• 동의생리병리학회지
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• 제18권4호
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• pp.1169-1172
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• 2004

The cytotoxic activity of 13(E)-labd-13-ene-8α, 15-diol (1) was evaluated against tumor cell lines. A comparison of IC/sub 50/ values of this compound in cancer cell lines showed that their susceptibility to this compound decreased in the following order: P388>B16{F10>MDA-MB-231>A549>KB>SNU-C4 by the MTT method. 13(E}-Labd-13-ene-8α, 15-diol (1) was the most effective growth inhibitor of P388 murine leukaemia cell lines, producing approximately 8.3㎍/mL of IC/sub 50/ in the MTT method.

• 한국해양학회지:바다
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• 제22권2호
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• pp.45-55
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• 2017

Long chain alkyl diols (LCDs)은 다양한 해양 환경 퇴적물에서 관측되고 있다. Rampen et al. (2012)은 해양 표층 퇴적물에서 분석된 LCDs 중 $C_{30}$ 1,15-diol, $C_{28}$ 1,13-diol, $C_{30}$ 1,13-diol를 이용하여 Long chain Diol Index (LDI)라는 고수온 프록시를 제시하였다. 일반적으로 LCDs의 정성 및 정량 분석은 CP-Sil5CB와 DB-5ms 컬럼을 사용해 GC-MS를 주 기반으로 한다. 본 연구에서는 서로 다른 해양환경(동해 및 서북극해)에서 획득한 해양퇴적물을 활용하여 특성이 다른 세가지 GC 컬럼(CP-Sil5CB, HP-5ms, DB-5)이 LCDs의 정량 분석에 미치는 영향을 검토하였다. 본 연구를 통해 일반적으로 CP-Sil5CB로 분석된 농도 결과가 HP-5ms와 DB-5로 분석된 농도 결과와 통계적으로 유의한 차이가 있는 것으로 확인되었다. 하지만 LDI로 복원된 표층수온의 컬럼 간 편차는 동해 퇴적물의 경우 $0.1-0.2^{\circ}C$, 서북극해 퇴적물의 경우 $0.2-0.7^{\circ}C$로 LDI의 calibration error 범위(${\pm}1{\sigma}$) 보다 작았다. 결론적으로 본 연구는 컬럼에 따라 LCDs의 정량 결과는 현저한 차이를 보일 수 있지만, LDI 프록시 값에 미치는 영향은 상대적으로 미비함을 보여 주었다. 따라서 LDI 프록시를 활용한 동해 및 서북극 해양 퇴적물의 고수온 복원에 특성이 다른 컬럼을 사용 할 수 있음을 시사하였다.

• Bulletin of the Korean Chemical Society
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• 제19권10호
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• pp.1059-1063
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• 1998

Regiospecific total syntheses of (±)-11-deoxy-4-methoxy-10-oxo-βrhodomycinone (21a) and (±)-11-deoxy-1-methoxy-10-oxo-β-rbodomycinone (21b) are described. 2-(2-Bromoethyl)-1,3-dioxane (6) was transformed to naphthalenone 12, which was condensed with (phenylsulfonyl)-isobenzofuranone 13 to afford 7,8-dihydro-9-ethyl-6-hydroxy-4-methoxynaphthacen-5,12-dione (15). Epoxide 16 prepared from olefinic compound 15, reacted with HF/Pyr (7:3) to give 17. Dihydroxylation of 17 with t-BuOK/P(OMe)3/O2, selective cis-diol protection of mixed compounds 18 with phenylboronic acid in toluene, separation of cis-boronate 19 and trans-diol 20 by column chromatography on silica gel, and cleavage of the boronate group of 19 with 2-methylpentane-2,4-diol in acetic acid completed the construction of 21.

• Journal of Applied Biological Chemistry
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• 제56권1호
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• pp.49-51
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• 2013

In a previous study, we reported that 13(E)-labd-13-ene-$8{\alpha}$,15-diol (13E) possesses antiviral and anticancer activities. In this study, the anticancer and antimicrobial activities of 13(E) were evaluated against 4 cancer cell lines and 6 bacteria. 13(E) showed inhibitory effect on a variety of cancer cell lines. The $IC_{50}$ values was 8.3-21.3 ${\mu}g/mL$. 13(E) was the most effective growth inhibitor of murine leukaemia cell lines P388, producing approximately 8.3 ${\mu}g/mL$ of $IC_{50}$ in the cytopathic effect (CPE) method. 13(E) also inhibited the growth of the gram-positive bacteria (Staphylococcus aureus, Bacillus cereus and Listeria monocytogenes) and gram-negative bacteria (Vibrio parahaemolyticus, Escherichia coli and Salmonella enteritidis) with a range of minimum inhibitory concentration (MIC) values from 0.092 to 0.598 mg/mL and gram-negative bacteria were more sensitive to the compound (MIC, 0.092 mg/mL).

• 대한한의학방제학회지
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• 제10권2호
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• pp.213-223
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• 2002

The fruiting bodies of Isaria japonica have been traditionally used in Korea to treat cancer. An apoptosis-inducing compound, 4-Acetyl-12, 13-epoxyl -9-trichothecene-3, I5-diol (AETD), was isolated from the methanol extract of fruiting bodies of Isaria japonica Yasuda by bioassay -guided fractionation. The apoptosis of murine bladder cancer cell line (NBT-Ⅱ) by the compound was accessed by propidium iodide staining flow cytometric analysis, and apoptosis-inducing activity at $IC_{50}$ concentration (5 nmol／L) was further confirmed by a nuclear morphological change, a ladder pattern of DNA fragmentation, and an activation of caspase-3. These results indicate that AETD induces apoptosis of NBT-Ⅱ cells via expression of caspase-3.

• Bulletin of the Korean Chemical Society
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• 제19권3호
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• pp.314-319
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• 1998

One flask synthesis of dithienylmethane and difurylmethane is reported. The reaction of aldehydes with excess furan or thiophene affords the meso-phenyldithienylmethane (DTM) and meso-phenyldifurylmethane (DFM), respectively. The reaction is catalyzed with trifluoroacetic acid or with BF3·O(Et)2. An acyl group is selectively introduced in 1 and 9 position of difurylmethane and dithienylmethane by use of an acid chloride and tin (IV) chloride. The reduction of resulting 1,9-bisacyldifurylmethane or 1,9-bisacyldithienylmethane affords the corresponding 1,9-bis-diol. An acid catalyzed condensation of diol with meso-phenyldipyrromethane followed by oxidation with DDQ gives the porphyrins. The reaction resulted meso-5,10,15,20-tetraphenyl-21,22-dithiaporphyrin (SSNN) or 15-mesityl-5,10,20-triphenyl-21,22-dioxaporphyrin (OONN), respectively. The formation of small amount of meso-tetraphenylporphyrin (TPPH2) is also observed. The formation of TPP indicates that meso-phenyldipyrromethane is reversibly cleaved and form pyrrole and pyrrylbenzylcarbocation during the condensation. The proton nmr and electronic spectrum of the SSNN and OONN porphyrins are somewhat different from the previously synthesized meso-5,10,15,20-tetraphenyl-21,23-dithiaporphyrin (SNSN) or meso-5,10,15,20-tetraphenyl-21,23-dioxaporphyrin (ONON).

• 약학회지
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• 제43권1호
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• pp.11-15
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• 1999

A brief route for regiospecific synthesis of novel 10-Oxodaunomycinone Derivatives (10a, b) is described. Dimethoxy-l-tetralone 4 was converted to acetyl tetralone (5a, b) which was oxidized with oxygen to obtain cis-diol compound (8a, b). The construction of (10a, b) was completed by the condensation of phthaloyl dichloride 9 with cis-diol (8a, b)

• Journal of Ginseng Research
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• 제14권3호
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• pp.364-372
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• 1990

This experiment was performed to investigate the effects of ginseng saponin fractions (total saponin, triol saponin. diol saponin) and lipopolysacrharide (LPS) on the tllmoricidal activity of macrophage. The ginseng saponin fractions had little effect on the tumoricidal activity of macrophage (less than 10%). When the ginseng saponin fractions were treated with LPS, the effects of tumoricidal activation of macrophage increased a relatively high percent, and the total saponin and triol saponin (20-35%) were ulore effectual than diol saponin (15-25%). The effects of ginseng saponin and LPS on the tumoricidal activity of macrophage were mediated by the induction of macrophage-release factor(5) which has(have) the capacity of tumor cell killing. And the quantity of the (actors) was(were) increased by the contact of macrophage with tumor cell.

• Journal of Ginseng Research
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• 제9권1호
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• pp.112-118
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• 1985

It has been known that the ginseng extracts activate the lipid metabolism in animal body. The experiments were undertaken to elucidate the effects of total, diol, and trial saponin of ginseng on the activities of acyl Co-A synthetase and hydroxyacyl Co-A dehydrogenase involved in fatty acid metabolism in normal albino rat liver. The acyl Co-A synthetase activity, in vitro, was increased by 20% with treatment of 2.5${\times}$10-3% total saponin, by 14% with 2.5${\times}$10-3% diol saponin, arid 30% with 2.5${\times}$10-4% triol saponin, respectively. And the enzyme activity was increased by 27% at 2 hours after intraperitoneal injection of total saponin. Hydroxyacyl Co-A dehydrogenase activity, in vitro, was increased by 77% with 10-4% total saponin, by 64% with 10-2% diol saponin, and by 72% with 10-3% triol saponin, respectively. Also, the enzyme activity, in vivo, was increased by 15.3% and 33% at 2 hours and 4 hours.

• 한국자원식물학회지
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• 제4권2호
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• pp.35-38
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• 1991

Two new diterpene compounds have been isolate from the roots of Eragrostis ferruginea (Thunb.) Beauv. and their structures were elucidated as isopimara-9(11), 15-0ien-l9-ol-3-one and cassa-13(14), 15-diene-3, 12-dione by various spectroscopic me-thods. We have also isolated a known diterpene diol isopimara-9(11). 15-diene-3$\beta$, 19-dio1.