Dolabelladienols A–C, New Diterpenes Isolated from Brazilian Brown Alga Dictyota pfaffii

dc.creatorPardo-Vargas, Alonso
dc.creatorOliveira, Ingrid de Barcelos
dc.creatorStephens, Paulo Roberto Soares
dc.creatorSantos, Claudio Cesar Cirne
dc.creatorPaixão, Izabel Christina Nunes de Palmer
dc.creatorRamos, Freddy Alejandro
dc.creatorJiménez, Carlos
dc.creatorRodriguez, Jaime
dc.creatorResende, Jackson Antonio Lamounier Camargos
dc.creatorTeixeira, Valeria Laneuville
dc.creatorCastellanos, Leonardo
dc.date2015-10-12T16:25:07Z
dc.date2015-10-12T16:25:07Z
dc.date2014
dc.date.accessioned2023-09-27T00:14:03Z
dc.date.available2023-09-27T00:14:03Z
dc.identifierPARDO-VARGAS, Alonso; et al. Dolabelladienols A–C, New Diterpenes Isolated from Brazilian Brown Alga Dictyota pfaffii. Mar. Drugs, v.12, p.4247-4259, 2014.
dc.identifier1660-3397
dc.identifierhttps://www.arca.fiocruz.br/handle/icict/11930
dc.identifier10.3390/md12074247
dc.identifier.urihttps://repositorioslatinoamericanos.uchile.cl/handle/2250/8898788
dc.descriptionThe marine brown alga Dictyota pfaffii from Atol das Rocas, in Northeast Brazil is a rich source of dolabellane diterpene, which has the potential to be used in future antiviral drugs by inhibiting reverse transcriptase (RT) of HIV-1. Reexamination of the minor diterpene constituents yielded three new dolabellane diterpenes, (1R*,2E,4R*,7S,10S*,11S*,12R*)10,18-diacetoxy-7-hydroxy-2,8(17)-dolabelladiene (1), (1R*,2E,4R*,7R*,10S*,11S*,12R*)10,18-diacetoxy-7-hydroxy-2,8(17)-dolabelladiene (2), (1R*,2E,4R*,8E,10S*,11S,12R*)10,18-diacetoxy-7-hydroxy-2,8-dolabelladiene (3), termed dolabelladienols A–C (1–3) respectively, in addition to the known dolabellane diterpenes (4–6). The elucidation of the compounds 1–3 was assigned by 1D and 2D NMR, MS, optical rotation and molecular modeling, along with the relative configuration of compound 4 and the absolute configuration of 5 by X-ray diffraction. The potent anti-HIV-1 activities displayed by compounds 1 and 2 (IC50 = 2.9 and 4.1 μM), which were more active than even the known dolabelladienetriol 4, and the low cytotoxic activity against MT-2 lymphocyte tumor cells indicated that these compounds are promising anti-HIV-1 agents.
dc.formatapplication/pdf
dc.languageeng
dc.publisherMDPI
dc.rightsopen access
dc.subjectMarine natural products
dc.subjectDictyota pfaffii
dc.subjectDolabellane diterpenes
dc.subjectAnti-HIV-1
dc.subjectHIV-1
dc.titleDolabelladienols A–C, New Diterpenes Isolated from Brazilian Brown Alga Dictyota pfaffii
dc.typeArticle


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