title: Oleanane triterpenes as protein tyrosine phosphatase 1B (PTP1B) inhibitors from Camellia japonica.
abstract: Protein tyrosine phosphatase 1B (PTP1B) plays a key role in metabolic signaling, thereby making it an exciting drug target for type 2 diabetes and obesity. Besides, there is substantial evidence that shows its overexpression is involved in breast cancer, which suggests that selective PTP1B inhibition might be effective in breast cancer treatment. As part of our continuous research on PTP1B inhibitors from medicinal plants, four oleanane-type triterpenes were isolated from an EtOAc-soluble extract of fruit peels of Camellia japonica (Theaceae), together with 6 previously known compounds of this class. Their structures were determined on the basis of spectroscopic data analysis (UV, IR, (1)H and (13)CNMR, HMBC, HSQC, NOESY, and MS). All isolates were evaluated for their inhibitory effects on PTP1B, as well as their cytotoxic effects against human breast cancer cell lines MCF7, MCF7/ADR, and MDA-MB-231. Several compounds with OH-3 or/and COOH-28 functionalities showed strong PTP1B inhibitory activity (IC50 values ranging from 3.77±0.11 to 6.40±0.81 μM) as well as significant cytotoxicity (IC50 values ranging from 0.51±0.05 to 13.55±1.44 μM).
authors.affiliation: Korea Bioactive Natural Material Bank, College of Pharmacy and Research Institute of Pharmaceutical Sciences, Seoul National University, Seoul 151-742, Republic of Korea; BK21 Project Team, College of Pharmacy, Chosun University, Gwangju 501-759, Republic of Korea.
authors.forename: Mohammad Nasir
authors.initials: MN
authors.lastname: Uddin
authors.affiliation: Korea Bioactive Natural Material Bank, College of Pharmacy and Research Institute of Pharmaceutical Sciences, Seoul National University, Seoul 151-742, Republic of Korea; BK21 Project Team, College of Pharmacy, Chosun University, Gwangju 501-759, Republic of Korea.
authors.forename: Govinda
authors.initials: G
authors.lastname: Sharma
authors.affiliation: Korea Bioactive Natural Material Bank, College of Pharmacy and Research Institute of Pharmaceutical Sciences, Seoul National University, Seoul 151-742, Republic of Korea.
authors.forename: Jun-Li
authors.initials: JL
authors.lastname: Yang
authors.affiliation: BK21 Project Team, College of Pharmacy, Chosun University, Gwangju 501-759, Republic of Korea.
authors.forename: Hong Seok
authors.initials: HS
authors.lastname: Choi
authors.affiliation: Fermentation and Functionality Research Group, Korea Food Research Institute, Sungnam 463-746, Republic of Korea.
authors.forename: Seong-Il
authors.initials: SI
authors.lastname: Lim
authors.affiliation: Korea Bioactive Natural Material Bank, College of Pharmacy and Research Institute of Pharmaceutical Sciences, Seoul National University, Seoul 151-742, Republic of Korea.
authors.forename: Keon Wook
authors.initials: KW
authors.lastname: Kang
authors.affiliation: Korea Bioactive Natural Material Bank, College of Pharmacy and Research Institute of Pharmaceutical Sciences, Seoul National University, Seoul 151-742, Republic of Korea. Electronic address: wkoh1@snu.ac.kr.
authors.forename: Won Keun
authors.initials: WK
authors.lastname: Oh
mesh_terms: D001943:Breast Neoplasms / Q000378:metabolism; D028244:Camellia / Q000737:chemistry*; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D005260:Female; D006801:Humans; D015394:Molecular Structure; D009828:Oleanolic Acid / Q000737:chemistry*; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1 / Q000037:antagonists & inhibitors* / Q000378:metabolism; D014315:Triterpenes / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D014315:Triterpenes; D009828:Oleanolic Acid; C516607:PTPN1 protein, human; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1
keywords: 3,4-seco-Oleanane; Breast cancer; Camellia japonica; Lineweaver–Burk plot; MDA-MB-231; PTP1B; Theaceae