Synthesis of two naphthoquinone antibiotics pentalongin and psychorubrin

Synthesis

Volumn , Issue 11, 1999, Pages 1881-1883

  Kesteleyn, Bart ^a   De Kimpe, Norbert ^a   Van Puyvelde, Luc ^a  

^a GHENT UNIVERSITY   (Belgium)

Author keywords

1H naphtho 2,3 c pyran 5,1O dione; Pentalongin; Pentas longiflora; Psychombrin; Pyranonaphthoquinone

Indexed keywords

1,4 NAPHTHOQUINONE DERIVATIVE; ANTIBIOTIC AGENT; PENTALONGIN; PSYCHORUBRIN; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; DRUG SYNTHESIS; MEDICINAL PLANT; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 0032746786     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-3613     Document Type: Article

References (15)

1. Hari, L.; De Buyck, L. F.; De Pooter, H. L. Phytochemistry 1991, 30, 1726.
2. De Kimpe, N.; Van Puyvelde, L.; Schripsema, J.; Erkelens, C.; Verpoorte, R. Magn. Reson. Chem. 1993, 31, 329.
3. Hayashi, T.; Smith, F. T.; Lee, K.-H. J. Med. Chem. 1987, 30, 2005.
4. Omura, S.; Tanaka, H.; Koyama, Y.; Katagiri, M.; Awaya, J.; Nagai, T.; Hata, T. J. Antibiot. 1974, 27, 363.
5. b) Tanaka, H.; Koyama, Y.; Awaya, J.; Maruma, H.; Oiwa, R.; Katagiri, M.; Nagai, T.; Omura, S. J. Antibiot. 1975, 28, 860.
6. c) Tanaka, H.; Koyama, Y.; Nagai, T.; Maruma, H.; Omura; S. J. Antibiot. 1975, 28, 868.
7. Iwai, Y.; Kora, A.; Takahashi, Y.; J. Antibiot. 1978, 31, 959.
8. Schmid, H.; Ebnöther, A. Helv. Chim. Acta 1951, 64, 1041.
9. Naruta, Y.; Maruyama, K. Recent Advances in the Synthesis of Quinonoid Compounds. In The Chemistry of Quinonoid Compounds; Patai, S.; Rappoport, Z. Eds.; Wiley: New York 1988; Vol. II., p. 241.
10. Aldersley, M. F.; Dean, F. M.; Hamzah, A. S. Tetrahedron Lett. 1986, 27, 255.
11. b) Aldersley, M. F.; Chishti, S. H.; Dean, F. M.; Douglas, M. E.; Ennis, D. S. J. Chem. Soc. Perkin Trans. 1 1990, 2163.
12. c) Naito,T.; Makita, Y.; Yazaki, S.; Kaneko, C. Chem. Pharm. Bull. 1986, 34, 1505.
13. d) Kobayashi, K.; Uchida, M.; Uneda, T.; Tanmatsu, M.; Morikawa, O.; Konishi, H. Tetrahedron Lett. 1998, 39, 7725.
14. Kesteleyn, B.; De Kimpe, N.; Van Puyvelde L. J. Org. Chem. 1999, 64, 1173.
15. Aldersley, M. F.; Dean, F. M.; Nayyir-Mazhir, R. J. Chem. Soc. Perkin Trans. 1 1983, 1753.