Journal Article Aplysiasecosterols B and C: two new 9,11-secosteroids with a cis-fused 1,4-quinone structure from the sea hare Aplysia kurodai

Kita, Masaki  ,  Kawamura, Atsushi  ,  Kigoshi, Hideo

57 ( 8 )  , pp.858 - 860 , 2016-02 , Elsevier Ltd.
Two new 9,11-secosteroids with a cis-fused 3β,5β-dihydroxy-1,4-quinone structure, aplysiasecosterols B and C, were isolated from the sea hare Aplysia kurodai. Their structures were determined by 1D- and 2D-NMR spectroscopic analysis, molecular modeling studies, and a modified Mosher’s method. Aplysiasecosterol B might be the biosynthetic precursor of aplysiasecosterol A, another 9,11-secosteroid with a tricyclic γ-diketone structure from A. kurodai, via two α-ketol rearrangements and intramolecular acetalization.

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