Triacylglycerols of the seeds of Ginkgo biloba have been resolved by high-performace liquid chromatography(HPLC in the silver-ion and reverse-phase modes. The fatty acids were identified by a combination of capillary gas chromatography and gas-chromatography /mass spectrometry as the methyl and /or picolinyl ester. The main components are C18:2Ω6(39.0mol%), C18:1Ω7(asclepic acid 21.5mol%), and C18:1Ω9(oleic acid, 13.8mol%). Considerable amounts of unusual acid such as C20:3δ5,11,14 (5.7mol%), C18:2δ5,9(2.8mol%), and C18:3δ5,9,12(1.6mol%), were checked. In addition, an anteiso-branched fatty acid, 14-methylhexadecanoic acid, was also present as a minor component(0.9 mol%). The triacylglycerols were separated into 17 fractions by reverse-phase HPLC, and the fractionation was achieved according to the partition numnber(PN) in which a δ5-non methylene interrupted double bond(5-NMDB) showed different behaviour from a methylene interrupted double bond in a molecule with a given cahinlength. Silver-ion HPLC exhibited excellent resolution in which fractions(23 fractions) were resolved on the basis of the number and configuration of double bonds. In this instance, the strength of interaction of a δ5-NMDB system with silver ions seemed to be weaker than a methylene interrupted double bond system. The principal triacylglycerol species are as follows ; (C18:2Ω6)2/C18:1Ω7, C18:1Ω9/C18:1Ω7/C18:2Ω6, (C18:1Ω7)2/C18:2Ω6, C16:1Ω7/C18:1Ω9/C20:3δ5,11,14, C16:1Ω7/C18:1Ω7/C20:3δ5,11,14, C18:1Ω9/C18:1Ω7/C18:2Ω6, C18:1Ω9/C18:2δ5,5/C20:3δ5,11,14, (C18:1Ω7)2/C18:2Ω6 and (C18:1Ω9)2/C18:2Ω6, while simple triacylglycerols without C18:2Ω6)3 were not present. Stereospecific analysis showed that fatty acids with δ5-NMDB system and saturated chains were predominantly located at the site of sn-3 carbon of glycerol backbones. It is evident that there is asymmetry in the distribution of fatty acids in the TG molecules of Ginkgo nut oils.
동백종실유(冬栢種實油)에서 컬럼크로마토그래피로 지질(脂質) 성분(成分)을 상호(相互) 분리(分離)하였다. 여기서 얻은 트리글리세리드의 일부(一部)를 취하여 알칼리로 가수분해(加水分解)하거나 또는 pancreatic lipase로 가수분해(加水分解) 하여, 트리글리세리드의 구성(構成) 지방산(脂肪酸) 또는 1, 3- 위치(位置)와 2-위치(位置)에 급합(給合) 한 지방산(脂肪酸) 조성(組成)을 조사(調査)하였다. 나머지 트리글리세리드는 16% AgNO3 TLC로 이중결합선(二重結合敾)별로 나누었으며, 이렇게 나누어진 분획(分劃)을 다시 HPLC로 PN별로 재분획(再分劃) 하였다. 여기서 얻어진 획분(劃分)들 중 PN이 같은 것은 모두 모아서 알칼리 가수분해(加水分解)로 PN의 총지방산(總脂肪酸) 조성(組成)을, pancreatic lipase로 1,3 위치(位置)에 결합선(結合敾)한 지방산(脂肪酸)의 조성(組成)을 조사(調査) 하였다. 여기서 얻어진 결과(結果)로 부터 구성(構成) 트리그리셀리드 분자종(分子種)을 산출(算出)하였더니 다음과 같은 결과(算出)를 얻었다. 1) 종실유(種實油)는 투명(透明)한 액체(液體)로 그 함량(含量)이 73.5%였으며, 그 중 트리글리세리드가 94.8%, 극성(極性) 지질(極性)이 2.0%, 탄화(炭化) 수소(水素)가 1.8%였다. 2) AgNO3-TLC로 트리글리세리드를 분획(分劃)하였더니 5개의 획분(劃分)을 얻었으며, 대부분(大部分)의 트리글리세리드가 이중(二重) 결합선(結合敾) 3~5개인 band 2와 band 3에 80% 이상 존재(存在)하였다. 3) AgNO3-TLC에서 얻은 각 획분(劃分)은 모두가 HPLC상에서 PN 46, 48 및 50으로 나누어졌으며 전체(全體) 분획(分劃)에서 PN 48이 78.13%로 제일 많았으며, 다음으로 PN 50이 12.04%였으며, PN 46이 9.83%였다. 4) 전체(全體) 트리글리세리드 분자종(分子種) 중에서 0.1mol% 이상을 차지하고 있는 분자종(分子種)이 43종(種)이었으며, OOO와 POO가 각각 39.8mol%와 25.8mol%로 제일 많았으며, 그 다음으로 OPO가 5.5 mol%, OOL가 4.8 mol%, POS가 3.9mol%, SOO가 3.5mol%. POL이 3.0mol%였다. 또 동백종실유(冬栢種實油)에 존재(存在)하는 트리글리세리드의 분자종(分子種)의 조성(組成)은 1,3-random, 2-random 분포설(分布說)에 따라 구성(分布說)되어 있었다.
Contents of total lipids, neutral lipids, glycolipids and phospholipids of seed oils of 16 species of the Labiatae family were determined and their fatty acid compositions were analyzed by gas-liquid chromatography. The results were summarized as follows. 1) Lipid contents of seeds were shown to be 40.6% in Perilla frutescens Britton var. japonica, 32.2% in P. frutescens britton var. acuta, 31.9% in lsodon japonicus, 32.7% in l. inflexus, 48.3% in l. serra, 35.1% in Mosls dianthera, 38.2% in M. punctulata, 33.4% in Nepeta cataria, 26.3% in Agastache rugosa, 30.9% in Eisholtzia ciliata, 18.9% in Salvia splendens, 23.9% in Lycopus maackianus, 49.5% in Clinopodium chinense var. parviflorum, 30.9% in Ametystea caerulea, 33.1% in Leonurus sibircus and 34.3% in Scutellaria basicalensis. 2) Contents of neutral lipids, glycolipids and phospholipids from the seed oils amounted to 98.6%, 0.7%, 0.8% in P. frutescens Britton var. japonica; 95.5%, 1.3%, 3.1% in P. frutescens Britton var. acuta; 95.1%, 1.8%, 3.1% in l. japoincus; 91.4%, 3.5%, 5.1% in l. inflexus; 96.8%, 0.7%, 2.5% in l, serra; 96.0%, 1.8%, 2.2% in Mosla dianthera; 94.7%, 2.0%, 3.3% in M. punctulata; 90.1%, 2.4%, 7.5% in Nepeta cataria; 90.1%, 3.4%, 6.5% in Agastache rugosa; 86.3%, 3.3%, 10.4% in Elsholtzia ciliata; 94.3%, 1.5%, 4.3% in Salvia splendens; 87.2%, 2.9%, 9.0% in Lycopus maackianus; 87.0%, 1.5%, 11.5% in Clinopodium chinense var. parviflorum; 91.8%, 1.6%, 6.6%; 95.5%, 0.4%, 4.1% in Leonurus sibricus; 89.0%, 1.4%, 9.6% in Scutellaria baicalensis. 3) Total lipids revealed the predominace of unsaturated fatty acids (82.0-94.5%) and larger variations were found in the composition of α-linolenic acid (0.4-67.9%) and linoleic acid (11.2-82.9%). High level of α-linoenic acid was present in P. frutescens Britton var. japonica (67.9%), P. frutescens Britton var, acuta (66.0%), lsodon japonicus (65.2%), l. inflexus (59.0%), l. serra (57.3%), Mosla dianthera (60.9%), Nepeta cataria (58.3%), Agastache rugosa (58.5%) and Elsholtzia ciliata (46.2%), and followed by linoleic acid (11.2-32.1%) and oleic acid (9.3-12.2%). However, linoleic acid was the most predominant component in the total lipids of Clinopodium chinense var. parviflorum (62.4%), Ametystea caerules (82.9%), Leonurus sibricus (60.9%) and Scutellaria baicalensis (63.4%), with very small amounts of α-linolenic acid (0.4-3.1%). The total lipids of Salvia splendens, Lycopus maackianus and Mosla punctulata also contained linoleic acid of 31.3%, 48.8% and 53.4%, with a considerable amount of α-linolenic acid of 34.5% 27.0% and 16.7%. Palmitic acid was the major saturated fatty acid in all the oils investigated (4.1-14.2%). 4) Fatty acid profiles of neutral lipids bore a close resemblance to those of total lipids in all the seed oils, but different from those of glycolipids and phospholipids. Fatty acid composition pattern of glycolipids and phospholipids showed a considerably increased level of saturated fatty acids (19.0-66.8%, 17.8-35.2%) mainly composed of palmitic acid and stearic acid, and a noticeable low level of unsaturated fatty acids (41.2-80.9%, 64.7-82.1%) which was ascribed to the decrease in α-linolenic acid of high α-linolenic acid seed oils, and in linoleic acid of high linoleic seed oils, compared to that of total lipids and neutral lipids.
본 연구에서는 6종류의 종실에서 기름을 착유하여 조지방 함량(crude fat content) 측정 및 총 지방산 조성과 위치별 지방산 조성을 비교 분석 하였으며, triacylglycerol(TAG)의 조성과 tocopherol 함량을 분석하였다. Folch법을 이용하여 분석된 조지방 함량은 들깨 21.64%, 홍화씨 13.85%, 고추씨 9.60%, 석류씨 8.85%, 녹두 2.25%, 결명자 2.00%로 나타났다. 추출된 종실유의 지방산 분