Antimutagenic Effects and Compounds Identified from Hexane Fraction of Persimmon Leaves

감잎 핵산획분의 항돌연변이 효과와 항돌연변이 물질의 GC-MS를 이용한 동정

  • Moon, Suk-Hee (Dept. of Food Science and Nutrition, Pusan National University) ;
  • Kim, Jeong-Ok (Dept. of Chemistry, Pusan Women′s University) ;
  • Rhee, Sook-Hee (Dept. of Food Science and Nutrition, Pusan National University) ;
  • Park, Kun-Young (Dept. of Food Science and Nutrition, Pusan National University) ;
  • Kim, Kwang-Hyuk (Dept. of Microbiology, Kosin Medical College) ;
  • Rhew, Tae-Hyong (Dept. of Food Science and Biology, Pusan National University)
  • Published : 1993.06.01

Abstract

Methanol extract of dried persimmon leaves was fractionated to hexane, chloroform, ethyl acetate, butanol, and aqueous tractions. Hexane, butanol, and aqueous fractions had high yields of extracts. Hexane fraction among these fractions showed the highest inhibition rate on the mutagenicities of aflatoxin (AFB$_1$), dimethyl-amino-bi-phenyl (DMAB), N-methyl-N'-nitro-N-nitrosoguanidine (MNNG), and 4-nitroquinoline-1-oxide (4-NQO) in Salmonella typhimurium TA100. Hexane fraction was further fractionated into eight fractions by silica gel column c-hromatography and thin layer chromatography (TLC). The fraction 5 on TLC exhibited the highest antimutagenic activity on AFB$_1$, DMAB, and MNNC. 1'-oxocannabinol, 3B-acetoxy-17-methyl-5a-18 (13-17) abeoardrost-13-one, 4-methoxy-2'6'-dinitro-3, 5-di-t-butylbiphenyl, 8, 9-dihydro-5, 6-dimethoxy-dibenz [c, h]isoquino [2, 1, 8-1 ma]carbazole-11, 16-dione were tentatively identified from this antimutagenic fraction by GC-MS.

감잎의 메탄올 추출물이 Salmonella typhimurium TA100에서 aflatoxin B$_1$(AFB$_1$), DMAB, MNNG, 그리고 4-NQO의 돌연변이 유발성을 억제시키는 효과가 있었다. 메탄올 추출물을 다시 hexane, chloroform, ethyl acetate, butanol, 그리고 수용성층으로 분획하여 각 획분의 수득율과 항돌연변이 효과를 조사하였다. Hexane, butanol, 그리고 수용성 획분의 수득율이 높았으며, 이중 hexane 획분이 AFB$_1$, DMAB, MNNG, 그리고 4-NQO에 대한 Salmonella typhimurium TA100에서 항돌연변이효과가 가장 크게 나타났다. Hexane 획분을 silica gel column과 thin layer chromatography (TLC)법으로 연속분리하여 TLC상에서 8개의 bands로 분리하였다. 그중 항돌연변이 효과가 가장 컸던 band를 hexane/ethylacetate (1 : 1, v/v)로 추출한 다음 그중에 존재하는 화합물을 GC-MS를 이용하여 분리동정하였다. 활성획분에서는 1'-oxocannabinol, 3$\beta$-acetoxy-17-methyl-5$\alpha$-18 (13-17) abeoard-rost-13-ene, 4-methoxy-2'6'-dinitro-3,5-di-t-butylbiphenyl, 8, 9-dihydro-5,6-dimethoxy-dibenz[c,h]isoquino [2, 1, 8-1ma]carbazole-11, 16-dione 등이 분리동정되었다.

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