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dc.contributor.author
Cai, You Sheng
dc.contributor.author
Sarotti, Ariel Marcelo
dc.contributor.author
Zhou, Ting Lan
dc.contributor.author
Huang, Rong
dc.contributor.author
Qiu, Guofu
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Tian, Congkui
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Miao, Ze Hong
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Mándi, Attila
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Kurtán, Tibor
dc.contributor.author
Cao, Shugeng
dc.contributor.author
Yang, Sheng Ping
dc.date.available
2019-10-23T20:02:47Z
dc.date.issued
2018-09
dc.identifier.citation
Cai, You Sheng; Sarotti, Ariel Marcelo; Zhou, Ting Lan; Huang, Rong; Qiu, Guofu; et al.; Flabellipparicine, a Flabelliformide-Apparicine-Type Bisindole Alkaloid from Tabernaemontana divaricata; American Chemical Society; Journal of Natural Products; 81; 9; 9-2018; 1976-1983
dc.identifier.issn
0163-3864
dc.identifier.uri
http://hdl.handle.net/11336/87163
dc.description.abstract
Four new monoterpenoid bisindole alkaloids, flabellipparicine (1), 19,20-dihydrovobparicine (2), 10′-demethoxy-19,20-dihydrovobatensine D (3), and 3′-(2-oxopropyl)ervahanine A (4), and 10 known monoterpenoid indole alkaloids were isolated from the stems of Tabernaemontana divaricata. All structures were elucidated based on spectroscopic methods, and the absolute configuration of 1 was established using conformational analysis and TDDFT-ECD calculation of selected stereoisomers. Compound 1 represents the first flabelliformide-apparicine-type bisindole alkaloid, in which the flabelliformide-like unit connects to the apparicine-like unit with a C-3-C-22′ bond and an N-1-C-16′ bond to form an uncommon five-membered ring between the two monomers. All alkaloids were evaluated for their cytotoxicity against two human cancer cell lines, MCF-7 and A-549. Compounds 2, 4, and 14 exhibited cytotoxicity against MCF-7 and A-549 with IC50 values in the range of 2 nM to 8 μM.
dc.format
application/pdf
dc.language.iso
eng
dc.publisher
American Chemical Society
dc.rights
info:eu-repo/semantics/openAccess
dc.rights.uri
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.subject
FLABELLIPPARICINE
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NATURAL PRODUCTS
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NMR
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BIOACTIVE
dc.subject.classification
Química Orgánica
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Ciencias Químicas
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CIENCIAS NATURALES Y EXACTAS
dc.title
Flabellipparicine, a Flabelliformide-Apparicine-Type Bisindole Alkaloid from Tabernaemontana divaricata
dc.type
info:eu-repo/semantics/article
dc.type
info:ar-repo/semantics/artículo
dc.type
info:eu-repo/semantics/publishedVersion
dc.date.updated
2019-10-16T19:29:42Z
dc.journal.volume
81
dc.journal.number
9
dc.journal.pagination
1976-1983
dc.journal.pais
Estados Unidos
dc.journal.ciudad
Washington
dc.description.fil
Fil: Cai, You Sheng. Wuhan University; China
dc.description.fil
Fil: Sarotti, Ariel Marcelo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
dc.description.fil
Fil: Zhou, Ting Lan. Wuhan University; China
dc.description.fil
Fil: Huang, Rong. Wuhan University; China
dc.description.fil
Fil: Qiu, Guofu. Wuhan University; China
dc.description.fil
Fil: Tian, Congkui. Hubei University For Nationalities; China
dc.description.fil
Fil: Miao, Ze Hong. Chinese Academy of Sciences; República de China
dc.description.fil
Fil: Mándi, Attila. University of Debrecen; Hungría
dc.description.fil
Fil: Kurtán, Tibor. University of Debrecen; Hungría
dc.description.fil
Fil: Cao, Shugeng. University Of Hawaii At Hilo; Estados Unidos
dc.description.fil
Fil: Yang, Sheng Ping. Wuhan University; China
dc.journal.title
Journal of Natural Products
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/10.1021/acs.jnatprod.8b00191
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/http://dx.doi.org/10.1021/acs.jnatprod.8b00191
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