Erinacines E, F, and G, stimulators of nerve growth factor (NGF)-synthesis, from the mycelia of Hericium erinaceum

Tetrahedron Letters

Volumn 37, Issue 41, 1996, Pages 7399-7402

  Kawagishi, Hirokazu ^a   Shimada, Atsushi ^a   Hosokawa, Satoshi ^a   Mori, Hironobu ^b   Sakamoto, Hideki ^b   Ishiguro, Yukio ^b   Sakemi, Shinichi ^c   Bordner, Jon ^c   Kojima, Nakao ^c   Furukawa, Shoei ^d  

^a SHIZUOKA UNIVERSITY   (Japan)

^b KAGOME CO   (Japan)

^c PFIZER INC   (United States)

^d GIFU PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ERINACINE E; ERINACINE F; ERINACINE G; NERVE GROWTH FACTOR; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; BIOASSAY; CONTROLLED STUDY; DRUG ISOLATION; DRUG STRUCTURE; FUNGUS; INFRARED SPECTROPHOTOMETRY; NERVE CELL; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; RAT;

ANIMALIA; FUNGI; HERICIUM ERINACEUM;

EID: 16044366456     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01687-5     Document Type: Article

References (20)

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15. 3OD); δ 17.5(C16), 22.2(C19 and 20), 25.2(C17), 28.3(C18), 28.7(C7), 29.3(C2), 32.1(C10), 38.3(C8), 40.2(C1), 42.4(C6), 44.1(C13), 44.4(C5), 51.0(C9), 66.7(C5′), 72.3(C15), 75.0(C4′), 76.0(C3′), 80.3(C2′), 97.6(C14), 106.4(C1′), 124.2(C11), 138.8(C4), 140.3(C3), 142.7(C12).
16. -4. A representative crystal was surveyed and a 1 Å data set (maximum sin Θ/λ= 0.5) was collected on a Siemens R3RA/v diffractometer. Atomic scattering factors were taken from the International Tables for X-ray Crystallography . All crystallographic calculations were facilitated by the SHELXTL system. A trial structure was obtained by direct methods. This trial structure was refined routinely. Hydrogen positions were calculated wherever possible . The methyl hydrogens and the hydrogens on oxygen were located by difference Fourier techniques . The hydrogen parameters were added to the structure factor calculations but were not refined. The shifts calculated in the final cycle of least squares refinement were all less than 0.1 of their corresponding standard deviations . The final R-index was 7.27%. A final difference Fourier revealed no missing or misplaced electron density. The refined structure was plotted using the SHELXTL plotting package. The absolute configuration was not determined in this analysis because no 'heavy atoms' were present in the structure.
17. 3OD); δ 18.6(C16), 22.6(C20 or 19), 23.1(C19 or 20), 25.9(C17), 29.1(C18), 29.3(C7), 29.9(C2), 31.4(C10), 38.1(C8), 40.1(C1), 42.7(C6), 45.7(C5), 51.8(C9), 54.0(C13), 65.1(C5′), 71.9(C3′), 80.4(C4′), 83.6(C2′), 86.8(C15), 92.4(C14), 109.3(C1′), 122.7(C11), 140.2(C4), 141.0(C3), 141.1(C12). HMBC correlations are as follows; H1/C2, H1/C8, H1/C17, H2/C4, H5/C4, H5/C6, H5/C16, H7/C16, H8/C9, H8/C17, H10/C6, H13/C2′, H14/C16, H15/C12, H15/C4′, H16/C5, H16/C6, H17/C1, H17/C4, H17/C8, H17/C9, H18/C2, H18/C19, H18/C20, H19/C18, H19/C20, H20/C18, H20/C19, H1′/C14, H3′/C2′, H3′/C4′, H5′/C1′, H5′/C4′.
18. 3); δ 18.0(C16), 18.4(C19 and 20), 23.6(C10), 24.8(C17), 25.8(C7), 32.3(C1), 34.0(C8), 35.4(C 2), 40.9(C18), 43.1(C6), 46.9(C9), 51.2(C5), 53.1(C13), 63.6(C5′), 70.1(C3′), 78.4(C4′), 81.4(C2′), 85.9(C15), 90.0(C14), 107.9(C1′), 120.8(C11), 138.8(C12), 214.2(C4), 214.9(C3). NOESY correlations are as follows; H5/H13, H5/H17, H14/H16.
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