Mycalamide A, an Antiviral Compound from a New Zealand Sponge of the Genus Mycale

Journal of the American Chemical Society

Volumn 110, Issue 14, 1988, Pages 4850-4851

  Pannell, Lewis K ^a   Perry, Nigel B ^b   Blunt, John W ^b   Munro, Murray H ^b  

^a NATIONAL INSTITUTE OF DIABETES AND DIGESTIVE AND KIDNEY DISEASES   (United States)

^b UNIVERSITY OF CANTERBURY   (New Zealand)

Author keywords

[No Author keywords available]

Indexed keywords

MYCALAMIDE A;

ANIMAL CELL; DRUG ISOLATION; DRUG STRUCTURE; INVERTEBRATE; MASS SPECTROMETRY; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; PRELIMINARY COMMUNICATION; SPONGE;

EID: 0023726527     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00222a067     Document Type: Article

References (15)

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4. This Mycale sp. (type specimen PML1-9, Chemistry Department, University of Canterbury) family Mycalidae Lundbeck, order Poecilosclerida, is undescribed and is not included in a recent review: Bergquist, P. R.; Fromont, J. The Marine Fauna of New Zealand: Porifera, Demospongiae: Part 4 (Poecilosclerida): Wellington, in press. The sponge is distinctive in that it is nearly always host to tube worm colonies giving the surface a stippled appearance. Individuals are yellow to brown, often with a purple tinge over the surface and may be massive or encrusting. Spiculation distinguishes this species from other Mycalidae as it only has one size class of subtylostyles, and microscleres (two size classes of anisochelae and one of sigmas) are always of a very delicate structure (<0.5μm thick). Other Mycale chemistry: Kato, Y.; Fusetani, N.; Matsunaga, S.; Hashimoto, K. Tetrahedron Lett. 1985, 26, 3483–3486. Capon, R. J.; MacLeod, J. K. Tetrahedron 1985, 41, 3391–3404. Capon, R. J.; MacLeod, J. K. J. Nat. Prod. 1987, 50, 225–229.
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11. Butane-1,2-diol: Cl, 66.3 ppm; C2, 73.8 ppm. l-Methoxybutan-2-ol: Cl, 77.3 ppm; C2, 71.5 ppm. 2-Methoxybutan-l-ol: Cl, 63.5 ppm; C2, 83. 4 ppm. From Bremser, W.; Ernst, L.; Franke, B.; Gerhards, R.; Hardt, A. Carbon-13 NMR Spectral Data (Microfiche collection); Verlag Chemie Basel, 1981. See also the vicinal diol side chain in halichondrin B.
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14. 3OD show similar shifts and couplings for C2 to Cl4. We thank Drs. Sakemi and Higa for the data on onnamide A.
15. 3 Okadaic acid, originally isolated from a sponge, has since been obtained from a dinoflagellate: Murakami, Y.; Oshima, Y.; Yasumoto, T. Bull. Jpn. Soc. Sci. Fish. 1982, 48, 69–72.