61658-41-1

Basic information

• Product Name: furomollugin
• Synonyms: furomollugin;5-Hydroxynaphtho[1,2-b]furan-4-carboxylic acid methyl ester
• CAS NO: 61658-41-1
• Molecular Formula: C14H10O4
• Molecular Weight: 242.23
• Mol File: 61658-41-1.mol

Chemical Properties

• Melting Point: 42 °C
• Boiling Point: 391.6±22.0 °C(Predicted)
• Appearance: /
• Density: 1.370±0.06 g/cm3(Predicted)
• PKA: 8.89±0.30(Predicted)
• CAS DataBase Reference: furomollugin(CAS DataBase Reference)
• NIST Chemistry Reference: furomollugin(61658-41-1)
• EPA Substance Registry System: furomollugin(61658-41-1)

Safety Data

• Hazardous Substances Data: 61658-41-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Furomollugin is used as a therapeutic agent for its anti-inflammatory properties, helping in the treatment of conditions like arthritis and other inflammatory disorders. Its ability to reduce inflammation makes it a valuable component in the development of new drugs for these conditions.
Used in Antioxidant Applications:
Furomollugin is used as an antioxidant, protecting the body from oxidative stress by scavenging free radicals. This property is beneficial in preventing and treating various diseases associated with oxidative damage.
Used in Anticancer Applications:
Furomollugin is used as an anticancer agent, targeting the inhibition of cancer cell growth. Its potential in treating various types of cancer, such as those affecting the liver, breast, lung, pancreas, colon, and ovaries, is currently under investigation. Further research is needed to fully understand its mechanism of action and potential clinical applications in cancer treatment.
Used in Drug Development:
Furomollugin is used as a lead compound in the development of new drugs for the treatment of various diseases. Its multifaceted properties, including anti-inflammatory, antioxidant, and anticancer effects, make it a valuable candidate for pharmaceutical research and drug discovery.

Upstream product

• 849591-13-5 3-((E)-3-hydroxy-3-methyl-but-1-enyl)-1,4-dioxo-1,4-dihydro-naphthalene-2-carboxylic acid methyl ester 
• 1042102-99-7 oxomollugin 
• 1218784-18-9 methyl 3,6-dihydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo-[h]chromene-5-carboxylate 
• 1452153-60-4 methyl 2-ethoxy-5-hydroxy-2,3-dihydronaphtho[1,2-b]furan-4-carboxylate 
• 111-34-2 -butyl vinyl ether 
• 83575-14-8 2-methoxycarbonyl-1,4-naphthoquinone 
• 105379-29-1 methyl 1-hydroxy-4-methoxy-2-naphthoate 
• 1452153-38-6 methyl 2-butoxy-5-hydroxy-2,3-dihydronaphtho[1,2-b]furan-4-carboxylate 
• 77060-74-3 methyl 1,4-dihydroxy-2-naphthoate 
• 31519-22-9 1,4-dihydroxy-2-naphthoic acid 
• 849591-16-8 1,4-dihydroxy-3-((E)-3-hydroxy-3-methyl-but-1-enyl)-naphthalene-2-carboxylic acid methyl ester 

Relevant articles and documents

A four-step total synthesis of radermachol

Radermachol has been synthesized in four steps and an overall yield of 22% via key ytterbium triflate catalyzed furannulation and intramolecular nucleophilic acylation reactions.

Theoretical investigation of the rubicordifolin cascade

The results of a theoretical investigation on the complex cascade reaction leading to the natural product rubicordifolin are reported. These computations analyze the discrete transformations that are required during the conversion of the vinyl naphthoquinone starting material into the natural product, including two pseudopericyclic cyclizations as well as a diastereoselective, hetero-Diels-Alder reaction.

ortho-quinone methides from para-quinones: Total synthesis of rubioncolin B

A concise synthesis of rubioncolin B is described, which features an unprecedented intramolecular Diels-Alder reaction involving an ortho-quinone methide and a naphthofuran moiety. The ortho-quinone methide is generated through a surprisingly facile tautomerization of a para-quinone. Copyright

Antioxidant and antibacterial evaluation of synthetic furomollugin and its diverse analogs

Diverse furomollugin (3) and its analogs (11-22) were synthesized in high yields via ceric ammonium nitrate-catalyzed formal [3 + 2] cycloaddition as a key step. The in vitro antioxidant activities of synthesized compounds were determined by analyzing rad

A novel and efficient synthesis of diverse dihydronaphtho[1,2-b]furans using the ceric ammonium nitrate-catalyzed formal [3 + 2] cycloaddition of 1,4-naphthoquinones to olefins and its application to furomollugin

A novel approach was developed for the synthesis of diverse dihydronaphtho[1,2-b]furans from 1,4-naphthoquinones and olefins in the presence of ceric ammonium nitrate. This reaction provides a rapid route for the synthesis of a variety of dihydronaphtho[1,2-b]furans and naphtho[1,2-b]furans bearing different substituents. This methodology was also used to synthesize the biologically important natural product furomollugin in only 2 steps. The Royal Society of Chemistry.

Synthesis of the natural products 3-hydroxymollugin and 3-methoxymollugin

(Figure Presented) 3-Hydroxymollugin 2 and 3-methoxymollugin 3 are cytotoxic compounds isolated as minor compounds from Pentas longiflora and Rubia cordifolia. Syntheses of 3-hydroxymollugin 2 and 3-methoxymollugin 3 were developed starting from easily available 3-bromomollugin 6. Surprisingly, it was found that the reaction of 3-bromomollugin 6 with sodium methoxide in methanol resulted in the formation of 3-methoxymollugin 3 and the ring-contracted methyl isopropenylfuromollugin 7. A mechanism for this ring contraction is proposed on the basis of a pericyclic retro oxa-6π ring-opening reaction. A second synthesis of 3-hydroxymollugin 2 was based on epoxidation of methyl 3-(3-methylbut-2-enyl)-l,4-naphthoquinone-2-carboxylate 17 and subsequent reduction of the quinone moiety, ring transformation, and DDQ oxidation. The latter oxidation process results in 3-hydroxymollugin 2 along with the rearranged furomollugin 4, which is a ring-contracted analogue of the natural product mollugin 1.

Biomimetic synthesis and structure elucidation of rubicordifolin, a cytotoxic natural product from Rubia cordifolia

The biomimetic synthesis and full structural elucidation of rubicordifolin, a cytotoxic natural product isolated from Rubia cordifolia, is described. Copyright