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Mar. Drugs 2018, 16(11), 443; https://doi.org/10.3390/md16110443

Anti-Acanthamoeba Activity of Brominated Sesquiterpenes from Laurencia johnstonii

1
Instituto Universitario de Bio-Orgánica Antonio González (IUBO AG), Centro de Investigaciones Biomédicas de Canarias (CIBICAN), Universidad de La Laguna (ULL), Avda. Astrofísico F. Sánchez, 2, 38206 La Laguna, Tenerife, Spain
2
Facultad de Ciencias Biológicas, Universidad Autónoma de Nuevo León (UANL), Av. Pedro de Alba s/n, 66450 San Nicolás de los Garza, Nuevo León, Mexico
3
Instituto Universitario de Enfermedades Tropicales y Salud Pública de Islas Canarias, Universidad de La Laguna, Av. Astrofísico Francisco Sánchez s/n, 38206 La Laguna, Tenerife, Spain
4
Departamento de Química Orgánica, Universidad de La Laguna (ULL), Avda. Astrofísico F. Sánchez, 2, 38206 La Laguna, Tenerife, Spain
*
Authors to whom correspondence should be addressed.
Received: 22 October 2018 / Revised: 7 November 2018 / Accepted: 9 November 2018 / Published: 11 November 2018
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Abstract

Focused on our interest to develop novel antiparasistic agents, the present study was aimed to evaluate the biological activity of an extract of Laurencia johnstonii collected in Baja California Sur, Mexico, against an Acantamoeba castellanii Neff strain. Bioassay-guided fractionation allowed us to identify the amoebicidal diastereoisomers α-bromocuparane (4) and α-isobromocuparane (5). Furthermore, bromination of the inactive laurinterol (1) and isolaurinterol (2) yielded four halogenated derivatives, (6)–(9), which improved the activity of the natural sesquiterpenes. Among them, the most active compound was 3α-bromojohnstane (7), a sesquiterpene derivative which possesses a novel carbon skeleton johnstane. View Full-Text
Keywords: brominated sesquiterpene; marine natural products; Laurencia johnstonii; johnstane; 3-bromojohnstane; anti-amoeboid activity; Acanthamoeba brominated sesquiterpene; marine natural products; Laurencia johnstonii; johnstane; 3-bromojohnstane; anti-amoeboid activity; Acanthamoeba
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García-Davis, S.; Sifaoui, I.; Reyes-Batlle, M.; Viveros-Valdez, E.; Piñero, J.E.; Lorenzo-Morales, J.; Fernández, J.J.; Díaz-Marrero, A.R. Anti-Acanthamoeba Activity of Brominated Sesquiterpenes from Laurencia johnstonii. Mar. Drugs 2018, 16, 443.

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