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dc.contributor.author
Wagle, Aditi
dc.contributor.author
Seong, Su Hui
dc.contributor.author
Castro, Maria Julia
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Faraoni, María Belén
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Murray, Ana Paula
dc.contributor.author
Jung, Hyun Ah
dc.contributor.author
Choi, Jae Sue
dc.date.available
2020-12-15T14:07:30Z
dc.date.issued
2019-12
dc.identifier.citation
Wagle, Aditi; Seong, Su Hui; Castro, Maria Julia; Faraoni, María Belén; Murray, Ana Paula; et al.; Influence of functional moiety in lupane-type triterpenoids in BACE1 inhibition; Elsevier; Computational Biology And Chemistry; 83; 12-2019; 1-8; 107101
dc.identifier.issn
1476-9271
dc.identifier.uri
http://hdl.handle.net/11336/120438
dc.description.abstract
Lupane-type triterpenoids have shown a potential effect against neurodegenerative disorders. Alzheimer's disease, one of the common neurodegenerative disease, is evident by the accumulation of amyloid-beta (Aβ) plaque in the extracellular regions of the brain. β-site amyloid precursor protein cleaving enzyme 1 (BACE1) is a key enzyme for the Aβ formation viathe cleavage of amyloid precursor protein (APP). Therefore, to find the potent BACE1 inhibitors and furthermore to explore the role of the functional group responsible for the strong BACE1 inhibitory activity, we synthesized a series of triterpenoids with lupane skeleton starting from the natural compounds calenduladiol and lupeol. Compound 1 revealed a potent competitive BACE1 inhibitory activity (IC50 = 16.77 ± 1.16 μM; Ki = 19.38). Furthermore, the molecular docking simulation revealed the importance of Tyr198 residue along with the other hydrophobic interactions for the strong affinity of 1‒BACE1 complex. To sum up, our results demonstrated the importance of carbonyl moiety at 3 and 16 position of lupane-type triterpenoid over the hydroxyl group at the same position.
dc.format
application/pdf
dc.language.iso
eng
dc.publisher
Elsevier
dc.rights
info:eu-repo/semantics/restrictedAccess
dc.rights.uri
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.subject
ALZHEIMER'S DISEASE
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BACE1
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LUPANE-TYPE TRITERPENOID
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MOLECULAR DOCKING
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Química Orgánica
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Ciencias Químicas
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CIENCIAS NATURALES Y EXACTAS
dc.title
Influence of functional moiety in lupane-type triterpenoids in BACE1 inhibition
dc.type
info:eu-repo/semantics/article
dc.type
info:ar-repo/semantics/artículo
dc.type
info:eu-repo/semantics/publishedVersion
dc.date.updated
2020-02-26T20:11:41Z
dc.journal.volume
83
dc.journal.pagination
1-8; 107101
dc.journal.pais
Países Bajos
dc.journal.ciudad
Amsterdam
dc.description.fil
Fil: Wagle, Aditi. Pukyong National University. Department of Food and Life Science; Corea del Sur
dc.description.fil
Fil: Seong, Su Hui. Pukyong National University. Department of Food and Life Science; Corea del Sur
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Fil: Castro, Maria Julia. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina
dc.description.fil
Fil: Faraoni, María Belén. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina
dc.description.fil
Fil: Murray, Ana Paula. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina
dc.description.fil
Fil: Jung, Hyun Ah. Chonbuk National University. Department of Food Science and Human Nutrition; Corea del Sur
dc.description.fil
Fil: Choi, Jae Sue. Chonbuk National University. Department of Food Science and Human Nutrition; Corea del Sur
dc.journal.title
Computational Biology And Chemistry
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/http://dx.doi.org/10.1016/j.compbiolchem.2019.107101
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/abs/pii/S1476927119306097
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