Two Onnamide Analogs from the Marine Sponge Theonella conica: Evaluation of Geometric Effects in the Polyene Systems on Biological Activity

Fumiaki Nakamura; Hiroshi Kimura; Nobuhiro Fusetani; Yoichi Nakao

doi:10.3390/molecules28062524

Two Onnamide Analogs from the Marine Sponge Theonella conica: Evaluation of Geometric Effects in the Polyene Systems on Biological Activity

Fumiaki Nakamura, Hiroshi Kimura, Nobuhiro Fusetani, Yoichi Nakao^*

^*Corresponding author for this work

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

1 Citation (Scopus)

Abstract

Two previously unreported onnamide analogs, 2Z- and 6Z-onnamides A (1 and 2), were isolated from the marine sponge Theonella conica collected at Amami-Oshima Is., Kagoshima Prefecture, Japan. Structures of compounds 1 and 2 were elucidated by spectral analysis. Structure–activity relationships (SARs) for effects on histone modifications and cytotoxicity against HeLa and P388 cells were characterized. The geometry in the polyene systems of onnamides affected the histone modification levels and cytotoxicity.

Original language	English
Article number	2524
Journal	Molecules
Volume	28
Issue number	6
DOIs	https://doi.org/10.3390/molecules28062524
Publication status	Published - 2023 Mar

Keywords

Theonellasp
cytotoxicity
histone modifications
marine natural products
marine sponges
onnamides

ASJC Scopus subject areas

Analytical Chemistry
Chemistry (miscellaneous)
Molecular Medicine
Pharmaceutical Science
Drug Discovery
Physical and Theoretical Chemistry
Organic Chemistry

UN SDGs

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

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10.3390/molecules28062524

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title = "Two Onnamide Analogs from the Marine Sponge Theonella conica: Evaluation of Geometric Effects in the Polyene Systems on Biological Activity",

abstract = "Two previously unreported onnamide analogs, 2Z- and 6Z-onnamides A (1 and 2), were isolated from the marine sponge Theonella conica collected at Amami-Oshima Is., Kagoshima Prefecture, Japan. Structures of compounds 1 and 2 were elucidated by spectral analysis. Structure–activity relationships (SARs) for effects on histone modifications and cytotoxicity against HeLa and P388 cells were characterized. The geometry in the polyene systems of onnamides affected the histone modification levels and cytotoxicity.",

keywords = "Theonellasp, cytotoxicity, histone modifications, marine natural products, marine sponges, onnamides",

author = "Fumiaki Nakamura and Hiroshi Kimura and Nobuhiro Fusetani and Yoichi Nakao",

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T1 - Two Onnamide Analogs from the Marine Sponge Theonella conica

T2 - Evaluation of Geometric Effects in the Polyene Systems on Biological Activity

AU - Nakamura, Fumiaki

AU - Kimura, Hiroshi

AU - Fusetani, Nobuhiro

AU - Nakao, Yoichi

PY - 2023/3

Y1 - 2023/3

N2 - Two previously unreported onnamide analogs, 2Z- and 6Z-onnamides A (1 and 2), were isolated from the marine sponge Theonella conica collected at Amami-Oshima Is., Kagoshima Prefecture, Japan. Structures of compounds 1 and 2 were elucidated by spectral analysis. Structure–activity relationships (SARs) for effects on histone modifications and cytotoxicity against HeLa and P388 cells were characterized. The geometry in the polyene systems of onnamides affected the histone modification levels and cytotoxicity.

AB - Two previously unreported onnamide analogs, 2Z- and 6Z-onnamides A (1 and 2), were isolated from the marine sponge Theonella conica collected at Amami-Oshima Is., Kagoshima Prefecture, Japan. Structures of compounds 1 and 2 were elucidated by spectral analysis. Structure–activity relationships (SARs) for effects on histone modifications and cytotoxicity against HeLa and P388 cells were characterized. The geometry in the polyene systems of onnamides affected the histone modification levels and cytotoxicity.

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KW - cytotoxicity

KW - histone modifications

KW - marine natural products

KW - marine sponges

KW - onnamides

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JO - Molecules

JF - Molecules

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ER -

Two Onnamide Analogs from the Marine Sponge Theonella conica: Evaluation of Geometric Effects in the Polyene Systems on Biological Activity

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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