*3.4. Compound Characterization Data*

Topsentiasterol sulfate G (**1**). Yield 0.024% of the dry weight of the sponge; amorphous powder; [α] 20 D : <sup>+</sup> 48 (*<sup>c</sup>* 0.23, MeOH); 1H- and 13C NMR data, see Tables <sup>1</sup> and 2; HRESIMS *<sup>m</sup>*/*<sup>z</sup>* 784.1724 [M3Na <sup>−</sup> Na]−, 380.5927 [M3Na <sup>−</sup> 2Na]2−, 246.0657 [M3Na <sup>−</sup> 3Na]3<sup>−</sup> (calc. for C30H44NNa3O14S3 784.1725, 380.5916, 246.0647, respectively).

Topsentiasterol sulfate I (**2**). Yield 0.017% of the dry weight of the sponge; amorphous powder; [α] 20 <sup>D</sup> : + 69 (*c* 0.15, MeOH); 1H- and 13C NMR data, see Tables 1 and 2; HRESIMS *m*/*z* 829.1834 [M3Na <sup>−</sup> Na]−, 403.0980 [M3Na <sup>−</sup> 2Na]2−, 261.0694 [M3Na <sup>−</sup> 3Na]3<sup>−</sup> (calc. for C32H47Na3O16S3, 829.1827, 403.0967, 261.0681, respectively).

Topsentiasterol sulfate H (**3**). Yield 0.034% of the dry weight of the sponge; amorphous powder; [α] 20 <sup>D</sup> : <sup>+</sup> 39 (*<sup>c</sup>* 0.19, EtOH); 1H- and 13C NMR data, see Tables <sup>1</sup> and 2; HRESIMS *<sup>m</sup>*/*<sup>z</sup>* 839.1253 [M3Na <sup>−</sup> H]<sup>−</sup>, 408.0685 [M3Na <sup>−</sup> Na <sup>−</sup> H]2<sup>−</sup>, 264.3826 [M3Na <sup>−</sup> 2Na <sup>−</sup> H]3<sup>−</sup> (calc. for C30H43Na3O17S3 839.1283, 408.0695, 264.3833, respectively).

Bromotopsentiasterol sulfate D, (**4**, in mixture with **5** and **6**). Amorphous powder; 1H- and 13C-NMR data (of **<sup>4</sup>**), see Tables <sup>1</sup> and 2; HRESIMS *<sup>m</sup>*/*<sup>z</sup>* 847.0736 [M3Na <sup>−</sup> Na]<sup>−</sup>, 412.0424 [M3Na <sup>−</sup> 2Na]2−, 267.0321 [M3Na <sup>−</sup> 3Na]3<sup>−</sup> (calc. for C30H42BrNa3O14S3, 847.0721, 412.0414, 267.0312, respectively).

Mixture of the dichlorotopsentiasterol sulfate D and bromochlorotophentiasterol sulfate D (**8** + **9**, 9:1). Amorphous powder; 1H- and 13C-NMR data (for **8**), see Tables 1 and 2; HRESIMS (for **8** and **9**) *m*/*z* 837.0837 and 881.0340 [M3Na <sup>−</sup> Na]−, 407.0480 and 429.0227 [M3Na <sup>−</sup> 2Na]2−, 263.7026 and 278.3516 [M3Na <sup>−</sup> 3Na]3<sup>−</sup> (calc. for C30H41Cl2Na3O14S3 and C30H41ClBrNa3O14S3, 837.0836 and 881.0331, 407.0472, and 429.0220, 263.7017 and 278.3513, respectively).

4β-hydroxyhalistanol sulfate C (**10**). Yield 0.099% of the dry weight of the sponge; amorphous powder; [α] 20 <sup>D</sup> : <sup>+</sup> 40 (*<sup>c</sup>* 0.28, MeOH); 1H- and 13C-NMR data, see Tables <sup>1</sup> and 2; HRESIMS *<sup>m</sup>*/*<sup>z</sup>* 719.1819 [M3Na <sup>−</sup> Na]<sup>−</sup>, 348.0969 [M3Na <sup>−</sup> 2Na]2<sup>−</sup>, (calc. for C27H45Na3O13S3 719.1823, 348.0965, respectively).
