Citreopyrones, new metabolites of two hybrid strains, KO 0092 and KO 0141, derived from the Penicillium species

Chemistry Letters

Volumn , Issue 1, 1997, Pages 33-34

  Kosemura, Seiji ^a   Kojima, Shin Ichi ^a   Yamamura, Shosuke ^a  

^a KEIO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0031492070     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.1997.33     Document Type: Article

References (15)

1. Y. Shizuri, S. Nishiyama, D. Imai, S.Yamamura, H. Furukawa Kawai, and N. Okada, Tetrahedron Lett., 25, 4771 (1984).
2. a) S. Kosemura, K. Matsunaga, S. Yamamura, M. Kubota, and S. Ohba, Tetrahedron Lett., 32, 3543 (1991).
3. b) S. Kosemura, K. Matsunaga, and S. Yamamura, Chem. Lett., 1991, 1811.
4. c) S. Kosemura, H. Nagamatsu, and S. Yamamura, Bull. Chem. Soc. Jpn., 65, 926 (1992).
5. d) S. Kosemura, H. Miyata, K. Matsunaga, and S. Yamamura, Tetrahedron Lett., 33, 3883 (1992).
6. e) S. Kosemura, H. Miyata, S. Yamamura, K. Albone, and T. J. Simpson, J. Chem. Soc., Perkin Trans 1, 1994, 135.
7. a) N. Sakabe, T. Goto, and Y. Hirata, Tetrahedron Lett., 1964, 1825.
8. b) N. Sakabe, T. Goto, and Y. Hirata, Tetrahedron, 33, 3077 (1977).
9. 6): δ 191.9 (d, C11), 169.0 (s, C3), 161.4 (s, C1), 152.5 (s, C5), 148.0 (d, C9), 134.7 (d, C10), 132.1 (d, C8), 127.2 (d, C7), 110.8 (s, C4), 91.0 (d, C2), 55.3 (q, C3-OMe), and 8.84 (q, C6).
10. Equation a) E. Suzuki, H. Sekizaki, S. Inoue, J. Chem. Research (M), 1977, 2273
11. 6): δ 191.3 (d, C9), 168.5 (s, C3), 161.1 (s, C1), 151.1 (s, C5), 135.6 (d, C7), 132.2 (d, C8), 114.1 (s, C4), 92.2 (d, C2), 55.5 (q, C3-OMe), and 9.0 (q, C6).
12. 3): δ 9.82 (1H, s), 5.77 (1H, s), 3.90 (3H, s) and 2.31 (3H, s).
13. 3OD): δ 7.34 (1H, dd, J=15.7, 11.4 Hz), 7.16 (1H, dd, J=15.0, 10.6 Hz), 6.92 (1H, dd, J=14.7, 10.6 Hz), 6.80 (1H, d, J=15.0 Hz), 6.72 (1H, dd, J=14.7, 11.4 Hz), 6.28 (1H, d, J=15.7 Hz), 5.66 (1H, s), 3.90 (3H, s), 2.29 (3H, s) and 2.02 (3H, s).
14. 3OD): δ 7.42 (1H, dd, J=15.5, 10.6 Hz), 7.16 (1H, dd, J=15.0, 10.6 Hz), 7.06 (1H, d, J=15.0 Hz), 6.40 (1H, d, J=15.5 Hz), 5.70 (1H, s), 3.91 (3H, s), 2.32 (3H, s) and 2.02 (3H, s).
15. 3): δ 7.36 (1H, d, J=15.3Hz), 7.06 (1H, d, J=15.3 Hz), 5.04 (1H, s), 3.87 (3H, s), 2.36 (3H, s) and 2.08 (3H, s).