Ecdysones from Zoanthus spp. with inhibitory activity against dengue virus 2
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Acknowledgments
This work was supported by grants from Ministry of Science and Technology of Taiwan (MOST103-2628-B-037-001-MY3 award to Y.-B.C.; MOST 103-2320-B-037-005-MY2 award to F.-R.C.), National Health Research Institutes (NHRI-EX103-10241BI), and in part from the grant from Chinese Medicine Research Center, China Medical University (the ministry of education, the Aim for the Top University Plan). This study is also supported partially by Kaohsiung Medical University (Aim for the Top Universities Grant,
References and notes (34)
Adv. Virus Res.
(2009)- et al.
J. Biol. Chem.
(2001) - et al.
Virology
(1996) - et al.
Tetrahedron
(1998) - et al.
Tetrahedron
(1999) - et al.
Tetrahedron Lett.
(2014) - et al.
Comp. Biochem. Physiol.
(1985) - et al.
Tetrahedron
(1995) - et al.
Tetrahedron
(1999) - et al.
J. Biol. Chem.
(2007)
EMBO J.
J. Virol.
Indian J. Chem. B
J. Nat. Prod.
J. Am. Chem. Soc.
J. Org. Chem.
Heterocycl. Commun.
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2021, Phytochemistry LettersCitation Excerpt :There are also studies showing the effect of P. glomerata as an analgesic, anti-inflammatory, anti-obesity, anti-diabetic, central nervous system depressant agent, leishmanicidal, and prebiotic agent (Sanches et al., 2001; Neto et al., 2004; 2005 Caleffi et al., 2015; Fortini et al., 2020). β-ecdysone has many potential applications in the pharmaceutical industry, due to its immunomodulatory, hepatoprotective, antiarrhythmic and cholesterol-lowering properties, as well as its anti-diabetic activity and its ability to regulate calcium mobilization and homeostasis (Kutepova et al., 2001; Cheng et al., 2016; Wang et al., 2016; Chakraborty and Basu, 2017; Bhardwaj et al., 2019). In the cosmetics industry, formulations containing β-ecdysone act as humectants (Iarema et al., 2012).
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These authors contributed equally to this work.