A search for kinase inhibitors and antibacterial agents: bromopyrrolo-2-aminoimidazoles from a deep-water Great Australian Bight sponge, Axinella sp.

Asymmetric Synthesis of Axinellamines A and B

“…We thus switched to developing a new route with an early introduction of the chloride despite its reported hydrolytic instability. [5,9,10,18,19] …”

A Biomimetic Route for Construction of the [4+2] and [3+2] Core Skeletons of Dimeric Pyrrole–Imidazole Alkaloids and Asymmetric Synthesis of Ageliferins

“…1 For example, ageliferins ( 2 ), 2 massadines ( 3 ), 3 and benzosceptrins ( 4 ) 4 are the [4+2], [3+2], and [2+2] dimerization products of 1 , respectively (figure 1). While cycloadditions of 1 are generally believed to be involved in the biosynthesis of 2–4 , 5 attempts to dimerize 1 in the test tube failed to deliver these alkaloids because of the mismatched electronic properties.…”

Syntheses of cyclic guanidine-containing natural products

“…Since the discovery of the first oroidin dimer sceptrin ( 10a ) in 1981, many research groups have devoted to studying the synthesis of these structurally unique alkaloids. Constitutionally, sceptrins ( 10 ) 91-97 are the [2+2] dimers; ageliferins/nagelamides ( 11 ) 92,98-100 are the [4+2] dimers; and palau’amines/konbu'acidins ( 1 ), 18,101-103 stylloguanidines/carteramines ( 12 ), 104-107 axinellamines ( 13 ), 108,109 massadines ( 14 ), 110-112 and donnazoles ( 15 ) 51 are the [3+2] dimers of 5 . Stylissadines ( 16 ), 113 the only tetrameric member known to date, are the dimers of massadine ( 14a ) and 2- epi -massadine, which is yet to be identified as a natural product itself.…”