Sphinxolide, a 26‐Membered Antitumoral Macrolide Isolated from an Unidentified Pacific Nudibranch | Zendy

Guella Graziano | Zendy; Mancini Ines | Zendy; Chiasera Giuseppe | Zendy; Pietra Francesco | Zendy

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Sphinxolide, a 26‐Membered Antitumoral Macrolide Isolated from an Unidentified Pacific Nudibranch

Author(s) -

Guella Graziano,

Mancini Ines,

Chiasera Giuseppe,

Pietra Francesco

Publication year - 1989

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19890720207

Subject(s) - nudibranch , chemistry , stereochemistry , formamide , moiety , gastropoda , zoology , organic chemistry , biology

It is shown that an unidentified nudibranch of Hawaiian waters contains a 26‐membered macrolide, sphinxolide ((−)‐ 1 ) with potent activity against the KB cell line. The structure of sphinxolide, a 2:1 mixture of ( E / Z )‐isomers at the formamide moiety, is established to be (–)‐ 1 on the basis of extensive NMR and FAB‐MS analysis, in combination with data for the products of mono‐ (→(−)‐ 2 ) and diacetylation (→(+)‐3).

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