Cytotoxic dimeric epipolythiodiketopiperazines from the ascomycetous fungus Preussia typharum

Lin Du; Andrew J. Robles; Jarrod B. King; Susan L. Mooberry; Robert H. Cichewicz

doi:10.1021/np5002253

Cytotoxic dimeric epipolythiodiketopiperazines from the ascomycetous fungus Preussia typharum

Lin Du, Andrew J. Robles, Jarrod B. King, Susan L. Mooberry, Robert H. Cichewicz

Producción científica: Article › revisión exhaustiva

30 Citas (Scopus)

Resumen

Two new dimeric epipolythiodiketopiperazines, preussiadins A (1) and B (2), together with two known diastereomers, leptosins C (6) and A (7), were obtained from the mycelia of a Preussia typharum isolate. The structures of the new compounds were established by spectroscopic methods, and the absolute configurations of 1 and 2 were assigned by chemical transformations and comparisons of quantum chemical ECD and VCD calculations to experimental data. Compound 1 exhibited potent cytotoxic activity in the NCI-60 cell line panel with an average LC₅₀ value of 251 nM. Further studies demonstrated that 1 circumvents P-glycoprotein-mediated drug resistance, yet had no significant antitumor activity in a xenograft UACC-62 melanoma model.

Idioma original	English (US)
Páginas (desde-hasta)	1459-1466
Número de páginas	8
Publicación	Journal of Natural Products
Volumen	77
N.º	6
DOI	https://doi.org/10.1021/np5002253
Estado	Published - jun 27 2014

ASJC Scopus subject areas

Analytical Chemistry
Molecular Medicine
Pharmacology
Pharmaceutical Science
Drug Discovery
Complementary and alternative medicine
Organic Chemistry

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AU - Cichewicz, Robert H.

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Cytotoxic dimeric epipolythiodiketopiperazines from the ascomycetous fungus Preussia typharum

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