| Author | Pardo-Vargas, Alonso | |
| Author | Ramos, Freddy A. | |
| Author | Santos, Claudio Cesar Cirne | |
| Author | Stephens, Paulo Roberto | |
| Author | Paixão, Izabel Cristina Palmer | |
| Author | Teixeira, Valeria Laneuville | |
| Author | Castellanos, Leonardo | |
| Access date | 2015-10-13T15:23:15Z | |
| Available date | 2015-10-13T15:23:15Z | |
| Document date | 2014 | |
| Citation | PARDO-VARGAS, Alonso; et al.Semi-synthesis of oxygenated dolabellane diterpenes with highly in vitro anti-HIV-1 activity. Bioorganic & Medicinal Chemistry Letters, v.24, n.18, p.4381–4383, Sept. 2014. | pt_BR |
| ISSN | 0960-894X | |
| URI | https://www.arca.fiocruz.br/handle/icict/11940 | |
| Language | eng | pt_BR |
| Publisher | Elsevier | pt_BR |
| Rights | restricted access | |
| Title | Semi-synthesis of oxygenated dolabellane diterpenes with highly in vitro anti-HIV-1 activity | pt_BR |
| Type | Article | |
| DOI | 10.1016/j.bmcl.2014.08.019 | |
| Abstract | Research on dolabellane diterpenes of brown algae Dictyota spp. has shown that these diterpenoids have
strong anti-HIV-1 activity, but there are not data about antiviral activity of dolabellane diterpenes
isolated from octocorals, which are antipodes of those isolated from the brown algae. Dolabellanes
13-keto-1(R),11(S)-dolabella-3(E),7(E),12(18)-triene (1) and b-Araneosene (2) were isolated from the
Caribbean octocoral Eunicea laciniata, and both showed low anti-HIV-1 activity and low toxicity. Since
it was shown that oxygenated dolabellanes from algae have better anti-HIV-1 activity, in this work some
derivatives of the main dolabellane of E. laciniata 1 were obtained by epoxidation (3), epoxide opening
(4), and allylic oxidation (5). The derivatives showed significant improvement in the anti-HIV-1potency
(100-fold), being compounds 3 and 5 the most active ones. Their high antiviral activities, along with their
low cytotoxicity, make them promissory antiviral compounds; and it is worth noting that the absolute
configuration at the ring junction in the dolabellane skeleton does not seem to be determinant in the
antiviral potency of these diterpeneoids. | pt_BR |
| Affilliation | Universidad Nacional de Colombia. Facultad de Ciencias. Departamento de Química. Bogotá, Colombia. | pt_BR |
| Affilliation | Universidad Nacional de Colombia. Facultad de Ciencias. Departamento de Química. Bogotá, Colombia. | pt_BR |
| Affilliation | Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Departamento de Imunologia. Laboratório de Imunologia Clínica. Rio de Janeiro, RJ, Brasil / Universidade Federal Fluminense. Instituto de Biologia. Niterói, RJ, Brasil. | pt_BR |
| Affilliation | Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Departamento de Imunologia. Laboratório de Imunologia Clínica. Rio de Janeiro, RJ, Brasil / Universidade Federal Fluminense. Instituto de Biologia. Niterói, RJ, Brasil. | pt_BR |
| Affilliation | Universidade Federal Fluminense. Instituto de Biologia. Niterói, RJ, Brasil. | pt_BR |
| Affilliation | Universidade Federal Fluminense. Instituto de Biologia. Niterói, RJ, Brasil. | pt_BR |
| Affilliation | Universidad Nacional de Colombia. Facultad de Ciencias. Departamento de Química. Bogotá, Colombia. | pt_BR |
| Subject | Antivirals | pt_BR |
| Subject | Marine natural products | pt_BR |
| Subject | Eunicea laciniata | pt_BR |
| Subject | Dolabellane diterpenes | pt_BR |
| Subject | HIV-1 | pt_BR |
| DeCS | Diterpenos | pt_BR |
| DeCS | HIV-1 | pt_BR |
| DeCS | Infecções por HIV | pt_BR |
| DeCS | Antivirais | pt_BR |
| xmlui.metadata.dc.subject.ods | 14 Vida na água | |
