Please use this identifier to cite or link to this item: https://doi.org/10.1016/j.bmc.2011.10.030
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dc.titleSynthesis, structure-activity relationships, and mechanism of action of anti-HIV-1 lamellarin α 20-sulfate analogues
dc.contributor.authorKamiyama, H.
dc.contributor.authorKubo, Y.
dc.contributor.authorSato, H.
dc.contributor.authorYamamoto, N.
dc.contributor.authorFukuda, T.
dc.contributor.authorIshibashi, F.
dc.contributor.authorIwao, M.
dc.date.accessioned2016-09-06T08:19:25Z
dc.date.available2016-09-06T08:19:25Z
dc.date.issued2011-12-15
dc.identifier.citationKamiyama, H., Kubo, Y., Sato, H., Yamamoto, N., Fukuda, T., Ishibashi, F., Iwao, M. (2011-12-15). Synthesis, structure-activity relationships, and mechanism of action of anti-HIV-1 lamellarin α 20-sulfate analogues. Bioorganic and Medicinal Chemistry 19 (24) : 7541-7550. ScholarBank@NUS Repository. https://doi.org/10.1016/j.bmc.2011.10.030
dc.identifier.issn09680896
dc.identifier.urihttp://scholarbank.nus.edu.sg/handle/10635/126752
dc.description.abstractLamellarin α and six different types of lamellarin α 20-sulfate analogues were synthesized and their structure-activity relationships were investigated using a single round HIV-1 vector infection assay. All lamellarin sulfates having pentacyclic lamellarin core exhibited anti-HIV-1 activity at a 10 μM concentration range regardless of the number and position of the sulfate group. On the other hand, non-sulfated lamellarin α and ring-opened lamellarin sulfate analogues did not affect HIV-1 vector infection in similar concentrations. The lamellarin sulfates utilized in this study did not exhibit unfavorable cytotoxic effect under the concentrations tested (IC 50 > 100 μM). Confocal laser scanning microscopic analysis indicated that hydrophilic lamellarin sulfates were hardly incorporated in the cell. HIV-1 Env-mediated cell-cell fusion was suppressed by lamellarin sulfates. These results suggested that lamellarin sulfates have a novel anti-HIV-1 activity besides the previously reported integrase activity inhibition, possibly at a viral entry step of HIV-1 replication. © 2011 Elsevier Ltd. All rights reserved.
dc.description.urihttp://libproxy1.nus.edu.sg/login?url=http://dx.doi.org/10.1016/j.bmc.2011.10.030
dc.sourceScopus
dc.subjectAnti-HIV-1 activity
dc.subjectEntry inhibiting activity
dc.subjectLamellarin sulfates
dc.subjectStructure-activity relationships
dc.typeArticle
dc.contributor.departmentMICROBIOLOGY
dc.description.doi10.1016/j.bmc.2011.10.030
dc.description.sourcetitleBioorganic and Medicinal Chemistry
dc.description.volume19
dc.description.issue24
dc.description.page7541-7550
dc.description.codenBMECE
dc.identifier.isiut000297860100026
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