GSK-3β inhibitory activities of novel dichroloresorcinol derivatives from Cosmospora vilior isolated from a mangrove plant

Shiono, Yoshihito; Miyazaki, Nozomi; Murayama, Tetsuya; Koseki, Takuya; Harizon,; Katja, Dewa Gede; Supratman, Unang; Nakata, Juri; Kakihara, Yoshito; Saeki, Makio; Yoshida, Jun; Uesugi, Shota; Kimura, Ken‐ichi

doi:10.1016/j.phytol.2016.09.007

Cited by 27 publications

(11 citation statements)

References 13 publications

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“…The results of double-reciprocal plotting indicated that HD is a competitive inhibitor for ATP [ 34 ]. Compounds isolated from endophytic fungus Cosmospora vilior have also been studied for their potency to inhibit GSK-3β [ 38 ]. Cosmochlorin A and cosmochlorine B showed GSK-3β inhibition activity at IC 50 values of 62.5 and 60.6 µM, respectively [ 38 ].…”

Section: Resultsmentioning

confidence: 99%

Amaryllidaceae Alkaloids as Potential Glycogen Synthase Kinase-3β Inhibitors

et al. 2018

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Glycogen synthase kinase-3β (GSK-3β) is a multifunctional serine/threonine protein kinase that was originally identified as an enzyme involved in the control of glycogen metabolism. It plays a key role in diverse physiological processes including metabolism, the cell cycle, and gene expression by regulating a wide variety of well-known substances like glycogen synthase, tau-protein, and β-catenin. Recent studies have identified GSK-3β as a potential therapeutic target in Alzheimer´s disease, bipolar disorder, stroke, more than 15 types of cancer, and diabetes. GSK-3β is one of the most attractive targets for medicinal chemists in the discovery, design, and synthesis of new selective potent inhibitors. In the current study, twenty-eight Amaryllidaceae alkaloids of various structural types were studied for their potency to inhibit GSK-3β. Promising results have been demonstrated by alkaloids of the homolycorine-{9-O-demethylhomolycorine (IC50 = 30.00 ± 0.71 µM), masonine (IC50 = 27.81 ± 0.01 μM)}, and lycorine-types {caranine (IC50 = 30.75 ± 0.04 μM)}.

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Section: Resultsmentioning

confidence: 99%

Amaryllidaceae Alkaloids as Potential Glycogen Synthase Kinase-3β Inhibitors

et al. 2018

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“…There has been a continued increase in the number of new metabolites reported from mangrove-associated fungi ( 236 Capnodium sp. yielded the eremophilane sesquiterpene 556, 237 dichlororesorcinol derivatives 557-559 were obtained from Cosmospora vilior 238 and endophytic Eurotium rubrum was the source of enantiomers of a 2-benzofuran-1(3H)-one, 560 and 561, the racemate of which exhibited potent 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity. 239 Endophytic Lasiodiplodia species yielded polyketides 562-565 (ref.…”

Section: Fungi From Mangrovesmentioning

confidence: 99%

Marine natural products

et al. 2018

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Covering: 2016. Previous review: Nat. Prod. Rep., 2017, 34, 235-294This review covers the literature published in 2016 for marine natural products (MNPs), with 757 citations (643 for the period January to December 2016) referring to compounds isolated from marine microorganisms and phytoplankton, green, brown and red algae, sponges, cnidarians, bryozoans, molluscs, tunicates, echinoderms, mangroves and other intertidal plants and microorganisms. The emphasis is on new compounds (1277 in 432 papers for 2016), together with the relevant biological activities, source organisms and country of origin. Reviews, biosynthetic studies, first syntheses, and syntheses that led to the revision of structures or stereochemistries, have been included.

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“…for C 30 H 39 O 7 m/z 511.2696) and nuclear magnetic resonance (NMR) data (Table 1), indicating the presence of twelve degrees of unsaturation. The ultraviolet (UV) spectrum showed maximum absorption at 284 nm, indicating the presence of an α, β-unsaturated ketone [13,14]. Infrared (IR) absorptions spectra suggested the presence of hydroxyl (3509 cm −1 ), aliphatic (2929 cm −1 ), carbonyl ester (1744 cm −1 ), α, β-unsaturated carbonyl (1670 cm −1 ), olefinic (1502 cm −1 ), gem-dimethyl (1366 and 1386 cm −1 ) and ether groups (1248 cm -14).…”

Section: Resultsmentioning

confidence: 99%

“…Furthermore, the IR spectra and mass spectra were recorded on a One PerkinElmer spectrum-100 FT-IR in KBr and Waters Xevo QTOF MS, respectively. NMR spectra were obtained with Bruker Topspin at 500 MHz for 1 H and 125 MHz for 13 C (compound 1) and for compounds 2-5 using JEOL JNM-ECZ500R/ S1 at 500 MHz for 1 H and 125 MHz for 13 C, using tetra methylsilane (TMS) as the internal standard. Chromatographic separations were carried out on the silica gel 60 (70-230 and 230-400 mesh, Merck).…”

Section: Instruments and Reagentsmentioning

confidence: 99%

A new havanensin-type limonoid from Chisocheton macrophyllus

et al. 2021

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A new havanensin-type limonoid, 16β-hydroxydysobinin (1), along with four known limonoids (2–5), have been isolated from the seeds of Chisocheton macrophyllus. The chemical structure of the new compound was determined by referencing spectroscopic data, and by comparison to those related spectra previously reported. Each compound was evaluated for their cytotoxic effects against Michigan Cancer Foundation-7 (MCF-7) breast cancer cells and display no significant activity.

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GSK-3β inhibitory activities of novel dichroloresorcinol derivatives from Cosmospora vilior isolated from a mangrove plant

Cited by 27 publications

References 13 publications

Amaryllidaceae Alkaloids as Potential Glycogen Synthase Kinase-3β Inhibitors

Amaryllidaceae Alkaloids as Potential Glycogen Synthase Kinase-3β Inhibitors

Marine natural products

A new havanensin-type limonoid from Chisocheton macrophyllus

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