57517-08-5

Usage

Cytotoxicity

IC50 (μg/mL): 9.06 (HL-60) (Ohsaki et al.2011)

Upstream product

• 108-86-1 bromobenzene 
• 19832-98-5 4-methyl-3,4-dihydro-2H-naphthalen-1-one 
• 51644-34-9 7-bromo-4-methyl-1,2,3,4-tetrahydro-1H-naphthalen-1-one 
• 13554-78-4 9-methyl-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-one 
• 160510-12-3 3-bromo-6-diazo-9-methyl-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-one 
• 160510-15-6 5-(4-Bromo-phenyl)-hexanoic acid ethyl ester 
• 160510-20-3 3-bromo-5-diazo-9-methyl-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-one 
• 79491-58-0 aethiopinone 
• 99132-90-8 Acetic acid 9-isopropyl-2,2,5-trimethyl-2,5,6,7-tetrahydro-1-oxa-cyclopenta[cd]phenalen-8-yl ester 
• 122040-38-4 5,7-dimethoxy-6-isopropyl-2-methyl-α-tetralone 
• 16700-61-1 1,3-dimethoxy-2-(1-methylethyl)benzene 
• 122040-41-9 1-ethynyl-7,9-dimethoxy-8-isopropyl-4-methyl-2,3-dihydro-1H-phenalen-1-ol 
• 122040-42-0 4-acetyl-2-isopropyl-3-methoxy-7-methyl-1H-phenalen-1-one 
• 122040-39-5 7,9-dimethoxy-8-isopropyl-4-methyl-1H-phenalen-1-one 

Relevant academic research and scientific papers

A DITERPENOID PHENALENONE FROM SALVIA MILTIORRHIZA

A phenalenone isolated from Salvia miltiorrhiza was identified as 9-isopropyl-2,2,5-trimethyl-8H-phenalenofuran-8-one, a compound which had been artificially prepared by rearrangement of taxoquinone and other royleanones. - Key Word Index - Salvia miltiorrhiza; labiatae; diterpenoids; phenalenones; 13C NMR.

Total synthesis of the phenalenone diterpene salvilenone

The application of a photochemical aromatic annulation strategy in a highly efficient total synthesis of the phenalenone diterpene salvilenone is reported. The pivotal step in the synthesis involves the assembly of the key dihydrophenalene 29 in one step

Cyclization Reactions of the o-Naphthoquinone Diterpene Aethiopinone. A Revision of the Structure of Prionitin

The 4,5-seco-20(10->5)-abeo-abietane derivative aethiopinone (1), a natural o-naphthoquinone isolated from some Salvia species, was subjected to a series of acid-catalyzed reactions which yielded phenalene derivatives (2, 6, 9, and 11) and other cyclization products (3 and 10).The 11-nor derivative 3 is formed by an intramolecular cycloaddition reaction, and a mechanistic pathway for the formation of the phenalene derivatives 6 and 11 is also proposed.These transformations of aethiopinone (1) allowed the partial syntheses of the naturally occuring diterpenes salvipisone (8), salvi lenone (9), and the racemic form of prionitin (11), a rearranged abietane diterpeniod previously isolated from the root of Salvia prionitis, to which structure 12 had been attributed only on the basis of NMR spectroscopic studies.In the light of the results reported herein, including an X-ray analysis of compound 11, the structure 12 assigned to prionitin must be changed to 11.

Synthesis of Salvilenone, a Diterpenoid Phenalenone of Salvia miltiorrhiza

Salvilenone I, a phenalenone diterpene isolated from the roots of Salvia miltiorrhiza Bunge, was synthesized in thirteen steps from resorcinol dimethyl ether.Dihydrophenalenol derivative 19, a key intermediate, was treated with aqueous hydrobromic acid to

SYNTHESIS OF SALVILENONE

Acid treatment of a tetrahydrophenalenone derivative (6), which have been derived from resorcinol dimethyl ether by 12 steps reactions, affforded salvilenone (1) and hydroxydiketone (9).