Reference - Detail
| RRC ID | 37023 |
|---|---|
| Author | Zhang J, Kurita M, Ebina K, Ukiya M, Tokuda H, Yasukawa K, Masters ET, Shimizu N, Akihisa M, Feng F, Akihisa T. |
| Title | Melanogenesis-inhibitory activity and cancer chemopreventive effect of glucosylcucurbic acid from shea (Vitellaria paradoxa) kernels. |
| Journal | Chem Biodivers |
| Abstract |
Two jasmonate derivatives, glucosylcucurbic acid (1) and methyl glucosylcucurbate (2), were isolated from the MeOH extract of defatted shea (Vitellaria paradoxa; Sapotaceae) kernels. These and their deglucosylated derivatives, cucurbic acid (3) and methyl cucurbate (4), were evaluated for their melanogenesis-inhibitory and cancer chemopreventive potencies. Compounds 1, 3, and 4 exhibited potent melanogenesis-inhibitory activities in α-melanocyte-stimulating hormone (α-MSH)-stimulated B16 melanoma cells. Western-blot analysis revealed that compounds 1 and 3 reduced the protein levels of MITF (=microphthalmia-associated transcription factor), tyrosinase, TRP-1 (=tyrosine-related protein 1), and TRP-2 mostly in a concentration-dependent manner. In addition, compound 1 exhibited inhibitory effects against Epstein-Barr virus early antigen (EBV-EA) activation induced with 12-O-tetradecanoylphorbol-13-acetate (TPA) in Raji cells, against TPA-induced inflammation in mice, and against skin tumor promotion in an in vivo two-stage mouse skin carcinogenesis test based on 7,12-dimethylbenz[a]anthracene (DMBA) as initiator, and with TPA as promoter. |
| Volume | 12(4) |
| Pages | 547-58 |
| Published | 2015-4-1 |
| DOI | 10.1002/cbdv.201400424 |
| PMID | 25879500 |
| MeSH | Animals Anticarcinogenic Agents / chemistry* Anticarcinogenic Agents / pharmacology* Antigens, Viral / metabolism Antineoplastic Agents, Phytogenic / chemistry Antineoplastic Agents, Phytogenic / pharmacology Cell Line, Tumor / drug effects Glucosides / chemistry Glucosides / pharmacology* Humans Melanins / metabolism* Melanoma, Experimental / drug therapy Melanoma, Experimental / pathology Mice, Inbred Strains Molecular Structure Monophenol Monooxygenase / metabolism Oxidoreductases / metabolism Oxylipins / chemistry Oxylipins / pharmacology* Plant Extracts / chemistry Sapotaceae / chemistry* Seeds / chemistry Skin Neoplasms / drug therapy Skin Neoplasms / pathology Tetradecanoylphorbol Acetate / pharmacology Xenograft Model Antitumor Assays / methods alpha-MSH / metabolism alpha-MSH / pharmacology |
| IF | 2.039 |
| Times Cited | 7 |
| WOS Category | BIOCHEMISTRY & MOLECULAR BIOLOGY CHEMISTRY, MULTIDISCIPLINARY |
| Resource | |
| Human and Animal Cells | HL60(RCB0041) A549(RCB0098) SK-BR-3(RCB2132) |