Synthesis of (S)-(+)-decursin and its analogues as potent inhibitors of melanin formation in B16 murine melanoma cells
- PMID: 20884093
- DOI: 10.1016/j.ejmech.2010.09.006
Synthesis of (S)-(+)-decursin and its analogues as potent inhibitors of melanin formation in B16 murine melanoma cells
Abstract
We report the synthesis of a novel series of highly potent melanin inhibitors which were obtained through structural modification of an anticancer compound S-(+)-decursinol. The in vitro inhibitory potencies of the newly synthesized compounds were evaluated against α-MSH induced melanin production in B16 murine melanoma cells. Among the compounds evaluated, compounds 2, 3, 6b, 7a, 7b, 8a and 8b emerged as highly potent inhibitors of melanin production. Besides, these compounds demonstrated significantly low cytotoxicity.
Copyright © 2010 Elsevier Masson SAS. All rights reserved.
Similar articles
-
Evaluation of 3,4-dihydroquinazoline-2(1H)-thiones as inhibitors of alpha-MSH-induced melanin production in melanoma B16 cells.Bioorg Med Chem. 2010 Feb 15;18(4):1555-62. doi: 10.1016/j.bmc.2010.01.005. Epub 2010 Jan 11. Bioorg Med Chem. 2010. PMID: 20097083
-
Involvement of PKC and ROS in the cytotoxic mechanism of anti-leukemic decursin and its derivatives and their structure-activity relationship in human K562 erythroleukemia and U937 myeloleukemia cells.Cancer Lett. 2005 Jun 8;223(2):191-201. doi: 10.1016/j.canlet.2004.10.025. Epub 2004 Dec 8. Cancer Lett. 2005. PMID: 15896453
-
Decursin and decursinol angelate inhibit VEGF-induced angiogenesis via suppression of the VEGFR-2-signaling pathway.Carcinogenesis. 2009 Apr;30(4):655-61. doi: 10.1093/carcin/bgp039. Epub 2009 Feb 18. Carcinogenesis. 2009. PMID: 19228635
-
Structure-activity relationship of prenyl-substituted polyphenols from Artocarpus heterophyllus as inhibitors of melanin biosynthesis in cultured melanoma cells.Chem Biodivers. 2007 Sep;4(9):2166-71. doi: 10.1002/cbdv.200790173. Chem Biodivers. 2007. PMID: 17886834
-
Effect of pyrroloquinoline quinone (PQQ) on melanogenic protein expression in murine B16 melanoma.J Dermatol Sci. 2009 Feb;53(2):140-5. doi: 10.1016/j.jdermsci.2008.08.017. Epub 2008 Nov 17. J Dermatol Sci. 2009. PMID: 19013771
Cited by
-
Anticancer potential of decursin, decursinol angelate, and decursinol from Angelica gigas Nakai: A comprehensive review and future therapeutic prospects.Food Sci Nutr. 2024 Jul 31;12(10):6970-6989. doi: 10.1002/fsn3.4376. eCollection 2024 Oct. Food Sci Nutr. 2024. PMID: 39479643 Free PMC article. Review.
-
Chemistry, Pharmacology and Therapeutic Potential of Decursin: A Promising Natural Lead for New Drug Discovery and Development.Drug Des Devel Ther. 2024 Aug 23;18:3741-3763. doi: 10.2147/DDDT.S476279. eCollection 2024. Drug Des Devel Ther. 2024. PMID: 39286287 Free PMC article. Review.
-
Ssanghwa-tang, an oriental herbal cocktail, exerts anti-melanogenic activity by suppression of the p38 MAPK and PKA signaling pathways in B16F10 cells.BMC Complement Altern Med. 2013 Aug 28;13:214. doi: 10.1186/1472-6882-13-214. BMC Complement Altern Med. 2013. PMID: 23981281 Free PMC article.
-
Anti-melanogenic activity of the novel herbal medicine, MA128, through inhibition of tyrosinase activity mediated by the p38 mitogen-activated protein kinases and protein kinase signaling pathway in B16F10 cells.Pharmacogn Mag. 2014 Aug;10(Suppl 3):S463-71. doi: 10.4103/0973-1296.139774. Pharmacogn Mag. 2014. PMID: 25298661 Free PMC article.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Other Literature Sources