PMID-sentid Pub_year Sent_text comp_official_name comp_offsetprotein_name organism prot_offset 12945899-5 2003 Introduction of an acetyl group via initial bromination ortho to the hydroxyl group in naphthol 18, which bears an electron rich benzyl ether at C-7, was plagued by the formation of phenolic coupling product 42 and naphthoquinone 43. Naphthols 87-95 complement C7 Homo sapiens 145-148 12945899-6 2003 Bromination of naphthol 45, bearing a less electron rich triflate group at C-7, also afforded binaphthol 47 resulting from phenolic coupling as well as naphthoquinone 48 when using N-bromosuccinimide at low temperature. Naphthols 15-23 complement C7 Homo sapiens 75-78 21069992-5 2010 Deprotection of the C-7 oxygen function to the corresponding naphthol allows tautomerization to cyclohepta[de]naphthalene-1-ones upon seven-membered-ring closure in most cases, and replacement of the C-2 oxygen function in the naphthalene by a methyl group ultimately allows the synthesis of (+-)-microstegiol. Naphthols 61-69 complement C7 Homo sapiens 20-23