Next Article in Journal / Special Issue
Marine Alkylpurines: A Promising Group of Bioactive Marine Natural Products
Previous Article in Journal
Characterization of a Long-Lived Alginate Lyase Derived from Shewanella Species YH1
Previous Article in Special Issue
Computer-Aided Drug Design Applied to Marine Drug Discovery: Meridianins as Alzheimer’s Disease Therapeutic Agents
Article Menu
Issue 1 (January) cover image

Export Article

Open AccessArticle
Mar. Drugs 2018, 16(1), 5; https://doi.org/10.3390/md16010005

Pinnatifidenyne-Derived Ethynyl Oxirane Acetogenins from Laurencia viridis

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
Departamento de Química Orgánica, Universidad de La Laguna (ULL), Avenida Astrofísico Francisco Sánchez s/n, 38206 Tenerife, Spain
3
Facultad de Ciencias Biológicas-Universidad Veracruzana, Circuito Gonzalo Aguirre Beltrán s/n, Zona Universitaria C.P., Xalapa 91090, Veracruz, Mexico
4
Instituto de Productos Naturales y Agrobiología (IPNA), CSIC, Avenida Astrofísico Francisco Sánchez 2, 38206 Tenerife, Spain
*
Authors to whom correspondence should be addressed.
Received: 2 October 2017 / Revised: 5 December 2017 / Accepted: 13 December 2017 / Published: 29 December 2017
Full-Text   |   PDF [4181 KB, uploaded 29 December 2017]   |  

Abstract

Red algae of Laurencia continue to provide wide structural diversity and complexity of halogenated C15 acetogenin medium-ring ethers. Here, we described the isolation of three new C15 acetogenins (35), and one truncated derivative (6) from Laurencia viridis collected on the Canary Islands. These compounds are interesting variations on the pinnatifidenyne structure that included the first examples of ethynyl oxirane derivatives (34). The structures were elucidated by extensive study of NMR (Nuclear Magnetic Resonance) data, J-based configuration analysis and DFT (Density Functional Theory) calculations. Their antiproliferative activity against six human solid tumor cell lines was evaluated. View Full-Text
Keywords: pinnatifidenyne; ethynyl oxiranes; C15 acetogenins; marine natural product; Laurencia; DFT calculations; antiproliferative activity pinnatifidenyne; ethynyl oxiranes; C15 acetogenins; marine natural product; Laurencia; DFT calculations; antiproliferative activity
Figures

Figure 1

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

Supplementary material

SciFeed

Share & Cite This Article

MDPI and ACS Style

Morales-Amador, A.; de Vera, C.R.; Márquez-Fernández, O.; Hernández Daranas, A.; Padrón, J.M.; Fernández, J.J.; Souto, M.L.; Norte, M. Pinnatifidenyne-Derived Ethynyl Oxirane Acetogenins from Laurencia viridis. Mar. Drugs 2018, 16, 5.

Show more citation formats Show less citations formats

Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]
Mar. Drugs EISSN 1660-3397 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top