|Chemical and physical data|
|Molar mass||302.408 g/mol|
|3D model (Jmol)||Interactive image|
|(what is this?)|
2-Methoxyestradiol (2-ME2) is a natural metabolite of estradiol. As an experimental drug candidate, it is being developed under the tradename of Panzem. It prevents the formation of new blood vessels that tumors need in order to grow (angiogenesis), hence it is an angiogenesis inhibitor.
It also acts as a vasodilator.
2-ME2 is derived from estradiol, although it binds poorly (2000-fold lower activational potency) to known estrogen receptors. However, 2-ME2 retains activity as a high-affinity agonist of the GPER (GPR30).
It induces apoptosis in some cancer cell lines.
A phase II trial of 18 advanced ovarian cancer patients reported encouraging results in Oct 2007.
Preclinical models also suggest that 2-ME2 could also be effective against inflammatory diseases such as rheumatoid arthritis. Several studies have been conducted showing 2-ME2 is a microtubule-inhibitor and effective against prostate cancer in rodents.
- EntreMed's Product Information Site Archived May 4, 2005, at the Wayback Machine.
- 2-Methoxyestradiol: an endogenous antiangiogenic and antiproliferative drug candidate. Pribluda VS, et al. Cancer Metastasis Rev. 2000;19(1-2):173-9. Review.
- Dose-response effects of 2-methoxyestradiol on estrogen target tissues in the ovariectomized rat. Sibonga JD et al. Endocrinology. 2003 Mar;144(3):785-92. PMID 12586754
- Thekkumkara, Thomas; Snyder, Russell; Karamyan, Vardan T. (2016). "Competitive Binding Assay for the G-Protein-Coupled Receptor 30 (GPR30) or G-Protein-Coupled Estrogen Receptor (GPER)". 1366: 11–17. doi:10.1007/978-1-4939-3127-9_2. ISSN 1064-3745.
- LaValee; et al. (2003). "2-Methoxyestradiol Up-Regulates Death Receptor 5 and Induces Apoptosis through Activation of the Extrinsic Pathway". 63 (2): 468–75. PMID 12543804.
- "EntreMed Presents Results for Panzem® NCD Phase 2 Ovarian Cancer Study". Archived from the original on July 17, 2012.
- Lakhani, NJ; Sarkar, MA; Venitz, J; Figg, WD (2003). "2-Methoxyestradiol, a promising anticancer agent". Pharmacotherapy. 23 (2): 165–72. doi:10.1592/phco.220.127.116.11088. PMID 12587805.
- Chemical Information and Structure from the Comparative Toxicogenomics Database
- 2-Methoxyestradiol 4 journal refs as URLs