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Assessment of Waste-Derived Biochars on the Health and Biological Activity of Soil

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Thorough Characterization of Two Sessein Derivatives with Potential Biological Activity.

Abraham Gómez-Rivera¹, Cristian Octavio Barredo-Hernández¹, Santiago Santos-Vázquez¹

¹División Académica de Ciencias Básicas, Universidad Juárez Autónoma de Tabasco, Carretera Cunduacán-Jalpa Km. 0.5, Cunduacán 86690, Tabasco, Mexico.

Molecules (Basel, Switzerland)

|January 28, 2026

Summary

Sessein, a natural diterpene, was modified to create new derivatives. These modifications altered its antimicrobial activity, highlighting the C-12 hydroxyl group

Keywords:

Salvia sessei esterified derivatives semisynthesis structural elucidation

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Area of Science:

Natural Product Chemistry
Organic Synthesis
Medicinal Chemistry

Background:

Sessein, a diterpene from Salvia sessei, possesses a unique structure with potential for derivatization.
Its conjugated p-quinone system, delta-lactone ring, and phenolic hydroxyl group offer reactive sites.

Purpose of the Study:

To synthesize novel sessein derivatives through selective esterification.
To investigate the reactivity of the C-12 hydroxyl group in sessein.
To evaluate the antimicrobial activity of sessein and its derivatives.

Main Methods:

Selective acetylation and benzoylation of the C-12 phenolic hydroxyl group.
Characterization of derivatives using UPLC-MS, FTIR, and NMR spectroscopy (1H, 13C, 2D).
Preliminary antimicrobial activity testing against Gram-positive, Gram-negative bacteria, and Candida albicans.

Main Results:

Two sessein derivatives were successfully synthesized with high yields under mild conditions.
Structural characterization confirmed the selective esterification at the C-12 hydroxyl position.
Sessein exhibited broad-spectrum antimicrobial activity; the acetylated derivative enhanced activity against Gram-negative bacteria, while the benzoyl derivative showed reduced activity.

Conclusions:

The C-12 hydroxyl group is a key reactive site for derivatization within the royleanone family.
Sessein serves as a versatile scaffold for generating new compounds with modified properties.
Structural modifications significantly impact the antimicrobial profile of sessein derivatives.