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Isolation and Structure Elucidation of a Novel Yellow Pigment from the Marine Bacterium Pseudoalteromonas tunicata

“…The presence of a 2,2’-bipyrrole ring system was established from the COSY, TOCSY and NOESY experiments (Figure 1, Table 1) and comparison with the reported 1 H and 13 C chemical shifts for tambjamines [9,10]. The 1 H-NMR spectrum of 1 showed signals for the bipyrrole protons at δ 7.06, 6.25, 6.70 and 5.95 ppm corresponding to protons H5’, H4’, H3’ and H4 respectively (Table 1).…”

“…The tambjamine alkaloids have been isolated previously from bacteria and marine invertebrates including bryozoans, nudibranchs and ascidians [9,10]. They comprise a 2,2’-bipyrrole ring system containing an enamine moiety at the C2 position of the pyrrole ring, and an adjacent methoxy group at C3.…”

Design, synthesis and spectroscopic characterisation of a focused library based on the polyandrocarpamine natural product scaffold

“…[7,9] We have previously reported the stereoselective synthesis of the marine natural products, polyandrocarpamines A (1) and B (2), using a high-yielding one-step aldol condensation reaction under microwave conditions. [10,11] Because of our interest in the use of natural products as templates for unique chemical library production, [12][13][14][15][16][17] and the predicted amenability of the new stereoselective microwave chemistry for analogue generation, we herein describe the design, synthesis and spectroscopic characterisation of a focused library based on the polyandrocarpamine (2-aminoimidazolone) scaffold. The cytotoxicity of all library members towards three prostate cancer cell lines (LNCaP, PC-3 and 22Rv1) is also reported.…”

Antimicrobial and Cytotoxic Activities of Synthetically Derived Tambjamines C and E – J, BE‐18591, and a Related Alkaloid from the Marine Bacterium Pseudoalteromonas tunicata

“…Synthetic Studies. While naturally derived samples of the tambjamines have been manipulated chemically for the purposes of securing a library of analogues [18], they had not been subjected to any total-synthesis studies prior to our recently reported work [17] (and nor, to the best of our knowledge, have the outcomes of the screening of the above-mentioned library been published). Our approach to the non-brominated members of the family, viz.…”