Marine Longilenes, Oxasqualenoids with Ser-Thr Protein Phosphatase 2A Inhibition Activity

Cen-Pacheco, Francisco; Pérez Manríquez, Claudia; Luisa Souto, María; Norte, Manuel; Fernández, José Javier; Hernández Daranas, Antonio

doi:10.3390/md16040131

Open AccessArticle

Marine Longilenes, Oxasqualenoids with Ser-Thr Protein Phosphatase 2A Inhibition Activity

by

Francisco Cen-Pacheco

^1,2

,

Claudia Pérez Manríquez

^1,3,

María Luisa Souto

^1,4,

Manuel Norte

^1,4,

José Javier Fernández

^1,4,* and

Antonio Hernández Daranas

^1,5,*

¹

Instituto Universitario de Bio-Orgánica Antonio González (IUBO AG), Centro de Investigaciones Biomédicas de Canarias (CIBICAN), Universidad de La Laguna (ULL), Avenida Astrofísico Francisco Sánchez 2, 38206 Tenerife, Spain

²

Facultad de Bioanálisis, Campus-Veracruz, Universidad Veracruzana, Veracruz 91700, Mexico

³

Departamento de Botánica, Facultad de Ciencias Naturales y Oceanográficas, Universidad de Concepción, Barrio Universitario, Concepción, Región del Biobío 4030000, Chile

⁴

Departamento de Química Orgánica, Universidad de La Laguna (ULL), Avenida Astrofísico Francisco Sánchez 2, 38206 Tenerife, Spain

⁵

Instituto de Productos Naturales y Agrobiología (IPNA), Consejo Superior de Investigaciones Científicas (CSIC), Avenida Astrofísico Francisco Sánchez 2, 38206 Tenerife, Spain

^*

Authors to whom correspondence should be addressed.

Mar. Drugs 2018, 16(4), 131; https://doi.org/10.3390/md16040131

Submission received: 27 March 2018 / Revised: 11 April 2018 / Accepted: 14 April 2018 / Published: 17 April 2018

(This article belongs to the Special Issue Pre-Clinical Marine Drug Discovery)

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Abstract

The red seaweed Laurencia viridis is a rich source of oxygenated secondary metabolites that were derived from squalene. We report here the structures of three novel compounds, (+)-longilene peroxide (1), longilene (2), and (+)-prelongilene (3) that were isolated from this alga, in addition to other substances, 4 and 5, resulting from their acid-mediated degradation. The effect of compounds 1 and 3 against Ser-Thr protein phosphatase type 2A (PP2A) was evaluated, showing that (+)-longilene peroxide (1) inhibited PP2A (IC₅₀ 11.3 μM). In order to explain the interaction between PP2A and compounds 1 and 3, molecular docking simulations onto the PP2A enzyme-binding region were used.

Keywords: phosphatase inhibition; marine polyether; longilenes; docking simulation; red alga; Laurencia viridis

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MDPI and ACS Style

Cen-Pacheco, F.; Pérez Manríquez, C.; Luisa Souto, M.; Norte, M.; Fernández, J.J.; Hernández Daranas, A. Marine Longilenes, Oxasqualenoids with Ser-Thr Protein Phosphatase 2A Inhibition Activity. Mar. Drugs 2018, 16, 131. https://doi.org/10.3390/md16040131

AMA Style

Cen-Pacheco F, Pérez Manríquez C, Luisa Souto M, Norte M, Fernández JJ, Hernández Daranas A. Marine Longilenes, Oxasqualenoids with Ser-Thr Protein Phosphatase 2A Inhibition Activity. Marine Drugs. 2018; 16(4):131. https://doi.org/10.3390/md16040131

Chicago/Turabian Style

Cen-Pacheco, Francisco, Claudia Pérez Manríquez, María Luisa Souto, Manuel Norte, José Javier Fernández, and Antonio Hernández Daranas. 2018. "Marine Longilenes, Oxasqualenoids with Ser-Thr Protein Phosphatase 2A Inhibition Activity" Marine Drugs 16, no. 4: 131. https://doi.org/10.3390/md16040131

APA Style

Cen-Pacheco, F., Pérez Manríquez, C., Luisa Souto, M., Norte, M., Fernández, J. J., & Hernández Daranas, A. (2018). Marine Longilenes, Oxasqualenoids with Ser-Thr Protein Phosphatase 2A Inhibition Activity. Marine Drugs, 16(4), 131. https://doi.org/10.3390/md16040131

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Marine Longilenes, Oxasqualenoids with Ser-Thr Protein Phosphatase 2A Inhibition Activity

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