60890-27-9

Basic information

• Product Name: (±)-Ruspolinone
• Synonyms: (±)-Ruspolinone;Ruspolinone
• CAS NO: 60890-27-9
• Molecular Formula: C₁₄H₁₉NO₃
• Molecular Weight: 249.30556
• Mol File: 60890-27-9.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 388.4°Cat760mmHg
• Flash Point: 188.7°C
• Appearance: /
• Density: 1.085g/cm³
• Vapor Pressure: 3.07E-06mmHg at 25°C
• Refractive Index: 1.516
• CAS DataBase Reference: (±)-Ruspolinone(CAS DataBase Reference)
• NIST Chemistry Reference: (±)-Ruspolinone(60890-27-9)
• EPA Substance Registry System: (±)-Ruspolinone(60890-27-9)

Safety Data

• Hazardous Substances Data: 60890-27-9(Hazardous Substances Data)

Usage

Description

(±)-Ruspolinone is a natural product derived from the marine fungus Ascochyta salicorniae, belonging to the class of polyketides. It features a unique chemical structure with a polyene system and has been reported to possess various biological activities.
Used in Pharmaceutical and Biomedical Research:
(±)-Ruspolinone is used as a target for pharmaceutical and biomedical research due to its distinct chemical structure and biological activities.
Used in Antioxidant Applications:
(±)-Ruspolinone is used as an antioxidant agent for its significant antioxidant properties, which can help in conditions characterized by oxidative stress.
Used in Anti-inflammatory Applications:
(±)-Ruspolinone is used as an anti-inflammatory agent for its ability to inhibit the production of nitric oxide in cells, suggesting potential therapeutic applications for conditions involving inflammation.
Used in Anticancer Drug Development:
(±)-Ruspolinone is used as a candidate for the development of anticancer drugs due to its moderate cytotoxicity against certain cancer cell lines, making it a promising candidate for further research.

InChI:InChI=1/C14H19NO3/c1-17-13-6-5-10(8-14(13)18-2)12(16)9-11-4-3-7-15-11/h5-6,8,11,15H,3-4,7,9H2,1-2H3

Upstream product

• 5724-81-2 1-pyrroline 
• 93-40-3 (3,4-Dimethoxyphenyl)acetic acid 
• 60890-29-1 (3,4-dimethoxybenzoyl)acetic acid 
• 130753-42-3 2-<2-(3,4-dimethoxyphenyl)-2-oxoethyl>1-pyrrolidinecarboxaldehyde 
• 1069-31-4 DL-ornithine hydrochloride 
• 110-60-1 1,4-diaminobutane 
• 184356-28-3 1-(3,4-Dimethoxy-phenyl)-2-pyrrolidin-(2Z)-ylidene-ethanone 
• 74053-93-3 methyl 3-(3,4-dimethoxyphenyl)-3-oxopropionate 
• 184356-21-6 (3,4-Dimethoxy-phenyl)-(2-methylene-pyrrolidin-1-yl)-methanone 
• 184356-13-6 (3,4-Dimethoxy-phenyl)-[2-(diphenyl-phosphinoyl)-pyrrolidin-1-yl]-methanone 
• 3535-37-3 3,4-dimethoxybenzoic acid chloride 
• 76787-81-0 3-oxo-2-veratroyl-butyric acid ethyl ester 
• 4687-37-0 ethyl 3,4-dimethoxybenzoylacetate 
• 93-07-2 Veratric acid 

Downstream Products

• 76787-77-4 1-(3,4-Dimethoxyphenyl)-2-<1-<(3,4-dimethoxyphenyl)acetyl>pyrrolidin-2-yl>ethanone 
• 67257-60-7 (+/-)-N-Acetyl-ruspolinon 
• 76787-76-3 6,7-Di(3',4'-dimethoxyphenyl)-5-oxo-1,2,3,5,8,8a-hexahydro-indolizine 
• 26503-67-3 (+/-)-6,7-di(3,4-dimethoxyphenyl)-1,2,3,5,8,8a-hexahydro-indolizine 
• 1236770-99-2 1-(3,4-dimethoxyphenyl)-2-(1-(2-(4-methoxyphenyl)ethan-oyl)pyrrolidin-2-yl)ethanone 

Relevant articles and documents

Biomimetic synthesis of 2-substituted N-heterocycle alkaloids by one-pot hydrolysis, transamination and decarboxylative Mannich reaction

Heterocycles based on piperidine and pyrrolidine are key moieties in natural products and pharmaceutically active molecules. A novel multi-enzymatic approach based on the combination of a lipase with an α,ω-diamine transaminase is reported, opening up the synthesis, isolation and characterisation of a broad range of 2-substituted N-heterocycle alkaloids.

Total synthesis of the tylophora alkaloids rusplinone, 13aα- secoantofine, and antofine using a multicatalytic oxidative aminochlorocarbonylation/Friedel-Crafts reaction

A rapid synthetic approach to the tylophora alkaloids antofine and 13aα-secoantofine is presented that makes use of a multicatalytic oxidative aminochlorocarbonylation/Friedel-Crafts reaction as the key step. This reaction, along with a one-pot, three-ste

Novel 6,7-diphenyl-2,3,8,8a-tetrahydro-1H-indolizin-5-one analogues as cytotoxic agents

A series of 6,7-diphenyl-2,3,8,8a-tetrahydro-1H-indolizin-5-one analogues were synthesized and evaluated for cytotoxic activity against eight human cancer cell lines. Compounds 18, 21, 28, 29, 30 and 31 showed cytotoxic activity with GI50 value