255377-45-8

Usage

Uses

Used in Pharmaceutical Industry:
5'-epiequisetin is used as an inhibitor of HIV-integrase for its potential role in the development of antiretroviral drugs. As a phytotoxic isomer of equisetin, it may also have applications in the agricultural sector for controlling the growth of certain plants.
Used in Antiviral Applications:
5'-epiequisetin is used as an antiviral agent, specifically targeting HIV-integrase, which is a crucial enzyme in the replication process of the HIV virus. By inhibiting this enzyme, 5'-epiequisetin can potentially help in the development of treatments for HIV and AIDS.
Used in Agricultural Industry:
5'-epiequisetin is used as a phytotoxic agent for controlling the growth of certain plants, due to its comparable phytotoxicity to equisetin. This application can be beneficial in managing invasive plant species or in agricultural settings where specific plant growth control is desired.

Upstream product

• 2385-77-5 (R)-Citronellal 
• 122902-71-0 [(1S,2R,4aS,6R,8aR)-1,6-Dimethyl-2-((E)-propenyl)-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl]-methanol 
• 122902-74-3 (1S,2R,4aS,6R,8aR)-1,6-dimethyl-2-[(1E)-prop-1-en-1-yl]-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-carbaldehyde 
• 122924-30-5 ethyl 3-{(1S,2R,4aS,6R,8aR)-1,6-dimethyl-2-[(1E)-prop-1-en-1-yl]-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl}-3-oxopropanoate 
• 342374-99-6 (2E,8E,10E)-(R)-12-Methoxymethoxy-2,6-dimethyl-dodeca-2,8,10-trienoic acid ethyl ester 
• 342375-10-4 (2E,4E)-(R)-10-(tert-Butyl-diphenyl-silanyloxy)-7-methyl-deca-2,4-dien-1-ol 
• 342374-97-4 (2E,4E)-(R)-10-(tert-Butyl-diphenyl-silanyloxy)-7-methyl-deca-2,4-dienoic acid ethyl ester 
• 342375-11-5 tert-Butyl-((6E,8E)-(R)-10-methoxymethoxy-4-methyl-deca-6,8-dienyloxy)-diphenyl-silane 
• 342375-14-8 tert-Butyl-((1S,2R,4aS,6R,8aR)-2-methoxymethoxymethyl-1,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-ylmethoxy)-diphenyl-silane 
• 342375-15-9 [(1S,2R,4aS,6R,8aR)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-1,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-2-yl]-methanol 
• 342375-08-0 tert-Butyl-[(1S,2R,4aS,6R,8aR)-1,6-dimethyl-2-((E)-propenyl)-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-ylmethoxy]-diphenyl-silane 
• 342375-07-9 (1S,2R,4aS,6R,8aR)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-1,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-2-carbaldehyde 
• 342375-09-1 3-[(1S,2R,4aS,6R,8aR)-1,6-Dimethyl-2-((E)-propenyl)-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl]-3-hydroxy-propionic acid ethyl ester 
• 342375-05-7 ((1S,2R,4aS,6R,8aR)-2-Methoxymethoxymethyl-1,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-methanol 

Relevant academic research and scientific papers

Characterization of the Fusarium toxin equisetin: The use of phenylboronates in structure assignment

Fusarium equiseti has repeatedly been identified in environments where several genetically unrelated individuals each developed leukemia. The screens on cultures of this fungus revealed interesting biological activities and turned up equisetin, a previously identified yet uncharacterized metabolite. The molecule has now been shown to contain two domains, a bicyclic hydrocarbon and an N-methyltetramic acid, connected by a bridging carbonyl. The steric requirements of the two bridging carbon-carbon bonds dictated much of the physical and chemical behavior of the toxin. A phenylboronic ester derivative proved to be essential in defining the enol form of the tetramic acid and in making possible the assignment of the scalar and dipolar spin exchange interactions in the complete characterization of the molecule.

Enantioselective total synthesis of (-)-equisetin using a Me3Al-mediated intramolecular Diels-Alder reaction

An efficient and enantioselective total synthesis of (-)-equisetin 1 has been accomplished using a diastereoselective Me3Al-mediated intramolecular Diels-Alder (IMDA) reaction as a key reaction step.

Equisetin and a novel opposite stereochemical homolog phomasetin, two fungal metabolites as inhibitors of HIV-1 integrase

Integration is an essential step in HIV replication and is catalyzed by an enzyme called integrase. We have isolated equisetin (1a), and a novel opposite stereochemical homolog, phomasetin (2a), from Fusarium heterosporum and a Phoma sp. respectively. They inhibit the invitro recombinant integrase enzyme with IC50 values of 7-20 μM. Unlike known inhibitors, these compounds also inhibit the integration reactions catalyzed by preintegration complexes isolated from HIV-1 infected cells.