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Cytotoxic Peptaibols from Trichoderma strigosum.

Yun Seo Park¹, Eun-Sook Kim², Stephen T Deyrup³

¹Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, Republic of Korea.

Journal of Natural Products

|July 22, 2024

Summary

New peptaibols isolated from Trichoderma strigosum show significant cytotoxic activity against various cancer cell lines. Specific 19-residue peptaibols demonstrated potent anticancer effects, highlighting their therapeutic potential.

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Area of Science:

Natural Products Chemistry
Medicinal Chemistry
Biochemistry

Background:

Trichoderma species are known sources of bioactive secondary metabolites.
Peptaibols are a class of peptides with diverse biological activities, including antimicrobial and cytotoxic properties.

Purpose of the Study:

To isolate and characterize novel peptaibols from Trichoderma strigosum.
To evaluate the cytotoxic activity of the isolated compounds against a panel of human cancer cell lines.

Main Methods:

Isolation and purification of compounds using chromatographic techniques.
Structure elucidation using 1D/2D NMR and UPLC-MS/MS.
Determination of absolute configurations via Marfey's method and GITC derivatization.
Circular dichroism (CD) spectroscopy for conformational analysis.
In vitro cytotoxicity assays against human cancer cell lines (MDA-MB-231, SNU449, SKOV3, DU145, HCT116).

Main Results:

Five new lipopeptaibols (1-5) and eight new 19-residue peptaibols (8-15) were isolated.
Structures and absolute configurations of new peptaibols were fully elucidated.
Compounds 9, 10, 12, and 15 exhibited potent cytotoxicity against tested cancer cell lines.
19-residue peptaibols generally showed higher potency than lipopeptaibols.

Conclusions:

Trichoderma strigosum is a rich source of structurally diverse peptaibols.
Novel peptaibols possess significant cytotoxic potential, warranting further investigation for cancer therapy.
Specific structural features, such as 19-residue length, correlate with enhanced anticancer activity.