Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on the Agalwood (Jinko). VIII. : Structures of Bi-phenylethylchromone Derivatives
Kiyoshi IWAGOETakashi KAKAETenji KONISHIShiu KIYOSAWAYasuhiro FUJIWARAYasuo SHIMADAKazumoto MIYAHARAToshio KAWASAKI
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Keywords: NOE
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1989 Volume 37 Issue 1 Pages 124-128

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Abstract

Three new bi-2-(2-phenylethyl)chromones, tentatively named AH12, AH13and AH14, were isolated from agalwood "Jinko" along with AH10, AH11 and AH15. The structures of AH12 and AH13 were elucidated as (5S, 6R, 7R, 8S)-2-(2-phenyletyl)-5, 6, 7-trihydroxy-5, 6, 7, 8-tetrahydro-8-[2-(2-phenylethyl)-7-methoxychromonyl-6-oxy]chromone and its de-7-methoxylate, respectively. AH14 was concluded to be (5S, 6S, 7S, 8R)-2-(2-phenylethyl)-6, 7, 8-trihydroxy-5, 6, 7, 8-tetrahydro-5-[2-(2-phenylethyl)chromonyl-6-oxy]chromone. Elucidation of 5, 6' and 8, 6'-ether bonding in bi-2-(2-phenylethyl)chromones was done by detailed analyses of the proton and carbon-13 nuclear magnetic resonance (1H and 13C-NMR) spectra, and measuring nuclear Overhauser effect (NOE) difference values.

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© The Pharmaceutical Society of Japan
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