Correction to: Ceramicines M–P from Chisocheton ceramicus: isolation and structure–activity relationship study

Nugroho, Alfarius Eko; Hashimoto, Akiyo; Wong, Chin-Piow; Yokoe, Hiromasa; Tsubuki, Masayoshi; Kaneda, Toshio; Hadi, A. Hamid A.; Morita, Hiroshi

doi:10.1007/s11418-019-01301-y

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“…It took 6 more years before another study reported the identification of four new compounds, ceramicines M–P, which are noncytotoxic molecules endowed with a marked capacity to reduce lipid droplet accumulation (LDA) in mouse preadipocyte cells. [ 43 ] The anti‐LDA activity of ceramicines is discussed further below. Then, more recently, two studies completed the alphabet with the discovery of ceramicines Q–T in 2023 and ceramicines U–Z in 2024.…”

Section: Phytochemicals Isolated From C Ceramicusmentioning

confidence: 99%

“…The removal of this hydroxyl group as in 7‐dehydroxyceramicine B ( 6 ) also reduced the activity (IC 50 : 4.7 µM), as well as the change of the anomery in the case of 7‐ epi ‐ceramicine B ( 7 ) (IC 50 : 12.2 µM) (Figure 5) and other derivatives with a 7β‐OR substituent. [ 43 ] Synthetic approaches have been deployed to build the skeleton ring system characteristic of Meliaceae limonoids and occasionally to achieve the total synthesis of selected limonoids, [ 3,20,110 ] but more work is needed in the ceramicine series to prepare novel analogs. The marked anti‐LDA activity of ceramicine B should encourage the design of novel compounds.…”

Section: Hemisynthetic Ceramicine Derivativesmentioning

confidence: 99%

“…These products are also of interest as antimalarial agents, as shown recently with ceramicines Q‐Z. [ 39–44 ]…”

Section: Hemisynthetic Ceramicine Derivativesmentioning

confidence: 99%

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Limonoids isolated from Chisocheton ceramicus Miq. and the antiadipogenic mechanism of action of ceramicine B

Bailly

2024

Archiv der Pharmazie

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Different types of limonoids have been isolated from plants of the Chisocheton genus, notably from the species Chisocheton ceramicus Miq. which is largely distributed in the Indonesian archipelago and Malaysia region. A variety of natural products have been found in the bark of the tree and characterized as antimicrobial and/or antiproliferative agents. The isolated limonoids include chisomicines A–E, proceranolide, and a few other compounds. A focus is made on a large series of limonoids designated ceramicines A to Z including derivatives with antiparasitic activities, antioxidant, antimelanogenic, and antiproliferative effects and/or acting as regulators of lipogenesis. The lead compound in the series is ceramicine B functioning as a potent inhibitor of lipid droplet accumulation (LDA). Extracts from Chisocheton ceramicus and ceramicines have shown anti‐LDA effects, with little or no cytotoxic effects. Ceramicine B is the most active compound functioning as a regulator of lipid storage in cells and tissues. Ceramicine B is a transcriptional repressor of peroxisome proliferator‐activated receptor γ (PPARγ) and an inhibitor of phosphorylation of the transcription factor FoxO1, acting via an upstream molecular target. Targeting of glycogen synthase kinase‐3β is proposed, based on the analogy with structurally related limonoids known to target this enzyme, and supported by a molecular docking analysis. The target and pathway implicated in ceramicine B activity are discussed. The analysis shed light on ceramicine B as a natural product precursor for the design of novel compounds capable of reducing LDA in cells and of potential interest for the treatment of obesity, liver diseases, and other pathologies.

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Section: Phytochemicals Isolated From C Ceramicusmentioning

confidence: 99%

Section: Hemisynthetic Ceramicine Derivativesmentioning

confidence: 99%

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Limonoids isolated from Chisocheton ceramicus Miq. and the antiadipogenic mechanism of action of ceramicine B

Bailly

2024

Archiv der Pharmazie

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Correction to: Ceramicines M–P from Chisocheton ceramicus: isolation and structure–activity relationship study

Abstract: The article Ceramicines M–P from Chisocheton ceramicus: isolation and structure–activity relationship study.

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Limonoids isolated from Chisocheton ceramicus Miq. and the antiadipogenic mechanism of action of ceramicine B

Limonoids isolated from Chisocheton ceramicus Miq. and the antiadipogenic mechanism of action of ceramicine B

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