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

Tutkimustuotos: Artikkeli › Tieteellinen › vertaisarvioitu

20 Sitaatiot (Scopus)

Abstrakti

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.

Alkuperäiskieli	Englanti
Sivut	1891-1910
Sivumäärä	20
Julkaisu	Future Medicinal Chemistry
Vuosikerta	12
Numero	21
DOI - pysyväislinkit	https://doi.org/10.4155/fmc-2020-0194
Tila	Julkaistu - 2020
OKM-julkaisutyyppi	A1 Alkuperäisartikkeli tieteellisessä aikakauslehdessä

Rahoitus

The Academy of Finland is duly acknowledged for financial support to NRC (no. 326487 and 326486), Finnish Cultural Foundation is acknowledged for financial support to S Holmstedt (no. 00190336). A Murugesan and O Yli-Harja acknowledge the Academy of Finland for the project grant support (no. 297200). This study received Portuguese national funds from FCT - Foundation for Science and Technology through projects UIDB/04326/2020, UIDB/04565/2020 and UIDB/50006/2020. The authors have no other relevant affiliations or financial involvement with any organization or entity with a financial interest in or financial conflict with the subject matter or materials discussed in the manuscript apart from those disclosed.

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10.4155/fmc-2020-0194

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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.",

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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

Abstrakti

Rahoitus

YK:n kestävän kehityksen tavoitteet

Julkaisufoorumi-taso

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