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Molecules, Vol. 23, Pages 1382: Piplartine Analogues and Cytotoxic Evaluation against Glioblastoma

Molecules, Vol. 23, Pages 1382: Piplartine Analogues and Cytotoxic Evaluation against Glioblastoma

Molecules doi: 10.3390/molecules23061382

Authors: Flávio Rogério da Nóbrega Ozlem Ozdemir Sheila Cristina S. Nascimento Sousa Joice Nascimento Barboza Hasan Turkez Damião Pergentino de Sousa

Piplartine (1) is an alkamide extracted from plants of the genus Piper which shows several pharmacological properties, including antitumor activity. To improve this activity, a series of analogues based on 1 have been synthesized by esterification and amidation using the 3,4,5-trimethoxycinnamic acid-like starting material. During the study, the moieties 3-(3,4,5-trimethoxyphenyl)acrylate and 3-(3,4,5-trimethoxyphenyl)acrylamide were maintained on esters and amides respectively. Meanwhile, functional changes were exploited, and it was revealed that the presence of two aromatic rings in the side-chain was important to improve the cytotoxic activity against the U87MG cell line, such as the compound (E)-benzhydryl 3-(3,4,5-trimethoxyphenyl)acrylate (10), an ester that exhibited strong cytotoxicity and a similar level of potency to that of paclitaxel, a positive control. Compound 10 had a marked concentration-dependent inhibitory effect on the viability of the U87MG cell line with apoptotic and oxidative processes, showing good potential for altering main molecular pathways to prevent tumor development. Moreover, it has strong bioavailability with non-genotoxic and non-cytotoxic properties on human blood cells. In conclusion, the findings of the present study demonstrated that compound 10 is a promising agent that may find applications combatting diseases associated with oxidative stress and as a prototype for the development of novel drugs used in the treatment of glioblastoma.

Authors:   da Nóbrega, Flávio Rogério; Ozdemir, Ozlem ; Nascimento Sousa, Sheila Cristina S.; Barboza, Joice Nascimento; Turkez, Hasan ; de Sousa, Damião Pergentino
Journal:   Molecules
Volume:   23
edition:   6
Year:   2018
Pages:   1382
DOI:   10.3390/molecules23061382
Publication date:   08-Jun-2018
Facts, background information, dossiers
  • Paclitaxel
  • molecules
  • glioblastoma
  • plants
  • oxidative stress
  • drugs
  • diseases
  • cytotoxicity
  • concentration
  • blood cells
  • bioavailability
More about Molecular Diversity Preservation International
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