A Steroid-Type Antioxidant Targeting the Keap1/Nrf2/ARE Signaling Pathway from the Soft Coral <i>Dendronephthya gigantea</i>

Wu, Jianzhang; Xi, Yiyuan; Huang, Lili; Li, Ge; Mao, Qiqi; Chen, Fang; Shan, Tizhuang; Jiang, Wei; Zhao, Min; He, Wenfang; Jie, Dong; Li, Xiubao; Qiu, Peihong; Yan, Pengcheng

doi:10.1021/acs.jnatprod.8b00728

Cited by 31 publications

(29 citation statements)

References 40 publications

(66 reference statements)

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“…The configuration of the 5 β ,6 β -epoxy group was established by the NOESY correlations H-6/H-4. The same evidence was earlier used for β-orientation of epoxide group in a steroid from the soft coral Dendronephthya gigantea [ 25 ]. The key NOESY correlations H 3 -19/H-1 β, H-2 β , H-8, H-11 β ; H 3 -18/H-20, H-8, H-11 β ; H-9/H-1 α , H-14; H-1 α H-3 α; H-4 α /H-6; and H-17/H-14 α , H 3 -21 confirmed the 3 β ,4 β ,5 β ,6 β configurations of the oxygenated carbons and H-8 β , H-9 α , H-14 α , and H-17 α configurations of the ring portion in 1 .…”

Section: Resultsmentioning

confidence: 79%

Gracilosulfates A–G, Monosulfated Polyoxygenated Steroids from the Marine Sponge Haliclona gracilis

et al. 2020

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Seven new polyoxygenated steroids belonging to a new structural group of sponge steroids, gracilosulfates A–G (1–7), possessing 3β-O-sulfonato, 5β,6β epoxy (or 5(6)-dehydro), and 4β,23-dihydroxy substitution patterns as a common structural motif, were isolated from the marine sponge Haliclona gracilis. Their structures were determined by NMR and MS methods. The compounds 1, 2, 4, 6, and 7 inhibited the expression of prostate-specific antigen (PSA) in 22Rv1 tumor cells.

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Section: Resultsmentioning

confidence: 79%

Gracilosulfates A–G, Monosulfated Polyoxygenated Steroids from the Marine Sponge Haliclona gracilis

et al. 2020

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“…Natural products and their synthetic analogues have been shown to be invaluable resources in drug discovery14., 15., 16.. Chalcones or ( E )-1,2-diphenyl-2-propene-1-ones, make up a group of natural products that attach to the flavonoid family 17 .…”

Section: Introductionmentioning

confidence: 99%

Design, synthesis and biological evaluation of chalcone analogues with novel dual antioxidant mechanisms as potential anti-ischemic stroke agents

Wang

Huang

Cheng

et al. 2019

Acta Pharmaceutica Sinica B

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Scavenging reactive oxygen species (ROS) by antioxidants is the important therapy to cerebral ischemia-reperfusion injury (CIRI) in stroke. The antioxidant with novel dual-antioxidant mechanism of directly scavenging ROS and indirectly through antioxidant pathway activation may be a promising CIRI therapeutic strategy. In our study, a series of chalcone analogues were designed and synthesized, and multiple potential chalcone analogues with dual antioxidant mechanisms were screened. Among these compounds, the most active 33 not only conferred cytoprotection of H 2 O 2 -induced oxidative damage in PC12 cells through scavenging free radicals directly and activating NRF2/ARE antioxidant pathway at the same time, but also played an important role against ischemia/reperfusion-related brain injury in animals. More importantly, in comparison with mono-antioxidant mechanism compounds, 33 exhibited higher cytoprotective and neuroprotective potential in vitro and in vivo. Overall, our findings showed compound 33 could emerge as a promising anti-ischemic stroke drug candidate and provided novel dual-antioxidant mechanism strategies and concepts for oxidative stress-related diseases treatment.

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“…Fucosterol from Sargassum binderi protected against oxidative stress in particulate matter-induced injury and inflammation model of A549 human lung epithelial cells by accumulating SOD, CAT, and HO-1 in the cytosol, and Nrf2 levels in the nucleus [23]. A steroidal antioxidant, 7-dehydroerectasteroid F, isolated from the soft coral Dendronephthya gigantea was shown to protect against H 2 O 2 -induced oxidative damage in PC12 cells by enhancing nuclear translocation of Nrf2 and subsequent activation of HO-1 expression [16]. These protective effects of marine sterols against oxidative injury suggest their potential efficacy against oxidative stress-associated neurological disorders, including AD (Figure 1).…”

Section: Protection Against Oxidative Stressmentioning

confidence: 99%

Prospects of Marine Sterols against Pathobiology of Alzheimer’s Disease: Pharmacological Insights and Technological Advances

et al. 2021

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Alzheimer’s disease (AD) is a degenerative brain disorder characterized by a progressive decline in memory and cognition, mostly affecting the elderly. Numerous functional bioactives have been reported in marine organisms, and anti-Alzheimer’s agents derived from marine resources have gained attention as a promising approach to treat AD pathogenesis. Marine sterols have been investigated for several health benefits, including anti-cancer, anti-obesity, anti-diabetes, anti-aging, and anti-Alzheimer’s activities, owing to their anti-inflammatory and antioxidant properties. Marine sterols interact with various proteins and enzymes participating via diverse cellular systems such as apoptosis, the antioxidant defense system, immune response, and cholesterol homeostasis. Here, we briefly overview the potential of marine sterols against the pathology of AD and provide an insight into their pharmacological mechanisms. We also highlight technological advances that may lead to the potential application of marine sterols in the prevention and therapy of AD.

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A Steroid-Type Antioxidant Targeting the Keap1/Nrf2/ARE Signaling Pathway from the Soft Coral Dendronephthya gigantea

Cited by 31 publications

References 40 publications

Gracilosulfates A–G, Monosulfated Polyoxygenated Steroids from the Marine Sponge Haliclona gracilis

Gracilosulfates A–G, Monosulfated Polyoxygenated Steroids from the Marine Sponge Haliclona gracilis

Design, synthesis and biological evaluation of chalcone analogues with novel dual antioxidant mechanisms as potential anti-ischemic stroke agents

Prospects of Marine Sterols against Pathobiology of Alzheimer’s Disease: Pharmacological Insights and Technological Advances

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