73036-31-4

Usage

Uses

Used in Pharmaceutical Industry:
Epigomisin O is used as a potential antiviral agent for its ability to inhibit RNase H, a key enzyme in the replication cycle of HIV. This application is significant in the ongoing search for new therapeutic strategies against viral infections, particularly HIV.
Used in Research and Development:
Epigomisin O serves as a subject of study in the field of virology and medicinal chemistry, where its complex molecular structure and potent inhibitory effects on RNase H are being investigated. This research is crucial for understanding its potential role in antiviral drug development and for overcoming the synthesis challenges associated with its complex chemistry.

Upstream product

• 72960-22-6 (8S,9S,10S)-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0^2,7.0^14,18]nonadeca-1⁽¹⁹⁾,2,4,6,12,14⁽¹⁸⁾-hexaene-8-ol 
• 91511-83-0 5-bromo-7-methoxy-1,3-benzodioxol 
• 869991-64-0 ((1R,2S,3S)-1-(2-bromo-3,4,5-trimethoxyphenyl)-4-(5-bromo-4-methoxybenzo[d][1,3]dioxol-6-yl)-2,3-dimethylbutoxy)(tert-butyl)dimethylsilane 
• 869991-63-9 ((1R,2S,3S)-1-(2-bromo-3,4,5-trimethoxyphenyl)-4-(4-methoxybenzo[d][1,3]dioxol-6-yl)-2,3-dimethylbutoxy)(tert-butyl)dimethylsilane 
• 83864-69-1 angeloylgomisin O 
• 83864-69-1 Tigloylgomisin O 

Downstream Products

• 72960-22-6 gomisin O 

Relevant academic research and scientific papers

Catalyzed cyclizations leading to enrichment of functionality and chirality. A general approach to dibenzocyclooctadiene lignans from α,ω-diynes

(Chemical Equation Presented) The [B-Sn]-mediated cyclization of α,ω-diynes results in not only an increase in the functionalizable groups (incorporated as highly versatile vinyl-B and vinyl-Sn groups) but also an increase in new serviceable stereochemical elements. The alkylidene functionalities at C7 and C8 offer unprecedented opportunities for the synthesis of highly functionalized dibenzocyclooctadienes. Examples of interiotherins and gomisins are provided.

Asymmetric total synthesis of dibenzocyclooctadiene lignan natural products

Full details of the asymmetric total syntheses of the dibenzocyclooctadiene lignans interiotherin A, angeloylgomisin R, gomisin O, and gomisin E (epigomisin O) are presented. The syntheses were based on a unified synthetic strategy involving a novel crotylation using the Leighton auxiliary that occurred with excellent asymmetric induction (>98:2 enantiomeric ratio), a diastereoselective hydroboration/Suzuki-Miyaura coupling reaction sequence, and an atropdiastereoselective biarylcuprate coupling, both of which occurred with total (>20:1) stereocontrol. The syntheses were achieved in six to eight steps from simple aromatic precursors.

TWO LIGNANS FROM SCHISANDRA SPHENANTHERA

Two new dibenzocyclooctadiene lignans, benzoylgomisin U and tigloylgomisin O were isolated from the fruits of Schisandra sphenanthera together with known lignans, gomisin U and epigomisin O.Their structures were determined by chemical and spectral studies.The structure of isoschizandrin was also revised by advanced chemical and spectral studies.

The Constituents of Schizandra Chinensis Baill. XI. The Structures of Three New Lignans, Angeloylgomasin O, and Angeloyl- and Benzylisogomisin O

Three new dibenzocyclooctadiene lignans, angeloylgomisin O (1), and angeloyl-(2) and benzoylisogomisin O(3) were isolated from fruits of Schizandra chinensis Baill. (Schizandraceae).Their absolute structures were elucidated by means of chemical and spectral studies.Keywords - Schizandra chinensis Baill.; Schizandraceae; dibenzocyclooctadiene; lignan; angeloylgomisin O; angeloylisogomisin O; benzoylgomisin O; 13C-NMR