dc.creatorMahfoudh N.
dc.creatorMarín-Ramos N.I.
dc.creatorGil A.M.
dc.creatorJiménez A.I.
dc.creatorChoquesillo-Lazarte D.
dc.creatorKawano D.F.
dc.creatorCampos J.M.
dc.creatorCativiela C.
dc.date2016
dc.date2017-08-17T19:17:40Z
dc.date2017-08-17T19:17:40Z
dc.date.accessioned2018-03-29T05:27:15Z
dc.date.available2018-03-29T05:27:15Z
dc.identifierArabian Journal Of Chemistry. Elsevier B.v., p. , 2016.
dc.identifier1878-5352
dc.identifier10.1016/j.arabjc.2017.01.011
dc.identifierhttps://www.scopus.com/inward/record.uri?eid=2-s2.0-85013499527&doi=10.1016%2fj.arabjc.2017.01.011&partnerID=40&md5=13ed097b24a4c2abf58c9f60befb6497
dc.identifierhttp://repositorio.unicamp.br/jspui/handle/REPOSIP/324122
dc.identifier2-s2.0-85013499527
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/1358285
dc.descriptionTwo distinct series of the 3-amino-1,5-benzoxathiepin scaffold, derived from L-cysteine, were synthesized and evaluated for their anti-proliferative activity in the breast cancer MDA-MB-231 and MCF-7 cells, and in the ovarian carcinoma SKOV-3 cell line. (3. R)-Amino-3,4-dihydro-2. H-1,5-benzoxathiepin [(. R)-10] was diversified into two forms: (a) by incorporating different amino acids at its position 3, through an amide bond; and (b) by construction of the purine ring to give 6-chloro-9-[2-(3,4-dihydro-2. H-1,5-benzoxathiepin-(3. R)-yl)]-9. H-purine [(. R)-28]. Nevertheless, when the introduction of iodine was tried at position 2 of the purine ring of (R)-28, 2-([2-(6-chloro-2-iodo-9. H-purin-9-yl)prop-2-en-1-yl]thio)phenol (34) was obtained. Compound 34 shows activity against cancer cells. Interestingly, 34 inhibits mammosphere formation at the micromolar range, demonstrating activity against cancer stem cells. Although further studies of its targets and mechanism of action are needed, these findings support the therapeutic potential of this compound in cancer. © 2017 The Authors.
dc.languageEnglish
dc.publisherElsevier B.V.
dc.relationArabian Journal of Chemistry
dc.rightsfechado
dc.sourceScopus
dc.subjectBenzoxathiepin
dc.subjectDensity Functional Theory
dc.subjectHarpoon's Base
dc.subjectPurine
dc.subjectTributyltin/iodination
dc.subjectα-amino Acid
dc.titleCysteine-based 3-substituted 1,5-benzoxathiepin Derivatives: Two New Classes Of Anti-proliferative Agents
dc.typeArtículos de revistas


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