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A preliminary account of part of this work was presented at the Seventh International Symposium on Marine Natural Products, Capri, Italy, July 5-10, 1992; Abstract C7. When it was originally collected and a communication was published, the sponge was identified as S. agminata. (Kinnel, R. B.; Gehrken, H.-P.; Scheuer, P. J. J. Am. Chem. Soc. 1993, 115, 3376-3377). The correct species name is S. aurantium (Kelly-Borges, M.; Bergquist, P. Indo-Malayan Zool. 1988, 5, 121-159).
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For example, in leucodrin tetraacetate, the comparable hydrogens have a coupling constant of 12.4 Hz (Lowry, J. B.; Riggs, N. V. Tetrahedron Lett. 1964, 2911-2914).
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Molecular modeling was carried out with the Discover (BIOSYM) program, using InsightII to construct the models; energy minimization was carried out using the CV force field.
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21
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7144227854
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1
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1
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24
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The carboxamide of pyrrole-2-carboxylic acid was reported in: König, G. M.; Wright, A. M. Nat. Prod. Lett. 1994, 5, 141-146. AAPE has been reported in two different sponges: Wright, A. E.; Chiles, S. A.; Cross, S. S. J. Nat. Prod. 1991, 54, 1684-1686.
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The carboxamide of pyrrole-2-carboxylic acid was reported in: König, G. M.; Wright, A. M. Nat. Prod. Lett. 1994, 5, 141-146. AAPE has been reported in two different sponges: Wright, A. E.; Chiles, S. A.; Cross, S. S. J. Nat. Prod. 1991, 54, 1684-1686.
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26
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7144227855
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We are grateful to a reviewer for suggesting this better alternative to our original proposed biogenetic scheme
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We are grateful to a reviewer for suggesting this better alternative to our original proposed biogenetic scheme.
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27
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42
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7144262319
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note
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The dust from the dried sponge caused an allergic reaction consisting of severe shortness of breath for about 4 h, which disappeared within 1 day. In addition, some workers also experienced skin rashes from contact with the sponge.
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