F-16438s, novel binding inhibitors of CD44 and hyaluronic acid: II. Producing organism, fermentation, isolation, physico-chemical properties and structural elucidation

Journal of Antibiotics

Volumn 59, Issue 12, 2006, Pages 777-784

  Hirota Takahata, Yuki ^a   Harada, Hosami ^a   Tanaka, Isshin ^a   Nakata, Tomoko ^a   Nakajima, Mutsuo ^a   Takahashi, Masaaki ^a  

^a DAIICHI SANKYO CO   (Japan)

Author keywords

Binding inhibitor; Caloporoside; CD44; F 16438; Hyaluronic acid

Indexed keywords

CELL SURFACE RECEPTOR; CELL SURFACE RECEPTOR CD 44; F 16438; HYALURONIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CONTROLLED STUDY; DRUG ISOLATION; DRUG SCREENING; FERMENTATION; FUNGUS; GLOEOPORUS DICHROUS; NONHUMAN; PHYSICAL CHEMISTRY; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; STRUCTURE ACTIVITY RELATION;

ANTIGENS, CD44; FERMENTATION; HYALURONIC ACID; MAGNETIC RESONANCE SPECTROSCOPY; MANNOSIDES; MOLECULAR CONFORMATION; POLYPORALES; SALICYLATES;

GLOEOPORUS DICHROUS;

EID: 33846830078     PISSN: 00218820     EISSN: None     Source Type: Journal    
DOI: 10.1038/ja.2006.102     Document Type: Article

References (21)

1. Abatangelo G, O'Regan M. Hyaluronan: biological role and function in articular joints. Eur J Rheumatol Inflamm 15: 9-16 (1995)
2. Brandt KD, Smith GN Jr, Simon LS. Intraarticular injection of hyaluronan as treatment for knee osteoarthritis. What is the evidence? Arthritis Rheum 43: 1192-1203 (2000)
3. Dahl LB, Dahl IMS, Engström-Laurent A, Granath K. Concentration and molecular weight of sodium hyaluronate in synovial fluid from patients with rheumatoid arthritis and other arthropathies. Ann Rheum Dis 44: 817-822 (1985)
4. Ghosh P. The role of hyaluronic acid (hyaluronan) in health and disease: interactions with cells, cartilage and components of the synovial fluid. Clin Exp Rheumatol 12: 75-82 (1994)
5. De la Motte CA, Hascall VC, Drazba J, Bandyopadhyay SK, Strong SA. Mononuclear leukocytes bind to specific hyaluronan structures on colon mucosal smooth muscle cells treated with polyinosinic acid: polycytidylic acid: inter-alpha-trypsin inhibitor is crucial to structure and function. Am J Pathol 163: 121-133 (2003)
6. Majors AK, Austin RC, de la Motte CA, Pyeritz RE, Hascall VC, Kessler SP, Sen G, Strong SA. Endoplasmic reticulum stress induces hyaluronan deposition and leukocyte adhesion. J Biol Chem 278: 47223-47231 (2003)
7. Toole BP. Hyaluronan promotes the malignant phenotype. Glycobiology 12: 37-42 (2002)
8. Toole BP, Hascall VC. Hyaluronan and tumor growth. Am J Pathol 161: 745-747 (2002)
9. Udabage L, Brownlee GR, Nilsson SK, Brown TJ. The overexpression of HAS2, Hyal-2 and CD44 is implicated in the invasiveness of breast cancer. Exp Cell Res 310: 205-217 (2005)
10. Lesley J, Hyman R, Kincade PW. CD44 and its interaction with extracellular matrix. Adv Immunol 54: 271-335 (1993)
11. Picker LJ, Nakache M, Butcher EC. Monoclonal antibodies to human lymphocyte homing receptors define a novel class of adhesion molecules on diverse cell types. J Cell Biol 109: 927-937 (1989)
12. Bourguignon LYW, Lokeshwar VB, He J, Chen X, Bourguignon GJ. A CD44-like endothelial cell transmembrane glycoprotein (GP116) interacts with extracellular matrix and ankyrin. Mol Cell Biol 12: 4464-4471 (1992)
13. Zhu D, Bourguignon LYW. Overexpression of CD44 in pl85(neu)-transfected NIH3T3 cells promotes an upregulation of hyaluronic acid-mediated membrane-cytoskeleton interaction and cell adhesion. Oncogene 12: 2309-2314 (1996)
14. Brown TA, Bouchard T, St John T, Wayner E, Carter WG. Human keratinocytes express a new CD44 core protein (CD44E) as a heparan-sulfate intrinsic membrane proteoglycan with additional exons. J Cell Biol 113: 207-221 (1991)
15. Grover J, Roughley PJ. Expression of cell-surface proteoglycan mRNA by human articular chondrocytes. Biochem J 309: 963-968 (1995)
16. Culty M, Nguyen HA, Underhill CB. The hyaluronan receptor (CD44) participates in the uptake and degradation of hyaluronan. J Cell Biol 116: 1055-1062 (1992)
17. Hua Q, Knudson CB, Knudson W. Internalization of hyaluronan by chondrocytes occurs via receptor-mediated endocytosis. J Cell Sci 106: 365-375 (1993)
18. Tammi R, Rilla K, Pienimaki JP, MacCallum DK, Hogg M, Luukkonen M, Hascall VC, Tammi M. Hyaluronan enters keratinocytes by a novel endocytic route for catabolism. J Biol Chem 276: 35111-35122 (2001)
19. Harada H, Nakata T, Hirota-Takahata Y, Tanaka I, Nakajima M, Takahashi M. F-16438s Novel Binding Inhibitors of CD44 and hyaluronic acid I. Establishment of an assay method and biological activity. J Antibiot 59: 753-769
20. Núñez M, Ryvarden L. East Asian polypores. Synopsis Fungorum 14: 315-317 (2001).
21. Weber W, Schu P, Anke T, Velten R, Steglich W. Caloporoside, a new inhibitor of phospholipases C from Caloporus dichrous (Fr.) Ryv. J Antibiot 47: 1188-1194 (1994)