Bioactive ergostanoids and a new polyhydroxyoctane from Lentinus polychrous mycelia and their inhibitory effects on E2-enhanced cell proliferation of T47D cells

Natural Product Research

Volumn 27, Issue 18, 2013, Pages 1611-1619

  Fangkrathok, Niramai ^a   Sripanidkulchai, Bungorn ^a   Umehara, Kaoru ^b   Noguchi, Hiroshi ^b  

^a KHON KAEN UNIVERSITY   (Thailand)

^b UNIVERSITY OF SHIZUOKA   (Japan)

Author keywords

Anti estrogenic activity; Estrogenic activity; Lentinus polychrous Lev; Oestrogen receptor; Sterol

Indexed keywords

(3BETA,5ALPHA,8ALPHA) 5,8 DIEPOXYERGOSTA 6,22 DIEN 3 OL; 3BETA,5ALPAH DIHYDROXYERGOSTA 7,22 DIEN 6 ONE; 5,8 EPIDIOXY (3BETA,5ALPHA,8ALPHA,) ERGOSTA 6,9(11),22 TRIEN 3 OL; 6 METHYLHEPTANE 1,2,3,4,5 PENTAOL; ANTIESTROGEN; ERGOSTA 4,6,8(14),22 TETRAEN 3 ONE; ERGOSTA 7,22 DIEN 3BETA,5ALPHA,6BETA TRIOL; ESTRADIOL; ESTROGEN RECEPTOR ALPHA; ESTROGEN RECEPTOR BETA; STEROL DERIVATIVE; UNCLASSIFIED DRUG;

ANTIPROLIFERATIVE ACTIVITY; ARTICLE; BREAST CANCER; CANCER CELL; CELL PROLIFERATION; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG INHIBITION; DRUG ISOLATION; DRUG RECEPTOR BINDING; DRUG STRUCTURE; ESTROGEN ACTIVITY; HUMAN; HUMAN CELL; LENTINUS; LENTINUS POLYCHROUS; MYCELIUM; NONHUMAN; SOLID STATE FERMENTATION;

BASIDIOMYCOTA; LENTINUS POLYCHROUS;

ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; CELL PROLIFERATION; ERGOSTEROL; ESTRADIOL; HUMANS; LENTINULA; MOLECULAR STRUCTURE;

EID: 84884288573     PISSN: 14786419     EISSN: 14786427     Source Type: Journal    
DOI: 10.1080/14786419.2012.742079     Document Type: Article

References (20)

1. Anstead, G.M., Carlson, K.E., & Katzenellenbogen, J.A. (1997). The estradiol pharmacophore: Ligand structureestrogen receptor binding affinity relationships and a model for the receptor binding site. Steroids, 62, 268-303, doi:10.1016/S0039-128X(96)00242-5.
2. Armassa, N., Poungchompu, O., Rayan, S., Leethong, S., Weerapreeyakul, N., & Machana, S. (2009). Antioxidant activity and cytotoxicity in breast cancer cells line of mushrooms extracts; Lentinus polychrous Lev. compared to Ganoderma lucidum (Fr.) Karst. Isan Journal of Pharmaceutical Sciences, 5, 243-250.
3. Brzozowski, A.M., Pike, A.C., Dauter, Z., Hubbard, R.E., Bonn, T., Engström, O., Ohman, L., Greene, G.L.,Gustafsson, J.A., & Carlquist, M. (1997). Molecular basis of agonism and antagonism in the oesterogen receptor. Nature, 389, 753-758, doi:10.1038/39645.
4. Buzdar, A.U. (2008). Fulvestrant-A new estrogen receptor antagonist for the treatment of advanced breast cancer. Drugs of Today, 44, 679-692, doi:10.1358/dot.2008.44.9.1256862.
5. Du, Z.Z., & Shen, Y.M. (2006). A rare new cleistanthane diterpene from the pericarp of Trewia nudiflora. Helvetica Chimica Acta, 89, 2841-2845, doi:10.1002/hlca.200690256.
6. Ishizuka, T., Yaoita, Y., & Kikuchi, M. (1997). Sterols from the fruiting bodies of Grifola frondosa. Chemical & Pharmaceutical Bulletin, 45, 1756-1760.
7. Katzellenbogen, B.S., Montano, M.M., Goff, P.L., Schodin, D.J., Kraus, W.L., Bhardwaj, B., & Fujimoto, N. (1995). Antiestrogens: Mechanisms and actions in target cells. Journal of Steroid Biochemistry and Molecular Biology, 53, 387-393, doi:10.1016/0960-0760(95)00084-D.
8. Klinhom, U., & Klinhom, W. (2006). 57 Traditional mushrooms. Bangkok: Thai Health Foundation.
9. Kobori, M., Yoshida, M., Ohnishi-Kameyama, M., Takei, T., & Shinmoto, H. (2006). 5α,8α-Epidioxy-22E-ergosta-6,9 (11),22-trien-3b-ol from an edible mushroom suppresses growth of HL60 leukemia and HT29 colon adenocarcinoma cells. Biological and Pharmaceutical Bulletin, 29, 755-759, doi: 10.1248/bpb.29.755.
10. Lewis, J.S., & Jordan, V.C. (2005). Selective estrogen receptor modulators (SERMS): Mechanisms of anticarcinogenesis and drug resistance. Mutation Research, 591, 247-263, doi:10.1016/j.mrfmmm.2005.02.028.
11. Lindequist, U., Niedermeyer, T.H.J., & Jülich, W.D. (2005). The pharmacological potential of mushrooms. Evidence-Based Complementary and Alternative Medicine, 2, 285-299, doi:10.1093/ecam/neh107.
12. Liu, J.K. (2007). Secondary metabolites from higher fungi in China and their biological activity. Drug Discoveries and Therapeutics, 1, 94-103.
13. Matsumori, N., Kaneno, D., Murata, M., Nakamura, H., & Tachibana, K. (1999). Stereochemical determination of acyclic structures based on carbon-proton spin-coupling constants. A method of configuration analysis for natural products. The Journal of Organic Chemistry, 64, 866-876, doi:10.1021/jo981810k.
14. Monthakantirat, O., De-Eknamkul, W., Umehara, K., Yoshinaga, Y., Miyase, T., Warashina, T., & Noguchi, H. (2005). Phenolic constituents of the rhizomes of the Thai medicinal plant Belamcanda chinensis with proliferative activity for two breast cancer cell lines. Journal of Natural Products, 68, 361-364, doi:10.1021/np040175c.
15. Nilsson, S., Koehler, K.F., & Gustafsson, J.A. (2011). Development of subtype-selective oestrogen receptor-based therapeutics. Nature Reviews Drug Discovery, 10, 778-792, doi: 10.1038/nrd3551.
16. Ohta, K., Yaoita, Y., Matsuda, N., & Kikuchi, M. (1996). Sterol constituents from the sclerotium of Polyporus umbellatus fries. Nature Medicine, 50, 179-181.
17. Osborne, C.K. (1998). Steroid hormone receptors in breast cancer treatment. Breast Cancer Research and Treatment, 51, 227-238, doi: 10.1023/A:1006132427948.
18. Subbiah, M.T., & Abplanalp, W. (2003). Ergosterol (major sterol of baker's and brewer's yeast extracts) inhibits the growth of human breast cancer cells in vitro and the potential role of its oxidation products. International Journal for Vitamin and Nutrition Research, 73, 19-23, doi:10.1024/0300-9831.73. 1.19.
19. Thetsrimuang, C., Khammuang, S., Chiablaem, K., Srisomsap, C., & Sarnthima, R. (2011). Antioxidant properties and cytotoxicity of crude polysaccharides from Lentinus polychrous Lev. Food Chemistry, 128, 634-639, doi:10.1016/j.foodchem.2011.03.077.
20. Zhao, Y.Y., Shen, X., Chao, X., Ho, C.C., Cheng, X.L., Zhang, Y., Lin, R.C., Du, K.J., Luo, W.J., Chen, J.Y., & Sun, W.J. (2011). Ergosta-4,6,8(14),22-tetraen-3-one induces G2/M cell cycle arrest and apoptosis in human hepatocellular carcinoma HepG2 cells. Biochimica et Biophysica Acta, 1810, 384-390, doi:10.1016/j.bbagen.2010.12.005.