Design and synthesis of novel pipernonaline derivatives as anti-austerity agents against human pancreatic cancer PANC-1 cells

Takuya Okada; Yuri Chino; Keita Yokoyama; Yuki Fujihashi; Nguyễn Duy Phan; Juthamart Maneenet; Lanke Prudhvi; Suresh Awale; Naoki Toyooka

doi:10.1016/j.bmc.2022.116963

Design and synthesis of novel pipernonaline derivatives as anti-austerity agents against human pancreatic cancer PANC-1 cells

Takuya Okada^*, Yuri Chino, Keita Yokoyama, Yuki Fujihashi, Nguyễn Duy Phan, Juthamart Maneenet, Lanke Prudhvi, Suresh Awale, Naoki Toyooka

^*この論文の責任著者

研究成果: ジャーナルへの寄稿 › 学術論文 › 査読

7 被引用数 (Scopus)

抄録

Pipernonaline (1), one of the components of the spice pepper, preferentially reduced the survival of human pancreatic cancer PANC-1 cells under nutrient-deprived conditions with a PC₅₀ value of 7.2 μM, suggesting that 1 could potentially lead to the development of new anticancer agents based on the anti-austerity strategy. We have synthesized a total of 31 pipernonaline derivatives, revealing clear structure–activity relationships. Compound 9, which showed the strongest preferential cytotoxicity among synthesized derivatives, inhibited Akt activation and cancer cell migration, making it an extremely promising candidate compound for new pancreatic cancer agents based on the anti-austerity strategy.

本文言語	英語
論文番号	116963
ジャーナル	Bioorganic and Medicinal Chemistry
巻	71
DOI	https://doi.org/10.1016/j.bmc.2022.116963
出版ステータス	出版済み - 2022/10/01

ASJC Scopus 主題領域

生化学
分子医療
分子生物学
薬科学
創薬
臨床生化学
有機化学

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10.1016/j.bmc.2022.116963

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引用スタイル

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title = "Design and synthesis of novel pipernonaline derivatives as anti-austerity agents against human pancreatic cancer PANC-1 cells",

abstract = "Pipernonaline (1), one of the components of the spice pepper, preferentially reduced the survival of human pancreatic cancer PANC-1 cells under nutrient-deprived conditions with a PC50 value of 7.2 μM, suggesting that 1 could potentially lead to the development of new anticancer agents based on the anti-austerity strategy. We have synthesized a total of 31 pipernonaline derivatives, revealing clear structure–activity relationships. Compound 9, which showed the strongest preferential cytotoxicity among synthesized derivatives, inhibited Akt activation and cancer cell migration, making it an extremely promising candidate compound for new pancreatic cancer agents based on the anti-austerity strategy.",

keywords = "Anti-austerity strategy, Pancreatic cancer, Pipernonaline, Structure-activity relationship",

author = "Takuya Okada and Yuri Chino and Keita Yokoyama and Yuki Fujihashi and {Duy Phan}, Nguyễn and Juthamart Maneenet and Lanke Prudhvi and Suresh Awale and Naoki Toyooka",

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doi = "10.1016/j.bmc.2022.116963",

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T1 - Design and synthesis of novel pipernonaline derivatives as anti-austerity agents against human pancreatic cancer PANC-1 cells

AU - Okada, Takuya

AU - Chino, Yuri

AU - Yokoyama, Keita

AU - Fujihashi, Yuki

AU - Duy Phan, Nguyễn

AU - Maneenet, Juthamart

AU - Prudhvi, Lanke

AU - Awale, Suresh

AU - Toyooka, Naoki

PY - 2022/10/1

Y1 - 2022/10/1

N2 - Pipernonaline (1), one of the components of the spice pepper, preferentially reduced the survival of human pancreatic cancer PANC-1 cells under nutrient-deprived conditions with a PC50 value of 7.2 μM, suggesting that 1 could potentially lead to the development of new anticancer agents based on the anti-austerity strategy. We have synthesized a total of 31 pipernonaline derivatives, revealing clear structure–activity relationships. Compound 9, which showed the strongest preferential cytotoxicity among synthesized derivatives, inhibited Akt activation and cancer cell migration, making it an extremely promising candidate compound for new pancreatic cancer agents based on the anti-austerity strategy.

AB - Pipernonaline (1), one of the components of the spice pepper, preferentially reduced the survival of human pancreatic cancer PANC-1 cells under nutrient-deprived conditions with a PC50 value of 7.2 μM, suggesting that 1 could potentially lead to the development of new anticancer agents based on the anti-austerity strategy. We have synthesized a total of 31 pipernonaline derivatives, revealing clear structure–activity relationships. Compound 9, which showed the strongest preferential cytotoxicity among synthesized derivatives, inhibited Akt activation and cancer cell migration, making it an extremely promising candidate compound for new pancreatic cancer agents based on the anti-austerity strategy.

KW - Anti-austerity strategy

KW - Pancreatic cancer

KW - Pipernonaline

KW - Structure-activity relationship

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SN - 0968-0896

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JO - Bioorganic and Medicinal Chemistry

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