Alkaloids from marine organisms. Part 8: Isolation of bisdemethylaaptamine and bisdemethylaaptamine-9-O-sulfate from an Indonesian Aaptos sp. marine sponge

Antiviral and Anticancer Optimization Studies of the DNA‐binding Marine Natural Product Aaptamine

“…The isoaaptamine dimers 27 and 28 represent a preliminary attempt to improve selectivity by providing two possible sites of compound interaction with the target. The fully demethylated compound 29 has been isolated (29) and synthesized (26) previously, but has not been evaluated for its anti‐viral activity. Selectively demethylated derivative 30 represents the first of the proposed second generation derivatives produced from the dialkylated compound 21 .…”

Total Synthesis of (±)‐Symbioimine

“…This rather unusual compound occurs in nature as an inner salt of an imine and an aryl sulphuric acid (Scheme ). Such zwitterionic compounds are very rare,2, 3 and the total synthesis of 1 certainly poses a challenging task. A related compound is the amphoteric neosymbioimine ( 2 ) 4.…”

“…Therefore, 1 might show the way to a new lead structure in the search for drugs directed at the treatment of osteoporosis. In addition, 1 significantly reduces cyclooxygenase‐2 (COX‐2) activity at 10 μ M 3…”

Aaptamine and related products. Their isolation, chemical syntheses, and biological activity

“…This was accompanied by isolation of traces of 2 and methoxymethyl ether 7, previously isolated by the group of Calcul and likely to be an artifact formed during the isolation process. On the other hand, Herlt et al 43 (1), its tricyclic (2-11) and tetracyclic (12)(13)(14)(15) congeners; the bis-aaptamine derivative lihouidine (16) and its pentacyclic core (17), the rearranged aaptamines aaptosine (18) and aaptosamine (19), and necatorone (20a) and its dimers (20b-d 48 isolated aaptamines 1-3, together with 6 as a minor constituent, from A. aaptos collected at the Chuuk Atoll (Federated States of Micronesia).…”