28656-91-9

Usage

Uses

Used in Anticancer Applications:
(+)-Aeroplysinin-1 is used as an anticancer agent for its ability to induce cell death in human breast cancer cells (MCF-7 and ZR-75-1) in a timeand concentration-dependent manner. It also blocks EGF-induced endocytosis of the EGF receptor (EGFR) and EGF-dependent cell proliferation in MCF-7 cells, making it a potential candidate for cancer treatment.
Used in Antiangiogenesis Applications:
(+)-Aeroplysinin-1 is used as an antiangiogenesis agent for its ability to inhibit angiogenesis in a dose-dependent manner, as demonstrated in a chick chorioallantoic membrane (CAM) assay.
Used in Antibacterial Applications:
(+)-Aeroplysinin-1 is used as an antibacterial agent for its activity against Gram-positive bacteria, including S. aureus, S. albus, and B. subtilis.
Used in Anti-HIV Applications:
(+)-Aeroplysinin-1 is used as an anti-HIV agent for its ability to inhibit HIV-1 replication (IC50 = 14.6 μM) via inhibition of HIV-1 reverse transcriptase.

InChI:InChI=1/C9H9Br2NO3/c1-15-7-5(10)4-9(14,2-3-12)8(13)6(7)11/h4,8,13-14H,2H2,1H3

Upstream product

• 179798-47-1 (5S,10R)-methyl 7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxylate 
• 87580-09-4 (5S*,6R*)-methyl 7,9-dibromo-8-methoxy-6-oxo-1-oxa-2-azaspiro<4.5>deca-2,7,9-triene-3-carboxylate 
• 876301-50-7 (5S,10R)-7,9-Dibromo-8-methoxy-10-((1S,4R)-4,7,7-trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carbonyloxy)-1-oxa-2-aza-spiro[4.5]deca-2,6,8-triene-3-carboxylic acid methyl ester 

Downstream Products

• 17194-81-9 2,6-dibromo-4-hydroxy-4-carbamoylmethylcyclohexa-2,5-dien-1-one 
• 1051944-21-8 C₁₀H₁₁Br₂NO₃ 
• 294208-35-8 (1′R,5′S,6′S)-2-(3′,5′-dibromo-1′,6′-dihydroxy-4′-oxocyclohex-2′-enyl)acetonitrile 
• 1337562-52-3 C₈H₇Br₂NO₃ 
• 24742-01-6 4-acetamido-2,6-dibromo-4-hydroxy-1,2-dimethoxycyclohexa-2,5-diene 
• 86255-02-9 (3,5-dibromo-1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetonitrile 
• 1051944-22-9 2-[(1s,4s)-3,5-dibromo-4-ethoxy-1-hydroxy-4-methoxycyclohexa-2,5-dien-1-yl]acetamide 

Relevant academic research and scientific papers

Asymmetric synthesis of aerothionin, a marine dimeric spiroisoxazoline natural product, employing optically active spiroisoxazoline derivative

Successful first synthesis of optically pure (+)- and (-)-aerothionins (1) from the racemic spiroisoxazoline derivative 8 has been accomplished. The absolute configuration of natural (+)-1 was determined by comparison of (+)- and (-)-8 with related deriva

Wound activation of protoxins in marine sponge Aplysina aerophoba

The marine sponge Aplysina aerophoba accumulates brominated isoxazoline alkaloids, which include aerophobin-2, aplysinamisin-1, and isofistularin-3 as major constituents. Following disruption of compartmentalization, the isoxazoline alkaloids are enzymati