATION; NUCLEAR MAGNETIC RESONANCE; X RAY CRYSTALLOGRAPHY;

ANIMALS; ANTINEOPLASTIC AGENTS; APLYSIA; AZABICYCLO COMPOUNDS; CRYSTALLOGRAPHY, X-RAY; DRUG SCREENING ASSAYS, ANTITUMOR; FOLIC ACID; HELA CELLS; HUMANS; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR;

EID: 38949102257     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol7029307     Document Type: Article

References (13)

1. Uemura, D.; Takahashi, K.; Yamamoto, T. J. Am. Chem. Soc. 1985, 107, 4796-4798.
2. Pettit, G. R.; Herald, C. L.; Doubek, D. L. Herald, D. L. J. Am. Chem. Soc. 1982, 104, 6846-6848.
3. Luesch, H.; Moore. R. E.; Paul, B. J.; Mooberry, S. L.; Corbett, T. H. J. Nat. Prod. 2001, 64, 907-910.
4. For review, see: Yamada, K.; Kigoshi, H. Bull. Chem. Soc. Jpn. 1997, 70, 1479-1489.
5. Yamamura, S.; Hirata, Y. Tetrahedron 1963, 19, 1485-1496.
6. Kigoshi, H.; Imamura, Y.; Yoshikawa, K.; Yamada, K. Tetrahedron Lett. 1990, 31, 4911-4914.
7. (a) Yamada, K; Ojika, M.; Ishigaki, T.; Yoshida, Y. J. Am. Chem. Soc. 1993, 115, 11020-11021.
8. (b) Ojika, M.; Kigoshi, H.; Ishigaki, T.; Yamada, K. Tetrahedron Lett. 1993, 34, 8501-8504.
9. (c) Ojika, M.; Kigoshi, H.; Ishigaki, T.; Nishiwaki, M.; Tsukada, I.; Mizuta, K.; Yamada, K. Tetrahedron Lett. 1993, 34, 8505-8508.
10. (d) Ojika, M.; Kigoshi, H.; Ishigaki, T.; Tsukada, I.; Tsuboi, T.; Ogawa, T.; Yamada, K. J. Am. Chem. Soc. 1994, 116, 7441-7442.
11. Okamoto, Y.; Nitanda, N.; Ojika, M.; Sakagami, Y. Biosci. Biotechnol. Biochem. 2001, 65, 474-476.
12. w) = 0.0425 (0.1071) based on 1962 reflections {I > 2σ(I)} and 218 variable parameters.
13. The pteridine moiety that had connected with the glutamyl aminobenzoate was decomposed and could not be identified.