Compound containing phenanthridone skeleton as well as preparation method and application thereof

Through a series of chemical reaction steps, the problem of limited sources of phenanthrene skeletal compounds in existing technologies has been solved, realizing a simple and mild synthetic method that provides a foundation for large-scale production.

CN122145384APending Publication Date: 2026-06-05HAINAN UNIV
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Patent Information

Application Number
CN202610305025.5
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2026-03-13
Publication Date
2026-06-05

AI Technical Summary

Technical Problem

In the existing technology, 5-benzyl-1,3,8,9-tetramethoxyphenanthridine-6(5H)-one and 5-benzyl-8-(cyclohexylmethoxy)-1,3,9-trimethoxyphenanthridine-6(5H)-one can only be extracted from the secondary metabolites of marine fungi Aspergillus, and the source is very limited, making it difficult to meet the needs of large-scale production.

Method used

A series of chemical reaction steps, including substitution, hydrolysis, intramolecular coupling and reduction, were used to prepare compounds containing phenanthrene ketone skeletons. The specific steps included the reaction of compound 1 with an alkylating agent, the hydrolysis of compound 3, the synthesis of compound 5, the intramolecular coupling of compound 6 and the debenzylation of compound 8. The compounds were synthesized under mild alkaline conditions and with appropriate catalysts.

Benefits of technology

This provides a simple and mild synthetic method that solves the problem of limited sources, lays the foundation for large-scale production of these natural active products, and achieves efficient preparation of the compounds.

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Abstract

The invention relates to a phenanthridone skeleton-containing compound as well as a preparation method and application thereof, and belongs to the technical field of chemical synthesis. The preparation method of the compound containing the phenanthridone skeleton comprises the following steps: S1, carrying out substitution reaction on a compound 1 and an alkylating reagent to obtain a compound 2; s2, hydrolyzing ester bonds of the compound 2 to obtain a compound 3; s3, reacting the compound 3 with a compound 4 to obtain a compound 5; s4, carrying out substitution reaction on the compound 5 and an alkylating reagent to obtain a compound 6; s5, carrying out intramolecular coupling reaction on the compound 6 to obtain a compound 7; s6, carrying out reduction reaction on the compound 7 to obtain a compound 8; s7, reacting the compound 8 with a methylation reagent to obtain a compound 9; and S8, reacting the compound 8 with an alkylating reagent to obtain a compound 10. The invention provides a synthesis method with simple steps and mild conditions for extracting natural active products with limited sources from secondary metabolites of marine fungi aspergillus.
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