Journal of the Korean Wood Science and Technology

The Korean Society of Wood Science & Technology (한국목재공학회)
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Determination of Stereochemical Structure of a Grandidentatin Isomer from Populus alba × glandulosa Bark

현사시나무 수피에서 분리한 Grandidentatin Isomer의 입체구조결정

  • Kwon, Dong-Joo (Dept. of Wood Science & Engineering, College of Forest and Environmental Sciences, Kangwon National University) ;
  • Kim, Hyun-Seok (Dept. of Chemistry, College of Natural Sciences, Kangwon National University) ;
  • Lee, Phil-Ho (Dept. of Chemistry, College of Natural Sciences, Kangwon National University) ;
  • Bae, Young-Soo (Dept. of Wood Science & Engineering, College of Forest and Environmental Sciences, Kangwon National University)
  • 권동주 (강원대학교 산림과학대학 임산공학과) ;
  • 김현석 (강원대학교 자연과학대학 화학과) ;
  • 이필호 (강원대학교 자연과학대학 화학과) ;
  • 배영수 (강원대학교 산림과학대학 임산공학과)
  • Received : 2008.10.13
  • Accepted : 2008.11.10
  • Published : 2009.01.25
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Abstract

The bark of Populus alba ${\times}$ glandulosa was collected, air-dried and extracted with 70% aqueous acetone. Then it was successively partitioned with n-hexane, $CH_2Cl_2$, EtOAc and $H_2O$. Repeated Sephadex LH-20 column chromatography and preparative TLC on the EtOAc soluble fraction gave a grandidentatin isomer. The structure was elucidated as grandidentatin A (cis-2-hydroxycyclohexyl 6-O-p-coumaroyl-${\beta}$-D-glucopyranoside) on the basis of spectroscopic evidences such as $^1H$-NMR, $^{13}C$-NMR, 2D-NMR and MALDI TOF-MS spectrum followed by acid hydrolysis. Grandidentatin A was identified here for the first time in Populus alba ${\times}$ glandulosa bark, and to the bset of our knowledge it has not been reported in any other literature.

현사시나무 수피를 채취하여 기건 시킨 후 70% 아세톤 용액으로 추출하고 농축한 후 헥산, 디클로로메탄, 에틸아세테이트 및 수용성으로 순차 추출하여 동결건조하였다. 에틸아세테이트 분획에 대하여 Sephadex LH-20 컬럼크로마토그래피와 분취 TLC를 반복적으로 수행하여 화합물을 분리하였다. 화합물의 구조는 산 가수분해와 $^1H$-NMR, $^{13}C$-NMR, 2D-NMR 및 MALDI TOF-MS 스펙트럼을 분석하여, grandidentatin A(cis-2-hydroxycyclohexyl 6-O-p-coumaroyl-${\beta}$-D-glucopyranoside)로 동정하였다. Grandidentatin A는 현사시나무 수피에서 처음 분리되었으며, 문헌에 보고되지 않은 신규화합물이다.

Keywords

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