35740-18-2

Usage

Uses

Used in Pharmaceutical Industry:
9-[(3,3-Dimethyl-2-oxiranyl)methoxy]-7H-furo[3,2-g][1]benzopyran-7-one is used as a potential therapeutic agent for various conditions due to its inherent biological activities. Its antibacterial and antifungal properties make it a candidate for developing treatments against resistant infections.
Used in Cancer Treatment:
In the field of oncology, 9-[(3,3-Dimethyl-2-oxiranyl)methoxy]-7H-furo[3,2-g][1]benzopyran-7-one is used as a potential anticancer agent. Its mechanism of action may involve the disruption of cellular processes in cancer cells, leading to their inhibition or death, thus offering a novel approach to cancer therapy.
Used in HIV Treatment:
9-[(3,3-Dimethyl-2-oxiranyl)methoxy]-7H-furo[3,2-g][1]benzopyran-7-one is also considered for use as an antiviral agent against HIV. Its specific mode of action in this context is under investigation, but it may involve interfering with viral replication or other life cycle stages, offering new strategies for HIV management.
Used in Fungal Infection Treatment:
Due to its antifungal properties, 9-[(3,3-Dimethyl-2-oxiranyl)methoxy]-7H-furo[3,2-g][1]benzopyran-7-one is used as a potential treatment for fungal infections. This could be particularly beneficial in addressing the growing issue of antifungal resistance.
Further research is essential to understand the full spectrum of biological activities of 9-[(3,3-Dimethyl-2-oxiranyl)methoxy]-7H-furo[3,2-g][1]benzopyran-7-one and to optimize its use in various therapeutic applications.

InChI:InChI=1/C16H14O5/c1-16(2)11(21-16)8-19-15-13-10(5-6-18-13)7-9-3-4-12(17)20-14(9)15/h3-7,11H,8H2,1-2H3

Upstream product

• 482-44-0 imperatorin 

Downstream Products

• 31575-93-6 heraclenol 

Relevant academic research and scientific papers

Synthesis of imperatorin analogs and their evaluation as acetylcholinesterase and butyrylcholinesterase inhibitors

In this study, we synthesized several imperatorin analogs using imperatorin and xanthotoxin as substrates. The anti-cholinesterase activities of all compounds were evaluated in in vitro experiments according to the modified Ellman's method. For each synthesized compound, IC50 values for both enzymes were established. Galantamine hydrobromide was used as a positive control in the enzymatic experiments. All active compounds showed selectivity toward butyrylcholinesterase (BuChE) rather than acetylcholinesterase. The most active ones were 8-(3-methylbutoxy)-psoralen and 8-hexoxypsoralen with IC 50 values for BuChE of around 16.5 and 16.4 μM, respectively. The results of our study may be considered as the beginning of a search for potential anti-Alzheimer's disease drugs based on the structure of natural furocoumarins. Several imperatorin analogs were synthesized using imperatorin and xanthotoxin as substrates. Their anti-cholinesterase activities were evaluated, and all active compounds showed selectivity toward butyrylcholinesterase (BuChE) rather than acetylcholinesterase. The most active compounds were 8-(3-methylbutoxy)-psoralen and 8-hexoxypsoralen with IC 50 values for BuChE of around 16.5 and 16.4 μM, respectively.

Epoxidation of some natural furocoumarins and furochromones using γ-ray

Epoxidation of imperatorin (1a) with m-chloroperbenzoic acid (mcpba) under the irradiation of γ-ray gave a mixture of epoxide 3a and dioxofuran 4a. Whereas, alloimperatorin (1b) under the same condition obtained the epoxide 3b as a sole product. On the other hand, it was successfully epoxidized xanthotoxin (1c) with mcpba under the same condition as above. In addition, visnagin (2a) was epoxidized to give a mixture of epoxides 5a, 6a. While, khellin (2b) gave the epoxide 5b, no other products were observed.

Photosynthesis of furocoumarin- and furochromone-types potential intercalative alkylating and oxidizing agents of dna through photooxidations using γ-ray

The photooxygenation of imperatorin (1a) under γ-ray irradiation afforded the hydroperoxides 2a and 3a. Similarly, the photooxygenation of alloimperatorin (1b) gave the hydroperoxide (2b). Visnagin (1c) was also photooxygenated to give the hydroperoxide (2c) as sole product. On the other hand, the photooxygenation of khellin (1d) gave the endoperoxide (2d) as a sole product. The epoxidation of imperatorin (1a) using hydrogen peroxide under γ-ray irradiation afforded the epoxide 5a. Similarly visnagin (1c) and khellin (1d) were epoxidized to give the epoxides 5c and 5d.

Resolution of prenyl bromohydrin esters and derivatives: Synthesis of the quinoline alkaloid (+)-(R)- and (-)-(S)-lunacridine

Chromatographic separation of the bromohydrin MTPA diastereoisomers formed at the prenyl group attached to quinoline and coumarin rings is reported; base catalysed cyclization of the bromo MTPA esters in the quinoline series yielded the corresponding pren

Synthesis of Furocoumarin-Type Potential Intercalative Alkylating and Oxidizing Agents of DNA Through Dimethyldioxirane Epoxidation of Imperatorin and Its Derivatives

Epoxidation of imperatorin (1a) by dimethyldioxirane (DMD) affords the natural product prangenin (2a) in excellent yield.Similarly, alloimperatorin (1b) and its methyl and acetate derivatives 1b-d are epoxidized with DMD to give the corresponding epoxides 2b-d in quantitative yields.Furthermore, the reaction of the imperatorin allylic hydroperoxide 1e with DMD, and for comparison with m-chloroperbenzoic acid (CPBA), yields the diastereomeric epoxy hydroperoxides (R*,S*)- and (R*,R*)-2e in low but of opposite diastereoselectivity.Thus, for DMD the (R*,S*)/(R*,R*)-2e ratio is 56:44 and for CPBA 40:60.Key Words: Epoxidation / Furocoumarins / Imperatorin / Alloimperatorin / Prangenin / Dioxirane, dimethyl- / Oxygen transfer