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Upstream product

• 31165-13-6 6,7-dimethoxy-1H-indole 
• 1393471-50-5 C₁₄H₁₉IN₂O 
• 144085-18-7 1-allyl-4-iodo-3-(iodomethyl)-6-methoxyindoline 
• 160208-44-6 7-Methoxy-2,4-dihydropyrrolo<4,3,2-de>quinolin-8(1H)-one 
• 74-88-4 methyl iodide 
• 212829-68-0 7-methoxy-1,3,4,5-tetrahydropyrrolo[4,3,2-de]quinoline 
• 1408314-69-1 ethyl 7-methoxy-4,5-dihydropyrrolo[4,3,2-de]quinoline-1(3H)-carboxylate 
• 1408314-68-0 5-tert-butyl 1-ethyl 7-methoxy-3,4-dihydropyrrolo[4,3,2-de]quinoline-1,5-dicarboxylate 
• 1393471-42-5 5-tert-butyl 1-ethyl 7-methoxy-2,2a,3,4-tetrahydropyrrolo[4,3,2-de]quinoline-1,5-dicarboxylate 
• 1393471-41-4 ethyl 3-(2-(tert-butoxycarbonylamino)ethyl)-4-iodo-6-methoxyindoline-1-carboxylate 
• 1393471-40-3 tert-butyl 2-(1-allyl-4-iodo-6-methoxyindolin-3-yl)ethylcarbamate 
• 1393471-49-2 2-(1-allyl-4-iodo-6-methoxyindolin-3-yl)acetonitrile 
• 148613-90-5 N-Benzyl-2-(6,7-dimethoxy-1H-indol-3-yl)-N-methyl-2-oxo-acetamide 
• 151726-01-1 [2-(6,7-Bis-benzyloxy-1H-indol-3-yl)-ethyl]-methyl-amine 

Relevant academic research and scientific papers

Zyzzyanones B-D, dipyrroloquinones from the marine sponge Zyzzya fuliginosa

Zyzzyanones B, C, and D (2-4), three new dipyrroloquinones with a pyrrolo[3,2-f]indole-4,8(1H,7H)dione skeleton, have been isolated from the Australian marine sponge Zyzzya fuliginosa. The known zyzzyanone A, makaluvamines C, E, G, H, and L, damirones A and B, 3,7-dimethylguanine, and 4-hydroxybenzoic acid were also isolated. The structures of the new compounds 2-4 were established by extensive NMR spectroscopic data. Compounds 2-4 showed moderate cytotoxic activity against mouse Ehrlich carcinoma cells (IC 50 25 μg/mL).

Total synthesis of makaluvamine A/D, damirone B, batzelline C, makaluvone, and isobatzelline C featuring one-pot benzyne-mediated cyclization- functionalization

Total synthesis of pyrroloquinoline alkaloids, such as makaluvamine A/D, damirone B, batzelline C, makaluvone, and isobatzelline C, was achieved featuring a one-pot benzyne-mediated cyclization-functionalization reaction. The synthetic utility was demonstrated by the construction of the common pyrrolo[4,3,2-de]quinoline skeleton.

UV-stability and UV-protective activity of alkaloids from the marine sponge Zyzzya fuliginosa

Alkaloids from the marine sponge Zyzzya fuliginosa damirones A (1) and B (2); makaluvamines H (3), C (4), G (5), and L (6); and zyzzyanones A (8) and B (9) were investigated for the ability to protect egg-cell membranes of the sea urchin Strongylocentrotus nudus from UV-radiation. Damirones, zyzzyanones, and tricyclic makaluvamines C (4) and H (3) exhibited the greatest membrane-protective activity. It was shown that makaluvamines G (5) and L (6) were converted by UV-irradiation into damirones A (1), B (2), tricyclic makaluvamines H (3), C (4), and zyzzyanones A (8) and B (9), respectively. 2006 Springer Science+Business Media, Inc.

Synthesis of pyrrolo[4,3,2-de]quinolines from 6,7-dimethoxy-4-methylquinoline. Formal total syntheses of damirones A and B, batzelline C, isobatzelline C, discorhabdin C, and makaluvamines A-D

2-Amino-4-nitrophenol and 2-methoxy-5-nitroaniline were converted into the 5-nitroquinolines 6b and 6d, respectively, and then the latter into nitro-acetal 6f. 6,7-Dimethoxy-4-methylquinoline (6g) was nitrated at C-5 and then the methyl substituent conver

TOTAL SYNTHESESES OF DAMIRONE A AND DAMIRONE B

The first total syntheses of the tricyclic alkaloids damirone A and damirone B have been achieved starting from 6,7-dimethoxyindole.