Design and synthesis of novel quinic acid derivatives: in vitro cytotoxicity and anticancer effect on glioblastoma

Akshaya Murugesan; Suvi Holmstedt; Kenna C. Brown; Alisa Koivuporras; Ana S. Macedo; Nga Nguyen; Pedro Fonte; Patricia Rijo; Olli Yli-Harja; Nuno R. Candeias; Meenakshisundaram Kandhavelu

doi:10.4155/fmc-2020-0194

Design and synthesis of novel quinic acid derivatives: in vitro cytotoxicity and anticancer effect on glioblastoma

Akshaya Murugesan, Suvi Holmstedt, Kenna C. Brown, Alisa Koivuporras, Ana S. Macedo, Nga Nguyen, Pedro Fonte, Patricia Rijo, Olli Yli-Harja, Nuno R. Candeias, Meenakshisundaram Kandhavelu

Research output: Contribution to journal › Article › Scientific › peer-review

13 Citations (Scopus)

Abstract

Aim: Quinic acid (QA) is a cyclic polyol exhibiting anticancer properties on several cancers. However, potential role of QA-derivatives against glioblastoma is not well established. Methodology & results: Sixteen novel QA-derivatives and QA-16 encapsulated poly (lactic-co-glycolic acid) nanoparticles (QA-16-NPs) were screened for their anti-glioblastoma effect using standard cell and molecular biology methods. Presence of a tertiary hydroxy and silylether groups in the lead compound were identified for the antitumor activity. QA-16 have 90% inhibition with the IC50 of 10.66 mu M and 28.22 mu M for LN229 and SNB19, respectively. The induction of apoptosis is faster with the increased fold change of caspase 3/7 and reactive oxygen species. Conclusion: QA-16 and QA-16-NPs shows similar cytotoxicity effect, providing opportunity to use QA-16 as a potential chemotherapeutic agent.

Original language	English
Pages (from-to)	1891-1910
Number of pages	20
Journal	FUTURE MEDICINAL CHEMISTRY
Volume	12
Issue number	21
DOIs	https://doi.org/10.4155/fmc-2020-0194
Publication status	Published - 2020
Publication type	A1 Journal article-refereed

Keywords

chemotherapeutic drugs
cytotoxicity
glioblastoma
nanoparticle
PLGA
quinic acid
NANOPARTICLES
TEMOZOLOMIDE
DELIVERY
CHEMOTHERAPY
INHIBITORS
DEPENDS
KINASE
CELLS

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Publication forum level 1

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.4155/fmc-2020-0194

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@article{d74140b002424ea99ca94ae445658e4e,

title = "Design and synthesis of novel quinic acid derivatives: in vitro cytotoxicity and anticancer effect on glioblastoma",

abstract = "Aim: Quinic acid (QA) is a cyclic polyol exhibiting anticancer properties on several cancers. However, potential role of QA-derivatives against glioblastoma is not well established. Methodology & results: Sixteen novel QA-derivatives and QA-16 encapsulated poly (lactic-co-glycolic acid) nanoparticles (QA-16-NPs) were screened for their anti-glioblastoma effect using standard cell and molecular biology methods. Presence of a tertiary hydroxy and silylether groups in the lead compound were identified for the antitumor activity. QA-16 have 90% inhibition with the IC50 of 10.66 mu M and 28.22 mu M for LN229 and SNB19, respectively. The induction of apoptosis is faster with the increased fold change of caspase 3/7 and reactive oxygen species. Conclusion: QA-16 and QA-16-NPs shows similar cytotoxicity effect, providing opportunity to use QA-16 as a potential chemotherapeutic agent.",

keywords = "chemotherapeutic drugs, cytotoxicity, glioblastoma, nanoparticle, PLGA, quinic acid, NANOPARTICLES, TEMOZOLOMIDE, DELIVERY, CHEMOTHERAPY, INHIBITORS, DEPENDS, KINASE, CELLS",

author = "Akshaya Murugesan and Suvi Holmstedt and Brown, {Kenna C.} and Alisa Koivuporras and Macedo, {Ana S.} and Nga Nguyen and Pedro Fonte and Patricia Rijo and Olli Yli-Harja and Candeias, {Nuno R.} and Meenakshisundaram Kandhavelu",

year = "2020",

doi = "10.4155/fmc-2020-0194",

language = "English",

volume = "12",

pages = "1891--1910",

journal = "FUTURE MEDICINAL CHEMISTRY",

issn = "1756-8919",

publisher = "Taylor and Francis Ltd.",

number = "21",

}

TY - JOUR

T1 - Design and synthesis of novel quinic acid derivatives

T2 - in vitro cytotoxicity and anticancer effect on glioblastoma

AU - Murugesan, Akshaya

AU - Holmstedt, Suvi

AU - Brown, Kenna C.

AU - Koivuporras, Alisa

AU - Macedo, Ana S.

AU - Nguyen, Nga

AU - Fonte, Pedro

AU - Rijo, Patricia

AU - Yli-Harja, Olli

AU - Candeias, Nuno R.

AU - Kandhavelu, Meenakshisundaram

PY - 2020

Y1 - 2020

N2 - Aim: Quinic acid (QA) is a cyclic polyol exhibiting anticancer properties on several cancers. However, potential role of QA-derivatives against glioblastoma is not well established. Methodology & results: Sixteen novel QA-derivatives and QA-16 encapsulated poly (lactic-co-glycolic acid) nanoparticles (QA-16-NPs) were screened for their anti-glioblastoma effect using standard cell and molecular biology methods. Presence of a tertiary hydroxy and silylether groups in the lead compound were identified for the antitumor activity. QA-16 have 90% inhibition with the IC50 of 10.66 mu M and 28.22 mu M for LN229 and SNB19, respectively. The induction of apoptosis is faster with the increased fold change of caspase 3/7 and reactive oxygen species. Conclusion: QA-16 and QA-16-NPs shows similar cytotoxicity effect, providing opportunity to use QA-16 as a potential chemotherapeutic agent.

AB - Aim: Quinic acid (QA) is a cyclic polyol exhibiting anticancer properties on several cancers. However, potential role of QA-derivatives against glioblastoma is not well established. Methodology & results: Sixteen novel QA-derivatives and QA-16 encapsulated poly (lactic-co-glycolic acid) nanoparticles (QA-16-NPs) were screened for their anti-glioblastoma effect using standard cell and molecular biology methods. Presence of a tertiary hydroxy and silylether groups in the lead compound were identified for the antitumor activity. QA-16 have 90% inhibition with the IC50 of 10.66 mu M and 28.22 mu M for LN229 and SNB19, respectively. The induction of apoptosis is faster with the increased fold change of caspase 3/7 and reactive oxygen species. Conclusion: QA-16 and QA-16-NPs shows similar cytotoxicity effect, providing opportunity to use QA-16 as a potential chemotherapeutic agent.

KW - chemotherapeutic drugs

KW - cytotoxicity

KW - glioblastoma

KW - nanoparticle

KW - PLGA

KW - quinic acid

KW - NANOPARTICLES

KW - TEMOZOLOMIDE

KW - DELIVERY

KW - CHEMOTHERAPY

KW - INHIBITORS

KW - DEPENDS

KW - KINASE

KW - CELLS

U2 - 10.4155/fmc-2020-0194

DO - 10.4155/fmc-2020-0194

M3 - Article

SN - 1756-8919

VL - 12

SP - 1891

EP - 1910

JO - FUTURE MEDICINAL CHEMISTRY

JF - FUTURE MEDICINAL CHEMISTRY

IS - 21

ER -

Design and synthesis of novel quinic acid derivatives: in vitro cytotoxicity and anticancer effect on glioblastoma

Abstract

Keywords

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UN SDGs

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