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Article

Pipecolisporin, a Novel Cyclic Peptide with Antimalarial and Antitrypanosome Activities from a Wheat Endophytic Nigrospora oryzae

by
Ignacio Fernández-Pastor
1,
Victor González-Menéndez
1,
Frederick Annang
1,
Clara Toro
1,
Thomas A. Mackenzie
1,
Cristina Bosch-Navarrete
2,
Olga Genilloud
1 and
Fernando Reyes
1,*
1
Fundación MEDINA, Centro de Excelencia en Investigación de Medicamentos Innovadores de Andalucía, Parque Tecnológico de Ciencias de la Salud, Avda. del Conocimiento 34, 18016 Granada, Spain
2
Instituto de Parasitología y Biomedicina “López-Neyra”, Consejo Superior de Investigaciones Científicas (CSIC) Avda. del Conocimiento 17, Armilla, 18016 Granada, Spain
*
Author to whom correspondence should be addressed.
Pharmaceuticals 2021, 14(3), 268; https://doi.org/10.3390/ph14030268
Submission received: 22 February 2021 / Revised: 9 March 2021 / Accepted: 13 March 2021 / Published: 16 March 2021
(This article belongs to the Special Issue Antiparasitics)

Abstract

A novel cyclic antimalarial and antitrypanosome hexapeptide, pipecolisporin (1), was isolated from cultures of Nigrospora oryzae CF-298113, a fungal endophyte isolated from roots of Triticum sp. collected in a traditional agricultural land of Montefrío, Granada, Spain. The structure of this compound, including its absolute configuration, was elucidated by HRMS, 1-D and 2-D NMR spectroscopy, and Marfey’s analysis. This metabolite displayed interesting activity against Plasmodium falciparum and Trypanosoma cruzi, with IC50 values in the micromolar range, and no significant cytotoxicity against the human cancer cell lines A549, A2058, MCF7, MIA PaCa-2, and HepG2.
Keywords: pipecolisporin; Nigrospora oryzae; fungal endophyte; structural elucidation; Marfey’s analysis; antiparasitic activity pipecolisporin; Nigrospora oryzae; fungal endophyte; structural elucidation; Marfey’s analysis; antiparasitic activity

Share and Cite

MDPI and ACS Style

Fernández-Pastor, I.; González-Menéndez, V.; Annang, F.; Toro, C.; Mackenzie, T.A.; Bosch-Navarrete, C.; Genilloud, O.; Reyes, F. Pipecolisporin, a Novel Cyclic Peptide with Antimalarial and Antitrypanosome Activities from a Wheat Endophytic Nigrospora oryzae. Pharmaceuticals 2021, 14, 268. https://doi.org/10.3390/ph14030268

AMA Style

Fernández-Pastor I, González-Menéndez V, Annang F, Toro C, Mackenzie TA, Bosch-Navarrete C, Genilloud O, Reyes F. Pipecolisporin, a Novel Cyclic Peptide with Antimalarial and Antitrypanosome Activities from a Wheat Endophytic Nigrospora oryzae. Pharmaceuticals. 2021; 14(3):268. https://doi.org/10.3390/ph14030268

Chicago/Turabian Style

Fernández-Pastor, Ignacio, Victor González-Menéndez, Frederick Annang, Clara Toro, Thomas A. Mackenzie, Cristina Bosch-Navarrete, Olga Genilloud, and Fernando Reyes. 2021. "Pipecolisporin, a Novel Cyclic Peptide with Antimalarial and Antitrypanosome Activities from a Wheat Endophytic Nigrospora oryzae" Pharmaceuticals 14, no. 3: 268. https://doi.org/10.3390/ph14030268

APA Style

Fernández-Pastor, I., González-Menéndez, V., Annang, F., Toro, C., Mackenzie, T. A., Bosch-Navarrete, C., Genilloud, O., & Reyes, F. (2021). Pipecolisporin, a Novel Cyclic Peptide with Antimalarial and Antitrypanosome Activities from a Wheat Endophytic Nigrospora oryzae. Pharmaceuticals, 14(3), 268. https://doi.org/10.3390/ph14030268

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