A New Cytotoxic Diterpene with the Dolabellane Skeleton from the Marine SpongeSigmosceptrella quadrilobata

Abstract

A new diterpene with the dolabellane skeleton 1 has been isolated from the sponge of the Indian Ocean, Sigmosceptrellaquadrilobata. Its structure elucidation, including absolute stereochemistry, was performed with the aid of MS, NMR, and CD data and by molecular modeling. Compound 1 is moderately cytotoxic against four tumor cell lines.

The Agminosides: Naturally Acetylated Glycolipids from the New Zealand Marine Sponge Raspailia agminata

“…The agminosides are unusual compared to most other glycolipids isolated from sponges in that they possess only one type of aglycon, whereas sponge glycolipid aglycons are often complex mixtures of homologues differing only in the length and branching of the alkyl chain (e.g., ref ). In addition, few examples of natural acetylation have been reported.…”

Marine natural products (1999)

“…374, 375 It is interesting that the cytotoxic diterpene 475, which is closely related to metabolites of brown algae, was obtained from Sigmosceptrella quadrilobata from the Comoros Islands. 376 Two cytotoxic cembranoids, flabellatenes A 476 and B 477, which are compounds that are normally associated with soft corals, were isolated from the Antarctic sponge Lissodendoryx flabellata. 377 Together with the known major metabolite, (ϩ)-spongia-13( 16),14-diene-19-oic acid 478, six additional spongian diterpenes, the epimeric γ-methoxybutenolides 479-481, the di(methoxy ketal) 482 and the epimeric butenolides 483 and 484 were isolated from Spongia matamata from Yap, Micronesia.…”

Glycolipids from Sponges. Part 17. Clathrosides and Isoclathrosides, Unique Glycolipids from the Caribbean Sponge Agelas clathrodes

“…Porifera are another source of these "atypical" glycolipids: we recently reported the occurrence in Plakortis simplex of simplexides (e.g., 1), diglycosides of a very-long-chain secondary alcohol, acting on the immune system. 2 In this paper, we wish to report the isolation and structure elucidation of the new glycolipids clathrosides A-C (2a-4a) and their stereoisomers isoclathrosides A-C (5a-7a) from Agelas clathrodes. Like simplexides, compounds 2a-7a are glycosides of long-chain alcohols, probably derived from the condensation of two fatty acid molecules.…”