Isolation and structures of haterumalides NA, NB, NC, ND, and NE, novel macrolides from an Okinawan sponge Ircinia sp.

Tetrahedron Letters

Volumn 40, Issue 34, 1999, Pages 6309-6312

  Takada, Noboru ^a   Sato, Hiroko ^a,b   Suenaga, Kiyotake ^a   Arimoto, Hirokazu ^a,b   Yamada, Kaoru ^a,c   Ueda, Katsuhiro ^a,d   Uemura, Daisuke ^a  

^a NAGOYA UNIVERSITY   (Japan)

^b SHIZUOKA UNIVERSITY   (Japan)

^c SAGAMI CHEMICAL RESEARCH CENTER   (Japan)

^d UNIVERSITY OF THE RYUKYUS   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

HATERUMALIDE NA; HATERUMALIDE NB; HATERUMALIDE NC; HATERUMALIDE ND; HATERUMALIDE NE; MACROLIDE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL EXPERIMENT; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CONTROLLED STUDY; DRUG CONFORMATION; DRUG CYTOTOXICITY; DRUG ISOLATION; MOUSE; NONHUMAN; NUCLEAR OVERHAUSER EFFECT; PROTON NUCLEAR MAGNETIC RESONANCE; SPONGE (PORIFERA); STEREOCHEMISTRY;

ANIMALIA; IRCINIA; PORIFERA;

EID: 0033588149     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01291-5     Document Type: Article

References (9)

1. Ueda, K.; Hu, Y. See preceding paper.
2. -1.
3. 3OD) δ 5.61 (t, J = 7.3 Hz, 1H), 5.37 (d, J = 7.3 Hz, 1H), 5.29 (m, 2H), 4.63 (dd, J = 4.4, 11.4 Hz, 1H), 4.53 (t, J = 8.8 Hz, 1H), 3.91 (m, l H), 3.88 (dd, J = 3.7, 8.8 Hz, 1 H), 3.30 (m, 1H), 3.05 (s, 2H), 2.75 (dd, J = 4.0, 11.4 Hz, 1H), 2.64 (t, J = 11.4 Hz, 1H), 2.48 (m, 2H), 2.29 (m, 2H), 2.06 (dd, J = 3.3, 12.8 Hz, 1H), 1.85 (s, 3H), 1.83 (s, 3H), 1.51 (ddd, J = 3.3, 12.1 , 12.8 Hz, 1H), 1.38 (m, 1H).
4. Suenaga, K.; Shibata, T.; Takada, N.; Kigoshi, H.; Yamada, K. J. Nat. Prod. 1998, 61, 515.
5. Ohtani, I.; Kusumi, T.; Kashman, Y.; Kakisawa, H. J. Am. Chem. Soc. 1991, 113, 4092.
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8. Chou, T.; Kuramoto, M.; Otani, Y.; Shikano, M.; Yazawa, K.; Uemura, D. ibid. 1996, 37, 3871.
9. Takada, N.; Suenaga, K.; Yamada, K.; Uemura, D. in preparation.