New natural inhibitors of hexokinase 2 (HK2): Steroids from Ganoderma sinense

Warburg, 1956, On the origin of cancer cells, Science, 123, 309, 10.1126/science.123.3191.309 Hanahan, 2011, Hallmarks of cancer: the next generation, Cell, 144, 646, 10.1016/j.cell.2011.02.013 Mathupala, 2009, Hexokinase-2 bound to mitochondria: cancer's stygian link to the “Warburg effect” and a pivotal target for effective therapy, Semin. Cancer Biol., 19, 17, 10.1016/j.semcancer.2008.11.006 Krasnov, 2013, Targeting VDAC-bound hexokinase II: a promising approach for concomitant anti-cancer therapy, Expert Opin. Ther. Tar., 17, 1221, 10.1517/14728222.2013.833607 Ros, 2013, Glycolysis back in the limelight: systemic targeting of HK2 blocks tumor growth, Cancer Discov., 3, 1105, 10.1158/2159-8290.CD-13-0565 Patra, 2013, Hexokinase 2 is required for tumor initiation and maintenance and its systemic deletion is therapeutic in mouse models of cancer, Cancer Cell, 24, 213, 10.1016/j.ccr.2013.06.014 Tan, 2015, HK2/hexokinase-II integrates glycolysis and autophagy to confer cellular protection, Autophagy, 11, 963, 10.1080/15548627.2015.1042195 Marini, 2011, Direct inhibition of hexokinase activity by metformin at least partially impairs glucose metabolism and tumor growth in experimental breast cancer, Cell Cycle, 12, 3490, 10.4161/cc.26461 Pollak, 2012, Investigating metformin for cancer prevention and treatment: the end of the beginning, Cancer Discov., 2, 778, 10.1158/2159-8290.CD-12-0263 Salani, 2013, Metformin impairs glucose consumption and survival in Calu-1 cells by direct inhibition of hexokinase-II, Sci. Rep.-UK, 3, 2070, 10.1038/srep02070 Alimova, 2009, Metformin inhibits breast cancer cell growth, colony formation and induces cell cycle arrest in vitro, Cell Cycle, 8, 909, 10.4161/cc.8.6.7933 Sahra, 2010, Targeting cancer cell metabolism: the combination of metformin and 2-Deoxyglucose induces p53-dependent apoptosis in prostate cancer cells, Cancer Res., 70, 2465, 10.1158/0008-5472.CAN-09-2782 Koh, 2013, A novel metformin derivative, HL010183, inhibits proliferation and invasion of triple-negative breast cancer cells, Bioorg.Med. Chem., 21, 2305, 10.1016/j.bmc.2013.02.015 Zhao, 2007, The warburg effect and its cancer therapeutic implications, J. Bioenerg. Biomembr., 39, 267, 10.1007/s10863-007-9086-x Xu, 2005, Inhibition of glycolysis in cancer cells: a novel strategy to overcome drug resistance associated with mitochondrial respiratory defect and hypoxia, Cancer Res., 65, 613, 10.1158/0008-5472.613.65.2 Newman, 2016, Natural products as sources of new drugs from 1981 to 2014, J. Nat. Prod., 79, 629, 10.1021/acs.jnatprod.5b01055 Pharmacopoeia Commission of People's Republic of China, 2015, 188 Ko, 2008, Antiinflammatory triterpenoids and steroids from Ganoderma lucidum and G. tsugae, Phytochemistry, 69, 234, 10.1016/j.phytochem.2007.06.008 Joseph, 2009, Antioxidative and antiinflammatory activities of the chloroform extract of Ganoderma lucidum found in South India, Sci. Pharm., 77, 111, 10.3797/scipharm.0808-17 Shi, 2012, Immunomodulatory effect of Ganoderma lucidum polysaccharides (GLP) on long-term heavy-load exercising mice, Int. J. Vitam. Nutr. Res., 82, 383, 10.1024/0300-9831/a000135 Jan, 2011, Immuno-modulatory activity of Ganoderma lucidum-derived polysacharide on human monocytoid dendritic cells pulsed with Der p 1 allergen, BMC Immunol., 12, 31, 10.1186/1471-2172-12-31 Liu, 2015, Anti-inflammatory and hepatoprotective effects of Ganoderma lucidum polysaccharides on carbon tetrachloride-induced hepatocyte damage in common carp (Cyprinus carpio L.), Int. Immunopharmacol., 25, 112, 10.1016/j.intimp.2015.01.023 Liang, 2014, Chemical characterization and antitumor activities of polysaccharide extracted from Ganoderma lucidum, Int. J. Mol. Sci., 15, 9103, 10.3390/ijms15059103 Sun, 2015, Carboxylate groups play a major role in antitumor activity of Ganoderma applanatum polysaccharide, Carbohydr. Polym., 123, 283, 10.1016/j.carbpol.2015.01.062 Yu, 2015, Toll-like receptor 4 mediates the antitumor host response induced by Ganoderma atrum polysaccharide, J. Agric. Food Chem., 63, 517, 10.1021/jf5041096 Kikuchi, 1985, Ganoderic acid D, E, F, and H and lucidenic acid D, E, and F, new triterpenoids from Ganoderma lucidum, Chem. Pharm. Bull., 33, 2624, 10.1248/cpb.33.2624 Rios, 2012, Lanostanoids from fungi: a group of potential anticancer compounds, J. Nat. Prod., 75, 2016, 10.1021/np300412h Isaka, 2013, Lanostane triterpenes from cultures of the basidiomycete Ganoderma orbiforme BCC 22324, Phytochemistry, 87, 133, 10.1016/j.phytochem.2012.11.022 Peng, 2014, Hepatoprotective effects of triterpenoids from Ganoderma cochlear, J. Nat. Prod., 77, 737, 10.1021/np400323u Russell, 2006, Ganoderma – a therapeutic fungal biofactory, Phytochemistry, 67, 1985, 10.1016/j.phytochem.2006.07.004 Li, 2017, Benserazide, a dopadecarboxylase inhibitor, suppresses tumor growth by targeting hexokinase 2, J. Exp. Clin. Cancer Res., 36, 58, 10.1186/s13046-017-0530-4 Abagyan, 1994, ICM-A new method for protein modeling and design: applications to docking and structure prediction from the distorted native conformation, J. Comput. Chem., 15, 488, 10.1002/jcc.540150503 Li, 1987, Monte Carlo-minimization approach to the multiple-minima problem in protein folding, Proc. Natl. Acad. Sci. U. S. A., 84, 6611, 10.1073/pnas.84.19.6611 Ayer, 1986, Citricolic acid, a novel type of fungal metabolite, Bull. Soc. Chim. Belg., 95, 699, 10.1002/bscb.19860950902 Tang, 2009, Rearranged prenylated C6-C3 compounds and a highly oxygenated seco-prezizaane-type sesquiterpene from the stem bark of Illicium oligandrum, J. Nat. Prod., 72, 1017, 10.1021/np9001702 Snatzke, 1981, Circulardichroism—LXXV: Cottonogenic derivatives of chiral bidentate ligands with the complex [Mo2(O2CCH3)4], Tetrahedron, 37, 349, 10.1016/S0040-4020(01)92021-6 Górecki, 2007, Practical method for the absolute configuration assignment of tert/tert 1,2-diols using their complexes with Mo2(OAc)4, J. Organomet. Chem., 72, 2906, 10.1021/jo062445x Ishizuka, 1997, Sterol constituents from the fruit bodies of Grifola frondosa (FR.) S. F. GRAY, Chem. Pharm. Bull., 45, 1756, 10.1248/cpb.45.1756 Gao, 2001, A novel sterol from Chinese truffles Tuber indicum, Steroids, 66, 771, 10.1016/S0039-128X(01)00105-2 Jin, 1998, Chemical constituents from Calvatia gigantean, Zhongcaoyao, 29, 298 Ioannou, 2009, 5α,8α-Epidioxysterols from the gorgonian Eunicella cavolini and the ascidian Trididemnum inarmatum: isolation and evaluation of their antiproliferative activity, Steroids, 74, 73, 10.1016/j.steroids.2008.09.007 Kawahara, 1994, Steroids from Calvatia cyathiformis, Phytochemistry, 37, 213, 10.1016/0031-9422(94)85028-3 Li, 2012, A new disecosteroid from an endolichenic fungal stain Sporormiella irregularis (No. 71-11-4-1), Shenyangyaokedaxuexuebao, 29, 678 Wang, 2006, An abietane diterpene and a sterol from fungus Phellinus igniarius, Chin. Chem. Lett., 17, 481 Kawagishi, 1988, Cytotoxic steroids from the mushroom Agaricus blaze, Phytochemistry, 27, 2777, 10.1016/0031-9422(88)80662-9