HRESI(+)MS measurements suggested that 12 (C13H11Br3O6, Δmmu +0.5) was a decarboxy analogue of 7a/b and 8a/b; 13 (C14H13Br3O7, Δmmu +0.5) was a dihydro oxidized methyl ester of 12; 14 (C13H11Br3O6, Δmmu +0.5) was a decarboxymethyl analogue of 10; and, 15 (C14H13Br3O6, Δmmu +0.5) was a CH2 homologue of 14. Comparison of the NMR (methanol-d4) data for symphyocladin N (12) (Figures S38 and S39, Table 4, Table 5 and Table S11) with that for 8a/b revealed the key difference as replacement of the C-1 CO2H moiety in 8a/b with an H-2 olefinic methine (δH 6.79) coupled to H2-7′ (δH 4.05). The presence of a C-5 CO2Me moiety in 12 was evident from an HMBC correlation from the OMe (δH 3.66) to C-5 (δC 171.3), while an E Δ2,3 configuration was confirmed by a ROESY correlation between H2-4 (δH 3.60) and H2-7′ (Figure 4). Analysis of the NMR (methanol-d4) data for symphyocladin O (13) (Figures S40 and S41, Table 4, Table 5, and Table S12) revealed it to be a saturated oxidized analogue of 12, as evidenced by COSY correlations between a diastereotopic H2-2 (δH 3.35/3.27), through H-3 (δH 3.34) to a diastereotopic H2-4 (δH 2.86/2.73). Likewise, replacement of the C-7′ sp3 methylene in 12 (δC 39.0) with a carbonyl resonance in 13 (δC 202.2) was evidence of a 7-oxo moiety. Diagnostic HMBC correlations also established the presence of incorporated C-5 CO2Me (δH 3.68) and C-6 CO2Me (δH 3.71) moieties (see Figure 3).