Synthesis and anticancer evaluation of spermatinamine analogues

Handle URI:
http://hdl.handle.net/10754/595859
Title:
Synthesis and anticancer evaluation of spermatinamine analogues
Authors:
Moosa, Basem ( 0000-0002-2350-4100 ) ; Sagar, Sunil; Li, Song ( 0000-0003-4463-733X ) ; Esau, Luke; Kaur, Mandeep; Khashab, Niveen M. ( 0000-0003-2728-0666 )
Abstract:
Spermatinamine was isolated from an Australian marine sponge, Pseudoceratina sp. as an inhibitor of isoprenylcystiene carboxyl methyltransferase (Icmt), an attractive and novel anticancer target. Herein, we report the synthesis of spermatinamine analogues and their cytotoxic evaluation against three human cancer cell lines i.e. cervix adenocarcinoma (HeLa), breast adenocarcinoma (MCF-7), and prostate carcinoma (DU145). Analogues 12, 14 and 15 were found to be the most potent against one or more cell lines with the IC50 values in the range of 5 - 10 μM. The obtained results suggested that longer polyamine linker along with aromatic oxime substitution provided the most potent analogue compounds against cancer cell lines.
KAUST Department:
Smart Hybrid Materials (SHMs) lab; Biological and Environmental Sciences and Engineering (BESE) Division; Advanced Membranes and Porous Materials Research Center; Biomolecular Lab; Computational Bioscience Research Center (CBRC)
Citation:
Synthesis and anticancer evaluation of spermatinamine analogues 2016 Bioorganic & Medicinal Chemistry Letters
Publisher:
Elsevier BV
Journal:
Bioorganic & Medicinal Chemistry Letters
Issue Date:
4-Feb-2016
DOI:
10.1016/j.bmcl.2016.01.083
Type:
Article
ISSN:
0960894X
Additional Links:
http://linkinghub.elsevier.com/retrieve/pii/S0960894X16300919
Appears in Collections:
Articles; Advanced Membranes and Porous Materials Research Center; Controlled Release and Delivery Laboratory; Computational Bioscience Research Center (CBRC); Biological and Environmental Sciences and Engineering (BESE) Division

Full metadata record

DC FieldValue Language
dc.contributor.authorMoosa, Basemen
dc.contributor.authorSagar, Sunilen
dc.contributor.authorLi, Songen
dc.contributor.authorEsau, Lukeen
dc.contributor.authorKaur, Mandeepen
dc.contributor.authorKhashab, Niveen M.en
dc.date.accessioned2016-02-07T14:46:06Zen
dc.date.available2016-02-07T14:46:06Zen
dc.date.issued2016-02-04en
dc.identifier.citationSynthesis and anticancer evaluation of spermatinamine analogues 2016 Bioorganic & Medicinal Chemistry Lettersen
dc.identifier.issn0960894Xen
dc.identifier.doi10.1016/j.bmcl.2016.01.083en
dc.identifier.urihttp://hdl.handle.net/10754/595859en
dc.description.abstractSpermatinamine was isolated from an Australian marine sponge, Pseudoceratina sp. as an inhibitor of isoprenylcystiene carboxyl methyltransferase (Icmt), an attractive and novel anticancer target. Herein, we report the synthesis of spermatinamine analogues and their cytotoxic evaluation against three human cancer cell lines i.e. cervix adenocarcinoma (HeLa), breast adenocarcinoma (MCF-7), and prostate carcinoma (DU145). Analogues 12, 14 and 15 were found to be the most potent against one or more cell lines with the IC50 values in the range of 5 - 10 μM. The obtained results suggested that longer polyamine linker along with aromatic oxime substitution provided the most potent analogue compounds against cancer cell lines.en
dc.language.isoenen
dc.publisherElsevier BVen
dc.relation.urlhttp://linkinghub.elsevier.com/retrieve/pii/S0960894X16300919en
dc.rightsNOTICE: this is the author’s version of a work that was accepted for publication in Bioorganic & Medicinal Chemistry Letters. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Bioorganic & Medicinal Chemistry Letters, 4 February 2016. DOI: 10.1016/j.bmcl.2016.01.083en
dc.subjectNatural productsen
dc.subjectBromotyrosineen
dc.subjectSpermatinamineen
dc.subjectCanceren
dc.subjectCytotoxicityen
dc.titleSynthesis and anticancer evaluation of spermatinamine analoguesen
dc.typeArticleen
dc.contributor.departmentSmart Hybrid Materials (SHMs) laben
dc.contributor.departmentBiological and Environmental Sciences and Engineering (BESE) Divisionen
dc.contributor.departmentAdvanced Membranes and Porous Materials Research Centeren
dc.contributor.departmentBiomolecular Laben
dc.contributor.departmentComputational Bioscience Research Center (CBRC)en
dc.identifier.journalBioorganic & Medicinal Chemistry Lettersen
dc.eprint.versionPost-printen
dc.contributor.institutionSchool of Molecular and Cell Biology, University of the Witwatersrand, Private Bag 3, Wits, 2050, Johannesburg, Republic of South Africaen
dc.contributor.affiliationKing Abdullah University of Science and Technology (KAUST)en
kaust.authorMoosa, Basemen
kaust.authorSagar, Sunilen
kaust.authorLi, Songen
kaust.authorEsau, Lukeen
kaust.authorKaur, Mandeepen
kaust.authorKhashab, Niveen M.en
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