Structure-activity relationships of benzhydrol derivatives based on 1′-acetoxychavicol acetate (ACA) and their inhibitory activities on multiple myeloma cell growth via inactivation of the NF-κB pathway

Takashi Misawa; Kosuke Dodo; Minoru Ishikawa; Yuichi Hashimoto; Morihiko Sagawa; Masahiro Kizaki; Hiroshi Aoyama

doi:10.1016/j.bmc.2015.02.039

Structure-activity relationships of benzhydrol derivatives based on 1′-acetoxychavicol acetate (ACA) and their inhibitory activities on multiple myeloma cell growth via inactivation of the NF-κB pathway

Takashi Misawa, Kosuke Dodo, Minoru Ishikawa, Yuichi Hashimoto, Morihiko Sagawa, Masahiro Kizaki, Hiroshi Aoyama

LIF - Molecular and Chemical Life Science

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

6 Citations (Scopus)

Abstract

1′-Acetoxychavicol acetate (ACA), which was isolated from the rhizomes of Zingiberaceae, exhibits various biological actions, including anti-inflammatory, anti-human immunodeficiency virus (HIV), and anti-cancer activities. ACA represents an attractive candidate for the treatment of many cancers. We herein examined the structure-activity relationships of ACA derivatives based on the benzhydrol skeleton in human leukemia cells (HL-60). Our results revealed that the ACA derivatives synthesized (ACA, 1, and 18) had inhibitory effects on the growth of multiple myeloma cells (IM-9 cells) by inactivating the NF-κB pathway.

Original language	English
Pages (from-to)	2241-2246
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry
Volume	23
Issue number	9
DOIs	https://doi.org/10.1016/j.bmc.2015.02.039
Publication status	Published - 2015 May 1

Keywords

1′-Acetoxychavicol acetate (ACA)
Benzhydrol skeleton
Multiple myeloma
NF-κB

UN SDGs

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

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Misawa, T., Dodo, K., Ishikawa, M., Hashimoto, Y., Sagawa, M., Kizaki, M., & Aoyama, H. (2015). Structure-activity relationships of benzhydrol derivatives based on 1′-acetoxychavicol acetate (ACA) and their inhibitory activities on multiple myeloma cell growth via inactivation of the NF-κB pathway. Bioorganic and Medicinal Chemistry, 23(9), 2241-2246. https://doi.org/10.1016/j.bmc.2015.02.039

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title = "Structure-activity relationships of benzhydrol derivatives based on 1′-acetoxychavicol acetate (ACA) and their inhibitory activities on multiple myeloma cell growth via inactivation of the NF-κB pathway",

abstract = "1′-Acetoxychavicol acetate (ACA), which was isolated from the rhizomes of Zingiberaceae, exhibits various biological actions, including anti-inflammatory, anti-human immunodeficiency virus (HIV), and anti-cancer activities. ACA represents an attractive candidate for the treatment of many cancers. We herein examined the structure-activity relationships of ACA derivatives based on the benzhydrol skeleton in human leukemia cells (HL-60). Our results revealed that the ACA derivatives synthesized (ACA, 1, and 18) had inhibitory effects on the growth of multiple myeloma cells (IM-9 cells) by inactivating the NF-κB pathway.",

keywords = "1′-Acetoxychavicol acetate (ACA), Benzhydrol skeleton, Multiple myeloma, NF-κB",

author = "Takashi Misawa and Kosuke Dodo and Minoru Ishikawa and Yuichi Hashimoto and Morihiko Sagawa and Masahiro Kizaki and Hiroshi Aoyama",

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Misawa, T, Dodo, K, Ishikawa, M, Hashimoto, Y, Sagawa, M, Kizaki, M & Aoyama, H 2015, 'Structure-activity relationships of benzhydrol derivatives based on 1′-acetoxychavicol acetate (ACA) and their inhibitory activities on multiple myeloma cell growth via inactivation of the NF-κB pathway', Bioorganic and Medicinal Chemistry, vol. 23, no. 9, pp. 2241-2246. https://doi.org/10.1016/j.bmc.2015.02.039

Structure-activity relationships of benzhydrol derivatives based on 1′-acetoxychavicol acetate (ACA) and their inhibitory activities on multiple myeloma cell growth via inactivation of the NF-κB pathway. / Misawa, Takashi; Dodo, Kosuke; Ishikawa, Minoru et al.
In: Bioorganic and Medicinal Chemistry, Vol. 23, No. 9, 01.05.2015, p. 2241-2246.

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

TY - JOUR

T1 - Structure-activity relationships of benzhydrol derivatives based on 1′-acetoxychavicol acetate (ACA) and their inhibitory activities on multiple myeloma cell growth via inactivation of the NF-κB pathway

AU - Misawa, Takashi

AU - Dodo, Kosuke

AU - Ishikawa, Minoru

AU - Hashimoto, Yuichi

AU - Sagawa, Morihiko

AU - Kizaki, Masahiro

AU - Aoyama, Hiroshi

PY - 2015/5/1

Y1 - 2015/5/1

N2 - 1′-Acetoxychavicol acetate (ACA), which was isolated from the rhizomes of Zingiberaceae, exhibits various biological actions, including anti-inflammatory, anti-human immunodeficiency virus (HIV), and anti-cancer activities. ACA represents an attractive candidate for the treatment of many cancers. We herein examined the structure-activity relationships of ACA derivatives based on the benzhydrol skeleton in human leukemia cells (HL-60). Our results revealed that the ACA derivatives synthesized (ACA, 1, and 18) had inhibitory effects on the growth of multiple myeloma cells (IM-9 cells) by inactivating the NF-κB pathway.

AB - 1′-Acetoxychavicol acetate (ACA), which was isolated from the rhizomes of Zingiberaceae, exhibits various biological actions, including anti-inflammatory, anti-human immunodeficiency virus (HIV), and anti-cancer activities. ACA represents an attractive candidate for the treatment of many cancers. We herein examined the structure-activity relationships of ACA derivatives based on the benzhydrol skeleton in human leukemia cells (HL-60). Our results revealed that the ACA derivatives synthesized (ACA, 1, and 18) had inhibitory effects on the growth of multiple myeloma cells (IM-9 cells) by inactivating the NF-κB pathway.

KW - 1′-Acetoxychavicol acetate (ACA)

KW - Benzhydrol skeleton

KW - Multiple myeloma

KW - NF-κB

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Misawa T, Dodo K, Ishikawa M, Hashimoto Y, Sagawa M, Kizaki M et al. Structure-activity relationships of benzhydrol derivatives based on 1′-acetoxychavicol acetate (ACA) and their inhibitory activities on multiple myeloma cell growth via inactivation of the NF-κB pathway. Bioorganic and Medicinal Chemistry. 2015 May 1;23(9):2241-2246. doi: 10.1016/j.bmc.2015.02.039

Structure-activity relationships of benzhydrol derivatives based on 1′-acetoxychavicol acetate (ACA) and their inhibitory activities on multiple myeloma cell growth via inactivation of the NF-κB pathway

Abstract

Keywords

UN SDGs

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